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About This Item
Empirical Formula (Hill Notation):
C19H21N5O2 · 2HCl
CAS Number:
Molecular Weight:
424.32
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
249-907-5
MDL number:
Product Name
Pirenzepine dihydrochloride, ≥98% (TLC), powder
Quality Level
assay
≥98% (TLC)
form
powder
color
white to light yellow
solubility
H2O: 50 mg/mL
SMILES string
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
InChI key
FFNMBRCFFADNAO-UHFFFAOYSA-N
Gene Information
human ... CHRM1(1128)
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.
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.
Features and Benefits
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.
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.
Disclaimer
Hygroscopic; store desiccated at room temperature.
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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Articles
DISCOVER Bioactive Small Molecules for Neuroscience
V B Aramakis et al.
Synapse (New York, N.Y.), 32(4), 262-275 (1999-05-20)
Previously, we reported that activation of muscarinic receptors modulates N-methyl-D-aspartate (NMDA) receptor-mediated synaptic transmission in auditory neocortex [Aramakis et al. (1997a) Exp Brain Res 113:484-496]. Here, we describe the muscarinic subtypes responsible for these modulatory effects, and a role for
Pirenzepine Dihydrochloride
El-Obeild HA, et al.
Anal. Profiles Drug Subst., 16, 445-506 (1987)
Effect of the antimuscarinic agent pirenzepine on the in vivo biliary secretion of dogs in response to various stimuli.
Madrid JA, et al.
Physiologia Bohemoslovaca, 37(1), 67-77 (1988)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P7412-1G | 04061834394747 |
| P7412-500MG | 04061834394754 |