Benzylaminopurine
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Benzylaminopurine
structure -
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CAS No:
1214-39-7
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Formula:
C12H11N5
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Chemical Name:
Benzylaminopurine
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Synonyms:
9H-Purin-6-amine,N-(phenylmethyl)-;Adenine,N-benzyl-;1H-Purin-6-amine,N-(phenylmethyl)-;Adenine,N6-benzyl-;N-(Phenylmethyl)-9H-purin-6-amine;Benzyladenine;SD 4901;6-Benzyladenine;N-Benzyladenine;6-(Benzylamino)purine;SQ 4609;BA (growth stimulant);BAP;BAP (growth stimulant);BA;6-BA;N6-Benzyladenine;Benzylaminopurine;6-BAP;6-(N-Benzylamino)purine;ABG 3034;N-(Phenylmethyl)-1H-purin-6-amine;Cytokinin B;N6-(Benzylamino)purine;Pro-Shear;N6-Benzylaminopurine;TOG-L 101;CyLex;Paturyl;Paturyl 10WSC;NSC 40818;MaxCel;6-Benzylaminoadenine;CTP;Bongrow;Cytokinin 6BA;124786-41-0;3458-19-3
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CAS No:
Description
Solid
Solid
N-benzyladenine is a member of the class of 6-aminopurines that is adenine in which one of the hydrogens of the amino group is replaced by a benzyl group. It has a role as a plant metabolite and a cytokinin. It derives from an adenine.
Benzylaminopurine Basic Attributes
225.255
225.25
214-927-5
KXG6A989PS
40818
DTXSID7032630
Colorless, fine needles
2933990090
Characteristics
66.5
2.1
Solid
1.393g/cm3
233 °C
529.4ºC at 760 mmHg
274ºC
n20/D 1.418(lit.)
0.06 mg/mL at 20 °C
Do not contaminate water, food, or feed by storage and disposal. PESTICIDE STORAGE: Keep containers tightly closed when not in use. /6-Benzylaminopurine Technical/
2.373X10-6 mPa (1.79X10-11 mm Hg) at 20 deg C
>1 (vs air)
Henry's Law constant = 8.84X10-14 atm-cu m/mole at 20 °C (est)
Off-white powder /Technical/|Hydroxyl radical reaction rate constant = 2.14X10-10 cu cm/molec-sec at 25 °C (est)
Safety Information
I; II; III
UN 2348 3/PG 3
3
R36/37/38
S24/25
UD3150000
Xi; Xn
Stable. Incompatible with strong oxidizing agents.
P201, P202, P261, P264, P270, P271, P273, P281, P301+P312, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P330, P337+P313, P403+P233, P405, P501
H302
PESTICIDE DISPOSAL: Wastes resulting from the use of this product may be disposed of on site or at an approved waste disposal facility. CONTAINER DISPOSAL: Completely empty bag into manufacturing equipment. Then dispose of empty bag in /accordance with Federal, state, and local laws/. /6-Benzylaminopurine Technical/|Do not discharge effluent containing this product into lakes, streams, ponds, estuaries, oceans, or other waters unless in accordance with the requirements of a National Pollutant Discharge Elimination System (NPDES) permit and the permitting authority has been notified in writing prior to discharge. Do not discharge effluent containing this product to sewer systems without previously notifying the local sewage treatment plant authority. For guidance, contact your Regional Office of the EPA. Do not contaminate water when disposing of equipment washwaters. /6-Benzylaminopurine Technical/|For terrestrial uses. Do not apply directly to water, to areas where surface water is present or to intertidal areas below the mean high water mark. Do not contaminate water when disposing of equipment wash waters or rinsate...Do not apply this product through any type of irrigation system. /Configure/|SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
USEPA; Reregistration Eligibility Decision (RED) Database for N6 Benzyladenine (1214-39-7). (June 1994). Available from: http://www.epa.gov/opp00001/reregistration/status_page_n.htm as of October 17, 2008.
|Warning|H302 (71.9%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 156 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P273, P281, P301+P312, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P330, P337+P313, P403+P233, P405, and P501
The Agency's Worker Protection Standard (WPS) sets standards for Personal Protective Equipment (PPE) for pesticide products based on the acute toxicity of the end-use product. Because the formulated products which contain N6-benzyladenine are in toxicity category II, the use of the following PPE is required: coveralls over short-sheeved shirt and short pants; chemical-resistant footwear plus socksl chemical-resistant gloves; chemical-resistant headgear for overhead exposure; respiratory protection devices; protective eyewear; and chemical-resistant apron when cleaning equipment, mixing, or loading.|The use of a respirator and chemical-resistant gloves is also expected to adequately protect the applicator and mixer/loader ... The primary route of exposure is expected to be dermal. Chemical-resistant gloves and appropriate respiratory protection devices will mitigate the exposure substantially and adequately.|AGRICULTURAL USE REQUIREMENTS. Use this product only in accordance with its labelling and with the Worker Protection Standard, 40 CFR Part 170 . This Standard contains requirements for the protection of agricultural workers on farms, forests, nurseries, and greenhouses, and handlers of agricultural pesticides It contains requirements for training, decontamination, notification and emergency assistance It also contains specific instructions and exceptions pertaining to the statements on the label about personal protective equipment (PPE) and restricted entry intervals ... Do no enter or allow entry into treated areas during the restricted entry interval (REI) of 12 hours. PPE required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated such as, plants, soil or water is: Coveralls; Shoes plus socks; Chemical-resistant gloves such as barrier laminate, butyl rubber, nitrile rubber, neoprene rubber, polyvinyl chloride or viton. /Configure/|Some materials that are chemical-resistant to this product are listed below. If you want more options, follow the instructions for Category C on an EPA chemical-resistance selection chart. Applicators and other handlers must wear: Longsleeved shirt and long pants; Chemical-resistant gloves such as barrier laminate, butyl rubber, nitrile rubber, neoprene rubber, polyvinyl chloride or.viton; Socks and shoes. Follow the manufacturer's instructions for cleaning/maintaining PPE. If no such instructions for yvashables, use detergent and hot water. Keep and wash PPE items separately from other laundry. /Configure/
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.|The Worker Protection Standard requires a Restricted Entry Interval (REI) of 12 hours for pesticide active ingredients /such as N6-benzyladenine/ with acute dermal toxicity and skin and eye irritation in toxicity categories III and IV.|Users should wash hands before eating, drinking, chewing gum, using tobacco or using the toilet. Remove clothing/PPE immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing. Remove PPE immediately after handling this product. Wash the outside of gloves before removing. As soon as possible, wash thoroughly and change into clean clothing. /Configure/|If on skin or clothing take off contaminated clothing and rinse skin immediately with plenty of water for 15-20 minutes. /Configure/|For more Preventive Measures (Complete) data for BENZYLADENINE (6 total), please visit the HSDB record page.
Causes eye irritation /6-Benzylaminopurine Technical/
Toxicity
LD50 Rabbit Dermal 5 g/kg|LC50 Rabbit inhalation 5.2 mg/L 1 hour.|LD50 Rat Oral 1.3 g/kg
/BIRDS and MAMMALS/ A study entitled "An Acute Oral Toxicity Study with the Northern Bobwhite" shows that the acute oral LD50 value for northern bobwhite quail exposed to N6-benzyladenine as a single oral dose was 1599 mg/kg. This value is considered practically nontoxic. A study entitled "N6-Benzyladenine: A Dietary LC50 Study with the Northern Bobwhite" indicated that N6-benzyladenine did not cause mortality or acute toxicity/pathogenicity. The LC50 value was greater than 5620 ppm (the highest dosage tested) and was classified as practically nontoxic to birds. The mammalian toxicity data indicated that there is no significant toxicity or pathogenicity to rodents from acute oral testing at the maximum hazard dose.|/AQUATIC SPECIES/ In a study entitled "Four-Day Static Acute Toxicity Studies with N6-Benzyladenine in Rainbow Trout" it was found that N6-benzyladenine was slightly toxic to rainbow trout (96 hr LC50=21.4 ppm). /The EPA found the study/ to be supplemental and does not fulfill the guideline requirement for a fish acute toxicty study. However, the deficiencies were minor and the results may be used to assess the risk to freshwater fish for a plant growth regulator with limited registered terrestrial uses. In another study entitled "6-Benzyladenine Code 16262: A 48 hr Static Daily Renewal Acute Toxicity Test with Cladoceran (Daphnia magna)" it was found that N6-benzyladenine was slightly toxic to freshwater invertebrates (EC50=20.5 mg/L). ... Ecological effects data suggest that N6-benzyladenine is ... slightly toxic to fish and freshwater invertebrates... No risk to endangered species is expected from the use of this product.
Benzyladenine's production may result in its release to the environment through various waste streams; its use as a plant growth regulator(1) will result in its direct release to the environment(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a log Kow of 1.57(2) and a regression-derived equation(3), indicates that benzyladenine is expected to have moderate mobility in soil(SRC). Volatilization of benzyladenine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.84X10-14 atm-cu m/mole(SRC), derived from its vapor pressure, 1.79X10-11 mm Hg(4), and water solubility, 60 mg/L(4). Benzyladenine is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Sixteen days after application to soil at 22 °C, benzyladenine had degraded to 5.3% (sandy loam) and 7.85% (clay loam soil) of the applied dose(4). Other studies have indicated half-lives of 7 to 9 weeks(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a log Kow of 1.57(2) and a regression-derived equation(3), indicates that benzyladenine is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.84X10-14 atm-cu m/mole(SRC), derived from its vapor pressure, 1.79X10-11 mm Hg(4), and water solubility, 60 mg/L(4). According to a classification scheme(5), an estimated BCF of 3.2(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation may be an important fate process based on soil studies(4).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), benzyladenine, which has a vapor pressure of 1.79X10-11 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase benzyladenine may be removed from the air by wet or dry deposition(SRC). Benzyladenine does contain chromophores that absorb at wavelengths >290 nm(3) and therefore may be susceptible to direct photolysis by sunlight(SRC).
The rate constant for the vapor-phase reaction of benzyladenine with photochemically-produced hydroxyl radicals has been estimated as 2.14X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Benzyladenine is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Benzyladenine does contain chromophores that absorb at wavelengths >290 nm(2) and therefore may be susceptible to direct photolysis by sunlight(SRC).
An estimated BCF of 3.2 was calculated for benzyladenine(SRC), using a log Kow of 1.57(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
The Koc of benzyladenine is estimated as 170(SRC), using a log Kow of 1.57(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that benzyladenine is expected to have moderate mobility in soil.
The Henry's Law constant for benzyladenine is estimated as 8.84X10-14 atm-cu m/mole(SRC) derived from its vapor pressure, 1.79X10-11 mm Hg(1), and water solubility, 60 mg/L(1). This Henry's Law constant indicates that benzyladenine is expected to be essentially nonvolatile from water surfaces(2). Benzyladenine's estimated Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Benzyladenine is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).
Occupational exposure to benzyladenine may occur through inhalation of dust and dermal contact with this compound at workplaces where benzyladenine is produced or used. (SRC)
Drug Information
Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins. (See all compounds classified as Plant Growth Regulators.)
... The report summarized results of metabolism of labeled compound in rats and dogs. With dogs, the compound (15 mg with label as benzyl-1-C14 -adenine) was fed in a small ball of meat. Urine was collected for 24 and 48 hours. Essentially all of the radioactivity was excreted in urine in 24 hours. By cochromatography, three metabolites were identified as hippuric acid, benzoic acid and benzyladenine (the same as in the rat). With animals given benzyladenine-8-C14, the profile was somewhat different and components were not identified except for parent compound. Excretion of the adenine label was slower. Profiles of rat and dog were, again, similar.[California Environmental Protection Agency/Department of Pesticide Regulation; SUMMARY OF TOXICOLOGY DATA CYTOKININ and 6-Benzyladenine
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/
1H-purin-6-amine, n-(phenylmethyl)-
Benzylaminopurine Use and Manufacturing
Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7336]
ACCEL PLANT GROWTH REGULATOR SOLUTION: Active ingredients 1.80% N-(Phenylmethyl)-1H-purin-6-amine and 0.18% Gibberellin A4 mixt. with Gibberellin A7|AGTROL 6-B: Active ingredients 1.80% N-(Phenylmethyl)-1H-purin-6-amine and 0.18% Gibberellin A4 mixt. with Gibberellin A7|6-BENZYLADENINE TECHNICAL (2 products): Active ingredient 99.0 and 97.90% N-(Phenylmethyl)-1H-purin-6-amine|BA6 TECHNICAL: Active Ingredient 98.2% N-(Phenylmethyl)-1H-purin-6-amine|For more Formulations/Preparations (Complete) data for BENZYLADENINE (16 total), please visit the HSDB record page.
9H-Purin-6-amine, N-(phenylmethyl)-: ACTIVE|Cytokinins, considered biopesticides, are plant growth regulators. When derived from seaweed, the mixture of four similar substances is exempt from tolerance. 6-Benzyladenine is similar to cytokinin but synthetic and is also exempt from tolerance when used as a fruit-thinning agent at a rate not to exceed 30 g/acre (6 FR 34869, July 5, 1995).[California Environmental Protection Agency/Department of Pesticide Regulation; SUMMARY OF TOXICOLOGY DATA CYTOKININ and 6-Benzyladenine
Agrochemicals -> Plant Growth Regulators|Plant growth regulators
Computed Properties
Molecular Weight:225.25
XLogP3:2.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:225.10144537
Monoisotopic Mass:225.10144537
Topological Polar Surface Area:66.5
Heavy Atom Count:17
Complexity:241
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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