HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cartap hydrochloride
Cartap · PADAN(R) · SUNVEX(R) · SUNTAP(R) · CartapHCl · 22042-59-7 Cartap · CARTAP, 500MG, NEAT · Metformin Impurity 48
Identifiers & Physical Properties
| CAS No. | 15263-52-2 |
|---|---|
| Molecular formula | C7H16ClN3O2S2 |
| Average molar mass | 273.8 g/mol |
| Monoisotopic mass | 273.03724643 g/mol |
| SMILES | CN(C)C(CSC(N)=O)CSC(N)=O.Cl |
| InChIKey | MSHXTAQSSIEBQS-UHFFFAOYSA-N |
| PubChem CID | 30913 |
| ChEMBL | CHEMBL2270409 |
| EC No. | 239-309-2 |
| DTXSID | DTXSID9058315 |
Chemical & Physical Properties
| Topological polar surface area | 140 |
|---|---|
| Hydrogen bond donors | 3 |
| Hydrogen bond acceptors | 5 |
| Rotatable bonds | 7 |
| Heavy atoms | 15 |
| Formal charge | 0 |
| Complexity | 193 |
| Pesticides | Pesticides -> Other Insecticides |
| Odor | Slight odor |
| Color/Form | Colorless crystalline, slightly hygroscopic solid |
| Solubility | In water at 25 °C, approx 200 g/l. Very slightly soluble in methanol and ethanol. Insoluble in acetone, diethyl ether, ethyl acetate, chloroform, benzene, and n-hexane. |
| Corrosivity | Corrosive to iron, copper, and zinc. |
| Melting point | 179 °C to 181 °C (with decomposition) |
| Physical Description | Colorless solidSlightly hygroscopic[HSDB] White, odorless, crystalline solid[MSDSonline] |
| Stability/Shelf Life | Stable in acidic conditions, but hydrolzaed in neutral or alkaline solution. |
| Storage conditions | 0-6°C |
| EPA Substance Registry System | Carbamothioic acid, S,S'-(2-(dimethylamino)- 1,3-propanediyl) ester, monohydrochloride(22042-59-7) |
| GHS pictogram | GHS07,GHS09 |
| Signal word | Warning |
| GHS hazard statements | H410-H302+H312 |
| GHS precautionary statements | P273-P391-P501 |
| Hazard symbols | Xn |
| Risk statements (R) | 22 |
| RTECS number | FD1225000 |
| Hazardous substances data | 22042-59-7(Hazardous Substances Data) |
Safety & Regulations
| GHS classification | WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P273, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)H302+H312 (41.8%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oralacute toxicity, dermal] |
|---|---|
| Other safety information | IMAP assessments - Carbamothioic acid, S,S'-[2-(dimethylamino)-1,3-propanediyl] ester, hydrochloride: Environment tier I assessment |
| Hazards summary | In animal studies, doses up to 100 mg/kg during pregnancy caused minor skeletal changes attributed to maternal toxicityIn 2 year feeding study, no effects at 10 mg/kg/day and reduced body weight in 20 and 40 mg/kg/day diets with no significant changes in urine, blood, or tissuesNot irritating to skin and eyesIn insects, causes paralysis by ganglionic blocking of CNS[HSDB] May cause irritationEffects in high-dose animal studies include convulsions or effect on seizure threshold[MSDSonline] |
| DOT Hazard Classification | Cartap hydrochlorideMarine pollutant |
| Hazard Classes and Categories | Acute Tox. 4 (98.5%)Acute Tox. 4 (100%)Acute toxicity - category 4Acute toxicity (Oral) - Category 4Acute Tox. 4 * |
| Shipment Methods and Regulations | 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. |
| Preventive Measures | ... avoid inhalation |
| Personal Protective Equipment (PPE) | Wear a mask ... |
| Ecotoxicity values | LC50 Pomacea canaliculata (snail) (young) 2.0 ppm/48 hr /Conditions of bioassay not specified/LC50 Pomacea canaliculata (snail) (adult) 1.9 ppm/48 hr /Conditions of bioassay not specified/ |
| 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. |
| Adverse effects | Neurotoxin - Other CNS neurotoxin |
| Non-Human Toxicity Excerpts | ... This insecticide /was studied/ in pregnant mice, rats, and hamsters. Doses up to 100 mg/kg given during organogenesis caused only minor skeletal changes which were ascribed to the maternal toxicity which occurred.Safety of cartap soluble powder (Padan) to fish was evaluated when it was applied to the root zone of rice plants in a paddy field. Water samples in the rice paddy field were collected with water pump on 0 (3 hr after application), 1, 3, 6, 10 and 14 days after the application. Fish toxicity of each water sample was tested for 3 kinds of fish, goldfish (Carassius auratus), medaka (Oryzias latipes) and Asian pond loach (Cobitis angullicaudatus), in a room, temperature of which was 24.3-25.5 °C. None of the water samples showed toxicity to the three kinds of fish. For comparison, LC50 values of cartap hydrochloride to the fish were obtained through another study. LC50 values to goldfish, medaka and Asian pond loach were 0.58, 0.36 and 0.095 ppm, respectively. At the same time, residue of the active ingredient of cartap soluble powder, cartap hydrochloride, in each of the water samples was detected by gas chromatography. Residue of cartap hydrochloride was 0.006 ppm on 0 day after application and not detected, less than 0.001 ppm, 3 days after. It was concluded that root zone application of cartap soluble powder mixed with paste-fertilizer was very safe to the fish.The feeding inhibitory efficiency of cartap was very high. In the submerged application of cartap granules (4 kg/10 a), feeding by the young snails was completely inhibited during 15 days after treatment. In the case of nursery box-treatment with cartap and granules (60 g or 100 g/box), feeding by the adult snails was almost completely inhibited during 21 day after transplanting. These results suggest that cartap is able to protect the rice plant from feeding by the snails for about 3 weeks in paddy field.Non-irritating to skin and eyes (rabbits).In 3 month feeding trials, rats receiving 25, 50, or 100 mg/kg/day showed no significant changes in urine, blood, and tissues in the 25 and 50 mg/kg groups. In the 2 year feeding trials on rats, no pathological alterations were caused by 10 mg/kg/day diet, and only a reduction in body weight with 20 and 40 mg/kg/day diets. |
| Non-Human Toxicity Values | LD50 Rat oral 340 mg/kg /Cartap/LD50 Rat female acute oral 325 mg/kgLD50 Rat male acute oral 345 mg/kgLD50 Mouse acute percutaneous > 1000 mg/kg |
| RTECS number | FD1225000 |
| Risk statements (R) | 22 |
| Signal word | Warning |
| GHS pictogram | GHS07,GHS09 |
| Hazard symbols | Xn |
| GHS hazard statements | H410-H302+H312 |
| GHS precautionary statements | P273-P391-P501 |
| Hazardous substances data | 22042-59-7(Hazardous Substances Data) |
Applications & Uses
Description
Cartap is a largely obsolete insecticide. It is highly soluble in water, has a low volatility and tends not to persist in soil systems. There are data gaps regarding its human health effects but is known to be moderately toxic. There are also data gaps regarding its ecotoxicity but is highly toxic to aquatic vertebrates and moderately toxic to fish.