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Cartap hydrochloride

Cartap hydrochloride structure

CAS No:
15263-52-2
Formula:
C7H15N3O2S2.ClH
Chemical Name:
Cartap hydrochloride
Synonyms:
Carbamothioic acid,SC,SC′-[2-(dimethylamino)-1,3-propanediyl] ester,hydrochloride (1:1);Carbamic acid,thio-,S,S′-[2-(dimethylamino)trimethylene] ester,monohydrochloride;Carbamothioic acid,S,S′-[2-(dimethylamino)-1,3-propanediyl] ester,monohydrochloride;1,3-Propanedithiol,2-(dimethylamino)-,dicarbamate (ester),monohydrochloride;NTD 2;2-(Dimethylamino)-1,3-propanedithiol dicarbamate hydrochloride;Cartap hydrochloride;Padan;1,3-Bis(carbamoylthio)-2-(N,N-dimethylamino)propane hydrochloride;Vegetox;Padan 4G;Caldan;Suntap;Padan SG
Categories:
Agrochemicals > Insecticides

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Cartap hydrochloride Basic Attributes

Molecular Weight：

273.8

Exact Mass：

273.037231

EC Number：

239-309-2

UNII：

IWO0R06728

DSSTox ID：

DTXSID9058315

Color/Form：

Colorless crystalline, slightly hygroscopic solid

HScode：

2930200011

Characteristics

PSA：

140.02000

XLogP3：

2.74300

Appearance：

COA

Density：

1.4008 (rough estimate)

Melting Point：

54-58 °C(lit.)

Boiling Point：

407.2ºC at 760 mmHg

Flash Point：

200.1ºC

Refractive Index：

1.6100 (estimate)

Water Solubility：

In water, ca. 200 g l -1 (20 °C, pH 5)

Storage Conditions：

Keep tightly closed.

Vapor Pressure：

Negligible

Toxicity：

Oral-Rat LD50: 250 mg/kg; Oral-Mouse LD50: 165 mg/kg

Flammability characteristics：

Combustion produces toxic nitrogen oxides, hydrogen chloride and oxysulfide gases

Odor：

Slight odor

Corrosivity：

Corrosive to iron, copper, and zinc.

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

2771

wgk germany：

hazard class code：

21/22-50/53

safety instructions：

2-36/37-60-61

RTECS Number：

FD1225000

Marks：

Xn;N,N,Xn

Storage features：

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stability/Shelf Life：

Stable in acidic conditions, but hydrolzaed in neutral or alkaline solution.

Precautionary statement(s)：

P273-P280-P501

Hazard Statements：

H302-H312-H410

GHS Classification：

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P302+P352, P312, P322, P330, P363, P391, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P307+P311, P310, P312, P321, P330, P363, P405, and P501

Personal Protective Equipment：

Wear a mask ...

Preventive Measures：

... avoid inhalation

Shipment Methods：

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Toxicity

Toxicity class：

highly toxic

Non-Human Toxicity Values：

LD50 Rat oral 340 mg/kg /Cartap/|LD50 Rat female acute oral 325 mg/kg|LD50 Rat male acute oral 345 mg/kg|LD50 Mouse acute percutaneous > 1000 mg/kg

Environmental Fate：

In aqueous medium, cartap hydrochloride hydrolyzed with loss of two -H2N-C=O to yield 1,3-dimercapto-2-(N,N-dimethylamino)propane. The latter oxidizes readily to the cyclic disulfide, 4-(N,N-dimethylamino)-1,2-dithiolane. At pH 7 and 25 °C, the half-life of cartap hydrochloride was 10 minutes. The half-life for compound III (nereistoxin) was calculated to be 2.4 years at pH 7. At pH 1.1 and 100 °C, the half-life was 2.2 hr and the hydrolysis product was 2-(N,N-dimethylamino)-3-mercaptopropanesulfenic acid.

Drug Information

Absorption：

No accumulation occurs in tissues. Rapidly excreted in the urine.

Metabolism/Metabolites：

In rats, the carbonyl carbon is hydrolyzed, and the sulfur oxidized, with N-demethylation of thiomethyl derivatives.

Mechanism of Action：

Systemic insecticide with stomach and contact action. Causes paralysis by ganglionic blocking action on the CNS. Insects discontinue feeding upon contact, and die of starvation.

MeSH Entry Terms：

carbamothioic acid, S,S'-(2-(dimethylamino)-1,3-propanediyl) ester

Cartap hydrochloride Use and Manufacturing

Methods of Manufacturing

Amination reaction: 40% dimethylamine and 40% lye are dropped into chloropropene at about 0.5h at 0-15°C. After dripping and holding at 45°C for 2 hours, N, N- Methacrylamine. The raw material ratio is: allyl chloride: dimethylamine: sodium hydroxide = 1: 1.2: 1.3 (mol). The yield was 82%. In the chlorination reaction, dry hydrogen chloride gas is introduced into the solution of acrylamine and chloroform at 0 to 10°C. Then, chlorine gas was ventilated at 20°C and allowed to stand, the chloroform layer was separated, and then the solid chloride was fully dissolved in water, and allowed to stand for 0.5h to remove residual chloroform. The yield of chlorinated product 1-N, N-dimethyl-2, 3-dichloropropylamine hydrochloride was 91.32%. The ratio of acrylamine to hydrogen chloride and chlorine gas is 1:1: (1～1.05), and the dosage of chloroform is 250L per thousand motorcycles. In the thiocyanation reaction, the alkali is first dropped into the aqueous chloride solution, and then the sodium thiosulfate is dropped. Then, the temperature was raised to 60°C and the reaction was maintained at 60-65°C for 4 hours. The sulfonate was pumped into the cyanide kettle, and the sodium cyanide solution was dropped into it at 13～15℃. After the drop, the reaction was kept for 1 hour, centrifugal separation, salt washing at low temperature, and centrifugal separation to obtain 2-N, N-dimethyl -1, 3-dithiocyanopropane. The raw material ratio is chloride: sodium thiosulfate: sodium cyanide = 1:2.08:2.3. The amount of sodium hydroxide used is the total acidity of the chloride aqueous solution (mg/mL) × feeding amount (L) × 0.972. Sulfonation temperature 60℃, time 4h; cyanation temperature (13±2)℃, time 1h. Or 1-N, N-dimethyl-2, 3-dichloropropylamine hydrochloric acid is first neutralized with alkali to form a free base, and then thiocyanate is reacted with thiocyanate in methanol. In alcoholysis reaction, after mixing thiocyanate and methanol, the temperature is lowered to 0°C, dry hydrogen chloride is passed in, the temperature is maintained at 0-10°C, the temperature is raised to 50°C after completion, the reaction is kept for 3h, the temperature is reduced to 0°C, and the temperature is kept for 2h, Centrifugal separation, the product is dried, the filtrate is to be recovered, the yield is 96%. The proportion of alcoholysis raw material is sulfide: HC1=1:10, and the amount of methanol is 450L/1000mol sulfide.

Uses

Cartap hydrochloride is used to control sucking and chewing insects (particularly Lepidoptera and Coleoptera), at almost all stages of development, on many crops including rice, potatoes, cabbage and other vegetables. It is also used on soya, peanuts, sunflower, maize, sugar beet, wheat, pearl barley, pome, stone and citrus fruit, vines, tea, chestnuts, ginger, cotton and sugar cane.Insecticide: Cartap hydrochloride is used to control chewing and sucking insects on many crops, including ri

Formulations：

Water soluble powder; dustable powder; granules

Analytic Methods：

Thin-layer chromatographic separation and residue determination of cartap, iso-cartap and their degradation products. The sensitivity of the method was 0.01 ug. The recovery was 76-102%.|By colorimetric or fluorimetric determination by use of ion association with calcon.|By spectrophotometric determination.|By GLC with flame photometric detector

Laboratory Methods：

Extraction of agricultural chemical cartap in human blood.

Computed Properties

Molecular Weight:273.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:273.0372468
Monoisotopic Mass:273.0372468
Topological Polar Surface Area:140
Heavy Atom Count:15
Complexity:193
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Material

Hydrogen

Propane

Hydrochloric acid

Price Analysis

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