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HomeProduct name list5-Amino-2-nitrobenzoic acid

5-Amino-2-nitrobenzoic acid

Synonym(s):2-Nitro-5-aminobenzoic acid;3-Carboxy-4-nitroaniline;NSC 74455

  • CAS NO.:13280-60-9
  • Empirical Formula: C7H6N2O4
  • Molecular Weight: 182.13
  • MDL number: MFCD00035748
  • EINECS: 236-283-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-03-05 14:48:41
5-Amino-2-nitrobenzoic acid Structural

What is 5-Amino-2-nitrobenzoic acid?

Description

5-Amino-2-nitrobenzoic acid is a reagent used in preparation of polymer-bound diazonium salts and insulin receptor tyrosine kinase activator. It is also used in 2-component dendritic chain reactions and activation of hydrophobic dendrimers.

Chemical properties

5-Amino-2-nitrobenzoic acid appears as a yellow powder or crystal. Its crystal structure is: the 5-amino-2-nitrobenzoic acid crystallizes in the monoclinic P21/c space group with a = 3.898(2)?, b = 13.531(3)?, c = 14.301(3) ?, and β = 90.83(3)?. The adjacent molecules form a cyclic dimmer by intermolecular hydrogen bonds of type O H···O with their carboxyl groups. In the crystal structure NH2 group forms a threecenter hydrogen bond with oxygen atoms of NO2 group.

The Uses of 5-Amino-2-nitrobenzoic acid

Reactant 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

The Uses of 5-Amino-2-nitrobenzoic acid

5-Amino-2-nitrobenzoic acid can be used as a standard for the determination of γ-GT activity using 5-amino-2-nitrobenzoic acid as a standard. 5-Amino-2-nitrobenzoic acid (ANB) can also be used for spectroscopic studies by determining the FTIR and FT-Raman spectra of ANB in the 400-4000 cm-1 range and calculating the theoretically constructed spectra in good agreement with the experimental spectra.

What are the applications of Application

5-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 Methods

Crystallise the acid from water. [Beilstein 14 III 1021.]

Properties of 5-Amino-2-nitrobenzoic acid

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
form  Solid
pka 2.28±0.25(Predicted)
color  Yellow-Brown
Water Solubility  Insoluble
BRN  2107512
CAS DataBase Reference 13280-60-9(CAS DataBase Reference)

Safety information for 5-Amino-2-nitrobenzoic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 5-Amino-2-nitrobenzoic acid

InChIKey KZZWQCKYLNIOBT-UHFFFAOYSA-N

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