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Merck
CN

N22908

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
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
329818412
EC Number:
208-003-0
Beilstein/REAXYS Number:
1759889
MDL number:
MFCD00007406
Assay:
97%
Form:
crystals

Key Documents

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Product Name

3-Nitropropionic acid, 97%

InChI key

WBLZUCOIBUDNBV-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

97%

form

crystals

mp

68-70 °C (lit.)

storage temp.

2-8°C

Quality Level

100

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Biochem/physiol Actions

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB3971
STBL2701
STBL0043
STBL0041
STBK3969

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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
Tohru Yamamori et al.
Free radical biology & medicine, 53(2), 260-270 (2012-05-15)
Whereas ionizing radiation (Ir) instantaneously causes the formation of water radiolysis products that contain some reactive oxygen species (ROS), ROS are also suggested to be released from biological sources in irradiated cells. It is now becoming clear that these ROS
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
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
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