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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:
Molecular Weight:
244.72
Beilstein/REAXYS Number:
4034491
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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

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Biochem/physiol Actions

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

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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
Jianxiong Jiang et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(9), 3591-3596 (2013-02-13)
Prostaglandin E2 is now widely recognized to play critical roles in brain inflammation and injury, although the responsible prostaglandin receptors have not been fully identified. We developed a potent and selective antagonist for the prostaglandin E2 receptor subtype EP2, TG6-10-1
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

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