890655-08-0

Basic information

• Product Name: Cetilistat Intermediate
• Synonyms: Cetilistat Intermediate;2-hexadecyloxycarbonyl-amino-5-methyl-benzoic acid
• CAS NO: 890655-08-0
• Molecular Formula: C₂₅H₄₁NO₄
• Molecular Weight: 419.59734
• Mol File: 890655-08-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 512.5±43.0 °C(Predicted)
• Appearance: /
• Density: 1.035±0.06 g/cm3(Predicted)
• PKA: 3.77±0.36(Predicted)
• CAS DataBase Reference: Cetilistat Intermediate(CAS DataBase Reference)
• NIST Chemistry Reference: Cetilistat Intermediate(890655-08-0)
• EPA Substance Registry System: Cetilistat Intermediate(890655-08-0)

Safety Data

• Hazardous Substances Data: 890655-08-0(Hazardous Substances Data)

Usage

Description

Cetilistat Intermediate is a chemical compound that serves as a key intermediate in the synthesis of the pharmaceutical drug cetilistat, a medication designed for weight loss. It is an essential component in the manufacturing process of cetilistat, contributing significantly to the drug's effectiveness as a weight management treatment.

Uses

Used in Pharmaceutical Industry:
Cetilistat Intermediate is used as a crucial component in the production of cetilistat, a weight loss medication. It plays a significant role in the development of this medication, ensuring its effectiveness in managing weight.
Cetilistat Intermediate is used as an intermediate in the synthesis of cetilistat for its weight loss properties, as it inhibits the enzyme lipase, which is responsible for breaking down dietary fat in the intestine. This inhibition prevents the absorption of fat, thereby aiding in weight reduction.

Upstream product

• 2941-78-8 2-Amino-5-methylbenzoic acid 
• 1602765-10-5 1-hexadecyloxycarbonylimidazole 
• 36653-82-4 1-Hexadecanol 
• 26272-90-2 cetyl chloroformate 
• 201230-82-2 carbon monoxide 

Downstream Products

• 282526-98-1 2-hexadecyloxy-6-methyl-4-chloro-1-benzoxazin-4-one 

Relevant articles and documents

NOVEL PROCESSES FOR THE PREPARATION OF 2-OXY-BENZOXAZINONE DERIVATIVES

Provided herein are novel, commercially viable and industrially advantageous processes for the preparation of 2-hexadecyloxy-6-methyl-4H-3,1-benzoxazin-4-one, and its intermediates, in high yield and purity.

Preparation method of cetilistat

The invention discloses a preparation method of cetilistat; the method has the advantages of concise process, easily obtained raw materials, and mild reaction conditions, and is suitable for industrialized production. According to a reaction route, 2-amino-5-methyl benzoic acid and hexadecyl chloroformate serve as starting raw materials, firstly, amino acylation is carried out, an intermediate is purified, then cyclization is carried out, and the target compound is obtained through a two-step reaction.

Method for preparing cetilistat

The invention provides a method for preparing cetilistat. According to the method, 2-amidogen-5-methyl benzoic acid is adopted as an initial raw material, under existence of pyridine, the 2-amidogen-5-methyl benzoic acid reacts with chlorine acid cetyl alcohol ester in the first place, a midbody 2-(((hexadecane oxygroup) carbonyl) amidogen)-5-methyl benzoic acid is obtained, then dehydrogenation cyclization reagent is utilized to obtain the cetilistat, and the feeding sequence in step 1 is the 2-amidogen-5-methyl benzoic acid, alkali and the chlorine acid cetyl alcohol ester in sequence. The method has the remarkable advantages that the route is simple, operation is less, atom economy is better than that of other routes, and the cetilistat is suitable for large-scale production; the purity of the cetilistat at the reaction endpoint is larger than 98%, and through simple postprocessing, a final product which meets medical standards can be obtained, wherein the purity is larger than 99.5%, and the single impurity is smaller than 0.1%; the utilized solvent including dichloromethane and pyridine can be recycled for mechanical application, and the method is environmentally friendly.