| Identification | More | [Name]
Isocarbophos | [CAS]
24353-61-5 | [Synonyms]
2-((Amino(methoxy)phosphinothioyl)oxy)benzoic acid 1-methylethyl ester ISOCARBOFOS ISOCARBOPHOS Isopropyl 2-[(aminomethoxyphosphinothioyl)oxy]benzoate O-METHYL O-[2-(ISOPROPOXYCARBONYL)PHENYL] PHOSPHORAMIDOTHIOATE Optunal 2-((aminomethoxyphosphinothioyl)oxy)-benzoicaci1-methylethylester ai3-27659 bay93820 o-methylphosphoramidothioate,o-esterwithisopropylsalicylate salicylicacid,isopropylester,esterwitho-methylphosphoramidothioate Bayer 93820 Isocarbophos, 10ng/ul, Pestanal 2-[(Aminomethoxyphosphinothioyl)oxy]benzoic acid, isopropyl ester O-methyl-O-(2-isopropoxycarbonylphenyl)aminophosphorothioate isocarbofos (bsi) isocarbophos solution Isocarbophos TECH Isocarbophos E.C.,synergistic O-methyl-O-(2-carboisopropoxyphenyl) phosphoroamidothioate | [EINECS(EC#)]
246-192-1 | [Molecular Formula]
C11H16NO4PS | [MDL Number]
MFCD01684421 | [Molecular Weight]
289.29 | [MOL File]
24353-61-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
45~49℃ | [Boiling point ]
385.1±44.0 °C(Predicted) | [density ]
1.275±0.06 g/cm3(Predicted) | [Fp ]
4 °C | [storage temp. ]
2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
-1.34±0.70(Predicted) | [color ]
Off-White | [BRN ]
2946521 | [Stability:]
Hygroscopic | [Major Application]
agriculture environmental | [InChI]
1S/C11H16NO4PS/c1-8(2)15-11(13)9-6-4-5-7-10(9)16-17(12,18)14-3/h4-8H,1-3H3,(H2,12,18) | [InChIKey]
YFVOXLJXJBQDEF-UHFFFAOYSA-N | [SMILES]
COP(N)(=S)Oc1ccccc1C(=O)OC(C)C | [CAS DataBase Reference]
24353-61-5(CAS DataBase Reference) | [EPA Substance Registry System]
Isocarbophos (24353-61-5) |
| Safety Data | Back Directory | [Hazard Codes ]
F;Xn,Xn,F,T | [Risk Statements ]
R11:Highly Flammable. R38:Irritating to the skin. R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation . R63:Possible risk of harm to the unborn child. R65:Harmful: May cause lung damage if swallowed. R67:Vapors may cause drowsiness and dizziness. R25:Toxic if swallowed. R21:Harmful in contact with skin. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves . S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 1294 | [WGK Germany ]
3 | [RTECS ]
VO4395900 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Oral Acute Tox. 3 Dermal | [Toxicity]
bird - wild,LD50,oral,750ug/kg (0.75mg/kg),Toxicology and Applied Pharmacology. Vol. 26, Pg. 154, 1973. |
| Questions And Answer | Back Directory | [Description]
Isocarbophos is a broad-spectrum organophosphorus insecticide used to control a variety of leaf-eating and soil insects on rice, fruit and other crops1-3. It can control various kinds of pests such as aphids, spider mite, borers and leaf rollers. However, it is an insecticide without EU regulatory approval for use. It has a moderate level of water solubility. It has caused environmental pollution in many areas but little is known regarding its environmental fate1-2. It is highly toxic to mammals and also has a high potential for bioaccumulation. It is an acetyl cholinesterase inhibitor and a neurotoxin1.
| [References]
- http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/987.htm
- Rong, L., et al. "Isolation of an isocarbophos-degrading strain of Arthrobacter sp. scl-2 and identification of the degradation pathway." Journal of Microbiology & Biotechnology 19.11(2009):1439.
- http://www.chemchina.com.cn/slden/cpyfw/ppysb/jscg/webinfo/2012/06/1342611935451309.htm
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| Hazard Information | Back Directory | [Uses]
Isocarbophos is an organophosphorus pesticide residue found in spicy foods and nuts. | [Definition]
ChEBI: Isocarbophos is an organothiophosphate insecticide, an organic phosphonate, a phosphonic ester, a member of salicylates and an isopropyl ester. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an agrochemical and an avicide. It is functionally related to an isopropyl salicylate. | [Production Methods]
The commercial synthesis of isocarbophos involves constructing its organophosphorus framework through a series of esterification and substitution reactions. The process typically begins with the preparation of 2-hydroxybenzoic acid isopropyl ester, which serves as the aromatic backbone. This intermediate is then reacted with O-methyl phosphoramidothioic chloride, introducing the phosphorothioate moiety via nucleophilic substitution. The reaction is carried out under controlled conditions using a suitable base, often in an organic solvent like toluene or dichloromethane, to facilitate the coupling and stabilise the product. | [Mechanism of action]
Acetylcholinesterase (AChE) inhibitor. | [Pesticide Type]
Acaricide; Insecticide |
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