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

Details

Stereochemistry ACHIRAL
Molecular Formula C10H14N2O
Molecular Weight 178.231
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUPICOMIDE

SMILES

CCCCC1=CC=C(N=C1)C(N)=O

InChI

InChIKey=VKSPIPWLHGKJQO-UHFFFAOYSA-N
InChI=1S/C10H14N2O/c1-2-3-4-8-5-6-9(10(11)13)12-7-8/h5-7H,2-4H2,1H3,(H2,11,13)

HIDE SMILES / InChI
Bupicomide is a vasodilator. Bupicomide significantly reduced systolic, diastolic, and mean arterial pressure and peripheral vascular resistance and this hypotensive effect was associated with a reflexive increase in heart rate, left ventricular ejection rate, and cardiac index; it had no effect upon other reflexive sympathetic adjustments induced by upright tilt and the Valsalva maneuver. Bupicomide also increased renal blood flow and decreased renal vascular resistance, but it had no effect upon the glomerular filtration rate. The hypotensive mechanism of bupicomide therefore is mediated by peripheral arteriolar dilation, through vascular smooth muscle relaxation. The more immediate clinical side effects of bupicomide are related to its strong vasodialting action and include headaches, cutaneous flushing, and tachycardia.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Rapid GLC determination of fusaric acid in biological fluids.
1976 Apr
Systemic and renal hemodynamic effects of bupicomide: a new vasodilator.
1976 Sep
Physiologic mechanisms of bupicomide- and hydralazine-induced increase in plasma renin activity in hypertensive patients.
1977 Jul
Patents

Sample Use Guides

The mean supine arterial pressure of patients was reduced 15.2 mm Hg by bupicomide (900 to 2,000 mg/day) and 15.7 mm Hg by hydralazine (300 to 600 mg/day).
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
BUPICOMIDE
INN   USAN  
USAN   INN  
Official Name English
BUPICOMIDE [USAN]
Common Name English
5-Butylpicolinamide
Systematic Name English
bupicomide [INN]
Common Name English
NSC-329138
Code English
SCH-10595
Code English
2-PYRIDINECARBOXAMIDE, 5-BUTYL-
Systematic Name English
SCH 10595
Code English
Code System Code Type Description
SMS_ID
100000088466
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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EVMPD
SUB05982MIG
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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WIKIPEDIA
BUPICOMIDE
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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EPA CompTox
DTXSID80177168
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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PUBCHEM
31447
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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ECHA (EC/EINECS)
245-143-1
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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NSC
329138
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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NCI_THESAURUS
C166439
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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FDA UNII
0X3H76N0HY
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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ChEMBL
CHEMBL2106646
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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INN
3619
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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CAS
22632-06-0
Created by admin on Sat Dec 16 16:50:48 GMT 2023 , Edited by admin on Sat Dec 16 16:50:48 GMT 2023
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