Hymecromone O,O-Diethyl Phosphorothioate

Title: Hymecromone O,O-Diethyl Phosphorothioate
CAS Registry Number: 299-45-6
CAS Name: 7-Hydroxy-4-methylcoumarin O-ester with O,O-diethyl phosphorothioate
Additional Names: O,O-diethyl O-(4-methyl-7-coumarinyl) phosphorothioate; O,O-diethyl O-(4-methyl-7-coumarinyl) thiophosphate; O,O-diethyl O-(4-methylumbelliferone) phosphorothioate; 4-methylumbelliferone O,O-diethyl phosphorothioate
Manufacturers' Codes: E-838
Trademarks: Potasan
Molecular Formula: C14H17O5PS
Molecular Weight: 328.32
Percent Composition: C 51.22%, H 5.22%, O 24.37%, P 9.43%, S 9.77%
Literature References: Cholinesterase inhibitor. Dechlorination product of coumaphos, q.v. Prepn: Schrader, Kükenthal, US 2583744 (1952 to Bayer). Pharmacology and toxicology: J. P. Frawley et al., J. Pharmacol. Exp. Ther. 105, 156 (1952). Water partition and molecular interactions: A. Lopes et al., Environ. Sci. Technol. 29, 562 (1995). Review: G. Schrader, Die Entwicklung neuer insektizider Phosphorsäure-Ester (Verlag Chemie, 1963) p 187.
Properties: Long needles from petr ether. Weak aromatic odor. mp 39.5-41.3°. bp1.0 210° (dec). d438 1.260 (liq); nD37 1.5685 (liq). Log P (1-octanol/water): 14. Very sparingly sol in water. Slightly sol in petr ether. Sol in most other organic solvents. Aq solns of emulsions adjusted to pH 7 to 8 show a blue fluorescence. LD50 in mice, guinea pigs, male, female rats (mg/kg): 98.5 ±5.0, 25.0 ±2.3, 42.0 ±3.1, 19.0 ±2.5 orally (Frawley).
Melting point: mp 39.5-41.3°
Boiling point: bp1.0 210° (dec)
Index of refraction: nD37 1.5685 (liq)
Log P: Log P (1-octanol/water): 14
Density: d438 1.260 (liq)
Toxicity data: LD50 in mice, guinea pigs, male, female rats (mg/kg): 98.5 ±5.0, 25.0 ±2.3, 42.0 ±3.1, 19.0 ±2.5 orally (Frawley)
Use: Systemic insecticide, especially effective against the Colorado beetle.
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