papaverine indications/contra

Stem definitionDrug idCAS RN
spasmolytics with a papaverine-like action 2056 58-74-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • papaverine
  • papaverine hydrochloride
  • papaverin
  • papaverine HCl
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 weight: 339.39
  • Formula: C20H21NO4
  • CLOGP: 3.78
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 0
  • TPSA: 49.81
  • ALOGS: -4.42
  • ROTB: 6

Drug dosage:

DoseUnitRoute
0.10 g O
0.10 g P

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Overdose 56.93 50.42 12 20 33966 3351861

Pharmacologic Action:

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SourceCodeDescription
ATC A03AD01 ALIMENTARY TRACT AND METABOLISM
DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
Papaverine and derivatives
ATC G04BE02 GENITO URINARY SYSTEM AND SEX HORMONES
UROLOGICALS
UROLOGICALS
Drugs used in erectile dysfunction
ATC G04BE52 GENITO URINARY SYSTEM AND SEX HORMONES
UROLOGICALS
UROLOGICALS
Drugs used in erectile dysfunction
MeSH PA D002317 Cardiovascular Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D010726 Phosphodiesterase Inhibitors
MeSH PA D064804 Urological Agents
MeSH PA D014665 Vasodilator Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Cerebral ischemia indication 287731003
Peripheral vascular disease indication 400047006
Sinus tachycardia contraindication 11092001
Myocardial infarction contraindication 22298006 DOID:5844
Glaucoma contraindication 23986001 DOID:1686
Complete atrioventricular block contraindication 27885002
Conduction disorder of the heart contraindication 44808001
Low blood pressure contraindication 45007003
Angina pectoris contraindication 194828000
Disease of liver contraindication 235856003 DOID:409
Chronic myocardial ischemia contraindication 413844008 DOID:3393
Disorder of coronary artery contraindication 414024009
Cardiac Conduction Delay contraindication

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.36 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Cytochrome P450 2C19 Enzyme IC50 6.12 DRUG MATRIX
cAMP-specific 3',5'-cyclic phosphodiesterase 4A Enzyme IC50 6.09 DRUG MATRIX
cAMP-specific 3',5'-cyclic phosphodiesterase 4B Enzyme WOMBAT-PK
cGMP-specific 3',5'-cyclic phosphodiesterase Enzyme IC50 5.06 CHEMBL
cGMP-inhibited 3',5'-cyclic phosphodiesterase B Enzyme Ki 6.38 CHEMBL
Acetylcholinesterase Enzyme IC50 4.61 CHEMBL
cGMP-inhibited 3',5'-cyclic phosphodiesterase A Enzyme Ki 6.55 CHEMBL
cGMP-dependent 3',5'-cyclic phosphodiesterase Enzyme IC50 5.64 CHEMBL
Phosphodiesterase 1 Enzyme IC50 5.05 CHEMBL
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 5.14 CHEMBL
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Enzyme IC50 7.77 CHEMBL
Protein-arginine deiminase type-4 Enzyme IC50 4.41 CHEMBL
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Enzyme IC50 7.44 CHEMBL
Phosphodiesterase 1 Enzyme IC50 5.06 CHEMBL
Cyclic AMP-specific phosphodiesterase SSPDE4A1A Enzyme IC50 5.77 CHEMBL
Phosphodiesterase 1 Enzyme IC50 4.92 CHEMBL
Cyclic nucleotide phosphodiesterase PDE3A Enzyme IC50 6.21 CHEMBL
Acetylcholinesterase Enzyme IC50 4.61 CHEMBL

External reference:

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IDSource
4019875 VUID
N0000147960 NUI
C0030350 UMLSCUI
D02218 KEGG_DRUG
CHEMBL19224 ChEMBL_ID
23473EC6BQ UNII
61-25-6 SECONDARY_CAS_RN
DB01113 DRUGBANK_ID
4019875 VANDF
7895 RXNORM
372784001 SNOMEDCT_US
58467001 SNOMEDCT_US
d00695 MMSL
N0000007360 NDFRT
N0000147960 NDFRT
004522 NDDF
CHEMBL98123 ChEMBL_ID
4680 PUBCHEM_CID
D010208 MESH_DESCRIPTOR_UI
EV1 PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Papaverine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0517-4002 INJECTION, SOLUTION 30 mg INTRAVENOUS UNAPPROVED DRUG OTHER 12 sections