Skip to Content
Merck

P6503

Pilocarpine hydrochloride

≥99% (titration), powder, muscarinic acetylcholine receptor agonist

Synonym(s):

(3S,4R)-4,5-Dihydro-3-ethyl-4-(1-methyl-1H-imidazol-5-ylmethyl)-2(3H)-furanone hydrochloride

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C11H16N2O2 · HCl
CAS Number:
54-71-7
Molecular Weight:
244.72
NACRES:
NA.77
PubChem Substance ID:
24277862
UNSPSC Code:
12352200
EC Number:
200-212-5
MDL number:
MFCD00012722
Beilstein/REAXYS Number:
4034491
Assay:
≥99% (titration)
Form:
powder
Quality level:
100

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Pilocarpine hydrochloride, ≥99% (titration), powder

InChI key

RNAICSBVACLLGM-GNAZCLTHSA-N

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

SMILES string

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

assay

≥99% (titration)

form

powder

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

color

white

mp

202-205 °C (lit.)

solubility

H2O: 100 mg/mL

application(s)

forensics and toxicology
veterinary

relevant disease(s)

epilepsy

Quality Level

100

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.

Biochem/physiol Actions

Nonselective muscarinic acetylcholine receptor agonist; used to produce an experimental model of epilepsy.
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.

Disclaimer

Hygroscopic, light sensitive

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.

Other Notes

Shelf life of the powder is at least five years.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

P6503-50G: + P6503-1G: + P6503-5G: + P6503-10G: + P6503-VAR: + P6503-BULK:

jan

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCV5224
MKCT8868
MKCV0237
MKCS4466
MKCN8798

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Lin Zhu et al.
ASN neuro, 12, 1759091420926836-1759091420926836 (2020-05-20)
Nuclear-distribution element-like 1 (NDEL1) is associated with the proliferation and migration of neurons. Vascular endothelial growth factor (VEGF) in combination with VEGF receptor-2 (VEGFR-2) regulates the proliferation and migration of neurons. This study was performed to explore undefined alterations in
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)
Vibrational spectra of pilocarpine hydrochloride crystals
Bento RRF, et al.
Brazilian Journal of Physics, 39(1), 62-68 (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)
View All Related Papers

Articles

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

Discover Bioactive Small Molecules for ADME/Tox

Discover Bioactive Small Molecules for ADME/Tox

Related Content

神経科学分野における低分子生理活性物質の創薬研究

神経科学分野における低分子生理活性物質の創薬研究

Product Information Sheet - P6503

Product Information Sheet

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