P7412

Pirenzepine dihydrochloride

Name: Pirenzepine dihydrochloride
Brand: SIGMA

≥98% (TLC), muscarinic acetylcholine receptor antagonist, powder

Synonym(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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All Photos(3)

About This Item

Empirical Formula (Hill Notation):

C₁₉H₂₁N₅O₂ · 2HCl

CAS Number:

29868-97-1

Molecular Weight:

424.32

NACRES:

NA.77

PubChem Substance ID:

24277863

UNSPSC Code:

12352200

EC Number:

249-907-5

MDL number:

MFCD00055214

Product Name

Pirenzepine dihydrochloride, ≥98% (TLC), powder

InChI key

FFNMBRCFFADNAO-UHFFFAOYSA-N

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

SMILES string

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

assay

≥98% (TLC)

form

powder

color

white to light yellow

solubility

H₂O: 50 mg/mL

Application

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

Biochem/physiol Actions

Selective M₁ muscarinic acetylcholine receptor antagonist.

Disclaimer

Hygroscopic; store desiccated at room temperature.

Features and Benefits

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.

General description

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.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Inhibitory Effects of Gastrointestinal Drugs on CYP Activities in Human Liver Microsomes.

Mariko Iwase et al.

Biological & pharmaceutical bulletin, 40(10), 1654-1660 (2017-10-03)

OTC drugs have an important role in self-medication. However, the pharmacokinetic properties of some OTC drugs have not been fully investigated and reports concerning their drug interactions are insufficient. Several gastrointestinal drugs are available as OTC drugs. Because of their

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)

Ion-paired pirenzepine-loaded micelles as an ophthalmic delivery system for the treatment of myopia

Li Y, et al.

Nanomedicine: Nanotechnology, Biology, and Medicine, 13(6), 2079-2089 (2017)

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)

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