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P3510

Sigma-Aldrich

Papaverine hydrochloride

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

Sinonimo/i:

6,7-Dimethoxy-1-veratrylisoquinoline hydrochloride

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About This Item

Formula empirica (notazione di Hill):
C20H21NO4 · HCl
Numero CAS:
61-25-6
Peso molecolare:
375.85
Beilstein:
3921435
Numero CE:
200-502-1
Numero MDL:
MFCD00012745
Codice UNSPSC:
41106305
ID PubChem:
24278152
NACRES:
NA.77

product name

Papaverine hydrochloride, powder

Saggio

≥98%

Livello qualitativo

100

Forma fisica

powder

Colore

white

Solubilità

H2O: 25 mg/mL

Stringa SMILE

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
UOTMYNBWXDUBNX-UHFFFAOYSA-N

Informazioni sul gene

human ... PDE4B(5142)

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Descrizione generale

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

Applicazioni

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

Azioni biochim/fisiol

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

Caratteristiche e vantaggi

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.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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)
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
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