5-Amino-2-nitrobenzoic acid

5-Amino-2-nitrobenzoic acid Basic information
Product Name:5-Amino-2-nitrobenzoic acid
Synonyms:TIMTEC-BB SBB008583;5-AMINO-2-NITROBENZOIC ACID;3-AMINO-6-NITROBENZOIC ACID;3-CARBOXY-4-NITROANILINE;ANBA;2-NITRO-5-AMINOBENZOIC ACID;Benzoic acid, 5-amino-2-nitro-;5-AMINO-2-NITROBENZOIC ACID (PURIFIED)[FOR GAMMA-GT] 99+%
CAS:13280-60-9
MF:C7H6N2O4
MW:182.13
EINECS:236-283-4
Product Categories:Aromatics Compounds;Aromatics;Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives;Benzoic acid;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Amino Acids and Derivatives;FINE Chemical & INTERMEDIATES
Mol File:13280-60-9.mol
5-Amino-2-nitrobenzoic acid Structure
5-Amino-2-nitrobenzoic acid Chemical Properties
Melting point 236-238 °C (lit.)
Boiling point 481.3±35.0 °C(Predicted)
density 1.568±0.06 g/cm3(Predicted)
vapor pressure 0-0Pa at 20-50℃
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO, Methanol
pka2.28±0.25(Predicted)
form Solid
color Yellow-Brown
Water Solubility Insoluble
BRN 2107512
InChIKeyKZZWQCKYLNIOBT-UHFFFAOYSA-N
LogP-1.48 at pH7
Surface tension70.53mN/m at 1g/L and 20℃
CAS DataBase Reference13280-60-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-22-20/21/22
Safety Statements 26-36/37/39-37/39-36
WGK Germany 3
HS Code 29224999
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
5-Amino-2-nitrobenzoic acid Usage And Synthesis
Chemical PropertiesYellow Powder
UsesReactant for:
  • Two-component dendritic chain reactions
  • Enzymic activation of hydrophobic self-immolative dendrimers
  • Preparation of insulin receptor tyrosine kinase activator
  • Preparation of polymer-bound diazonium salts using Merrifield resin-bound piperazine
Application5-Amino-2-nitrobenzoic acid is a drug that has been shown to inhibit the activity of proteases. It has been used to detect the presence of protease activity in urine samples, as well as to study the inhibition of protease activity by other drugs. It is an inhibitor of chymotrypsin, trypsin, and elastase. This drug has been shown to be effective in inhibiting these enzymes at low concentrations, with a detection sensitivity of approximately 0.1 μM. It inhibits the growth of bacteria by binding to them and preventing protein synthesis. The compound also inhibits the enzyme dihydrolipoamide dehydrogenase in mitochondria, which is required for cellular respiration and energy production.
Purification MethodsCrystallise the acid from water. [Beilstein 14 III 1021.]
5-Amino-2-nitrobenzoic acid Preparation Products And Raw materials
Raw materials4'-Nitroacetanilide
Preparation Products2,5-diaminobenzoic acid-->5-Acetamidoanthranilic acid-->5-Hydroxy-2-nitrobenzoic acid-->5-IODO-2-NITROBENZOIC ACID
4-[(3,5-difluorophenyl)amino]-3-nitrobenzoic acid 4-[(4-cyanophenyl)amino]-3-nitrobenzoic acid 4-[(3-cyanophenyl)amino]-3-nitrobenzoic acid 4-Amino-2-nitrobenzoic acid methyl 4-amino-3-methyl-5-nitrobenzoate 4-[(3,5-dichlorophenyl)amino]-3-nitrobenzoic acid 4-[(3-ethoxypropyl)amino]-3-nitrobenzoic acid 2[(2-AMINOETHYL)AMINO]-3-NITROBENZOIC ACID Methyl 2-Amino-6-nitrobenzoate 4-[(2-iodophenyl)amino]-3-nitrobenzoic acid ALTRENOGEST METHYL 2-AMINO-5-NITROBENZOATE 4-[(2-bromophenyl)amino]-3-nitrobenzoic acid 4-[(3-chlorophenyl)amino]-3-nitrobenzoic acid 4-[(4-bromo-3-methylphenyl)amino]-3-nitrobenzoic acid Ethyl4-methylamino-3-nitrobenzoate 4-[(2-chloro-4-fluorophenyl)amino]-3-nitrobenzoic acid 4-[(4-chlorophenyl)amino]-3-nitrobenzoic acid

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