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N5636 Sigma-Aldrich

3-Nitropropionic acid

≥97%

  • CAS Number 504-88-1

  • Linear Formula O2N(CH2)2CO2H

  • Molecular Weight 119.08

  •  Beilstein/REAXYS Number 1759889

  •  EC Number 208-003-0

  •  MDL number MFCD00007406

  •  PubChem Substance ID 24278593

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
biological source   synthetic
assay   ≥97%
form   powder or crystals
color   white to light yellow
mp   68-70 °C (lit.)
solubility   alcohol: may be light yellow 100 mg/mL
storage temp.   2-8°C
SMILES string   OC(=O)CC[N+]([O-])=O
InChI   1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)
InChI key   WBLZUCOIBUDNBV-UHFFFAOYSA-N

Description

Application

3-Nitropropionic acid has been used:
• to generate multiple system atropy-parkinsoniam (MSA-P) model in rat to evaluate its effect on embryonic striatal and mesencephalic grafts
• to inject into the nigrostriatal dopaminergic pathway in rats in order to examine its specific effects on the dopamine system
• as succinate dehydrogenase (SDH) inhibitor for LUHMES neurons and cell lines

Packaging

10 g in poly bottle

Biochem/physiol Actions

Administering 3-nitropropionic acid (3-NP) to the inner ear can stimulate sensorineural hearing loss. It serves as an irreversible inhibitor of mitochondrial complex II.

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

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

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Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
RTECS 
UF6220000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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