U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H17N5
Molecular Weight 231.2969
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUMEPIDIL

SMILES

CC1=NC2=NC=NN2C3=C1CCN3C(C)(C)C

InChI

InChIKey=NJJPSFAJAKVSST-UHFFFAOYSA-N
InChI=1S/C12H17N5/c1-8-9-5-6-16(12(2,3)4)10(9)17-11(15-8)13-7-14-17/h7H,5-6H2,1-4H3

HIDE SMILES / InChI

Molecular Formula C12H17N5
Molecular Weight 231.2969
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Bumepidil (also known as CS-611) is intravenously administered coronary vasodilator with antiarrhythmic action. In anesthetized, open-chest dogs Bumepidil in doses of 0.1--1 mg/kg i.v. decreased systemic blood pressure, coronary resistance and arterio-venous oxygen difference and increased coronary sinus outflow in a dose-related manner, but myocardial oxygen consumption was virtually unchanged. At 0.3 mg/kg i.v. of the drug, coronary sinus outflow was doubled, but heart rate and AV conduction time were not changed. Bumepidil shortened the action potential duration (APD) of each tissue, especially of Purkinje fibers, without any significant alterations in the resting membrane potential, action potential amplitude and maximum rate of rising. Bumepidil can be characterized as a coronary dilator virtually devoid of cardiac actions in doses sufficiently increasing coronary blood flow.

Approval Year

PubMed

PubMed

TitleDatePubMed
Studies on cardiovascular agents. 6. Synthesis and coronary vasodilating and antihypertensive activities of 1,2,4-triazolo[1,5-a]pyrimidines fused to heterocyclic systems.
1980 Aug
Patents

Patents

Sample Use Guides

dogs doses of 0.1--1 mg/kg i.v
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:20:33 GMT 2023
Edited
by admin
on Fri Dec 15 16:20:33 GMT 2023
Record UNII
9FNZ7TFY4R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUMEPIDIL
INN  
INN  
Official Name English
8-TERT-BUTYL-7,8-DIHYDRO-5-METHYL-6H-PYRROLO(3,2-E)-S-TRIAZOLO(1,5-A)PYRIMIDINE
Systematic Name English
BUMEPIDIL [JAN]
Common Name English
bumepidil [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
Code System Code Type Description
PUBCHEM
68813
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
NCI_THESAURUS
C73108
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
CAS
62052-97-5
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
ChEMBL
CHEMBL367197
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
EVMPD
SUB05970MIG
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
FDA UNII
9FNZ7TFY4R
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
SMS_ID
100000088460
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
INN
4937
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
MESH
C026719
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID80866904
Created by admin on Fri Dec 15 16:20:33 GMT 2023 , Edited by admin on Fri Dec 15 16:20:33 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY