| Identification | More | [Name]
Azamethiphos | [CAS]
35575-96-3 | [Synonyms]
ALFACRON
ALFACRON(R)
ALIFICRON(R)
AZAMETHIPHOS
PHOSPHOROTHIOATE
S-6-CHLORO-2,3-DIHYDRO-2-OXO-1,3-OXAZOLO[4.5-B]PYRIDIN-3-YLMETHYL-O,O-DIMETHYLPHOSPHOROTHIOATE
S-6-CHLORO-2,3-DIHYDRO-2-OXO-OXAZOLO-[4,5-B]PYRIDIN-3-YLMETHYL O,O-DIMETHYL
S-6-CHLORO-2,3-DIHYDRO-2-OXO-OXAZOLO[4.5-B]PYRIDIN-3-YLMETHYL-O,O-DIMETHYL PHOSPHOROTHIOATE
S-[(6-Chloro-2-oxooxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-dimethyl thiophosphate
SNIP(R)
SNIP(TM)
5-b)pyridin-2(3h)-on-3-thiophosphorsaeure-o-dimethyl-s-(6-chlor-oxazolo(4
cga18809
ciba-geigy18809
o,o-dimethylester
phosphorothioicacid,s-((6-chloro-2-oxooxazolo(4,5-b)pyridin-3(2h)-yl)methyl)
s-((6-chloro-2-oxooxazolo(4,5-b)pyridin-3(2h)-yl)methyl)o,o-dimethylphosphor
s-(6-chlorooxazolo(4,5-b)pyridin-2(3h)-on-3-ylmethyl)o,o-dimethylphosphorot
snip
azametifos | [EINECS(EC#)]
252-626-0 | [Molecular Formula]
C9H10ClN2O5PS | [MDL Number]
MFCD00867611 | [Molecular Weight]
324.68 | [MOL File]
35575-96-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
88-93°C | [Boiling point ]
428.8±55.0 °C(Predicted) | [density ]
1.566±0.06 g/cm3(Predicted) | [vapor pressure ]
4.9 x 10-6 Pa (20 °C) | [storage temp. ]
APPROX 4°C
| [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
0.94±0.20(Predicted) | [Water Solubility ]
1100 mg l-1 (20 °C) | [color ]
White to off-white | [Usage]
Synergistic insecticidal and acaricidal organophosphorus compound | [Henry's Law Constant]
3.0×105 mol/(m3Pa) at 25℃, Ebert et al. (2023) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C9H10ClN2O5PS/c1-15-18(14,16-2)19-5-12-8-7(17-9(12)13)3-6(10)4-11-8/h3-4H,5H2,1-2H3 | [InChIKey]
VNKBTWQZTQIWDV-UHFFFAOYSA-N | [SMILES]
P(SCN1C2=NC=C(Cl)C=C2OC1=O)(OC)(OC)=O | [CAS DataBase Reference]
35575-96-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Phosphorothioic acid, s-[(6-chloro-2-oxooxazolo[4,5-b]pyridin-3(2h)-yl)methyl] o,o-dimethyl ester(35575-96-3) | [EPA Substance Registry System]
35575-96-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36:Irritating to the eyes.
R40:Limited evidence of a carcinogenic effect.
R21:Harmful in contact with skin. | [Safety Statements ]
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 gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
UN 1593 6.1/PG 3 | [WGK Germany ]
3 | [RTECS ]
TE8070000 | [HS Code ]
29349990 | [Storage Class]
6.1C - Combustible, acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Skin Sens. 1
STOT SE 1 | [Toxicity]
LD50 orl-rat: 1180 mg/kg PEMNDP 9,44,91 |
| Questions And Answer | Back Directory | [Description]
Azamethiphos is an organothiophosphate insecticide. It can be used as a veterinary drug used in the salmon fish farming for controlling parasites such as salmon lice (Lepeophtheirus salmonis), a marine ectoparasitic copepod on salmonid species. Its primary target is on the acetylcholinesterase, a serine hydrolase involved in neurotransmission at cholinergic synapses and neuromuscular junctions.
| [References]
Intorre, L, et al. "Safety of azamethiphos in eel, seabass and trout." Pharmacological Research the Official Journal of the Italian Pharmacological Society 49.2(2004):171.
Kaur, K, et al. "Mechanism behind Resistance against the Organophosphate Azamethiphos in Salmon Lice (Lepeophtheirus salmonis). " Plos One 10.4(2015):e0124220.
|
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
Azamethiphos is used to control flies and other insect pests in
animal houses and also public hygiene and health pests such as mosquitoes
and cockroaches. It has recently been used to control sea lice in
salmon. | [Uses]
Synergistic insecticidal and acaricidal organophosphorus compound | [Definition]
ChEBI: Azamethiphos is an organic thiophosphate, an organothiophosphate insecticide, an organochlorine insecticide and an organochlorine acaricide. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an agrochemical. It is functionally related to an oxazolo[4,5-b]pyridin-2(3H)-one. | [Production Methods]
The production of azamethiphos involves a multi-step chemical synthesis. The process begins with the preparation of a branched-chain chlorination product by reacting oxazole [4,5-b]pyridine-2(3H)-ketone with paraformaldehyde, thionyl chloride, and other reagents in a rotational flow kettle. This intermediate is then used to synthesize a thiophosphate ester in a second reaction unit. Finally, the ester is reacted in a third unit to yield azamethiphos. | [Mechanism of action]
Contact and stomach action, rapid knockdown. Acetylcholinesterase (AChE) inhibitor. | [Safety Profile]
Moderately toxic by ingestion andskin contact. When heated to decomposition it emits toxicvapors of NOx, SOx, POx, and Cl- . | [Metabolic pathway]
Azamethiphos is metabolised in mammals via hydrolysis, followed by
opening of the oxazolinone ring and conjugation of the resultant
aminopyridinol as the glucuronide and sulfate ester. | [Metabolism]
Azamethiphos is metabolized via the cleavage of phosphorothiolate
C?S bond, followed by N-demethylation and
opening of the oxazolinone ring and conjugation of the
resultant aminochloropyridinol as the glucuronide and
sulfate ester. | [Degradation]
Azamethiphos is unstable in alkalis and acids. The DT50 values at pH 5,7
and 9 were 800,260 and 4.3 hours, respectively (PM). | [Toxicity evaluation]
Acute oral LD50 for rats is 1180 mg/kg.
Inhalation LC50 (4 h) for rats is >560 mg/m3 air. ADI is
0.025 mg/kg. | [Pesticide Type]
Insecticide; Veterinary substance |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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