Drotaverine hydrochlorideProduct ingredient for Drotaverine
- Name
- Drotaverine hydrochloride
- Drug Entry
- Drotaverine
Drotaverine is an antispasmodic drug that works by inhibiting phosphodiesterase-4 (PDE4).5 It is a benzylisoquinoline derivative that is structurally related to papaverine, although it displays more potent antispasmodic activities than papaverine. Drotaverine has been used in the symptomatic treatment of various spastic conditions, such as gastrointestinal diseases, biliary dyskinesia, and vasomotor diseases associated with smooth muscle spasms.1 It also has been investigated in dysmenorrhea, abortion, 3 and augmentation of labour.4 More recently, drotaverine gained attention in the treatment of benign prostatic hyperplasia, parainfluenza, and avian influenza viruses.5
Drotaverine is not approved by the FDA, European Medicines Agency, or Health Canada. It is approved for use in Thailand as oral tablets or intramuscular injections.10
- Accession Number
- DBSALT000911
- Structure
Structure for Drotaverine hydrochloride (DBSALT000911)
- Synonyms
- Drotaverine HCl / Isodihydroperparine hydrochloride
- UNII
- 24ZVH4C669
- CAS Number
- 985-12-6
- Weight
- Average: 433.97
Monoisotopic: 433.2019862 - Chemical Formula
- C24H32ClNO4
- InChI Key
- JBFLYOLJRKJYNV-MASIZSFYSA-N
- InChI
- InChI=1S/C24H31NO4.ClH/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;1H/b20-13-;
- IUPAC Name
- (1Z)-1-[(3,4-diethoxyphenyl)methylidene]-6,7-diethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride
- SMILES
- Cl.[H]\C(C1=CC(OCC)=C(OCC)C=C1)=C1\NCCC2=CC(OCC)=C(OCC)C=C12
- External Links
- Predicted Properties
Property Value Source Water Solubility 0.002 mg/mL ALOGPS logP 5.35 ALOGPS logP 4.19 Chemaxon logS -5.3 ALOGPS pKa (Strongest Basic) 7.11 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 48.95 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 117.99 m3·mol-1 Chemaxon Polarizability 47.04 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon