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Details

Stereochemistry RACEMIC
Molecular Formula C14H20N2O
Molecular Weight 232.3214
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APTOCAINE

SMILES

CC(N1CCCC1)C(=O)NC2=C(C)C=CC=C2

InChI

InChIKey=WJOQWLQQCYYQBE-UHFFFAOYSA-N
InChI=1S/C14H20N2O/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)

HIDE SMILES / InChI

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 ( + / - )

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

PubMed

TitleDatePubMed
[A new local anesthetic for dentistry: 1st study of aptocaine chlorhydrate in combination with corbadrine chlorhydrate].
1971 Jun-Jul
Intradermal study of a new local anaesthetic agent aptocaine.
1976 Apr
Identification of metabolites of aptocaine and some related compounds [proceedings].
1976 Dec
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 Fri Dec 15 15:29:05 GMT 2023
Edited
by admin
on Fri Dec 15 15:29:05 GMT 2023
Record UNII
08K838NNTE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
APTOCAINE
INN   MART.   WHO-DD  
INN  
Official Name English
2-METHYL-1-PYRROLIDINEACETO-O-TOLUIDIDE
Common Name English
aptocaine [INN]
Common Name English
APTOCAINE [MART.]
Common Name English
Aptocaine [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
Code System Code Type Description
FDA UNII
08K838NNTE
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
SMS_ID
100000087165
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
PUBCHEM
71695
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
INN
2644
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
CAS
19281-29-9
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
ECHA (EC/EINECS)
242-932-2
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID40864880
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
NCI_THESAURUS
C72172
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
EVMPD
SUB05549MIG
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
MESH
C012187
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104078
Created by admin on Fri Dec 15 15:29:05 GMT 2023 , Edited by admin on Fri Dec 15 15:29:05 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY