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35575-96-3

Basic Information
CAS No.: 35575-96-3
Name: Azamethiphos
Molecular Structure:
Molecular Structure of 35575-96-3 (Azamethiphos)
Formula: C9H10ClN2O5PS
Molecular Weight: 324.682
Synonyms: Phosphorothioic acid,esters,S-[(6-chloro-2- oxooxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-dimethyl ester;Atrasentan Hydrochloride;S-((6-Chloro-2-oxooxazolo(4,5-b)pyridin-3(2 h)-yl)methyl) o,o-di-methylphosphorothioate;Thiophosphorsaeure-o,o-dimethyl-s-(6-chlor-oxazolo(4,5-b)pyridin-2(3 h)-o-n-3-yl)methyl-ester;
EINECS: 252-626-0
Density: 1.566 g/cm3
Melting Point: 88-93 °C
Boiling Point: 428.8 °C at 760 mmHg
Flash Point: 213.1 °C
Solubility: 1.1g/kg at 20 °C in water
Appearance: White or offwhite powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-36-40-21
Safety: 26-36/37-24/25-23
Transport Information: UN 1593 6.1/PG 3
PSA: 118.67000
LogP: 2.73450
Synthetic route

C7H5ClN2O2S

868-85-9

Dimethyl phosphite

35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
With oxygen; caesium carbonate In acetonitrile at 60℃; under 760.051 Torr; for 12h;69%
35570-70-8

6-chloro-3-chloromethyl-3H-oxazolo[4,5-b]pyridin-2-one

ammonium-thio-O,O-dimethylphosphate

ammonium-thio-O,O-dimethylphosphate

35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
In methanol64%
35570-70-8

6-chloro-3-chloromethyl-3H-oxazolo[4,5-b]pyridin-2-one

40633-14-5

Ammoniumsalz des O,O'-Dimethyl-thiophosphats

35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
In methanol for 0.0833333h; Heating;
35570-68-4

6-chlorooxazole[4,5-b]pyridine-2(3H)-one

35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2O
2: SOCl2 / CHCl3
3: methanol / 0.08 h / Heating
View Scheme
35570-69-5

6-chloro-3-hydroxymethyl-3H-oxazolo[4,5-b]pyridin-2-one

35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2 / CHCl3
2: methanol / 0.08 h / Heating
View Scheme
16867-03-1

2-amino-3-hydroxypyridine

35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Py / 1 h / Ambient temperature
2: Cl2 / dimethylformamide / Ambient temperature
3: H2O
4: SOCl2 / CHCl3
5: methanol / 0.08 h / Heating
View Scheme
60832-72-6

2,3-dihydro[1,3]oxazolo[4,5-b]pyridin-2-one

35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Cl2 / dimethylformamide / Ambient temperature
2: H2O
3: SOCl2 / CHCl3
4: methanol / 0.08 h / Heating
View Scheme

C7H4Cl3N2O3PS

124-41-4

sodium methylate

35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

Conditions
ConditionsYield
In methanol at 10 - 60℃;183 g
35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

C24H16CuN6O10

C9H10ClCuN4O11PS

Conditions
ConditionsYield
In methanol pH=7.4;
35575-96-3

S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate

C16H13CuNO3S(2+)

C25H23ClCuN3O8PS2(2+)

Conditions
ConditionsYield
With N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid In water pH=7.4; Solvent;
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Chemistry

Molecular Structure of Azamethiphos (CAS NO.35575-96-3):

IUPAC Name:6-chloro-3-(dimethoxyphosphorylsulfanylmethyl)-[1,3]oxazolo[4,5-b]pyridin-2-one
Molecular Formula: C9H10ClN2O5PS
Molecular Weight: 324.69
EINECS: 252-626-0
Density: 1.566 g/cm3
Melting Point: 88-93 °C
Boiling Point: 428.8 °C at 760 mmHg
Flash Point: 213.1 °C
Solubility: 1.1g/kg at 20 °C in water
Appearance: White or off white powder
H bond acceptors: 7
H bond donors: 0
Freely Rotating Bonds: 5
Polar Surface Area: 113.07Å2
Molar Refractivity: 69.81 cm3
Molar Volume: 207.2 cm3
EINECS: 252-626-0
Product Categories: Pesticide & intermediate; Agro Products; Agro-Products; Phosphorylating and Phosphitylating Agents; AR to AZPesticides; A;A-BAlphabetic; Alpha sort; Insecticides; Organophorous; Pesticides&Metabolites; Alphabetic

Uses

 Azamethiphos (CAS NO.35575-96-3) is used as synergistic insecticidal and acaricidal organophosphorus compound.

Toxicity Data With Reference

1.    

orl-rat LD50:1180 mg/kg

    PEMNDP    Pesticide Manual. 9 (1991),44.
2.    

skn-rat LD50:>2150 mg/kg

    PEMNDP    Pesticide Manual. 9 (1991),44.

Safety Profile

Moderately toxic by ingestion and skin contact. When heated to decomposition it emits toxic vapors of NOx, SOx, POx, and Cl.
Safety Information of Azamethiphos (CAS NO.35575-96-3)
Hazard Codes:  HarmfulXn
Risk Statements: 22-36-40-21
R22:Harmful if swallowed. 
R36:Irritating to eyes. 
R40:Limited evidence of a carcinogenic effect. 
R21:Harmful in contact with skin.
Safety Statements: 26-36/37-24/25-23
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37:Wear suitable protective clothing and gloves. 
S24/25:Avoid contact with skin and eyes. 
S23:Do not breathe vapour.
RIDADR: UN 1593 6.1/PG 3
RTECS: TE8070000

Specification

 Azamethiphos , with CAS number of 35575-96-3, can be called phosphorothioic acid, S-[(6-chloro-2-oxooxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-dimethyl ester ; S-[(6-Chlor-2-oxo[1,3]oxazolo[4,5-b]pyridin-3(2H)-yl)methyl]-O,O-dimethylthiophosphat ; S-[(6-Chloro-2-oxo[1,3]oxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-dimethyl phosphorothioate ; S-[(6-Chloro-2-oxooxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-Dimethyl Phosphorothioate ; Thiophosphate de S-[(6-chloro-2-oxo[1,3]oxazolo[4,5-b]pyridin-3(2H)-yl)méthyle] et de O,O-diméthyle ; S-6-Chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-ylmethyl O,O-Dimethyl Phosphorothioate . It is a white to light yellow crystal powde.