28721-09-7

Basic information

• Product Name: 10-Methoxycarbamazepine
• Synonyms: 10-methoxy-5h-dibenz(b,f)azepine-5-carboxamide;10-METHOXY CARBAMAZEPINE;10-METHOXY-5H-DIBENZ[B,F]AZEPINE-5-CARBOXAMIDE 98.5%;10-Methoxy-5H-dibenzo[b,f]azepine-5-carboxaMide;Oxcarbazepine IMpurity C;Oxcarbazepine Impurity 6
• CAS NO: 28721-09-7
• Molecular Formula: C₁₆H₁₄N₂O₂
• Molecular Weight: 266.29
• EINECS: 249-189-3
• Product Categories: Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 28721-09-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 186-188°C
• Boiling Point: 468 °C at 760 mmHg
• Flash Point: 236.8 °C
• Appearance: Off-white solid
• Density: 1.31
• Vapor Pressure: 6.21E-09mmHg at 25°C
• Refractive Index: 1.683
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 13.86±0.40(Predicted)
• CAS DataBase Reference: 10-Methoxycarbamazepine(CAS DataBase Reference)
• NIST Chemistry Reference: 10-Methoxycarbamazepine(28721-09-7)
• EPA Substance Registry System: 10-Methoxycarbamazepine(28721-09-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 28721-09-7(Hazardous Substances Data)

Usage

Description

10-Methoxycarbamazepine is an off-white solid that serves as an intermediate in the preparation of dibenzazepine derivatives, a class of compounds with potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
10-Methoxycarbamazepine is used as an intermediate in the synthesis of dibenzazepine derivatives for their potential therapeutic applications in the pharmaceutical industry. These derivatives may possess various pharmacological properties, making them valuable in the development of new drugs and treatments.
Used in Chemical Research:
10-Methoxycarbamazepine is used as a research compound in chemical studies, allowing scientists to explore its properties and potential applications in various chemical processes. Its off-white solid form and intermediate role in the synthesis of dibenzazepine derivatives make it a useful tool for researchers in the field.

InChI:InChI=1/C16H14N2O2/c1-20-15-10-11-6-2-4-8-13(11)18(16(17)19)14-9-5-3-7-12(14)15/h2-10H,1H3,(H2,17,19)

Upstream product

• 4698-11-7 10-methoxy-5H-dibenzo[b,f]azepine 
• 917-61-3 sodium isocyanate 
• 39507-06-7 (2-phenylamino-phenyl)-acetic acid methyl ester 
• 353497-31-1 10,11-dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxylic acid methyl ester 
• 805236-74-2 [2-(methoxycarbonyl-phenyl-amino)-phenyl]-acetic acid methyl ester 
• 353497-37-7 10-methoxy-5H-dibenz[b,f]azepine-5-carboxylic acid methyl ester 
• 353497-35-5 2-[(methoxycarbonyl)phenylamino]benzeneacetic acid 
• 731851-94-8 10-methoxy-dibenzo[b,f]azepine-5-carboxylic acid phenyl ester 
• 28721-08-6 10-methoxyiminostilbene carbonyl chloride 
• 590-28-3 potassium cyanate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 3335-98-6 1-phenyl-1,3-dihydro-indol-2-one 
• 232951-82-5 9-fluorenylmethoxycarbonyl isocyanate 

Downstream Products

• 28721-07-5 oxcarbazepine 

Relevant articles and documents

Freezing the Butterfly Motion of Carbamazepine Derivatives

Atropisomeric properties were found in carbamazepine derivatives. The atropisomers of N-acyl and N-thiocarbamoyl derivatives of carbamazepine were isolated, with high stereochemical stability. It has been elucidated that the rotation about the N-C1′ axis around the outer amide N-(C=O) does not coordinate with the rotation of the butterfly-like motion.

AN IMPROVED PROCESS FOR THE PREPARATION OF OXCARBAZEPINE

The present invention relates to an improved process for the preparation of 10-oxo- 10,l l-dihydiO-5H-dibenz[b,fjazepine-5-carboxamide (Oxcarbazepine) by reacting 10-methoxy-5H-dibenz[b,f]azepine (10-methoxyiminostilbene) and alkali metal cyanate in presence of α-hydroxy acids, and also relates to the process for the preparation of carbamazepine from iminostilbene. Further the present invention is directed to the novel crystalline form of 10-methoxy carbamazepine.

Process for the preparation of carboxamide compounds

A process for preparing 5H-dibenz[b,f]azepine-5-carboxamide of the general formula: wherein R1, R2, R3 and R4 are the same or different and can be hydrogen, halogen, nitro, cyano, carboxyl, R, —CO(R), —OCO(R), —O(R), —N(R)2, —CON(R)2, and —COO(R), wherein R is selected from the group consisting of C1-C10 alkyl, C3-C10 cycloalkyl, C2-C10 alkenyl, C5-C10 cycloalkenyl, C2-C10 alkynyl, and C6-C20 aryl, wherein the two A groups of —N(A)2 and —CON(A)2 can be the same or different, and wherein R2 and R3 can together form a bond is provided; the process comprising reacting 5H-dibenz[b,f]azepine of the general formula wherein R1, R2, R3 and R4 have the aforementioned meanings, with one or more alkali or alkaline-earth cyanates and in the presence of one or more unsaturated dicarboxylic acids.