Piprofurol

Modify Date: 2025-08-25 13:09:53

Piprofurol Structure
Piprofurol structure
Common Name Piprofurol
CAS Number 40680-87-3 Molecular Weight 455.54300
Density 1.214g/cm3 Boiling Point 640.7ºC at 760 mmHg
Molecular Formula C26H33NO6 Melting Point N/A
MSDS N/A Flash Point 341.3ºC

 Use of Piprofurol


Piprofurol is a calcium channel inhibitor. Piprofurol inhibites in a concentration-dependent manner the calcium-induced contractions in isolated potassium depolarized preparations of rat aorta and relaxes the K+-induced contraction of the dog coronary artery and the rabbit basilar artery. Piprofurol exerts a negative inotropic effect on guinea-pig papillary muscle, with the EC50 of 5 μM[1].

 Names

Name 4-[3-[4,7-dimethoxy-6-(2-piperidin-1-ylethoxy)-1-benzofuran-5-yl]-3-hydroxypropyl]phenol
Synonym More Synonyms

 Piprofurol Biological Activity

Description Piprofurol is a calcium channel inhibitor. Piprofurol inhibites in a concentration-dependent manner the calcium-induced contractions in isolated potassium depolarized preparations of rat aorta and relaxes the K+-induced contraction of the dog coronary artery and the rabbit basilar artery. Piprofurol exerts a negative inotropic effect on guinea-pig papillary muscle, with the EC50 of 5 μM[1].
Related Catalog
Target

5 μM(guinea-pig papillary muscle)[1]

References

[1]. Pourrias B, et al. Calcium blocking properties of piprofurol. Arch Int Pharmacodyn Ther. 1985;274(2):223-239.  

 Chemical & Physical Properties

Density 1.214g/cm3
Boiling Point 640.7ºC at 760 mmHg
Molecular Formula C26H33NO6
Molecular Weight 455.54300
Flash Point 341.3ºC
Exact Mass 455.23100
PSA 84.53000
LogP 4.62440
Index of Refraction 1.596
InChIKey LIAPJIQUUKLLDZ-UHFFFAOYSA-N
SMILES COc1c(C(O)CCc2ccc(O)cc2)c(OCCN2CCCCC2)c(OC)c2occc12

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DF6845120
CHEMICAL NAME :
5-Benzofuranmethanol, 4,7-dimethoxy-alpha-(2-(4-hydroxyphenyl)ethyl)-6- (2-(1-piperidinyl)ethoxy)-
CAS REGISTRY NUMBER :
40680-87-3
BEILSTEIN REFERENCE NO. :
1276232
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C26-H33-N-O6
MOLECULAR WEIGHT :
455.60

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
420 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
JNPHAG Journal de Pharmacologie. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1970- Volume(issue)/page/year: 8,125,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
9900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 9,85,1974

 Synonyms

EINECS 255-035-6
Piprofurol
Piprofurol [INN]
Piprofurolum
Piprofurolum [INN-Latin]
1-[4,7-dimethoxy-6-(2-piperidin-1-yl-ethoxy)-benzofuran-5-yl]-3-(4-hydroxy-phenyl)-propan-1-ol
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