Skip to Content
Merck
All Photos(4)

Documents

P3510

Sigma-Aldrich

Papaverine hydrochloride

≥98% (titration by HCL04), powder, cerebral vasodilator

Synonym(s):

6,7-Dimethoxy-1-veratrylisoquinoline hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Empirical Formula (Hill Notation):
C20H21NO4 · HCl
CAS Number:
61-25-6
Molecular Weight:
375.85
Beilstein:
3921435
EC Number:
200-502-1
MDL number:
MFCD00012745
UNSPSC Code:
41106305
PubChem Substance ID:
24278152
NACRES:
NA.77

product name

Papaverine hydrochloride, powder

Assay

≥98%

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)

Looking for similar products? Visit Product Comparison Guide

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

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 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.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Increased glomerular albumin permeability in old spontaneously hypertensive rats
Bakoush O, et al.
Nephrology, Dialysis, and Transplantation, 19(7), 1724-1731 (2004)
Xu Han et al.
Phytochemistry, 71(11-12), 1305-1312 (2010-05-25)
Papaverine is one of the earliest opium alkaloids for which a biosynthetic hypothesis was developed on theoretical grounds. Norlaudanosoline (=tetrahydropapaveroline) was claimed as the immediate precursor alkaloid for a multitude of nitrogen containing plant metabolites. This tetrahydroxylated compound was proposed
Brian Lima et al.
The Journal of thoracic and cardiovascular surgery, 143(4), 945-952 (2012-02-22)
An array of neuroprotective strategies has evolved to limit spinal cord injury during descending thoracic aneurysm and thoracoabdominal aortic aneurysm repair. This study prospectively assessed the neuroprotective impact of intrathecal papaverine added to other techniques in aortic aneurysm repairs. From
View All Related Papers

Articles

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service