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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:
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

Signal Word

Danger

Hazard Statements

H300 + H330

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

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

WGK

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
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
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
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
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
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