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P405
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NFPA 704
0
2
0
5-Amino-2-nitrobenzoic acid C화학적 특성, 용도, 생산
개요
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.
화학적 성질
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.
용도
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
주요 응용
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.]
