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P6503

Pilocarpine hydrochloride

Name: Pilocarpine hydrochloride
Brand: SIGMA

≥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

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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

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Properties

Product Name

Pilocarpine hydrochloride, ≥99% (titration), powder

Quality Level

100

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

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)

Description

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

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.

Other Notes

Shelf life of the powder is at least five years.

Disclaimer

Hygroscopic, light sensitive

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pictograms

GHS06

signalword

Danger

hcodes

H300 + H330

pcodes

P260 - P264 - P271 - P284 - P304 + P340 + P310 - P403 + P233

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

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DISCOVER Bioactive Small Molecules for Neuroscience

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Global Trade Item Number

SKU	GTIN
P6503-50G	04061832092782
P6503-10G	04061835253425
P6503-5G	04061835253432