Molinate
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Molinate
structure -
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CAS No:
2212-67-1
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Formula:
C9H17NOS
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Chemical Name:
Molinate
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Synonyms:
1H-Azepine-1-carbothioic acid,hexahydro-,S-ethyl ester;R 4572;S-Ethyl hexahydro-1H-azepine-1-carbothioate;Ethyl 1-hexamethyleneiminecarbothiolate;Hydram;Molinate;Stauffer R 4572;Yalan;Ordram;S-Ethyl hexahydroazepine-1-carbothioate;Jalan;S-Ethyl N,N-hexamethylenethiocarbamate;Yulan;Felan;SC 9908;(Azepan-1-yl)(ethylsulfanyl)methanone;71373-13-2
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CAS No:
Description
MOLINATE is a clear liquid with aromatic odor. Non corrosive. Used as an herbicide.
Molinate is a clear liquid with aromatic odor. Non corrosive. Used as an herbicide.
Molinate is a clear liquid with aromatic odor. Non corrosive. Used as an herbicide.|Molinate is a member of the class of azepanes that is azepane in which the nitrogen is substituted by an (ethylsulfanyl)carbonyl group, -C(=O)SEt. A thiocarbamate herbicide not approved for use in the U.S. or European Union, it is used control grass weeds in rice paddies. It has a role as an antispermatogenic agent, a herbicide and an agrochemical. It is a member of azepanes and a monothiocarbamic ester.
Molinate Basic Attributes
187.3
187.30
218-661-0
68N5G08DJQ
2902|2588
DTXSID6024206
Clear liquid|Amber liquid
2933990017
Characteristics
45.6
3.21
Amber Liquid
1.063 g/cm3 @ Temp: 20 °C
<25 °C
136.5 °C @ Press: 10 Torr
100 °C
1.512
H2O: 0.08 g/100 mL
0-6°C
5.6X10-3 mm Hg @ 25 deg C
Oral-Rat LD50: 369 mg/kg; Oral-Mouse LD50: 530 mg/kg
Combustion produces toxic nitrogen oxide and sulfur oxide gas
Aromatic
4.10e-06 atm-m3/mole|Henry's Law constant= 4.1X10-6 atm-cu m/mole @ 20 °C
138.42 Ų [M+H]+
Unstable in light|Relatively stable to hydrolysis by acids and alkalis (pH 5-9) at 40 °C.
Water soluble. Thio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids.
Thiocarbamate Esters and Salts/Dithiocarbamate Esters and Salts
MOLINATE is a thiocarbamate. Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides.
Noncorrosive
Safety Information
III
6.1(b)
2902
3
20/22-40-43-48/22-63-50/53-62
36/37-46-60-61
CM2625000
T,N,Xn
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
Stable @ <200 deg C
P201-P261-P273-P280-P304 + P340 + P312-P308 + P313
H302 + H332-H317-H351-H361-H373-H410
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.|Incinerate in a unit equipped with an effluent gas scrubber to absorb polluting combustion product (sulfur dioxide). Incineration temp about 1000 °C for 1-2 sec. Recommendable methods: Incineration /of treated residual/.
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways. (ERG, 2016)
|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P272, P273, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P314, P321, P330, P333+P313, P363, P391, P405, and P501|H302+H332 (76.47%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oral; acute toxicity, inhalation]|Aggregated GHS information provided by 204 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P322, P330, P332+P313, P337+P313, P363, P403+P233, P405, and P501|Danger|P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P304+P312, P304+P340, P305+P351+P338, P307+P311, P308+P313, P309+P311, P312, P314, P321, P330, P337+P313, P391, P403+P233, P405, and P501
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Water spray, fog or regular foam. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. Use water spray or fog; do not use straight streams. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. For massive fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2016)
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Cover with plastic sheet to prevent spreading. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. (ERG, 2016)|Wear protective clothing; wash it thoroughly after use.
FIRE POINT= 143 °C.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|Avoid contact and inhalation. Wash hands and exposed skin before eating, drinking or smoking and after work.|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Irritating to skin and eyes ... .
Stormwater runoff in the Sacramento River Basin, CA sampled during a storm in January, 1994 contained molinate at a concn range of 91 to 475 ng/l post-rainfall(1). In a 1988-1989 agricultural field runoff study conducted in Greece, it was estimated that 0.3% of field applied molinate was transported to the Gulf of Thermaikos via the Loudias River(2).
SEDIMENTS: Sediments collected from a drainage canal servicing a rice growing field contained a molinate concn of approximately 15.3 ppm(1). Molinate concns of not detected, <0.01-2.7, <0.01, and <0.001 ug/g dry wt were reported in sediment samples from the Ebro Delta, Spain, the Thermaikos Gulf, Greece, the Amvrakikos Gulf, Greece, and the Nile delta, Egypt, respectively(2).
SOURCE DOMINATED: Ambient air monitoring (conducted in May and June 1986) of molinate at four sites in CA in the vicinity of current agricultural usage detected overall avg concns of 60-650 ng/cu m(1); the highest daily avg was 1720 ng/cu m(1); levels of <2.0 ng/cu m (detection limit) were monitored at a background site (not near the usage areas)(1); several days after molinate usage had ceased, air concns were below the detection limit at the use areas(1). 2 air samples collected from Colusa County in the San Joaguin Valley, CA, where approximately 8 million acres are cultivated, contained a mean molinate concn of 0.57 ug/cu m, with a maximum of 1.2 ug/cu m(2). 40% of the air samples collected over the Mississippi River from New Orleans, LA to St. Paul, MN from June 1 through June 10, 1994 contained molinate at a max concn of 3.1 ng/cu m; positive samples correlated with regional use(3).
Toxicity
highly toxic
LD50 Rat oral 720 mg/kg|LD50 Rat female oral 450 mg/kg|LD50 Rabbit dermal > 10,000 mg/kg|LD50 Rabbit percutaneous >4640 mg/kg|For more Non-Human Toxicity Values (Complete) data for MOLINATE (10 total), please visit the HSDB record page.
Molinate's use as a herbicide(1) is expected to result in its direct release to the environment(SRC).
Ordram was applied in granular form to flooded rice paddy. The half-life of Ordram was less than 100 hr. No significant residues were present in the water after 192 hr. In a rice field, Ordram was half gone in 3 days. About 80% of the Ordram was lost by vaporization. Field studies conducted under flooded rice cultivation indicated that molinate has a half-life of 74 to 118 hr in intermittent flow plots and 37 to 71 hr in continuous flow plots. The half-life was not dependent on application rate.|TERRESTRIAL FATE: Based on a classification scheme(1), Koc values ranging from 80-120(2,3) indicates that molinate is expected to have high mobility in soil(SRC). Volatilization of molinate from moist soil surfaces is expected to be an important fate process(SRC) given a estimated Henry's Law constant of 4.10X10-6 atm-cu m/mole(4). Molinate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.6X10-3 mm Hg(5). Molinate residues do not persist long enough to injure susceptible crops planted 1 yr after application(6). Field studies have shown that volatilization can be the dominant removal process for molinate applications to soil and flooded rice field surfaces(9-11). The half-life in most loam soils (at 21-27 °C) is approximately 3 weeks(6); the US Dept of Agric's Pesticide Properties Database lists a soil half-life of 21 days(5). Volatilization half-lives of applications to flooded rice fields are reported to range from about 1 to 6 days(8,9,12). Biodegradation is an important environmental fate process. Degradation studies have shown that molinate will degrade more rapidly in non-sterile soil than in sterile soil; >90% of initial molinate degraded while only 10-20% degraded in the sterile controls(7). Degradation under anaerobic soil conditions is reported to be slower than under aerobic conditions(7,8); half-lives were 8-25 days under upland conditions and about 40-160 days under flooded conditions(7).|AQUATIC FATE: Based on a classification scheme(1), Koc values ranging from 80-120(2,3), indicate that molinate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon a Henry's Law constant of 4.10X10-6 atm-cu m/mole(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 12 and 94 days, respectively(SRC). The major loss route from water is by volatilization, with a reported half-life of 84 hrs from rice paddies in the Sacramento Valley in California(6). The half-life of molinate in natural waters collected from rice paddies or rivers fed by rice paddy runoff ranged from 0.6 to 6.6 days(12). Molinate can degrade in water through photooxidation(13). Molinate has been shown to undergo photo-sensitized degradation (via reaction with photochemically formed species such as hydroxyl radicals) in natural water(14,15); photodegradation rates will depend upon sunlight intensity and availability of sensitizing agents such as humic materials, amino acids, etc(SRC). According to a classification scheme(7), measured BCF values of 13 to 48(8-11), suggests bioconcentration in aquatic organisms is low to moderate. Molinate can degrade in water through biodegradation(13). Anaerobic conditions retard microbial degradation in aqueous media(13); therefore, persistence is expected to increase in anaerobic conditions with no sunlight exposure(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), molinate, which has a vapor pressure of 5.6X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase molinate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 12 hrs(SRC), calculated from its rate constant of 3.0X10-11 cu cm/molecule-sec at 25 °C(SRC), determined using a structure estimation method(3).
Studies with molinate indicated that degradation of molinate was primarily photochemical after application to a rice field. Although the molinate UV absorption maximum is 225 nm and would not be expected to undergo photolysis, the presence of the naturally occurring photosensitizer tryptophan promote photodecomposition.|The rate constant for vapor-phase reaction of molinate with photochemically-produced hydroxyl radicals has been estimated as 3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 12 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Molinate is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Molinate is stable to ordinary aqueous hydrolysis at pH 5-9(3,4). Molinate solutions at a starting concn of 1 mg/l in redistilled water and irradiated with UV-lamps showed a residual molinate concn of 4% after 24 hrs(5). Dilute solutions of molinate in distilled water are stable to sunlight and UV irradation (>290 nm)(3,6); however, in the field, abiotic transformation of pesticides such as molinate occurs largely through photochemical pathways(7). Molinate has been shown to undergo photooxidation degradation (via reaction with photochemically formed species such as hydroxyl radicals) in natural water(3,8,9). Timing of diurnal temperature variation reduced molinate dissipation in the field by four fold, with a half-life of 6.02 days over a temperature range of 18-32 °C reported(10). In aqueous solutions exposed to Oct sunlight (at Davis, CA) for 245 hr, only 2% (or less) of initial molinate photodecomposed; indirect photolysis via hydroxyl radicals was considered the most likely route of the photodegradations(9). In a study of surface water from the Ebro River Estuary, Spain, photodegradation in flooded rice fields was reported to be the major route of dissipation of molinate in water(11).
25.70|Using a continuous-flow water system and a 14 day exposure period, a molinate BCF of 26 was measured in a freshwater fish (topmouth gudgeon)(1). Avg BCFs of 48 and 18 were calculated for pale chub and ayu sweetfish, respectively, collected from Japanese rivers by measuring the water concn and the fish concn(2). BCF values of 30 in Japanese carp, 25.2 for striped bass, 19.7 for white sturgeon, 30.5 in common carp have been reported(3). Average BCFs from fish samples, pale chub and ayu sweetfish, from seven rivers flowing into Lake Biwa from April 1995 to March 1996 were 16 and 13, respectively(4). According to a classification scheme(5), these BCF values suggest bioconcentration in aquatic organisms is low to moderate.
83.18 L/kg|Koc values of 80 and 89 were measured for molinate in two Japanese soils (respective organic carbon contents of 1.35 and 4.24%)(1). The US Dept of Agric's Pesticide Properties Database reports a molinate Koc value of 190(2). According to a classification scheme(3), these measured Koc values suggest that molinate is expected to have high mobility in soil. Molinate readily leaches in mineral soils, slightly more than EPTC(7). In lysimeter leaching studies using a mineral alluvial soil and a humic volcanic ash soil, molinate leached more rapidly than simetryne, thiobencarb and chlornitrofen(4). In soil column leaching studies, molinate leached more readily than other thiocarbamate herbicides (EPTC, vernolate, pebulate, R-2063)(5); very little of the molinate applied to the surface remained in the upper 3 inches of soil columns(5). Molinate was observed to have high mobility in a chernozem soil(6).
UNDER MOIST CONDITIONS 50% OF MOLINATE WAS LOST IN 3 WK; UNDER FLOODED CONDITIONS 10 WK. IN FLOODED CONDITIONS VOLATILIZATION WAS MECHANISM OF LOSS; NON-FLOODED CONDITIONS SHOWED A VARIETY OF DEGRADATION PATHWAYS.|ALL /OF THE THIOCARBAMATES/...ARE INCORPORATED INTO THE SOIL TO PRECLUDE RAPID GASEOUS LOSS BEFORE WEED CONTROL CAN BE ACHIEVED. /THIOCARBAMATE HERBICIDES/|The Henry's Law constant for molinate is 4.1X10-6 atm-cu m/mole at 20 °C(1). This Henry's Law constant indicates that molinate is expected to volatilize from water surfaces(2) and moist soil surfaces(SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec)(2) is estimated as 12 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 94 days(SRC). Molinate is readily lost from wet soil surfaces when not incorporated immediately after application(3). Feild applications of molinate show that the compound dissipates readily under ricefield conditions, exhibiting a half-life of 96 hrs under intermittent irrigation and 54 hrs under continuous-flow operations(4). Using flooded rice paddy plots on silt loam and silty clay soils in Arkansas, >90% molinate applied at an initial rate of 5.6 kg active ingredient/ha had dissipated after 21 days; the initial distribution of molinate between paddy water and soil was 65 and 35%, respectively(5). In a laboratory test (27.5 °C, water depth of 0.042 meters), about 40-50% molinate volatilized after 110 hr(6). In another laboratory, molinate volatilized from distilled water with a half-life of 17.33 days(7). The volatilization half-life of molinate from a glass surface under winter temperatures was a relatively fast (compared to other pesticides) 0.44 hr(7). Another study reported that 50% of an initial barley field application of molinate volatilized within 1 day(8). Molinate solutions of 1 mg/l redistilled water solutions showed 78% residual in darkness, 65% in solutions exposed to daylight lamps, 16% residual in aerated solutions, and 5% in solutions aerated and exposed to daylight lamps after 10 days(9). Molinate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.6X10-3 mm Hg(10).
DRINKING WATER: Tap water samples collected near the Texas Agricultural Experiment Station near Beaumont, TX in July 1977 contained molinate at a concn of approximately 33 ppm(1).|SURFACE WATER: Samples from rice field drains in the Sacramento River Basin, CA ranged from a high of 210 ppb in 1976 to a low of 25 ppb in 1995, attributable to management practices aimed at reducing amount of pesticide released into the Sacramento River(1); Sacramento River levels ranged from a high of 27 ppb in 1982 to a low of 0.16 ppb in 1995(1). Water samples collected in 1995 from three streams in the Mississippi delta during the rice growing season contained max molinate concns in June/July of 33 ug/l, 27 ug/l, and 58 ug/l from Steele Bayou near Rolling Fork, MI, Deer Creek near Hollandale, MI, and the Big Sunflower River near Anguilla, MI, respectively, which tapered off towards the end of the growing season in August/September(2). In a study conducted from April 1993 through April 1994, molinate was not detected in water samples from two tributary streams of the South Platte River, a small agricultural area in the Lonetree Creek Basin, but was detected in a small urban area in the Cherry Creek Basin in Colorado at a max concn of 0.01 ug/l(3). Molinate was analyzed for but not detected in Arno River, Italy samples taken from 1992 through 1995(4). Monitoring of seven Japanese rivers flowing into Lake Biwa in 1988 and 1989 detected molinate levels as high as 27.4 ng/ml, although levels were generally below 1 ng/ml(5). Water samples collected from various regions of Lake Albufera in Valencia, Spain during 1983, 1984 and 1985 contained molinate levels of 1 to 89 ppb(6); monitoring was conducted during the agricultural use season(6). Samples from the Louros River, Greece taken from January to April, 1995, May to August 1995, September to December 1995, January to April 1996, and May to August 1996 contained average concns of molinate at not detected, 0.8 ng/l, not detected, not detected, and 3.6 ng/l, respectively(7). Molinate concns of 0.254-1.400, <0.001-0.038, not detected, <0.003-1.750, <0.001-0.90, and <0.001 ug/l were reported in water samples from the Ebro Drainage Canal, Spain, Ebro River, Spain, Rhone River, France, Po River, Italy, the Axios, Luodias, and Aliakmon Rivers, Greece, and the Louros and Arcthos Rivers, Greece, respectively(8).|SEAWATER: Molinate concns were <50 ng/l in March 1992, 400 ng/l in April 1993, 1000 ng/l in May 1992, 3800 ng/l in June 1992, 1100 in July 1992, and <50 ng/l in September 1992 in samples from Ebro River estuary, Tarragona, north east Spain, monitored from March 1992 to March 1993(1). Molinate concns of <0.001-0.568, not detected, <0.003-0.103, <0.001-0.30, <0.001, and <0.001 ug/l were reported in water samples from the Ebro Delta lagoons, Spain, Rhone Delta, France, Northern Adriatic, the Thermaikos Gulf, Greece, the Amvrakikos Gulf, Greece, and the Nile delta, Egypt, respectively(2).|GROUNDWATER: A study of 77 wells in the Mississippi Alluvial Aquifer near Jefferson, Phillips, and Desha Counties, AR sampled between July and September, 1996 revealed 24 wells with detectable levels of pesticides, molinate being detected in 7 wells at a concn range of 0.01605 to 0.24612 ug/l(1). Molinate was not detected in any of the 1034 sampling sites for the 41 land-use studies from June 1993 to March 1995 in the continuous US(2). Molinate was detected in Sacramento-San Joaquin Delta water at a maximum concn of 1.5 ug/l(3). Groundwater samples collected near Pavia, Italy in an agricultural region had molinate concns ranging from 0.05 to 154 ug/l(4). The compound was not detected in samples from the Campo de Nijar aquifer in Almeria, south east Spain, monitored from March 1993 to March 1994(5). 13% of the 313 well samples from Pavia, Northern Italy were positive for molinate, with a max concn of 154 g/l; the higher concns of all contaminants were observed in 73% of shallow wells while only 27% of the deep wells showed the presence of contaminants(6).
Human exposure to molinate occurs through inhalation in the vicinity of its application as a pesticide(1). Occupational exposure to molinate occurs through dermal contact and inhalation of aerosols and dust where molinate is produced or used, especially to workers applying the compound as a herbicide(2). Dermal and respiratory exposures of molinate were monitored in various workers involved in aerial application of the herbicide(3); total exposures with either liquid or granular formulations were less than 10 mg/day under normal conditions with the exception of the loader (using granular formulations) whose total exposure was about 30 mg/day(3).
Drug Information
Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)|Agents, either mechanical or chemical, which destroy spermatozoa in the male genitalia and block spermatogenesis. (See all compounds classified as Antispermatogenic Agents.)
IT IS RAPIDLY METABOLIZED BY RATS, ABOUT 50% TO CARBON DIOXIDE, 25% EXCRETED IN THE URINE AND 7 TO 20% IN THE FECES IN 3 DAYS.|MOLINATE IS RAPIDLY TAKEN UP BY ROOTS & TRANSLOCATED UPWARD TO LEAVES OF PLANTS.|... Not absorbed percutaneously.|Excretion of ring labeled (14)C molinate by rats is 95-96% complete in 48 hr. Approximately 88% was in the urine ... and 11% in the feces. Less than 1% of the dose was found in the expired air. ... Tissue levels were approximately 13.8% of the administered dose after 1 day and 3.7% after 7 days,
... RICE SHOOTS HARVESTED 3 DAYS AFTER TREATMENT WITH CHAIN-LABELED MOLINATE SHOWED ... 16 RADIOACTIVE METABOLITES. 7 OF THESE RADIOACTIVE SPOTS COINCIDED WITH AMINO ACIDS ... 5 METABOLITES WERE ORG ACIDS, 2 OF WHICH WERE ... LACTIC & GLYCOLIC ACID.|IN JAPANESE CARP, MAJOR MOLINATE METABOLITES DETECTED WERE MOLINATE SULFOXIDE, 3-HYDROXYMOLINATE, 4-HYDROXYMOLINATE, 4-KETOMOLINATE, & ALPHA KETO HEXAMETHYLENEAMINE.|MOLINATE METABOLITE MOLINATE SULFOXIDE WAS CLEAVED IN VITRO BY JAPANESE CARP LIVER CYTOSOL FRACTION. MOLINATE MERCAPTURATE WAS RECOVERED FROM BILE OF MOLINATE TREATED CARP.|(14)C Molinate ... was metabolized by rats, primarily to the sulfoxide, and thence to the mercapturic acid deriv. Ring hydroxylation, mainly at the 3- and 4- positions, followed by glucuronidation and cleavage of the C--N bond to yieldthe imide, were also observed.|For more Metabolism/Metabolites (Complete) data for MOLINATE (9 total), please visit the HSDB record page.
0.08 Days
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim calm and warm. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. (ERG, 2016)
TREATMENTS FOR ORAL, PERCUTANEOUS, OR INHALATION TOXICITY ARE LISTED FOR MOLINATE.|The usual measures for gut and skin decontamination are recommended for large doses. ... Dysrhythmias may develop, and patients with serious reactions should have cardiac monitoring.
After 60 kg of molinate /formulation not specified/ was applied to 2 ha of paddy fields, 4 families, incl a total of 17 people, began to notice an odor in a nearby well ... . Then 8 people, incl 5 children, developed nausea, diarrhea, abdominal pain, fever, weakness, and conjunctivitis, and four others had abdominal pain only. Recovery occurred when the families stopped using water from the well. Chem anal ... 15 days later, by which time the avg molinate concn in five samples was 0.006 ppm.|Irritating to skin and eyes ... .
hexahydro-1H-azepine-1-carbothioic acid S-ethyl ester
Molinate Use and Manufacturing
Preparation of Ethyl Chloroformate Under cooling conditions, pass phosgene into the mixture of ethanethiol and catalyst at 20~30℃, and then continue to stir the reaction mixture without external cooling (keep dry ice condenser) After a few hours, after the reaction, the excess phosgene was driven off with air at 20-30°C. The reaction mixture was washed with 4.5% hydrochloric acid and water, dried over magnesium sulfate, filtered, and the filtrate was refluxed in vacuo to remove volatile impurities. During reflux condensation, the cooling water was maintained at The temperature at which thioethyl chloroformate can condense but mercaptan does not condense, and the temperature of the distillate is kept constant for 10 minutes, and reflux is stopped. Preparation of hexamethyleneimine. A vapor mixture is formed at a temperature above the dew point of the mixture of hydrogen and caprolactam, and the vapor mixture is passed through a hydrogenation catalyst at 240-270°C (pre-treatment with aliphatic or alicyclic hydrocarbons C5-C6 is required) , The proportion is hydrogen: caprolactam=(10~100):1 (mol), pressure is 5×105~10×105Pa, the conversion rate of caprolactam is 80%~100%, and the yield is 97%~ based on the converted caprolactam. 98%. Example: 11.0 standard m3/h hydrogen and 0.8kg/h caprolactam are added to the evaporator. The temperature of the vapor mixture is maintained at 240°C, which is 40°C higher than the dew point of the resulting vapor mixture. The mixture contains 3.5L Cu-Zn. Catalyst (Cu 40%, Zn 8%/diatomaceous earth) reactor (1.3kg of cyclopentane vapor is passed through the reactor before passing the above vapor mixture). The hydrogenation process was carried out at 240°C and 10×105 Pa, the caprolactam conversion rate was 100%, and the hexamethyleneimine yield was 98%. The synthesis of grass fodder. After mixing 200mL aqueous solution containing 14g (0.35mol) sodium hydroxide and 31.7g (0.32mol) hexamethyleneimine in 100mL n-pentane, under cooling, 37.4g (0.30mol) Thioethyl chloroformate was added to the vigorously stirred mixture, and the temperature of the reaction mixture was maintained at 15-20°C. After the addition, the stirring was continued for 5 minutes. Standing for separation, the organic phase was washed with dilute hydrochloric acid (5mL concentrated hydrochloric acid diluted with water to 55mL) and water, dried over anhydrous magnesium sulfate, filtered, and concentrated on a steam bath. The residual liquid was distilled under reduced pressure to obtain 51.9g of grass enemy. The yield was 92.3%.
Selective herbicide for controlling barnyard grass. The agent is absorbed through the weed bud sheath and primary roots, inhibits α-amylase activity, prevents protein conversion, so that proliferating cells cannot get protoplasts, new leaves cannot grow, and weeds die. Huancao Danzhuan is used to remove various ecotype barnyard grasses from 1 to 4 leaf stage in rice field, with 15 to 35g of active ingredient/100m2 and lasting for 30 to 40 days. If it is used in the seedling stage, when the seedlings of the seedling field or the direct seeding field grow to more than 3 leaves, and the barnyard grass in the field is 2 to 3 leaves, spray 15 to 22.5 mL of Heda Zhuang emulsified oil on the water or spread it into poisonous soil. The water layer is about 3cm, and is kept for 5 to 7 days. It can also be used before sowing or transplanting Honda.
USEPA/OPP Pesticide Code 041402; Trade Names: Hydram; Ordram; R-4572; Felan; Jalan; Yulan; and Sakkimol.|ORDRAM 63 (6 LB/GAL); ORDRAM 5G (5% BY WT). GRANULES--5% & 10% ACTIVE INGREDIENT.|Tech. material is 95% pure.|Formulations of this product include an emulsifiable liquid (8 lb active ingredient/gal and granules (10% active ingredient).|Emulsifiable liquid, granules
/MOLINATE/ ... IS APPLIED EITHER BEFORE PLANTING TO WATER-SEEDED OR SHALLOW SOIL-SEEDED RICE OR POST-FLOOD, POST-EMERGENCE ON OTHER TYPES OF RICE CULTURE.|Should be applied and incorporated into the soil with disk or spiketooth harrow before the field is flooded for planting of water seeded rice, or applied after waterseeded or drilled rice is flooded and after the watergrass has emerged at least 2 in and not more than 5 in from the soil, and is at least two-thirds submerged by the water. Rates of application are from 2 to 3 lb per acre. Emulsifiable liquid concentrate are diluted with water so that the recommended rate is applied in the gallonage required for air and ground application.
Product analysis by glc (AOAC Methods 1995, 974.05) ... Residues in crops and soil determined by glc or colorimetry after conversion to a suitable derivative. ... In drinking water, by gc with FID (AOAC Methods, 1995, 991.07).|GC DETERMINATION OF MOLINATE IN HERBICIDE/LIQUID & GRANULAR/ FORMULATIONS.|AOAC Method 991.07. Nitrogen and Phosphorus Containing Pesticides in Finished Drinking Water by Gas Chromatographic Method. Estimated Method Detection Limit= 0.150 ug/l.|AOAC Method 974.05. Thiocarbamates in Herbicide Formulations by Gas Chromatographic Method.|For more Analytic Laboratory Methods (Complete) data for MOLINATE (10 total), please visit the HSDB record page.
HERL Method HERL_001. Modification of Mills, Onley, Gaither Method for the Determination of Multiple Organochlorine Pesticides and Metabolites in Human or Animal Adipose Tissue.
Agrochemicals -> Herbicides|HERBICIDES
Computed Properties
Molecular Weight:187.30
XLogP3:3.2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:187.10308534
Monoisotopic Mass:187.10308534
Topological Polar Surface Area:45.6
Heavy Atom Count:12
Complexity:142
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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