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Details

Stereochemistry ACHIRAL
Molecular Formula C16H24N2O
Molecular Weight 260.3746
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PINCAINIDE

SMILES

CC1=CC=CC(C)=C1NC(=O)CN2CCCCCC2

InChI

InChIKey=RJOUHGWLHPOQSA-UHFFFAOYSA-N
InChI=1S/C16H24N2O/c1-13-8-7-9-14(2)16(13)17-15(19)12-18-10-5-3-4-6-11-18/h7-9H,3-6,10-12H2,1-2H3,(H,17,19)

HIDE SMILES / InChI
Pincainide is a new beta-amino anilide with local anesthetic properties. It has been shown to be 3 times more potent than lidocaine as a local anaesthetic on desheathed frog sciatic nerve. It was found to be effective against arrhythmias induced in guinea-pigs by ouabain infusion or by administration of adrenaline and chloroform. Pincainide not only inhibited the influx of Ca 2+ and increased 45Ca efflux, thus reducing the contractile responses induced in rat aorta by noradrenaline and high K +, but it also inhibited other effects related to the noradrenaline-induced release of intracellular Ca 2+ stores. Further studies, however, must be performed in experimental models of arrhythmias before the effectiveness of pincainide as an antiarrhythmic drug can be established.

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparison of three beta-amino anilides: IQB-M-81, lidocaine and tocainide, on isolated rat atria.
1983 Nov 11
Effects of pincainide on contractile responses and 45Ca movements in rat isolated vascular smooth muscle.
1985 May 8
Expression of the focal adhesion protein PINCH in normal and alkali-injured corneas and the role of PMNs.
2007 Jun
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Pincainide (10(-5) to 10(-2) M) produced a dose-dependent inhibition of noradrenaline (NA) and high K+ -induced contractions. Pincainide (5 X 10(-3) M) inhibited the 45Ca influx stimulated by 10(-6) M NA and increased 45Ca efflux.
Name Type Language
PINCAINIDE
INN  
INN  
Official Name English
2,3,4,5,6,7-HEXAHYDRO-1H-AZEPINE-1-ACETO-2',6'-XYLIDIDE
Common Name English
pincainide [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
Code System Code Type Description
CAS
83471-41-4
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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FDA UNII
66803GMO3G
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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INN
5341
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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EPA CompTox
DTXSID5046142
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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SMS_ID
100000081978
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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MESH
C040465
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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PUBCHEM
71267
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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NCI_THESAURUS
C66389
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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EVMPD
SUB09853MIG
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
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ChEMBL
CHEMBL1867802
Created by admin on Fri Dec 15 15:29:52 GMT 2023 , Edited by admin on Fri Dec 15 15:29:52 GMT 2023
PRIMARY