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

Details

Stereochemistry ACHIRAL
Molecular Formula C24H31NO4
Molecular Weight 397.5072
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DROTAVERINE

SMILES

CCOC1=CC=C(\C=C2/NCCC3=CC(OCC)=C(OCC)C=C23)C=C1OCC

InChI

InChIKey=OMFNSKIUKYOYRG-MOSHPQCFSA-N
InChI=1S/C24H31NO4/c1-5-26-21-10-9-17(14-22(21)27-6-2)13-20-19-16-24(29-8-4)23(28-7-3)15-18(19)11-12-25-20/h9-10,13-16,25H,5-8,11-12H2,1-4H3/b20-13-

HIDE SMILES / InChI
Drotaverine, an antispasmodic drug, is a synthetic derivative of the natural isoquinoline alkaloid of Papaver somniferum, papaverine. It inhibits cyclic-3',5'-nucleotide-phophodiesterase (PDE) enzymes with concentration-dependent specificity, in addition, it behaves as a L-type voltage- operated calcium channel (L-VOCC) blocker. Drotaverin also acts as a cytostatic compound for several human tumor cell lines. Drotaverine is an effective medicine to treat spasm or twitches of the smooth muscles in the stomach and heart. It is used to relieve pain caused due to irritable bowel syndrome, headache, menstrual periods, and is also used to relieve cervical spasm during labor.

Approval Year

Targets
PubMed

PubMed

TitleDatePubMed
Pharmacokinetics and bioavailability of drotaverine in humans.
1996 Jul-Sep
[Acute intermittent porphyria and oral contraception. Case report].
2006 Mar
Interference with bile salt export pump function is a susceptibility factor for human liver injury in drug development.
2010 Dec
Patents

Sample Use Guides

The drug is administered for interior use. 1-2 tablets (0.04—0.08 g) 2—3 time a day. In children under 6 0.01—0.02 g 1—2 times a day, in children of 6—12 years old — 0.02 g 1—2 times a day. In children after 12 the adult dose.
Route of Administration: Oral
Drotaverin also acts as a cytostatic compound for several human tumor cell lines and nonmalignant mouse fibroblasts, and EC50 values as low as 3.0 μM were observed in SRB assays for HT-29 human colorectal carcinoma cells.
Name Type Language
DROTAVERINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
DROTIN
Brand Name English
DROTAVERINE [MI]
Common Name English
(Z)-1-(3,4-DIETHOXYBENZYLIDENE)-6,7-DIETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE
Systematic Name English
Drotaverine [WHO-DD]
Common Name English
DROTAVERIN
Common Name English
DROTAVERINE [MART.]
Common Name English
drotaverine [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QA03AD02
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
WHO-ATC A03AD02
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
NCI_THESAURUS C29698
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID60161227
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
WIKIPEDIA
DROTAVERINE
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
NCI_THESAURUS
C65489
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
EVMPD
SUB06415MIG
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
FDA UNII
98QS4N58TW
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
SMS_ID
100000081027
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
INN
2239
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
MESH
C005317
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
CAS
14009-24-6
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
ChEMBL
CHEMBL551978
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
PUBCHEM
1712095
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
DRUG CENTRAL
969
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
DRUG BANK
DB06751
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY
RXCUI
23684
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY RxNorm
MERCK INDEX
m4773
Created by admin on Fri Dec 15 15:54:35 GMT 2023 , Edited by admin on Fri Dec 15 15:54:35 GMT 2023
PRIMARY Merck Index