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

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

Uses

Used in Pharmaceutical Research:
2-Amino-4-nitrobenzoic acid methyl ester is used as a key intermediate in the synthesis of novel 2-amino-4-nitrobenzoic acid derivatives, which have potential applications in pharmaceutical research. These derivatives may exhibit various biological activities and properties, making them valuable for the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
As an intermediate in chemical synthesis, 2-Amino-4-nitrobenzoic acid methyl ester is utilized for the preparation of various organic compounds and materials. Its unique structure and reactivity allow for the formation of a wide range of products, contributing to the advancement of organic chemistry and the creation of new compounds with diverse applications.
Used in Research and Development:
2-Amino-4-nitrobenzoic acid methyl ester serves as a valuable research tool in the field of organic chemistry. It is employed in various studies to explore its properties, reactivity, and potential applications. Researchers use 2-Amino-4-nitrobenzoic acid methyl ester to investigate new synthetic routes, reaction mechanisms, and the development of innovative methodologies in chemical synthesis.

Upstream product

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

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.

Selective sodium channel regulator as well as preparation and application thereof

The invention provides a compound serving as a selective sodium channel regulator and a synthesis and use method, and particularly provides a compound shown as a formula (I), a preparation method of the compound and application of the compound serving as the selective sodium channel regulator. The compounds exhibit excellent activity as a regulator of sodium channels.

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.

INHIBITOR OF BTK AND MUTANTS THEREOF

The disclosure includes compounds of Formula (I) (1) wherein Q0, Q1, Q2, Q3, Q4, Z, W, i, j, m, n, Warhead, R0, R1, R3, R4, R5, R6, and R7, are defined herein. Also disclosed is a method for treating a neoplastic disease, autoimmune disease, and inflammatory disorder with these compounds.

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.

Design and Synthesis of Selurampanel, a Novel Orally Active and Competitive AMPA Receptor Antagonist

A series of potent quinazolinedione sulfonamide antagonists of the α-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) receptor were designed and synthesized. The structure–activity relationships (SAR) and in vivo activity of the series were investigated. In particular, compound 1 S (selurampanel; N-[7-isopropyl-6-(2-methylpyrazol-3-yl)-2,4-dioxo-1H-quinazolin-3-yl]methanesulfonamide) has shown excellent oral potency against maximal electroshock seizure (MES)-induced generalized tonic–clonic seizures in rodents as well as significant activity in patients suffering from various forms of epilepsy. The X-ray crystal structure of selurampanel bound to the AMPA receptor hGluA was also obtained.

BROAD SPECTRUM ANTIVIRAL COMPOUNDS AND USES THEREOF

Disclosed herein, inter alia, are agents having antiviral activity and methods of use thereof.

Synthesis of polyfunctionalized benzo[d]thiazoles as novel anthranilic acid derivatives

Abstract A small library of valuable novel polyfunctionalized benzo[d]thiazole derivatives was prepared in a straightforward and convenient manner. Here again, 4,5-dichloro-1,2,3-dithiazolium chloride (Appel salt) proved to be an efficient agent for mergi

PRIMARY CARBOXAMIDES AS BTK INHIBITORS

The invention provides carboxamide compounds of Formula (I) pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological and oncological conditions, including rheumatoid arthritis, juvenile rheumatoid arthritis, osteoarthritis, Crohn's disease, inflammatory bowel disease, ulcerative colitis, psoriatic arthritis, psoriasis, ankylosing spondylitis, interstitial cystitis, asthma, systemic lupus erythematosus, lupus nephritis, B cell chronic lymphocytic lymphoma, multiple sclerosis, chronic lymphocytic leukemia, small lymphocytic lymphoma, mantle cell lymphoma, B-cell non-Hodgkin's lymphoma, activated B-celllike diffuse large B-cell, lymphoma, multiple myeloma, diffuse large B-celllymphoma, follicular lymphoma, hairy cell leukemia or Lymphoblastic lymphoma.

Discovery of novel bacterial RNA polymerase inhibitors: Pharmacophore-based virtual screening and hit optimization

The bacterial RNA polymerase (RNAP) is a validated target for broad spectrum antibiotics. However, the efficiency of drugs is reduced by resistance. To discover novel RNAP inhibitors, a pharmacophore based on the alignment of described inhibitors was used for virtual screening. In an optimization process of hit compounds, novel derivatives with improved in vitro potency were discovered. Investigations concerning the molecular mechanism of RNAP inhibition reveal that they prevent the protein-protein interaction (PPI) between σ70 and the RNAP core enzyme. Besides of reducing RNA formation, the inhibitors were shown to interfere with bacterial lipid biosynthesis. The compounds were active against Gram-positive pathogens and revealed significantly lower resistance frequencies compared to clinically used rifampicin.