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Key Documents

N22908

Sigma-Aldrich

3-Nitropropionic acid

97%

Synonym(s):

β-Nitropropionic acid, 3-Nitropropanoic acid, Bovinocidin, Hiptagenic acid

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About This Item

Linear Formula:
O2N(CH2)2CO2H
CAS Number:
Molecular Weight:
119.08
Beilstein:
1759889
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

crystals

mp

68-70 °C (lit.)

storage temp.

2-8°C

SMILES string

OC(CC[N+]([O-])=O)=O

InChI

1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)

InChI key

WBLZUCOIBUDNBV-UHFFFAOYSA-N

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Biochem/physiol Actions

Excitotoxin shown to cause brain lesions similar to those of Huntington′s disease.

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Description
Pricing

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Emmanuel Brouillet et al.
Journal of neurochemistry, 95(6), 1521-1540 (2005-11-23)
Huntington's disease (HD) is a neurodegenerative disorder caused by a mutation in the gene encoding Huntingtin. The mechanisms underlying the preferential degeneration of the striatum, the most striking neuropathological change in HD, are unknown. Of those probably involved, mitochondrial defects
Wang-Tso Lee et al.
Progress in neurobiology, 72(2), 87-110 (2004-04-06)
Huntington's disease (HD) is an inherited neurodegenerative disease, in which there is progressive motor and cognitive deterioration, and for which the pathogenesis of neuronal death remains controversial. Mitochondrial toxins like 3-nitropropionic acid (3-NP) and malonate, functioning as the inhibitors of
Esther T Menze et al.
Neurotoxicology, 33(5), 1265-1275 (2012-08-02)
Huntington's disease (HD) is a progressive neurodegenerative disorder with a spectrum of cognitive, behavioral, and motor abnormalities. The mitochondrial toxin 3-nitropropionic acid (3-NP) effectively induces specific behavioral changes, primarily manifested as prepulse inhibition (PPI) deficit of acoustic startle stimuli, and
E Brouillet et al.
Current opinion in neurology, 8(6), 469-473 (1995-12-01)
Compelling evidence suggests that a defect in energy metabolism may play a role in the pathogenesis of various degenerative disorders including Parkinson's disease and Huntington's disease. The behavioural and neuropathological consequences in primates of chronic systemic administration of mitochondrial toxins
Rajat Sandhir et al.
Biochimica et biophysica acta, 1832(3), 421-430 (2012-12-12)
The study was designed to investigate the beneficial effect of quercetin supplementation in 3-nitropropionic acid (3-NP) induced model of Huntington's disease (HD). HD was induced in rats by administering sub-chronic dose of 3-NP, intraperitoneally, twice daily for 17days. Quercetin was

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