P6503

Sigma-Aldrich

Pilocarpine hydrochloride

≥99% (titration), powder

Synonym(s):
(3S,4R)-4,5-Dihydro-3-ethyl-4-(1-methyl-1H-imidazol-5-ylmethyl)-2(3H)-furanone hydrochloride
Empirical Formula (Hill Notation):
C11H16N2O2 · HCl
CAS Number:
Molecular Weight:
244.72
Beilstein/REAXYS Number:
4034491
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

assay

≥99% (titration)

form

powder

application(s)

HPLC: suitable
gas chromatography (GC): suitable

color

white

mp

202-205 °C (lit.)

solubility

H2O: 100 mg/mL

Featured Industry

Forensics and Toxicology
Veterinary

relevant disease(s)

epilepsy

SMILES string

Cl.CC[C@H]1[C@H](COC1=O)Cc2cncn2C

InChI

1S/C11H16N2O2.ClH/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;/h5,7-8,10H,3-4,6H2,1-2H3;1H/t8-,10-;/m0./s1

InChI key

RNAICSBVACLLGM-GNAZCLTHSA-N

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Pilocarpine hydrochloride has been used to stimulate salivary secretions in mice. It has also been used to induce status epilepticus(SE) in rat.

Packaging

5, 10, 50 g in poly bottle

Biochem/physiol Actions

Pilocarpine is alkaloid isolated from the shrub Pilocarpus species. It comprises imidazole ring and γ- lactone rings in its structure. It has cholinergic potential and it stimulates the parasympathetic system. Pilocarpine is also effective for treating glaucoma. It stimulates ciliary muscle contraction by binding to muscarinic M3 receptors. It is effective in treating corneal dryness in Sjogren′s syndrome. It is a secretagogue, which improves salivary secretions in Xerostomia or a dry mouth condition in Sjogren′s syndrome patients and in radiotherapy patients with head and neck carcinoma.
Nonselective muscarinic acetylcholine receptor agonist; used to produce an experimental model of epilepsy.

Features and Benefits

This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox and 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.
This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Caution

Hygroscopic, light sensitive

Other Notes

Shelf life of the powder is at least five years.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

RIDADR

UN 1544PSN2 6.1 / PGII

WGK Germany

WGK 3

Double-blind randomized, placebo-controlled study of pilocarpine to salvage salivary gland function during radiotherapy of patients with head and neck cancer
Gornitsky M, et al.
Oral Surgery, Oral Medicine, Oral Pathology, Oral Radiology, and Endodontics, 98(1), 45-52 (2004)
Biomarker profiles in serum and saliva of experimental Sjogren's syndrome: associations with specific autoimmune manifestations
Delaleu N, et al.
Arthritis Research & Therapy, 10(1), R22-R22 (2008)
Longitudinal microPET imaging of brain glucose metabolism in rat lithium-pilocarpine model of epilepsy
Goffin K, et al.
Experimental neurology, 217(1), 205-209 (2009)
In vivo mapping of temporospatial changes in glucose utilization in rat brain during epileptogenesis: an 18F-fluorodeoxyglucose-small animal positron emission tomography study
Guo Y, et al.
Neuroscience, 162(4), 972-979 (2009)
Pilocarpine hydrochloride for the treatment of xerostomia in patients with Sjogren's syndrome in Taiwan?a double-blind, placebo-controlled trial
Wu CH, et al.
Journal of the Formosan Medical Association = Taiwan Yi Zhi, 105(10), 796-803 (2006)
Related Content
Discover Bioactive Small Molecules for ADME/Tox
Read More
DISCOVER Bioactive Small Molecules for Neuroscience
Read More

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.