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Details

Stereochemistry ACHIRAL
Molecular Formula C21H35N3.2C4H4O4
Molecular Weight 561.667
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of BUCAINIDE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.CCCCCCN1CCN(CC1)C(=NCC(C)C)C2=CC=CC=C2

InChI

InChIKey=LPPPOISTYYZBNM-SPIKMXEPSA-N
InChI=1S/C21H35N3.2C4H4O4/c1-4-5-6-10-13-23-14-16-24(17-15-23)21(22-18-19(2)3)20-11-8-7-9-12-20;2*5-3(6)1-2-4(7)8/h7-9,11-12,19H,4-6,10,13-18H2,1-3H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-

HIDE SMILES / InChI

Molecular Formula C21H35N3
Molecular Weight 329.5227
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Bucainide is a potent cardiac depressant and antiarrhythmic agent. The antiarrhythmic effect was demonstrated in the following animal models: mouse chloroform-induced ventricular arrhythmias, refractory period prolongation in guinea pig isolated atria, aconitine-induced atrial arrhythmias in the dog, ventricular arrhythmias following coronary artery ligation in the dog, and ouabain-induced ventricular tachyarrhythmias in the dog. The drug also possesses local anesthetic effects and is a weak central nervous system depressant. Studies with the radiolabeled drug in rats and dogs also demonstrated the drug's large volume of distribution, and its initial rapid disappearance from the blood. Tissue distribution studies in the rat after administration of the radiolabeled drug showed that bucainide is rapidly taken up by the tissues.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:29 UTC 2023
Edited
by admin
on Fri Dec 15 15:14:29 UTC 2023
Record UNII
IX4JNV8N0F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUCAINIDE MALEATE
USAN  
USAN  
Official Name English
BUCAINIDE MALEATE [USAN]
Common Name English
1-Hexyl-4-(N-isobutylbenzimidoyl)piperazine maleate (1:2)
Systematic Name English
PIPERAZINE, 1-HEXYL-4-(((2-METHYLPROPYL)IMINO)PHENYLMETHYL)-, (Z)-2-BUTENEDIOATE (1:2)
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 15:14:29 UTC 2023 , Edited by admin on Fri Dec 15 15:14:29 UTC 2023
Code System Code Type Description
PUBCHEM
11954317
Created by admin on Fri Dec 15 15:14:29 UTC 2023 , Edited by admin on Fri Dec 15 15:14:29 UTC 2023
PRIMARY
NCI_THESAURUS
C142970
Created by admin on Fri Dec 15 15:14:29 UTC 2023 , Edited by admin on Fri Dec 15 15:14:29 UTC 2023
PRIMARY
FDA UNII
IX4JNV8N0F
Created by admin on Fri Dec 15 15:14:29 UTC 2023 , Edited by admin on Fri Dec 15 15:14:29 UTC 2023
PRIMARY
CAS
51481-63-1
Created by admin on Fri Dec 15 15:14:29 UTC 2023 , Edited by admin on Fri Dec 15 15:14:29 UTC 2023
PRIMARY
ChEMBL
CHEMBL2110888
Created by admin on Fri Dec 15 15:14:29 UTC 2023 , Edited by admin on Fri Dec 15 15:14:29 UTC 2023
PRIMARY
MESH
C019280
Created by admin on Fri Dec 15 15:14:29 UTC 2023 , Edited by admin on Fri Dec 15 15:14:29 UTC 2023
PRIMARY
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ACTIVE MOIETY