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P0270000

Papaverine hydrochloride

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

6,7-Dimethoxy-1-veratrylisoquinoline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H21NO4 · HCl
CAS Number:
61-25-6
Molecular Weight:
375.85
Beilstein:
3921435
MDL number:
MFCD00012745
UNSPSC Code:
41116107
PubChem Substance ID:
329820027
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

papaverine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Papaverine hydrochloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Smooth muscle relaxant and cerebral vasodilator; phosphodiesterase inhibitor.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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

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Isabel Desgagné-Penix et al.
The Plant journal : for cell and molecular biology, 72(2), 331-344 (2012-06-26)
Papaverine, a major benzylisoquinoline alkaloid in opium poppy (Papaver somniferum), is used as a vasodilator and antispasmodic. Conversion of the initial intermediate (S)-norcoclaurine to papaverine involves 3'-hydroxylation, four O-methylations and dehydrogenation. However, our understanding of papaverine biosynthesis remains controversial more
J M Mathis et al.
Neuroradiology, 39(2), 90-98 (1997-02-01)
Intra-arterial infusion of papaverine hydrochloride for subarachnoid hemorrhage-induced cerebral vasospasm has become an adjunctive endovascular therapy along with cerebral angioplasty. Our knowledge concerning the mechanism of action, method of administration and potential side effects of this therapeutic alternative are reviewed.
Bojidarka Ivanov et al.
Natural product communications, 7(5), 581-586 (2012-07-18)
The electronic structures, optical properties and molecular structures of a series of isoquinoline alkaloids resulting in the formation of papaverine, through a proposed biosynthetic pathway via S(+)-reticuline were elucidated. The mechanism of papaverine synthesis was studied by electronic absorption, diffuse
Shaukat Nawaz Khan et al.
The Cochrane database of systematic reviews, 10, CD003635-CD003635 (2012-10-19)
During aortic aneurysm surgery, cross-clamping can lead to inadequate blood supply to the spinal cord resulting in neurological deficit. Cerebrospinal fluid drainage (CSFD) may increase the perfusion pressure to the spinal cord and hence reduce the risk of ischaemic spinal
Y Yang et al.
International journal of impotence research, 24(5), 191-195 (2012-05-18)
To prospectively compare the clinical responses and penile color-duplex ultrasound (PCDU) results of oral PDE5 inhibitors (PDE5-Is) with papaverine intracavernosal injection (ICI) and to evaluate whether PDE5-Is could be used as alternatives to vasoactive agent injections, 25 ED patients underwent
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