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P7412

Sigma-Aldrich

Pirenzepine dihydrochloride

≥98% (TLC), powder

Sinônimo(s):

5,11-Dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride

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About This Item

Fórmula empírica (Notação de Hill):
C19H21N5O2 · 2HCl
Número CAS:
29868-97-1
Peso molecular:
424.32
Número CE:
249-907-5
Número MDL:
MFCD00055214
Código UNSPSC:
12352200
ID de substância PubChem:
24277863
NACRES:
NA.77

Ensaio

≥98% (TLC)

forma

powder

cor

white

solubilidade

H2O: 50 mg/mL

cadeia de caracteres SMILES

Cl[H].Cl[H].CN1CCN(CC1)CC(=O)N2c3ccccc3C(=O)Nc4cccnc24

InChI

1S/C19H21N5O2.2ClH/c1-22-9-11-23(12-10-22)13-17(25)24-16-7-3-2-5-14(16)19(26)21-15-6-4-8-20-18(15)24;;/h2-8H,9-13H2,1H3,(H,21,26);2*1H

chave InChI

FFNMBRCFFADNAO-UHFFFAOYSA-N

Informações sobre genes

human ... CHRM1(1128)

Descrição geral

Pirenzepine dihydrochloride is an anticholinergic agent. It is also considered as an antiulcer drug. It is used to treat myopia, gastric and duodenal ulcers. Pirenzepine dihydrochloride induces the dimerization of muscarinic M1 receptors.

Aplicação

Pirenzepine dihydrochloride has been used
  • in transactivation of fibroblast growth factor receptor (FGFR).
  • as a supplement in cell culture.
  • for the stimulation of human fibroblasts

Ações bioquímicas/fisiológicas

Selective M1 muscarinic acetylcholine receptor antagonist.

Características e benefícios

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Atenção

Hygroscopic; store desiccated at room temperature.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Carbachol Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1511

Carbachol

Atropine sulfate salt monohydrate ≥97% (TLC), crystalline

Sigma-Aldrich

A0257

Atropine sulfate salt monohydrate

Cloreto de carbamoilcolina ≥98% (titration), crystalline

Sigma-Aldrich

C4382

Cloreto de carbamoilcolina

Muscarinic acetylcholine type 1 receptor activity constrains neurite outgrowth by inhibiting microtubule polymerization and mitochondrial trafficking in adult sensory neurons
Sabbir MG, et al.
Frontiers in Neuroscience, 12(3), 229-237 (2018)
Pirenzepine
Carmine AA and Brogden RN
Drugs, 30(2), 85-126 (1985)
A Elhusseiny et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 19(7), 794-802 (1999-07-21)
Acetylcholine is an important regulator of local cerebral blood flow. There is, however, limited information available on the possible sites of action of this neurotransmitter on brain intraparenchymal microvessels. In this study, a combination of molecular and functional approaches was
Corinne G Jolivalt et al.
The Journal of pharmacology and experimental therapeutics, 374(1), 44-51 (2020-04-25)
Muscarinic antagonists promote sensory neurite outgrowth in vitro and prevent and/or reverse multiple indices of peripheral neuropathy in rodent models of diabetes, chemotherapy-induced peripheral neuropathy, and HIV protein-induced neuropathy when delivered systemically. We measured plasma concentrations of the M1 receptor-selective
Pirenzepine promotes the dimerization of muscarinic M1 receptors through a three-step binding process
Ilien B, et al.
The Journal of Biological Chemistry, 13(6), jbc-M109 (2009)
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