TRANSCAINIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C22H35N3O2
Molecular Weight	373.5322
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)C1(CCN(CC1)[C@@H]2CCCC[C@H]2O)C(=O)NC3=C(C)C=CC=C3C

InChI

InChIKey=MFKCGXDCHAFQQZ-RTBURBONSA-N

InChI=1S/C22H35N3O2/c1-16-8-7-9-17(2)20(16)23-21(27)22(24(3)4)12-14-25(15-13-22)18-10-5-6-11-19(18)26/h7-9,18-19,26H,5-6,10-15H2,1-4H3,(H,23,27)/t18-,19-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C22H35N3O2
Molecular Weight	373.5322
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2459527 | https://www.ncbi.nlm.nih.gov/pubmed/1665791 | https://adisinsight.springer.com/drugs/800000444

Transcainide is a new and very potent analog of lidocaine that has been found effective in the treatment of ventricular arrhythmias. In common with other class I antiarrhythmic drugs its main electrophysiologic effect is a reduction of the upstroke velocity of the action potential (Vmax) suggesting a blockade of the sodium channel. The interaction of transcainide with this receptor is reversible and state-dependent. Transcainide characterized by very slow kinetics of binding and unbinding to the activated "open" Na+ channel. Transcainide had been in phase II clinical trial for the treatment of Arrhythmias. However, this development was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Transcainide: biochemical evidence for state-dependent interaction with the class I antiarrhythmic drug receptor.	1991 Oct 2	1665791
Clinical and electrophysiologic studies of R61748 (transcainide): a new class Ic antiarrhythmic drug.	1992	1378674
Transcainide causes two modes of open-channel block with different voltage sensitivities in batrachotoxin-activated sodium channels.	1994 Sep	7811913
Late massive hemoptysis after transbronchial biopsy of hamartoma: an involvement of pulmonary artery and vein.	2007 Dec	18292723

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:48:51 GMT 2023` Edited by `admin` on `Fri Dec 15 15:48:51 GMT 2023`
Record UNII	5VSP2X37QG
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

TRANSCAINIDE

Official Name

English

TRANSCAINIDE [USAN]

Common Name

English

TRANSCAINIDE [MART.]

Common Name

English

transcainide [INN]

Common Name

English

(±)-TRANS-4-(DIMETHYLAMINO)-1-(2-HYDROXYCYCLOHEXYL)-2',6'-ISONIPECTOXYLIDIDE

Common Name

English

4-PIPERIDINECARBOXAMIDE, 4-(DIMETHYLAMINO)-N-(2,6-DIMETHYLPHENYL)-1-(2-HYDROXYCYCLOHEXYL)-, TRANS-(±)-

Common Name

English

R 54,718

Code

English

R-54718

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C47793