876717-53-2

Basic information

• Product Name: 2-METHYLAMINO-ISONICOTINIC ACID
• Synonyms: ASINEX-REAG BAS 10153999;2-METHYLAMINO-ISONICOTINIC ACID;2-(methylamino)isonicotinic acid(SALTDATA: HCl 0.5H2O);4-Pyridinecarboxylic acid, 2-(MethylaMino)-
• CAS NO: 876717-53-2
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.15
• Product Categories: Carboxylic Acids;Carboxylic Acids;Pyridines
• Mol File: 876717-53-2.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 454.2°C at 760 mmHg
• Flash Point: 228.5°C
• Appearance: /
• Density: 1.327g/cm³
• Vapor Pressure: 4.85E-09mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-METHYLAMINO-ISONICOTINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLAMINO-ISONICOTINIC ACID(876717-53-2)
• EPA Substance Registry System: 2-METHYLAMINO-ISONICOTINIC ACID(876717-53-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 876717-53-2(Hazardous Substances Data)

Usage

General Description

2-Methylamino-isonicotinic acid, also known as 2-MAIA, is a chemical compound that belongs to the class of aminonicotic acids. It is a derivative of isonicotinic acid and contains a methylamino group at the 2-position. 2-MAIA is often used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It exhibits potential pharmacological and biological activities, making it a valuable intermediate in drug discovery and development. Additionally, its unique structure and properties make it an important target for research and chemical synthesis in the field of medicinal chemistry and organic chemistry.

InChI:InChI=1/C7H8N2O2/c1-8-6-4-5(7(10)11)2-3-9-6/h2-4H,1H3,(H,8,9)(H,10,11)

Synthetic route

2-(methylamino)isonicotinic acid (876717-53-2) + 1-((4-amino-2,2-dioxido-1H-benzo[c][1,2,6]thiadiazin-5-yl)oxy)-2-methylpropan-2-aminium chloride → N-(1-((4-amino-2,2-dioxido-1H-benzo[c][1,2,6]thiadiazin-5-yl)oxy)-2-methylpropan-2-yl)-2-(methylamino)isonicotinamide (1622458-36-9)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;	56%

2-(methylamino)isonicotinic acid (876717-53-2) + 4-amino-5-((1-aminocyclopentyl)methoxy)-1H-benzo[c][1,2,6]thiadiazine 2,2-dioxide hydrochloride → N-(1-(((4-amino-2,2-dioxido-1H-benzo[c][1,2,6]thiadiazin-5-yl)oxy)methyl)cyclopentyl)-2-(methylamino)isonicotinamide (1622458-41-6)

Conditions	Yield
Stage #1: 4-amino-5-((1-aminocyclopentyl)methoxy)-1H-benzo[c][1,2,6]thiadiazine 2,2-dioxide hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 2-(methylamino)isonicotinic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20 - 55℃;	34%

(RS)-3-(4-chlorophenyl)piperidine (55989-13-4) + 2-(methylamino)isonicotinic acid (876717-53-2) → 4-{[3-(4-chlorophenyl)piperidin-1-yl]carbonyl}-N-methylpyridin-2-amine

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane; ethyl acetate at 20 - 25℃; for 18h;	33%