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3-NITROPROPIONIC ACID

Product Name
3-NITROPROPIONIC ACID
CAS No.
504-88-1
Chemical Name
3-NITROPROPIONIC ACID
Synonyms
3-NP;bovinocidin;NSC 64266;3-NP acid;nci-c03076;hiptagenicacid;3-nitropropanoate;3-nitropropanoicaci;3-nitro-propionicaci;3-nitropropanoicacid
CBNumber
CB4368089
Molecular Formula
C3H5NO4
Formula Weight
119.08
MOL File
504-88-1.mol
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3-NITROPROPIONIC ACID Property

Melting point:
68-70 °C (lit.)
Boiling point:
222.3°C (rough estimate)
Density 
1.6731 (rough estimate)
refractive index 
1.4940 (estimate)
storage temp. 
2-8°C
solubility 
alcohol: 100 mg/mL, may be light yellow
form 
powder or crystals
pka
3.66±0.10(Predicted)
color 
white to light yellow
biological source
synthetic
BRN 
1759889
Stability:
Stable. Incompatible with strong oxidizing agents, bases, reducing agents.
EPA Substance Registry System
3-Nitropropanoic acid (504-88-1)
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Safety

Hazard Codes 
T
Risk Statements 
25-36/37/38
Safety Statements 
26-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
UF6220000
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
504-88-1(Hazardous Substances Data)
Toxicity
mmo-sat 100 mg/plate IAPUDO 27,283,80
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N5636
Product name
3-Nitropropionic acid
Purity
≥97%
Packaging
1g
Price
$102
Updated
2024/03/01
Sigma-Aldrich
Product number
164603
Product name
3-Nitropropionic acid
Packaging
50mg
Price
$85.2
Updated
2024/03/01
Cayman Chemical
Product number
14684
Product name
3-Nitropropionic Acid
Purity
≥95%
Packaging
1g
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
14684
Product name
3-Nitropropionic Acid
Purity
≥95%
Packaging
5g
Price
$270
Updated
2024/03/01
Sigma-Aldrich
Product number
N5636
Product name
3-Nitropropionic acid
Purity
≥97%
Packaging
10g
Price
$612
Updated
2024/03/01
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3-NITROPROPIONIC ACID Chemical Properties,Usage,Production

Chemical Properties

gold crystalline solid

Uses

antineoplastic

Uses

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

Definition

ChEBI: 3-nitropropanoic acid is a C-nitro compound that is propanoic acid in which one of the methyl hydrogens has been replaced by a nitro group. It has a role as a neurotoxin, an EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor, an antimycobacterial drug and a mycotoxin. It is functionally related to a propionic acid. It is a conjugate acid of a 3-nitropropanoate. It is a tautomer of a 3-aci-nitropropanoic acid.

General Description

Golden crystals (from chloroform).

Air & Water Reactions

Water soluble.

Reactivity Profile

3-NITROPROPIONIC ACID is incompatible with bases, oxidizing agents and reducing agents.

Fire Hazard

Flash point data for 3-NITROPROPIONIC ACID are not available; however, 3-NITROPROPIONIC ACID is probably combustible.

Biological Activity

3-nitropropionic acid is an irreversible inhibitor of mitochondrial respiratory complex ii (succinate dehydrogenase), which impairs cellular energy metabolism by inhibiting succinate dehydrogenase and reducing atp production. also, 3-nitropropionic acid can cause the generation and release of reactive oxygen species (ros) from mitochondria (the main source of cellular oxidative stress), mitochondrial dna damage, as well as loss of mitochondrial function.1. huang ls, sun g, cobessi d, et al. 3-nitropropionic acid is a suicide inhibitor of mitochondrial respiration that, upon oxidation by complex ii, forms a covalent adduct with a catalytic base arginine in the active site of the enzyme. journal of biological chemistry, 2006, 281(9): 5965-5972.2. zhang jq, shen m, zhu cc, et al. 3-nitropropionic acid induces ovarian oxidative stress and impairs follicle in mouse. plos one, 2014, 9(2): e86589.3. mandavilli bs, boldogh i, van houten b. 3-nitropropionic acid-induced hydrogen peroxide, mitochondrial dna damage, and cell death are attenuated by bcl-2 overexpression in pc12 cells. brain research. molecular brain research, 2005, 133(2): 215-223.

Biochem/physiol Actions

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

Safety Profile

Poison by intravenous andintraperitoneal routes. Questionable carcinogen withexperimental neoplastigenic data. Mutation data reported.When heated to decomposition it emits toxic fumes ofNOx.

3-NITROPROPIONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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3-NITROPROPIONIC ACID Suppliers

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View Lastest Price from 3-NITROPROPIONIC ACID manufacturers

Career Henan Chemical Co
Product
3-NITROPROPIONIC ACID 504-88-1
Price
US $8.00/KG
Min. Order
1KG
Purity
>98% HPLC
Supply Ability
20 tons
Release date
2020-02-17

504-88-1, 3-NITROPROPIONIC ACIDRelated Search:


  • BETA-NITROPROPIONIC ACID
  • 3-nitropropanoicacid
  • 3-nitro-propionicaci
  • 3-NITROPROPIONIC ACID
  • 3-NP
  • 3-Nitropropionic acid - CAS 504-88-1 - Calbiochem
  • bovinocidin
  • hiptagenicacid
  • nci-c03076
  • BETA-NITROPROPANOICACID
  • 3-Nitropropionic acid,99%
  • 3-nitropropanoate
  • 3-3-Nitropropionic Acid
  • Nitro-propanoic acid
  • NSC 64266
  • 3-NP acid
  • Propanoic acid, 3-nitro-
  • 3-nitropropanoicaci
  • Nitropropionic acid, 3-
  • 3-Nitropropionic acid, Succinic dehydrogenase (complex II) inhibitor
  • 3-Nitropropanoic acid, 10 mM in DMSO
  • 504-88-1
  • O2NCH22CO2H
  • C3H5NO4
  • Carboxylic Acids
  • Carbonyl Compounds
  • C1 to C5
  • Building Blocks
  • Biochemicals and Reagents
  • BioChemical
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  • Organic Building Blocks
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  • Enzyme Inhibitors by Enzyme
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