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P1650000

Pilocarpine hydrochloride

European Pharmacopoeia (EP) Reference Standard

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
Beilstein/REAXYS Number:
4034491
MDL number:
MFCD00012722
UNSPSC Code:
41116107
PubChem Substance ID:
329820102
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

pilocarpine

manufacturer/tradename

EDQM

mp

202-205 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

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) , CHRM3(1131)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Pilocarpine hydrochloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

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

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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_germany

WGK 3

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Maxime Lévesque et al.
Seizure, 25, 18-25 (2015-02-04)
Mesial temporal lobe epilepsy (MTLE) is the most prevalent type of partial epileptic disorders. In this study, we have analyzed the impact of levetiracetam (LEV) in the pilocarpine model of MTLE. Sprague-Dawley rats (n=19) were injected with pilocarpine (380 mg/kg
Shuo-Bin Jou et al.
Seizure, 22(3), 221-229 (2013-01-15)
Bilateral electrical stimulation of anterior nuclei of thalamus (ANT) has shown promising effects on epileptic seizures. However, bilateral implantation increases the risk of surgical complications and side effects. This study was undertaken to access the effectiveness of a stimulation paradigm
Kathleen Heng et al.
Epilepsia, 54(9), 1535-1541 (2013-07-16)
The role of granule cell axon (mossy fiber) sprouting in temporal lobe epileptogenesis is unclear and controversial. Rapamycin suppresses mossy fiber sprouting, but its reported effects on seizure frequency are mixed. The present study used high-dose rapamycin to more completely
Manuela Mazzuferi et al.
Annals of neurology, 74(4), 560-568 (2013-05-21)
Epigenetic mechanisms involved in transcriptional regulation of multiple molecular pathways are potentially attractive therapeutic interventions for epilepsy, because single target therapies are unlikely to provide both anticonvulsant and disease-modifying effects. A selection of epilepsy-related gene expression data sets were retrieved
Kevin D Phelan et al.
Molecular pharmacology, 83(2), 429-438 (2012-11-29)
Seizures are the manifestation of highly synchronized burst firing of a large population of cortical neurons. Epileptiform bursts with an underlying plateau potential in neurons are a cellular correlate of seizures. Emerging evidence suggests that the plateau potential is mediated
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