Proparacaine
Title: Proparacaine
CAS Registry Number: 499-67-2
CAS Name: 3-Amino-4-propoxybenzoic acid 2-(diethylamino)ethyl ester
Additional Names: 2-(diethylamino)ethyl 3-amino-4-propoxybenzoate; proxymetacaine
Molecular Formula: C16H26N2O3
Molecular Weight: 294.39
Percent Composition: C 65.28%, H 8.90%, N 9.52%, O 16.30%
Literature References: Prepn of the hydrochloride: Clinton et al., J. Am. Chem. Soc. 74, 592 (1952). Pharmacology: McIntyre, Sievers, J. Pharmacol. Exp. Ther. 63, 369 (1938). Comprehensive description: D. B. Whigan, Anal. Profiles Drug Subs. 6, 423-456 (1977).
 
Derivative Type: Hydrochloride
CAS Registry Number: 5875-06-9
Trademarks: Ak-Taine (Akorn); Alcaine (Alcon); Ophthaine (BMS); Ophthetic (Allergan)
Molecular Formula: C16H26N2O3.HCl
Molecular Weight: 330.85
Percent Composition: C 58.08%, H 8.23%, N 8.47%, O 14.51%, Cl 10.72%
Properties: Prisms from abs alcohol + ethyl acetate, mp 182.0-183.3°. uv max (methanol): 225, 270, 300 nm. Sol in water, warm alcohol, methanol. Insol in ether, benzene. Solns are neutral to litmus. pKa 3.2.
Melting point: mp 182.0-183.3°
pKa: pKa 3.2
Absorption maximum: uv max (methanol): 225, 270, 300 nm
 
Therap-Cat: Topical anesthetic (ophthalmic).
Therap-Cat-Vet: Anesthetic (local).
Keywords: Anesthetic (Local).

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