5176. Isoflurophate
Nomenclature
CAS number: 55-91-4
Phosphorofluoridic acid bis(1-methylethyl) ester; phosphorofluoridic acid diisopropyl ester; isopropyl fluophosphate; diisopropyl fluorophosphonate; diisopropyl fluorophosphate; diisopropylphosphorofluoridate; fluostigmine; isofluorphate; DFP; Diflupyl; Dyflos; Floropryl (Merck & Co.); Fluropryl. C6H14FO3P; mol wt 184.15.
C 39.13%, H 7.66%, F 10.32%, O 26.06%, P 16.82%.
Description and references
Prepd by the action of PCl3 on isopropanol, chlorinating the resulting intermediate, and converting the diisopropyl chlorophosphate by means of sodium fluoride: Hardy, Kosolapoff, US 2409039 (1946); see also Edgewood Arsenal, Chemical Warfare Service TDMR 832 (April, 1944); GB 601210 (1948); Lange, von Krueger, Ber. 65, 1598 (1932); Saunders, Stacey, J. Chem. Soc. 1948, 695; B. C. Saunders, Some Aspects of the Chemistry and Toxic Action of Organic Compounds Containing Phosphorus and Fluorine (Cambridge, 1957) p 46. Toxicity data: R. G. Horton et al., J. Pharmacol. Exp. Ther. 87, 414 (1946).
Properties
Liquid. Forms HF in presence of moisture. d 1.055. mp 82°. bp5 46°; bp9 62°; bp760 183° (by extrapolation). Vapor pressure at 20°: 0.579 mm. nD25 1.3830. Soly in water at 25°: 1.54% w/w (dec; pH about 2.5). Sol in vegetable oils. Not very sol in mineral oils. The anhydr compd or oil solns are stable in glass containers at room temp. LD50 in mice (mg/kg): 3.71 s.c.; 36.8 orally (Horton).Caution
Highly toxic; cholinesterase inactivator. Do not inhale vapors. Avoid contact with skin.Therapeutic Category
Cholinergic (ophthalmic).
Therapeutic Category (Veterinary)
Has been used as a miotic.Keywords
Cholinergic