3-Nitropropanoic acid

Names

[ CAS No. ]:
504-88-1

[ Name ]:
3-Nitropropanoic acid

[Synonym ]:
Propanoic acid, 3-nitro- (9CI)
Propanoic acid,3-nitro
Propanoic acid, 3-nitro-
Hiptagenic acid
3-Nitropropionate
Propionic acid,3-nitro
Bovinocidin
3-nitro propionic acid
RN 1 dihydrochloride
β-Nitropropionic acid
3-Nitropropionic acid
propionic acid, 3-nitro-
3-Nitropropanoic acid
β-Nitropropanoic acid

Biological Activity

[Description]:

3-Nitropropanoic acid is an irreversible inhibitor of succinate dehydrogenase.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[Target]

succinate dehydrogenase[1]

[References]

[1]. Huang LS, 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. J Biol Chem. 2006 Mar 3;281(9):5965-72.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
303.0±25.0 °C at 760 mmHg

[ Melting Point ]:
68-70ºC(lit.)

[ Molecular Formula ]:
C₃H₅NO₄

[ Molecular Weight ]:
119.076

[ Flash Point ]:
148.4±11.6 °C

[ Exact Mass ]:
119.021858

[ PSA ]:
83.12000

[ LogP ]:
-0.08

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.463

[ Stability ]:
Stable. Incompatible with strong oxidizing agents, bases, reducing agents.

[ Water Solubility ]:
alcohol: 100 mg/mL, may be light yellow

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UF6220000

CHEMICAL NAME :: Propionic acid, 3-nitro-

CAS REGISTRY NUMBER :: 504-88-1

BEILSTEIN REFERENCE NO. :: 1759889

LAST UPDATED :: 199706

DATA ITEMS CITED :: 17

MOLECULAR FORMULA :: C3-H5-N-O4

MOLECULAR WEIGHT :: 119.09

WISWESSER LINE NOTATION :: WN2VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 67 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - coma Lungs, Thorax, or Respiration - dyspnea

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 22 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory stimulation

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 68100 ug/kg

TOXIC EFFECTS :: Behavioral - ataxia

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1870 mg/kg/2Y-I

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Gastrointestinal - tumors Liver - tumors

TYPE OF TEST :: Specific locus test

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 50 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 196,61,1988

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
Missing Phrase - N15.00950417

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T

[ Risk Phrases ]:
25-36/37/38

[ Safety Phrases ]:
26-45

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
UF6220000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2915900090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2915900090

[ Summary ]:
2915900090 other saturated acyclic monocarboxylic acids and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:5.5% General tariff:30.0%

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