3558-19-8

Basic information

• Product Name: 2-Amino-4-nitrobenzoic acid methyl ester
• Synonyms: 2-Amino-4-nitrobenzoic acid methyl ester;Anthranilic acid, 4-nitro-, methyl ester;Benzoic acid, 2-amino-4-nitro-, methyl ester;MFCD00089419
• CAS NO: 3558-19-8
• Molecular Formula: C₈H₈N₂O₄
• Molecular Weight: 196.16
• Mol File: 3558-19-8.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2-Amino-4-nitrobenzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-nitrobenzoic acid methyl ester(3558-19-8)
• EPA Substance Registry System: 2-Amino-4-nitrobenzoic acid methyl ester(3558-19-8)

Safety Data

• Hazardous Substances Data: 3558-19-8(Hazardous Substances Data)

Usage

General Description

2-Amino-4-nitrobenzoic acid methyl ester is a chemical compound that belongs to the class of organic compounds known as aminobenzoic acids. It is used in the synthesis of novel 2-amino-4-nitrobenzoic acid derivatives, which have potential applications in pharmaceutical research. The compound has a molecular formula of C8H8N2O4 and a molecular weight of 196.16 g/mol. Its structure consists of a benzene ring with an amino group and a nitro group attached at specific positions. 2-Amino-4-nitrobenzoic acid methyl ester is a yellow crystalline solid that is sparingly soluble in water and soluble in organic solvents. It is primarily used as an intermediate in chemical synthesis and research purposes.

Upstream product

• 67-56-1 methanol 
• 619-17-0 4-Nitroanthranilic acid 
• 186581-53-3 diazomethane 
• 63480-10-4 4-nitroisatoic anhydride 
• 62242-95-9 2-amino-4-nitrobenzoyl chloride 
• 89-40-7 4-nitrophthalimide 
• 131223-03-5 2-(2,4-dinitrophenyl)-1,1-dicyanoethylene 
• 2879-79-0 N-(2-methyl-5-nitrophenyl)acetamide 
• 951-97-3 2-acetamido-4-nitrobenzoic acid 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 534-15-6 1,1-dimethoxyethane 

Downstream Products

• 138279-06-8 1-methyl-2-(2'-methoxycarbonyl-5'-nitrophenylimino)pyrrolidine 
• 138279-07-9 1-methyl-2-(2'-methoxycarbonyl-5'-nitrophenylimino)hexahydroazepine 
• 138299-08-8 1-methyl-2-(2'-methoxycarbonyl-5'-nitrophenylimino)piperidine 
• 128054-13-7 4-Nitro-2-(triphenylphosphoranylidenamino)benzoesaeure-methylester 
• 87840-51-5 2-[(diethoxycarbonyl)(methoxy)-methylamino]-4-nitro-benzoic acid methyl ester 
• 138278-95-2 N,N-dimethyl-N'-(2'-methoxycarbonyl-5'-nitrophenyl)acetamidine 
• 115855-34-0 methyl 4-nitro-N-(2,3,3-trimethylbutanoyl)anthranilate 
• 100038-85-5 N-<2-(methoxycarbonyl)-5-nitrophenyl>anthranilic acid 
• 166754-80-9 2-Isobutylamino-4-nitro-benzoic acid methyl ester 
• 22952-24-5 6-nitrosaccharin 
• 147291-59-6 methyl 2-[(tert-butoxycarbonyl)amino]-4-nitrobenzoate 
• 250363-49-6 methyl (4-nitro-2-trifluoromethylcarbonylamino)benzoate 
• 530084-00-5 methyl 2-amino-5-chloro-4-nitrobenzoate 
• 358661-72-0 methyl 2-(4-[(2-t-butylaminosulfonyl)phenyl]phenylcarbonyl)amino-4-nitrobenzoate 

Relevant articles and documents

Efficient Microwave-Assisted Synthesis of Methyl 4-or 5-Nitro?-anthranilate

A novel method for the synthesis of anthranilate esters is described. The esterification reaction of nitro-substituted anthranilic acids was carried out under microwave irradiation. A range of solvents and other reaction parameters were investigated to provide the most environmentally friendly reaction conditions. The feasibility of scale-up was demonstrated, allowing a simple and inexpensive production of anthranilate esters.

POLYMORPHIC COMPOUNDS AND USES THEREOF

The present invention provides freebase and salt forms, and compositions and methods thereof, useful for treating various conditions in which aldehyde toxicity is implicated in the pathogenesis by the administration of small molecule therapeutics acting as a scavenger for toxic aldehydes.

Adventures in Scaffold Morphing: Discovery of Fused Ring Heterocyclic Checkpoint Kinase 1 (CHK1) Inhibitors

Checkpoint kinase 1 (CHK1) inhibitors are potential cancer therapeutics that can be utilized for enhancing the efficacy of DNA damaging agents. Multiple small molecule CHK1 inhibitors from different chemical scaffolds have been developed and evaluated in clinical trials in combination with chemotherapeutics and radiation treatment. Scaffold morphing of thiophene carboxamide ureas (TCUs), such as AZD7762 (1) and a related series of triazoloquinolines (TZQs), led to the identification of fused-ring bicyclic CHK1 inhibitors, 7-carboxamide thienopyridines (7-CTPs), and 7-carboxamide indoles. X-ray crystal structures reveal a key intramolecular noncovalent sulfur-oxygen interaction in aligning the hinge-binding carboxamide group to the thienopyridine core in a coplanar fashion. An intramolecular hydrogen bond to an indole NH was also effective in locking the carboxamide in the preferred bound conformation to CHK1. Optimization on the 7-CTP series resulted in the identification of lead compound 44, which displayed respectable drug-like properties and good in vitro and in vivo potency.