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P0472

Sigma-Aldrich

Pilocarpine hydrochloride

meets USP testing specifications

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
EC Number:
200-212-5
MDL number:
MFCD00012722
UNSPSC Code:
12352200
PubChem Substance ID:
24898106
NACRES:
NA.21

agency

USP/NF
meets USP testing specifications

form

solid

mp

202-205 °C (lit.)

application(s)

pharmaceutical (small molecule)

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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Biochem/physiol Actions

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

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

Certificates of Analysis (COA)

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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
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
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
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
Jiandong Yu et al.
Journal of neurophysiology, 109(7), 1746-1763 (2013-01-18)
Temporal lobe epilepsy is associated with loss of interneurons and inhibitory dysfunction in the dentate gyrus. While status epilepticus (SE) leads to changes in granule cell inhibition, whether dentate basket cells critical for regulating granule cell feedforward and feedback inhibition
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