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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:
504-88-1
Molecular Weight:
119.08
Beilstein/REAXYS Number:
1759889
EC Number:
208-003-0
MDL number:
MFCD00007406
UNSPSC Code:
12352103
PubChem Substance ID:
329818412
NACRES:
NA.22

Quality Level

100

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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Product No.
Description
Pricing

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
C V Borlongan et al.
Neuroscience and biobehavioral reviews, 21(3), 289-293 (1997-05-01)
Huntington's disease (HD) is a progressive neurodegenerative disorder associated with severe degeneration of basal ganglia neurons, especially the intrinsic neurons of the striatum, and characterized by progressive dementia and involuntary abnormal choreiform movements. Despite our increasing knowledge of the pathophysiology
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
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