2261. Cyanophos

Nomenclature

CAS number: 2636-26-2
Phosphorothioic acid O-(4-cyanophenyl) O,O-dimethyl ester; phosphorothioic acid O,O-dimethyl ester, O-ester with p-hydroxybenzonitrile; O-(4-cyanophenyl) O,O-dimethyl phosphorothioate; O,O-dimethyl O-(4-cyanophenyl) thionophosphate; ciafos; Bay 34727; S-4084; Cyanox (Sumitomo).
C9H10NO3PS; mol wt 243.22.
C 44.44%, H 4.14%, N 5.76%, O 19.73%, P 12.73%, S 13.18%.

Description and references

Organophosphate insecticide; cholinesterase inhibitor. Prepn: S. Kuramoto et al., US 3150040 (1964 to Sumitomo); Y. Nishizawa et al., Agric. Biol. Chem. 25, 597 (1961). Insecticidal activity: S. Tamura et al., ibid. 773. Toxicology: H. Yamamoto et al., Oyo Yakuri 5, 75 (1971), C.A. 76, 68907a (1972). LC-MS determn in serum: S. Inoue et al., J. Pharm. Biomed. Anal. 44, 258 (2007) DOI PubMed.

Chemical structure

Properties

Pale yellow oily liquid. bp0.09 119-120° (dec). mp 14-15°. nD21.2 1.5457. Very sol in methanol, ethanol, acetone, chloroform. Sparingly sol in n-hexane, kerosene; slightly sol in water. LD50 in mice (mg/kg): 1000 orally; 880 i.p. (Yamamoto).

Use

Insecticide.