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P6628

Sigma-Aldrich

Pilocarpine nitrate salt

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C11H16N2O2 · HNO3
CAS Number:
148-72-1
Molecular Weight:
271.27
Beilstein/REAXYS Number:
4171406
EC Number:
205-723-7
MDL number:
MFCD00078497
UNSPSC Code:
12352200
PubChem Substance ID:
57654548
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]25/D +83°, c = 10 in H2O(lit.)

color

white

solubility

H2O: 100 mg/mL

SMILES string

O[N+]([O-])=O.CC[C@H]1[C@H](COC1=O)Cc2cncn2C

InChI

1S/C11H16N2O2.HNO3/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;2-1(3)4/h5,7-8,10H,3-4,6H2,1-2H3;(H,2,3,4)/t8-,10-;/m0./s1

InChI key

PRZXEPJJHQYOGF-GNAZCLTHSA-N

Gene Information

human ... CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133)

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Application

Pilocarpine nitrate salt has been used to measure bronchoconstriction and M2 and M3 muscarinic receptor function in vivo. It has also been used to induce electrographic and behavioral seizures and to study the different patterns of neuronal activation and neurodegeneration in Proechimys rats and Wistar rats.

Biochem/physiol Actions

Nonselective muscarinic acetylcholine receptor agonist; used to produce an experimental model of epilepsy.
Pilocarpine is a cholinergic muscarinic agonist, useful in inducing epilepsy in animal models. It is specially used to study the pathogenesis of epileptogenesis and pharmacoresistant epilepsy. Pilocarpine application is more popular among the rat and mice models.

pictograms

Flame over circleSkull and crossbones
GHS03,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Ox. Sol. 2

Storage Class

5.1B - Oxidizing hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Different patterns of neuronal activation and neurodegeneration in the thalamus and cortex of epilepsy-resistant Proechimys rats versus Wistar rats after pilocarpine-induced protracted seizures
Andrioli A, et al.
Epilepsia, 50(4), 832-848 (2009)
Hyperinsulinemia potentiates airway responsiveness to parasympathetic nerve stimulation in obese rats
Nie Z, et al.
American Journal of Respiratory Cell and Molecular Biology, 51(2), 251-261 (2014)
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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