Details
Stereochemistry | RACEMIC |
Molecular Formula | C26H33NO6 |
Molecular Weight | 455.5433 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C(OCCN2CCCCC2)C(C(O)CCC3=CC=C(O)C=C3)=C(OC)C4=C1OC=C4
InChI
InChIKey=LIAPJIQUUKLLDZ-UHFFFAOYSA-N
InChI=1S/C26H33NO6/c1-30-23-20-12-16-32-24(20)26(31-2)25(33-17-15-27-13-4-3-5-14-27)22(23)21(29)11-8-18-6-9-19(28)10-7-18/h6-7,9-10,12,16,21,28-29H,3-5,8,11,13-15,17H2,1-2H3
Molecular Formula | C26H33NO6 |
Molecular Weight | 455.5433 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Piprofurol is a benzofuran chalcon derivative. It is a calcium channel blocker. Piprofurol inhibited in a concentration-dependent manner the calcium-induced contractions in isolated potassium depolarized preparations of rat aorta and relaxed the K+-induced contraction of the dog coronary artery and the rabbit basilar artery. Piprofurol also inhibited noradrenaline-induced vascular smooth muscle contractions but the antagonism was clearly noncompetitive and the contractions induced were altered by concentrations two orders of magnitude higher than the concentration inhibiting calcium-induced contractions. Piprofurol exerts a negative inotropic effect on guinea-pig papillary muscle. These effects suggested a potentially anti-ischemic activity. This is confirmed in anaesthetized dogs, where piprofurol reduced the epicardial ST-segment elevation following coronary artery occlusion, and in isolated heart preparations, where it decreased the leakage of LDH during periods of anoxia and reoxygenation. Piprofurol is a coronary vasodilator and antihypertensive agent.
Approval Year
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:59:00 GMT 2023
by
admin
on
Fri Dec 15 15:59:00 GMT 2023
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Record UNII |
3745QN167A
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Record Status |
Validated (UNII)
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Record Version |
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-
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Official Name | English | ||
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Systematic Name | English |
Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C333
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3600
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38596
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CHEMBL2106882
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3745QN167A
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DTXSID40866006
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255-035-6
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100000082220
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SUB09888MIG
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C66409
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C013201
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40680-87-3
Created by
admin on Fri Dec 15 15:59:00 GMT 2023 , Edited by admin on Fri Dec 15 15:59:00 GMT 2023
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Related Record | Type | Details | ||
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ACTIVE MOIETY |