57113-89-0

Basic information

• Product Name: Methyl 2-Amino-6-nitrobenzoate
• Synonyms: Methyl 2-Amino-6-nitrobenzoate;2-Amino-6-nitro-benzoic acid methyl ester
• CAS NO: 57113-89-0
• Molecular Formula: C₈H₈N₂O₄
• Molecular Weight: 196.16
• Product Categories: Amino Acids and Derivatives
• Mol File: 57113-89-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 105-107 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Boiling Point: 339.2 °C at 760 mmHg
• Flash Point: 158.9 °C
• Appearance: /
• Density: 1.386g/cm³
• Vapor Pressure: 9.34E-05mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 0.08±0.10(Predicted)
• CAS DataBase Reference: Methyl 2-Amino-6-nitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-Amino-6-nitrobenzoate(57113-89-0)
• EPA Substance Registry System: Methyl 2-Amino-6-nitrobenzoate(57113-89-0)

Safety Data

• Hazardous Substances Data: 57113-89-0(Hazardous Substances Data)

Usage

Description

Methyl 2-Amino-6-nitrobenzoate is an organic compound that serves as a key reactant in the synthesis of various pharmaceutical compounds. It is characterized by its nitro and amino functional groups attached to a benzoate backbone, which allows for further chemical modifications and reactions.

Uses

Used in Pharmaceutical Industry:
Methyl 2-Amino-6-nitrobenzoate is used as a reactant for the preparation of saliphenylhalamide and its simplified analogs. These compounds act as V-ATPase inhibitors, which are important in the study and treatment of various diseases and conditions related to cellular processes and ion transport. The inhibition of V-ATPases can have significant implications in the regulation of cellular functions and may lead to the development of novel therapeutic strategies.

InChI:InChI=1/C8H8N2O4/c1-14-8(11)7-5(9)3-2-4-6(7)10(12)13/h2-4H,9H2,1H3

Upstream product

• 100039-02-9 2-Azidocarbonyl-6-nitro-benzoic acid methyl ester 
• 50573-74-5 6-nitroanthranilic acid 
• 77-78-1 dimethyl sulfate 
• 603-62-3 4-nitro-1H-isoindole-1,3(2H)-dione 
• 65911-46-8 2-carbamoyl-6-nitrobenzoic acid 
• 80-48-8 methyl p-toluene sulfonate 
• 22351-62-8 3-nitro-phthalic acid-1-chloride-2-methyl ester 
• 6744-85-0 2-(methoxycarbonyl)-3-nitrobenzoic acid 

Downstream Products

• 5471-78-3 2-iodo-6-nitrobenzoic acid methylester 
• 878159-99-0 methyl 2-allyl-6-nitrobenzoate 
• 55540-50-6 2-amino-6-(4,5-dimethyl-1-oxo-3,6-dihydro-1H-1λ⁴-[1,2]thiazin-2-yl)-benzoic acid methyl ester 
• 106324-20-3 N-(2-Hydroxyethyl) 2-(2-hydroxyethylamino)sulfonyl-6-nitrobenzoate 
• 106324-19-0 Methyl 2--6-nitrobenzoate 
• 104898-55-7 methyl 2-chlorosulfonyl-6-nitrobenzoate 
• 100038-94-6 2-(2-Carboxy-phenylamino)-6-nitro-benzoic acid methyl ester 
• 90558-05-7 methyl 2-methylamino-6-nitrobenzoate 
• 149195-69-7 1,3-dihydroxy-8-nitro-9(10H)-acridinone 

Relevant articles and documents

Zn-Catalyzed Enantio- and Diastereoselective Formal [4 + 2] Cycloaddition Involving Two Electron-Deficient Partners: Asymmetric Synthesis of Piperidines from 1-Azadienes and Nitro-Alkenes

We report a catalytic asymmetric synthesis of piperidines through [4 + 2] cycloaddition of 1-azadienes and nitro-alkenes. The reaction uses earth abundant Zn as catalyst and is highly diastereo- and regioselective. A novel BOPA ligand (F-BOPA) confers high reactivity and enantioselectivity in the process. The presence of ortho substitution on the arenes adjacent to the bis(oxazolines) was found to be particularly impactful, due to limiting the undesired coordination of 1-azadiene to the Lewis acid and thus allowing the reaction to be carried out at lower temperature. A series of secondary kinetic isotope effect studies using a range of ligands implicates a stepwise mechanism for the transformation, involving an initial Michael-type addition of the imine to the nitro-alkene followed by a cyclization event. The stepwise mechanism obviates the electronic requirement inherent to a concerted mechanism, explaining the successful cycloaddition between two electron-deficient partners. (Chemical Equation Presented).

NOVEL COMPOUNDS AS CHLORIDE CHANNEL BLOCKING AGENT

Disclosed is a novel compound to function as a calcium-dependent chloride channel blocking agent.

2-(substituted sulfamyl)-6-nitrobenzoic acid amides and pharmaceutical compositions

2-(Substituted sulfamyl) derivatives of 6-nitrobenzoic acid wherein at least one of the sulfamyl substituents is a basic substituent selected from amino-(lower alkyl), (lower alkyl)-amino-(lower alkyl), or di(lower alkyl)-amino-(lower alkyl) are disclosed