16344-24-4

Basic information

• Product Name: 2-ANILINONICOTINIC ACID
• Synonyms: 2-ANILINONICOTINIC ACID;2-(Phenylamino)-3-pyridinecarboxylic acid;2-(phenylamino)nicotinic acid
• CAS NO: 16344-24-4
• Molecular Formula: C₁₂H₁₀N₂O₂
• Molecular Weight: 214.22
• Mol File: 16344-24-4.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 391.4 °C at 760 mmHg
• Flash Point: 190.5 °C
• Appearance: /
• Density: 1.328 g/cm³
• Vapor Pressure: 7.94E-07mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-ANILINONICOTINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ANILINONICOTINIC ACID(16344-24-4)
• EPA Substance Registry System: 2-ANILINONICOTINIC ACID(16344-24-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 16344-24-4(Hazardous Substances Data)

Usage

General Description

2-Anilinonicotinic acid, also known as 2-azabenzene-4-carboxylic acid, is a chemical compound that belongs to the class of nicotinic acid derivatives. It is a derivative of nicotinic acid and has a molecular structure that consists of a nicotinic acid ring with an aniline substituent at the 2-position. 2-ANILINONICOTINIC ACID has been studied for its potential pharmaceutical applications, particularly in the field of medicinal chemistry. It has been shown to exhibit various biological activities, including anti-inflammatory and analgesic properties. Additionally, 2-anilinonicotinic acid has been explored for its potential use in the development of new drugs for the treatment of certain medical conditions.

InChI:InChI=1/C12H10N2O2/c15-12(16)10-7-4-8-13-11(10)14-9-5-2-1-3-6-9/h1-8H,(H,13,14)(H,15,16)/p-1

Upstream product

• 6042-35-9 2-iodonicotinic acid 
• 62-53-3 aniline 
• 446-26-4 methyl 2-fluoro-3-pyridinecarboxylate 
• 115891-18-4 ethyl 2-(phenylamino)pyridine-3-carboxylate 
• 1452-94-4 ethyl 2-chloronicotinate 
• 2942-59-8 2-chloronicotinic acid 
• 141-97-9 ethyl acetoacetate 
• 17758-13-3 1-phenyl-2(1H)-pyrimidinone 
• 5345-47-1 2-aminopyridin-3-carboxylic acid 
• 108-86-1 bromobenzene 

Downstream Products

• 108409-21-8 10-phenyl-2,3-dihydroimidazol<1,2-a>pyrido<2,3-d>pyrimidin-5(10H)-one 
• 21093-54-9 2-Phenylamino-3-hydroxymethylpyridine 
• 113256-66-9 2-phenylamino-3-pyridinecarboxaldehyde 
• 1239164-92-1 2-oxo-1-phenyl-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid 
• 1239164-66-9 2-oxo-1-phenyl-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid chloride 
• 1239164-95-4 2-oxo-1-phenyl-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 
• 1350515-57-9 N₃-[6-(methyloxy)-1,3-benzothiazol-2-yl]-2(phenylamino)-3-pyridinecarboxamide 
• 1350515-64-8 N-3-(6-nitro-1,3-benzothiazol-2-yl)-2-(phenylamino)-3-pyridinecarboxamide 
• 1350515-71-7 2-(2-anilino-3-pyridyl)-10-methyl-5,10-dihydro-5λ6-benzo[e][1,2,4]triazolo[1,5-b][1,2,4]thiadiazine-5,5-dione 
• 1350515-76-2 2-(2-anilino-3-pyridyl)-10-phenyl-5,10-dihydro-5λ6-benzo[e][1,2,4]triazolo[1,5-b][1,2,4]thiadiazine-5,5-dione 

Relevant articles and documents

A convenient synthesis of 4-aryl-1,8-naphthyridin-2(1H)-ones by the Suzuki coupling

4-Halo-1,8-naphthyridin-2(1H)-ones readily available from 2-chloronicotinic acid were subjected to the Suzuki coupling reaction with arylboronic acids to give a diversity of 4-aryl-1,8-naphthyridin-2(1H)-ones.

Design, synthesis and biological evaluation of anthranilamide derivatives as potent SMO inhibitors

A series of anthranilamide derivatives were designed and synthesized as novel smoothened (SMO) inhibitors based on the SMO inhibitor taladegib (LY2940680), which can also inhibit the SMO-D473H mutant, via a ring-opening strategy. The phthalazine core in LY2940680 was replaced with anthranilamide, which retained the inhibitory activity towards the hedgehog (Hh) signaling pathway as evidenced by a dual luciferase reporter gene assay. Compound 12a displayed the best inhibitory activity against the Hh signaling pathway with IC50 value of 34.09 nM, and exhibited better proliferation inhibitory activity towards the Daoy cell line (IC50 = 0.48 μM) than LY2940680 (IC50 = 0.79 μM).

Preparation and application of 2-carbamoyl-4-heteroaromatic pyridine compounds

The invention provides 2-carbamoyl-4-heteroaromatic pyridine derivatives and pharmaceutically acceptable salts, hydrates, solvates and prodrugs thereof. The substituent groups R1, R2 and Y have definitions in the specification. The invention further relates to compounds with a general formula I having strong effects of inhibiting c-Met kinase, and also relates to an application of the compounds and pharmaceutically acceptable salts, hydrates, solvates or prodrugs thereof in preparation of medicines for treating diseases caused by abnormal high expression of the c-Met kinase, particularly an application in preparation of medicines for treating and/or preventing cancers.