1588-83-6

Basic information

• Product Name: 4-Amino-3-nitrobenzoic acid
• Synonyms: 3-Nitro-4-aminobenozic acid;4-amino-3-nitro-benzoicaci;4-Carboxy-2-nitroaniline;4-Amino-3-Nitrobenzoic acid 3-Nitro-4-Aminobenzoic acid;4-Aminno-3-nitrobenzoic acid;4-amino-3-nitorobenzoicacid;4-Amino-3-nitro-benzoesure;4-Amino-3-nitrobenzoic acid,98%
• CAS NO: 1588-83-6
• Molecular Formula: C₇H₆N₂O₄
• Molecular Weight: 182.13
• EINECS: 216-453-4
• Product Categories: Intermediates of Dyes and Pigments;Amino Acids and Derivatives;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 1588-83-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 280 °C (dec.)(lit.)
• Boiling Point: 315.51°C (rough estimate)
• Flash Point: 290°C
• Appearance: Ochre to yellow/Crystalline Powder
• Density: 1.5181 (rough estimate)
• Vapor Pressure: 9.94E-08mmHg at 25°C
• Refractive Index: 1.5880 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.19±0.10(Predicted)
• BRN: 645206
• CAS DataBase Reference: 4-Amino-3-nitrobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-3-nitrobenzoic acid(1588-83-6)
• EPA Substance Registry System: 4-Amino-3-nitrobenzoic acid(1588-83-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 1588-83-6(Hazardous Substances Data)

Usage

Chemical Properties

ochre-yellow crystalline powder

InChI:InChI=1/C7H6N2O4/c8-5-2-1-4(7(10)11)3-6(5)9(12)13/h1-3H,8H2,(H,10,11)/p-1

Upstream product

• 528-45-0 3,4-dinitrobenzoic acid 
• 453-71-4 3-nitro-4-fluorobenzoic acid 
• 89-41-8 4-methoxy-3-nitrobenzoic acid 
• 1539-06-6 3-nitro-4-acetamidobenzoic acid 
• 26113-31-5 4-formylamino-3-nitro-benzoic acid 
• 937625-32-6 ethyl 4-ethoxy-3-nitrobenzoate 
• 6393-40-4 4-Amino 3-nitro-benzonitrile 
• 96-99-1 4-chloro-3-nitrobenzoate 
• 29289-18-7 N-(4-cyano-2-nitrophenyl)acetamide 
• 121-92-6 3-nitrobenzoic acid 
• 7664-41-7 ammonia 
• 119457-11-3 N-(4-(2-chloroacetyl)-2-nitrophenyl)acetamide 
• 7722-84-1 dihydrogen peroxide 
• 100949-12-0 3-nitro-4-(N'-nitro-ureido)-benzoic acid 

Downstream Products

• 157915-07-6 8-nitroquinoline-6-carboxylic acid 
• 76918-64-4 ethyl 4-amino-3-nitrobenzoate 
• 616-82-0 3-nitro-4-hydroxybenzoic acid 
• 619-05-6 3,4-diaminobenzoic acid 
• 121-92-6 3-nitrobenzoic acid 
• 87024-01-9 4-amino-3-nitrobenzoic acid 3,5-dimethylpyrazolide 
• 3987-92-6 methyl 4-amino-3-nitrobenzoate 
• 121649-59-0 n-Propyl 4-amino-3-nitrobenzoate 
• 121649-60-3 iso-Butyl 4-amino-3-nitrobenzoate 
• 41680-92-6 3-Nitro-4-aminobenzoic acid-n-butyl ester 
• 144118-33-2 3-nitro-4-carboxybenzenediazonium chloride 
• 35674-27-2 4-iodo-3-nitrobenzoic acid 
• 7664-41-7 ammonia 
• 412947-54-7 methyl 3-amino-4-iodobenzoate 

Relevant articles and documents

Benzoic acid derivatives with trypanocidal activity: Enzymatic analysis and molecular docking studies toward trans-sialidase

Chagas, or American trypanosomiasis, remains an important public health problem in developing countries. In the last decade, trans-sialidase has become a pharmacological target for new anti-Chagas drugs. In this work, the aims were to design and find a new series of benzoic acid derivatives as trans-sialidase (TS) inhibitors and anti-trypanosomal agents. Three compounds (14, 18, and 19) sharing a para-aminobenzoic acid moiety showed more potent trypanocidal activity than the commercially available drugs nifurtimox and benznidazole in both strains: the lysis concentration of 50% of the population (LC50) was 0.15 μM on the NINOA strain, and LC50 0.22 μM on the INC-5 strain. Additionally, compound 18 showed a moderate inhibition (47%) on the trans-sialidase enzyme and a binding model similar to DANA (pattern A).

Synthesis and evaluation of alternative substrates for arginase

Two novel carboxyl-containing arginase substrates, 4-guanidino-3-nitrobenzoic acid and 4-guanidino-2-nitrophenylacetic acid, have been synthesized and found to give enhanced catalysis and dramatically lower Km values relative to 1-nitro-3-guanidinobenzene, a substrate designed for use in a chromophoric arginase assay. To more efficiently mimic the natural substrate, a series of sulfur analogs of L-arginine were synthesized and kinetically characterized. The parent compound, L-thioarginine, with the bridging guanidinium nitrogen of L-arginine replaced with sulfur, functions as efficiently as the natural substrate. The desamino analog shows extremely low turnover, while the kcat of the descarboxy analog is only 75-fold lower than that of arginine. These results suggest that the bridging nitrogen of L-arginine is not important for either substrate binding or catalysis, while the α-carboxyl group facilitates substrate binding, and the α-amino group is necessary for efficient catalysis. Isothiourea homologs previously reported to be nitric oxide synthase inhibitors have been found to undergo a rapid non-enzymatic rearrangement to a species that is probably the true inhibitor.

1,1,1-trimethylhydrazinium iodide: A novel, highly reactive reagent for aromatic amination via vicarious nucleophilic substitution of hydrogen

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