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About This Item
Empirical Formula (Hill Notation):
C20H21NO4 · HCl
CAS Number:
Molecular Weight:
375.85
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-502-1
MDL number:
Beilstein/REAXYS Number:
3921435
Product Name
Papaverine hydrochloride, powder
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)
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.
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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
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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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)
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)
