P3510

Sigma-Aldrich

Papaverine hydrochloride

powder

Synonym(s):
6,7-Dimethoxy-1-veratrylisoquinoline hydrochloride
Empirical Formula (Hill Notation):
C20H21NO4 · HCl
CAS Number:
Molecular Weight:
375.85
Beilstein/REAXYS Number:
3921435
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

assay

≥98%

Quality Level

form

powder

color

white

solubility

H2O: 25 mg/mL

SMILES string

COC1=C(OC)C=C(C(CC2=CC(OC)=C(OC)C=C2)=NC=C3)C3=C1.Cl

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

InChI key

UOTMYNBWXDUBNX-UHFFFAOYSA-N

Gene Information

human ... PDE4B(5142)

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General description

Papaverine hydrochloride belongs to the group of benzylisoquinoline alkaloid. It is obtained from opium poppy.

Application

Papaverine hydrochloride has been used:
  • in oxygenated Krebs solution for tissue mechanics analysis
  • as a vasodilator in heparinized horse serum in tissue uptake technique
  • as an inhibitor of H-MPP+ uptake into stably transfected 293 cells expressing either extraneuronal monoamine transporter (EMT) human or EMT rat

Packaging

5, 25, 100 g in poly bottle

Biochem/physiol Actions

Papaverine is originally used to resolve male impotence.
Smooth muscle relaxant and cerebral vasodilator; phosphodiesterase inhibitor.

Features and Benefits

This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Intra-arterial papaverine infusions for the treatment of cerebral vasospasm induced by aneurysmal subarachnoid hemorrhage
Liu James K and Couldwell William T
Neurocritical Care, 2(2), 124-132 (2005)
Differential roles of endothelin-1 in angiotensin II-induced atherosclerosis and aortic aneurysms in apolipoprotein E-null mice
Suen RS, et al.
The American Journal of Pathology, 179(3), 1549-1559 (2011)
Activation of the extraneuronal monoamine transporter (EMT) from rat expressed in 293 cells
Grundemann D, et al.
British Journal of Pharmacology, 137(6), 910-918 (2002)
Kyoko Hayashi et al.
Bioorganic & medicinal chemistry letters, 17(6), 1562-1564 (2007-01-24)
Berberine chloride (1) and the structurally related compounds were assessed for the anti-human cytomegalovirus (HCMV) activity using the plaque assay. The anti-HCMV activity (IC(50) 0.68 microM) of 1 was equivalent to that (IC(50) 0.91 microM) of ganciclovir (GCV). The mechanism...
Increased glomerular albumin permeability in old spontaneously hypertensive rats
Bakoush O, et al.
Nephrology, Dialysis, and Transplantation, 19(7), 1724-1731 (2004)
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