936539-80-9

Basic information

• Product Name: N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1)
• Synonyms: Betrixaban maleate;N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1)
• CAS NO: 936539-80-9
• Molecular Formula: C₄H₄O₄*C₂₃H₂₂ClN₅O₃
• Molecular Weight: 567.97764
• Mol File: 936539-80-9.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1)(936539-80-9)
• EPA Substance Registry System: N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1)(936539-80-9)

Safety Data

• Hazardous Substances Data: 936539-80-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1) is used as a synthetic intermediate for the development of new pharmaceuticals, leveraging its potential biological activities to contribute to the creation of innovative treatments and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, this compound serves as a synthetic intermediate, potentially aiding in the development of new pesticides, herbicides, or other agricultural chemicals that can enhance crop protection and yield.
Used in Organic Synthesis:
N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1) is utilized as a key component in organic synthesis, enabling the creation of a variety of organic compounds for research and commercial applications.
Used in Anticancer Research:
N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1) is explored for its potential as an anticancer agent, with ongoing research aimed at understanding its mechanisms of action and effectiveness against various types of cancer.
Used in Antimicrobial and Antiviral Applications:
Due to its demonstrated antimicrobial and antiviral properties, N-(5-Chloro-2-pyridinyl)-2-[[4-[(dimethylamino)iminomethyl]benzoyl]amino]-5-methoxybenzamide (2Z)-2-butenedioate (1:1) is studied for use in treatments and preventive measures against microbial and viral infections.

Upstream product

• 330942-01-3 N-(5-chloro(2-pyridyl)){2-[(4-cyanophenyl)carbonylamino]-5-methoxyphenyl}carboxamide 
• 110-16-7 maleic acid 
• 280773-17-3 2-amino-N-(5-chloro-pyridin-2-yl)-5-methoxy-benzamide 
• 619-65-8 4-cyanobenzoic Acid 
• 330942-05-7 betrixaban 

Relevant articles and documents

Crystalline Form of Betrixaban Maleate

The present invention provides a novel crystalline form of Betrixaban maleate, Betrixaban maleate Form APO-I, including Betrixaban maleate and dimethyl sulfoxide, compositions and processes for the preparation thereof, and the use of this crystalline form

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.

Synthetic process of betrixaban

The invention provides a synthetic process of betrixaban, and particularly relates to the field of pharmaceutical manufacturing. S1, 1-(3-dimethyl amine propyl)-3-ethyl carbon imidodicarbonic diamide,N-hydroxysuccinimide (NHS) and paracyanobenzoic acid are introduced into a solution, and activation of cyanobenzoic acid is achieved; S2, the activated cyanobenzoic acid reacts with 2-amine-N-(5-chlorine group-2-pyridyl)-5-methoxybenzamide, appropriate methyl alcohol is added in a reaction container, cooling is conducted for devitrification, and a midbody I is obtained through filter; S3, moistureless condition is guaranteed, and acetylchloride is dropwise added; the midbody I is added, and evaporation is conducted until it is guaranteed that materials are dried; reaction with a tetrahydrofuran solution of dimethylamine is conducted, and a midbody II is generated under action of sodium hydroxide; and S4, the midbody II reacts with maleic acid at 60-70 DEG C to obtain the betrixaban. According to the synthetic process of the betrixaban, the reaction condition is mild, the yield is high, impurities are less, gas preparation is reduced, corrosion on equipment is reduced, and the cost oflater-stage environmental protective treatment is low.

A PROCESS FOR BETRIXABAN HYDROCHLORIDE AND BETRIXABAN MALEATE SALT

Disclosed herein is a process for the preparation of betrixaban hydrochloride and a process for the preparation of betrixaban maleate from betrixaban hydrochloride salt.

Preparation method of betrixaban maleate

The invention provides a preparation method of betrixaban maleate. According to the preparation method, paracyanobenzoic acid and 2-amino-N-(5-chloro-2-pyridyl)-5-methoxy benzamide are subjected to acoupled reaction; in a coupling process, a new coupling catalyst is selected for use; EDC and NHS are applied to a combined way; a coupling product reacts with alcohol under the acidic condition so asto generate pinner salt; in the process, acetyl chloride is enabled to react with alcohols, so that hydrogen chloride needed by the reaction is provided. The way of directly introducing hydrogen chloride gas is eliminated, so that gas preparation and corrosion of equipment are reduced. In a whole reaction process, the method is mild in reaction conditions and higher in yield, thus being suitablefor industrial production.

PHARMACEUTICAL COMPOSITIONS OF BETRIXABAN MALEATE

The present invention relates to a solid dispersion comprising amorphous betrixaban maleate and a pharmaceutically acceptable carrier selected from the group consisting of organic polymers and silicon-based inorganic compounds, and to a process for prepar

METHODS OF SYNTHESIZING PHARMACEUTICAL SALTS OF A FACTOR XA INHIBITOR

Novel methods of preparing a compound of Formula I which is an inhibitor of Factor Xa and its maleate salt, are described herein.

Unit dose formulations and methods of treating thrombosis with an oral factor Xa inhibitor

Unit doses of factor Xa inhibitor compounds and methods of using these compounds for inhibiting blood coagulation in a human patient are taught herein. The unit dose of the factor Xa inhibitor compounds disclosed herein required to inhibit coagulation in a primate is lower than the unit dose required to obtain similar levels of coagulation inhibition in other animal models, such as rodents. Also taught are in vitro assays useful in predicting in vivo antithrombotic activity in humans.

Novel pharmaceutical salts and polymorphs of a factor Xa inhibitor

The present invention provides for salts comprising a compound of Formula I and an acid that has activity against mammalian factor Xa. The present invention is also directed to methods of making the compound of Formula I.