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P3510

Sigma-Aldrich

Papaverine hydrochloride

powder

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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

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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This Item
PHR1182PHL82620BP277
Papaverine hydrochloride powder

P3510

Papaverine hydrochloride

Papaverine hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material

PHR1182

Papaverine hydrochloride

Papaverine hydrochloride phyproof® Reference Substance

PHL82620

Papaverine hydrochloride

Papaverine hydrochloride British Pharmacopoeia (BP) Reference Standard

BP277

Papaverine hydrochloride

form

powder

form

-

form

powder

form

-

Quality Level

100

Quality Level

300

Quality Level

-

Quality Level

-

solubility

H2O: 25 mg/mL

solubility

-

solubility

-

solubility

-

color

white

color

-

color

-

color

-

Gene Information

human ... PDE4B(5142)

Gene Information

-

Gene Information

-

Gene Information

-

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

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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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)
Increased glomerular albumin permeability in old spontaneously hypertensive rats
Bakoush O, et al.
Nephrology, Dialysis, and Transplantation, 19(7), 1724-1731 (2004)
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)
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

Articles

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