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ChemicalBook--->CAS DataBase List--->15263-52-2

15263-52-2

15263-52-2 Structure

15263-52-2 Structure
IdentificationBack Directory
[Name]

Cartap hydrochloride
[CAS]

15263-52-2
[Synonyms]

ntd2
patap
Cadan
Carta
Padan
Cardan
kartap
padan4g
Cartapp
vegetox
PADAN(R)
SUNTAP(R)
SUNVEX(R)
Cartap S.P.
CARTAP HYDROCHLORIDE
CADAN(R) HYDROCHLORIDE
cartapmonohydrochloride
VEGETOX(R) HYDROCHLORIDE
dihydronereistoxindicarbamate
CARTAP HYDROCHLORIDE PESTANAL, 100 MG
neristoxindicarbamatemanohydrochloride
1,3-di(carbamoylthio)-2-dimethylaminopropane
2-(dimethylamino)-1,3-propanedithioldicarbamatehydrochloride
2-dimethylamino-1,3-bis(carbamoylthio)propanemonohydrochloride
1,3-dicarbamoylthio-2-(n,n-dimethylamino)propanemonohydrochloride
S,S'2-DIMETHYLAMINOTRIMETHYLENE BIS-(THIOCARBAMATE) HYDROCHLORIDE
1,3-bis(carbamoylthio)-2-(n,n-dimethylamino)propanemonohydrochloride
1,3-bis(carbamoylthio)-2-(n,n-dimethylamino)-propanmonohydrochloride
S,S'-[2-(dimethylamino)-1,3-propanediyl] dicarbamothioate hydrochloride
s,s’-(2-(dimethylamino)trimethylene)bis(thiocarbamate)monohydrochloride
1,3-propanedithiol,2-(dimethylamino)-,dicarbamate(ester),monohydrochlorid
carbamothioicacid,s,s’-(2-(dimethylamino)-1,3-propanediyl)ester,monohydro
thiocarbamicacid-s,s-(2-(dimethylamino)trimethylene)estermonohydrochloride
carbamicacid,thio-,s,s’-(2-(dimethylamino)trimethylene)ester,monohydrochlo
carbamothioic acid S-[3-(carbamoylthio)-2-(dimethylamino)propyl] ester hydrochloride
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-methyl 5-(2-bromoethyl) ester
[EINECS(EC#)]

239-309-2
[Molecular Formula]

C7H16ClN3O2S2
[MDL Number]

MFCD01311812
[MOL File]

15263-52-2.mol
[Molecular Weight]

273.8
Chemical PropertiesBack Directory
[density ]

1.4008 (rough estimate)
[vapor pressure ]

Negligible
[refractive index ]

1.6100 (estimate)
[form ]

neat
[pka]

7.61 (base)
[Water Solubility ]

ca. 200 g l-1 (20 °C, pH 5)
[BRN ]

5157539
[EPA Substance Registry System]

Carbamothioic acid, S,S'-(2-(dimethylamino)-1,3-propanediyl) ester, monohydrochloride (15263-52-2)
Safety DataBack Directory
[Hazard Codes ]

Xn;N,N,Xn
[Risk Statements ]

21/22-50/53
[Safety Statements ]

2-36/37-60-61
[RIDADR ]

2771
[WGK Germany ]

3
[RTECS ]

FD1225000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Toxicity]

LD50 oral in rat: 250mg/kg
Raw materials And Preparation ProductsBack Directory
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Cartap hydrochloride (15263-52-2).msds
Hazard InformationBack Directory
[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.
[Agricultural Uses]

Insecticide: Cartap hydrochloride is used to control chewing and sucking insects on many crops, including rice, potatoes, cabbage and other vegetables, soy beans, peanuts, sunflowers, maize, sugar beet, wheat, pearl barley, pome fruit, stone fruit, citrus fruit, vines, chestnuts, ginger, tea, cotton, and sugar cane. Not currently registered in the U.S. or registered for use in EU countries. There are approximately 15 global suppliers.
[Trade name]

CADAN®; CALDAN®; KRITAP®; NTD 2®; PADAN®; PATAP®; SANVEX®; THIOBEL®; TI1258®; VEGETOX®
[Safety Profile]

Poison by ingestion andintravenous routes. An experimental teratogen. Aninsecticide. When heated to decomposition it emits verytoxic fumes of NOx, SOx, and HCl.
[Metabolic pathway]

Nereistoxin, 4-N,N-dimethylamino-1,2-dithiolane, is produced from cartap hydrochloride as a main product through photoreaction under UV irradiation in aqueous and methanolic solutions, and on glass and silica gel surfaces. Cartap hydrochloride is also oxidized with N-bromosuccinimide (NBS) to give nereistoxin.
[Degradation]

Cartap hydrochloride was hydrolysed to dihydronereistoxin (2) when automatically titrated with sodium hydroxide solution and subsequently oxidised to nereistoxin (3) (see Scheme 1). The hydrolysis was a base catalysed pseudo-first-order reaction with a half-life of 10 minutes at pH 7 and 25 °C. Nereistoxin was so stable that no degradation was observed after 24 hours at 100 °C and with pH in the range 1-4. The DT50 s of nereistoxin at 100 °C and at the higher pH values of 7/10 and 12.3 were 26,20 and 7.9 hours, respectively. It was predicted that nereistoxin (3) would be hydrolysed by alkali to the 3-mercaptopropanesulfenic acid (4) which would be oxidised to the sulfinic acid (5) and thence to the sulfonic acid (6) (Asahi and Yoshida, 1977).
An aqueous solution of unlabelled cartap hydrochloride was exposed to sunlight for a period of 5 days. Analysis was by IR, UV and MS methods. Three products were isolated after irradiation and the major of these was identified as a polymer of nereistoxin (7) and represented 80% of applied dose. The polymer (7) was not toxic to fish (Oryzias latips).
Cartap was hydrolysed to nereistoxin (3) via dihydronereistoxin (2). Nereistoxin (3) was converted into the polymer (7) probably after photolytic formation of a nereistoxin diradical as shown in Scheme 1 (Obayashi and Asaka, 1983).
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