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Merck

P6503

Pilocarpine hydrochloride

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

Sinónimos:

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

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C11H16N2O2 · HCl
Número CAS:
Peso molecular:
244.72
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
200-212-5
MDL number:
Beilstein/REAXYS Number:
4034491
Assay:
≥99% (titration)
Form:
powder
Quality level:
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Nombre del producto

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

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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

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Clase de almacenamiento

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

wgk

WGK 3


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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)
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)
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)
Oral pilocarpine for the treatment of ocular symptoms in patients with Sjogren?s syndrome: a randomised 12 week controlled study
Tsifetaki N, et al.
Annals of the Rheumatic Diseases, 62(12), 1204-1207 (2003)

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