APTOCAINE HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C14H20N2O.ClH
Molecular Weight	268.782
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC(N1CCCC1)C(=O)NC2=CC=CC=C2C

InChI

InChIKey=JUSHHIAJHXVGRP-UHFFFAOYSA-N

InChI=1S/C14H20N2O.ClH/c1-11-7-3-4-8-13(11)15-14(17)12(2)16-9-5-6-10-16;/h3-4,7-8,12H,5-6,9-10H2,1-2H3,(H,15,17);1H

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C14H20N2O
Molecular Weight	232.3214
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/776194

Aptocaine (Pirothesin, Pharmaceutical Manufacturing Company) is a new local anaesthetic agent, the first of note to be synthesized in Britain. It is related toprilocaine; like prilocaine, it has a low sub-cutaneous toxicity, but preliminary studies suggest that, unlike prilocaine, it does not induce methaemoglobinaemia. It has been found to produce satisfactory analgesia, of longer duration than lignocaine, by several routes, at a concentration of 3% in animals.

Approval Year

PubMed

Title	Date	PubMed
Identification of metabolites of aptocaine and some related compounds [proceedings].	1976-12	12331
Intradermal study of a new local anaesthetic agent aptocaine.	1976-04	776194
[A new local anesthetic for dentistry: 1st study of aptocaine chlorhydrate in combination with corbadrine chlorhydrate].	1971-06-01	5283722

Patents

Sample Use Guides

In Vivo Use Guide

In a double-blind trial in 28 human volunteers, a new local anaesthetic agent, aptocaine, was compared intradermally at 1, 2 and 3% concentrations with lignocaine 2% and bupivacaine 0.5%.

Route of Administration: Topical

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:03:34 GMT 2025` Edited by `admin` on `Mon Mar 31 23:03:34 GMT 2025`
Record UNII	N8QZQ3Y7GY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

APTOCAINE HYDROCHLORIDE

Common Name

English

1-PYRROLIDINEACETAMIDE, .ALPHA.-METHYL-N-(2-METHYLPHENYL)-, HYDROCHLORIDE (1:1)

Preferred Name

English

Aptocaine hydrochloride [WHO-DD]

Common Name

English

Code System Code Type Description

PUBCHEM

3084310