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Merck
CN

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

Key Documents

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Product Name

Pilocarpine hydrochloride, European Pharmacopoeia (EP) Reference Standard

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

InChI key

RNAICSBVACLLGM-GNAZCLTHSA-N

grade

pharmaceutical primary standard

API family

pilocarpine

manufacturer/tradename

EDQM

mp

202-205 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

human ... CHRM1(1128), CHRM3(1131)

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Related Categories

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.

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.

Other Notes

Sales restrictions may apply.

Packaging

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

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 Information

涉药品监管产品
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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
Georgette L Suidan et al.
Arteriosclerosis, thrombosis, and vascular biology, 33(9), 2112-2120 (2013-07-05)
Aberrant blood-brain barrier (BBB) permeability is a hallmark pathology of many central nervous system diseases. von Willebrand factor (VWF) is stored in endothelial Weibel-Palade bodies from where it is released on activation into plasma and basement membrane. The role of
Rashmi M Risbud et al.
PloS one, 8(1), e53464-e53464 (2013-01-12)
MicroRNAs regulate protein synthesis by binding non-translated regions of mRNAs and suppressing translation and/or increasing mRNA degradation. MicroRNAs play an important role in the nervous system including controlling synaptic plasticity. Their expression is altered in disease states including stroke, head
Olav B Smeland et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 33(7), 1090-1097 (2013-04-25)
Although certain metabolic characteristics such as interictal glucose hypometabolism are well established for temporal lobe epilepsy (TLE), its pathogenesis still remains unclear. Here, we performed a comprehensive study of brain metabolism in a mouse model of TLE, induced by pilocarpine-status
Linda Holtman et al.
Epilepsia, 54(4), 589-595 (2013-02-13)
Brain inflammation occurs during epileptogenesis and may contribute to the development and progression of temporal lobe epilepsy. Recently, several studies have indicated that seizures may also increase specific blood plasma cytokine levels in animal models as well as in human
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