280773-17-3

Basic information

• Product Name: 2-AMino-N-(5-chloropyridin-2-yl)-5-MethoxybenzaMide
• Synonyms: 2-AMino-N-(5-chloropyridin-2-yl)-5-MethoxybenzaMide;N-(5-chloro-pyridin-2-yl)-5-Methoxy-2-aMinobenzaMide;2-AMino-N-(5-chloro-2-pyridinyl)-5-MethoxybenzaMide;2-Amino-N-(5-chloropyridin-2-yl);-5-methoxybenzamide;N-(5-chloropyridin-2-yl)-2-yl)-5-methoxy-2-aminobenzamide
• CAS NO: 280773-17-3
• Molecular Formula: C₁₃H₁₂ClN₃O₂
• Molecular Weight: 277.70628
• EINECS: 1592732-453-0
• Product Categories: Betrixaban
• Mol File: 280773-17-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 396.864 °C at 760 mmHg
• Flash Point: 193.816 °C
• Appearance: /
• Density: 1.390
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: 2-8°C(protect from light)
• PKA: 11.19±0.70(Predicted)
• CAS DataBase Reference: 2-AMino-N-(5-chloropyridin-2-yl)-5-MethoxybenzaMide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMino-N-(5-chloropyridin-2-yl)-5-MethoxybenzaMide(280773-17-3)
• EPA Substance Registry System: 2-AMino-N-(5-chloropyridin-2-yl)-5-MethoxybenzaMide(280773-17-3)

Safety Data

• Hazardous Substances Data: 280773-17-3(Hazardous Substances Data)

Usage

General Description

2-Amino-N-(5-chloropyridin-2-yl)-5-methoxybenzamide is a synthetic compound, which falls under the category of aromatic amides & amines and halogenated heterocyclic compounds. Due to the presence of a chloropyridinyl group, an amine group and a methoxybenzamide functional group, it displays different chemical properties. Its specific molecular formula is C13H11ClN2O2. The detailed information about its physical properties (like density, melting point, boiling point etc.), health-effects, and reactivity with other compounds is not comprehensively documented, suggesting that it's primarily used in laboratory and research context. Its potential applications in sectors such as pharmaceuticals, agrochemicals, or materials science necessitate further study.

InChI:InChI=1/C13H12ClN3O2/c1-19-9-3-4-11(15)10(6-9)13(18)17-12-5-2-8(14)7-16-12/h2-7H,15H2,1H3,(H,16,17,18)

Upstream product

• 1072-98-6 5-chloro-2-pyridylamine 
• 37795-77-0 6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione 
• 1882-69-5 5-methoxy-2-nitro-benzoic acid 
• 280773-16-2 5-methoxy-2-nitro-N-(5-chloro-pyridine-2-yl)benzamide 

Downstream Products

• 280773-18-4 2-[(1-tert-butoxycarbonylpiperidin-4-ylcarbonyl)amino]-N-(5-chloropyridin-2-yl)-5-methoxybenzamide 
• 330942-05-7 betrixaban 
• 1333127-18-6 N-(5-chloropyridine-2-yl)-2-[4-(trifluoroacetyl(methyl)amino)-2-(3-(trifluoroacetylamino)propoxy)phenylcarbonylamino]-5-methoxybenzamide 
• 1416698-97-9 2-(4-(N-(2-chloroacetyl)-S-methylsulfonimidoyl)benzamido)-N-(5-chloropyridin-2-yl)-5-methoxybenzamide 
• 1147095-86-0 S-[4-(N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]-4-methoxyphenyl}carbamoyl)phenyl]-S-methyl-N-(2-diethylamino-acetyl)sulfoximide 
• 1147095-60-0 S-[4-(N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]-4-methoxyphenyl}carbamoyl)phenyl]-S-methyl sulfoximide 
• 936539-81-0 N-(5-chloro-2-pyridinyl)-2-((4-cyanobenzoyl)amino)-5-methoxybenzamide hydrochloride 
• 936539-80-9 N-(5-chloropyridin-2-yl)-2-[4-(N,N-dimethylcarbamimidoyl)benzamido]-5-methoxybenzamide maleic acid salt 
• 330942-01-3 N-(5-chloro(2-pyridyl)){2-[(4-cyanophenyl)carbonylamino]-5-methoxyphenyl}carboxamide 

Relevant articles and documents

Improved preparation method of beta-caraban

The invention relates to the fields of organic chemistry and pharmacy, and particularly relates to an improved method for preparing betrixaban. Compared with the prior art, the method has the advantages that the defects of use of high-corrosion hydrogen chloride gas, heavy burden for 'three wastes' treatment, difficult refining and purification of products and the like can be overcome. The method is characterized in that a metal organic compound RMR' (M is selected from Mg and Zn, R is selected from Cl, Br, I, alkyl or aryl, and R' is selected from akly or aryl) is used for reacting with dimethylamine or salt thereof in an aprotic solvent; then the obtained reacting liquid reacts with the compound or salt thereof in a formula II to prepare betrixaban. The improved novel method has the advantages of use of easily available raw materials, mild reaction condition, convenience in operation, excellent product quality and low cost and is suitable for industrial large-scale production.

Design, synthesis and biological evaluation of anthranilamide derivatives as potential factor Xa (fXa) inhibitors

Factor Xa (fXa) is a crucial player in various thromboembolic disorders. Inhibition of fXa can provide safe and effective antithrombotic effects. In this study, a series of anthranilamide compounds were designed by utilizing structure-based design strategies. Optimization at P1 and P4 groups led to the discovery of compound 16g: a highly potent, selective fXa inhibitor with pronounced in vitro anticoagulant activity. Moreover, 16g also displayed excellent in vivo antithrombotic activity in the rat venous thrombosis (VT) and arteriovenous shunt (AV-SHUNT) models. The bleeding risk evaluation showed that 16g had a safer profile than that of betrixaban at 1 mg/kg and 5 mg/kg dose. Additionally, 16g also exhibited satisfactory PK profiles. Eventually, 16g was selected to investigate its effect on hypoxia-reoxygenation- induced H9C2 cell viability. MTT results showed that H9C2 cell viability can be remarkably alleviated by 16g.

Preparation method of betrixaban

The invention provides a method for preparing betrixaban. The method comprises the following steps: performing the nucleophilic addition elimination on 5-methoxyisatoic anhydride used as a raw material and 2-amino-5-chloropyridine under the condition of potassium tert-butoxide to obtain N-(5-chloro-2-pyridyl)-5-methoxyl-2-aminobenzamide, allowing a compound 4 to react with cyanobenzoyl chloride to obtain N-(5-chloro-2-pyridyl)-2-[(4-cyano benzoyl) amino]-5-methoxyl benzamide hydrochloride, and finally performing the nucleophilic addition with dimethylamine to obtain a target product betrixaban, wherein the total yield is 57.8 percent. By adopting the preparation method, the raw materials are low in price and easy to get, the reaction conditions are moderate, the reaction controllability is high, and the industrialized application prospect is good.