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Substance Name: Papaverine hydrochloride [USP:JAN]
RN: 61-25-6
UNII: 23473EC6BQ
InChIKey: UOTMYNBWXDUBNX-UHFFFAOYSA-N

Note

  • An alkaloid found in opium but not closely related to the other opium alkaloids in its structure or pharmacological actions. It is a direct-acting smooth muscle relaxant used in the treatment of impotence and as a vasodilator, especially for cerebral vasodilation. The mechanism of its pharmacological actions is not clear, but it apparently can inhibit phosphodiesterases and it may have direct actions on calcium channels.

Molecular Formula

  • C20-H21-N-O4.Cl-H

Molecular Weight

  • 375.8498
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Relaxant (Smooth Muscle)
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Papaverine hydrochloride
  • Papaverine hydrochloride [USP:JAN]

Synonyms

  • 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride
  • 6,7,3',4'-Tetramethoxy-1-benzylisoquinoline hydrochloride
  • 6,7-Dimethoxy-1-veratrylisoquinoline hydrochloride
  • Alapav
  • Artegodan
  • Cardiospan
  • Cardoverina
  • CCRIS 3804
  • Cepaverin
  • Cerebid
  • Cerespan
  • Chlorhydrate de papaverine
  • Chlorhydrate de papaverine [French]
  • Delapav
  • Dilaves
  • Dipav
  • Dispamil
  • Drapavel
  • Durapav
  • Dynovas
  • EINECS 200-502-1
  • Forpavin
  • Isoquinoline, 1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-, hydrochloride
  • Isoquinoline, 6,7-dimethoxy-1-veratryl-, hydrochloride
  • Lapav
  • Myobid
  • NCI-C56359
  • NSC 35443
  • Optenyl
  • Pameion
  • PAP H
  • Pap-Kaps-150
  • Papacon
  • Papalease
  • Papanerin-HCl
  • Papanerin-HCl [German]
  • Papavarine chlorhydrate
  • Papaverine chlorohydrate
  • Papaverine HCl
  • Papaverine hydrochloride
  • Papaverine monohydrochloride
  • Papaverinium chloride
  • Papaversan
  • Pavabid
  • Pavacap
  • Pavacen
  • Pavagrant
  • Pavakey
  • Pavased
  • Pavatest
  • Paverolan
  • Paveron
  • Pavnell
  • Ro-Papav
  • Spasmo-nit
  • Therapav
  • UNII-23473EC6BQ
  • Vasal
  • Vaso-Pav
  • Vasospan

Systematic Names

  • Isoquinoline, 1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-, hydrochloride
  • Isoquinoline, 1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-, hydrochloride (1:1)
  • Isoquinoline, 6,7-dimethoxy-1-veratryl-, hydrochloride (8CI)
  • Papaverine hydrochloride

Mixture Name

  • Copavin

Registry Numbers

CAS Registry Number

  • 61-25-6

FDA UNII

  • 23473EC6BQ

Related Registry Number

  • 58-74-2 (Parent)

System Generated Number

  • 0000061256

Molecular Formulas

Molecular Formula

  • C20-H21-N-O4.Cl-H

Molecular Formula Fragments

  • C20-H21-N-O4
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C20H21NO4.ClH/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16;/h5-8,10-12H,9H2,1-4H3;1H

InChIKey

UOTMYNBWXDUBNX-UHFFFAOYSA-N

Smiles

c12c(cc(c(c2)OC)OC)ccnc1Cc1cc(c(cc1)OC)OC.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 134mg/kg (134mg/kg)   Journal de Pharmacologie. Vol. 3, Pg. 47, 1972.
mouse LD50 intraperitoneal 66mg/kg (66mg/kg)   United States Patent Document. Vol. #4405627,
mouse LD50 intravenous 14400ug/kg (14.4mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 39, Pg. 1109, 1989.
mouse LD50 oral 130mg/kg (130mg/kg)   Journal of Ethnopharmacology. Vol. 6, Pg. 127, 1982.
mouse LD50 subcutaneous 150mg/kg (150mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 123, Pg. 264, 1960.
rabbit LD50 intravenous 25mg/kg (25mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 73, 1946.
rat LD50 intraduodenal 71mg/kg (71mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 intraperitoneal 64mg/kg (64mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 6, Pg. 454, 1956.
rat LD50 intravenous 20mg/kg (20mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 123, Pg. 264, 1960.
rat LD50 oral 68800ug/kg (68.8mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 39, Pg. 1109, 1989.
rat LD50 subcutaneous 368mg/kg (368mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 6, Pg. 454, 1956.
women TDLo oral 300mg/kg (300mg/kg)   Clinical Toxicology. Vol. 18, Pg. 417, 1981.
women TDLo oral 300mg/kg (300mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP Clinical Toxicology. Vol. 18, Pg. 417, 1981.