123040-79-9

Basic information

• Product Name: 6-Chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxanine-8-carboxylic acid
• Synonyms: 6-chloro-3,4-dihydro-4-methyl-3-oxo-2h-1,4-benzoxanine-8-carboxylic acid;6-CHLORO-3,4-DIHYDRO-4-METHYL-3-OXO-2H-1,4-BENZOXAZINE-8-CARBOXYLIC ACID;2H-1,4-BENZOXANINE-8-CARBOXYLICACID-6-CHLORO-3,4-DIHYDRO-4-METHYL-3-OXO-;6-Chloro-3,4-dihydro-4-methyl-;6-Chloro-3,4-dihydro-4-methyl-3-oxo-2h-1,4-benzoxazine-8-aarboxylicacid;6-Chloro-3,4-dihydro-4-methyl-3-oxo-(9Cl). 2H-1,4-benzoxazine-8-carboxylic acid;2H-1,4-BENZOXANINE-8-CARBOXYLICACID-6-CHLORO-3,4-DIHYDRO-4-METHYL-3-OXO-,=99%;6-Chloro-3,4-dihydro-4-methyl-3-oxy-2H-1,4-benzoxazine-8-carboxylic acid
• CAS NO: 123040-79-9
• Molecular Formula: C₁₀H₈ClNO₄
• Molecular Weight: 241.62782
• EINECS: 1533716-785-6
• Product Categories: Intermediate of azasetron hcl
• Mol File: 123040-79-9.mol

Chemical Properties

• Melting Point: 241-243°C
• Boiling Point: 556 °C at 760 mmHg
• Flash Point: 290 °C
• Appearance: /
• Density: 1.516
• Vapor Pressure: 3.39E-13mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.70±0.20(Predicted)
• CAS DataBase Reference: 6-Chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxanine-8-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxanine-8-carboxylic acid(123040-79-9)
• EPA Substance Registry System: 6-Chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxanine-8-carboxylic acid(123040-79-9)

Safety Data

• Hazardous Substances Data: 123040-79-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid is used as a potential pharmaceutical compound for its possible involvement in the development of anti-microbial or anti-inflammatory drugs. The benzoxazine moiety and the carboxylic acid group present in the compound may enable it to form chemical interactions with biological targets, contributing to its therapeutic effects.
Further studies and characterization are required to explore the specific properties and potential applications of 6-Chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid in the pharmaceutical field, as well as to determine its safety and efficacy.

InChI:InChI=1/C10H8ClNO4/c1-12-7-3-5(11)2-6(10(14)15)9(7)16-4-8(12)13/h2-3H,4H2,1H3,(H,14,15)

Upstream product

• 141761-83-3 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid methyl ester 
• 4068-78-4 methyl 5-chloro-2-hydroxybenzoate 
• 5043-81-2 3-amino-5-chloro-2-hydroxybenzoic acid methyl ester 
• 123040-75-5 methyl 6-chloro-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylate 
• 5043-79-8 5-chloro-2-hydroxy-3-nitrobenzoic acid methyl ester 

Downstream Products

• 141762-06-3 6-Chloro-4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid (1-benzyl-piperidin-4-yl)-amide 
• 141762-05-2 6-Chloro-4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid (1-benzyl-piperidin-3-yl)-amide 
• 123040-50-6 6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid chloride 
• 123040-69-7 azasetron 

Relevant articles and documents

Novel preparation method of azasetron hydrochloride

The invention provides a novel preparation method of azasetron hydrochloride, belonging to the technical field of medicine synthesis. According to the method, methyl 5-chlorosalicylate is used as a raw material; after acetic anhydride nitrification and stannous chloride reduction at room temperature, dimethyl carbonate is used as a methylation reagent, and an intermediate V (6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid methyl ester) is synthesized by adopting a one-pot method; the intermediate V is hydrolyzed to obtain 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-formic acid (VI); and the compound reacts with free 3-aminoquinuclidine dihydrochloride for 1 h under the catalysis of TBTU to form a salt so as to obtain I (azasetron hydrochloride). According to the method, the yield of each step is high; aftertreatment is simple; the reaction time of each step is short; conditions are mild; low-toxicity environment-friendly reagents are adopted; energy consumption is reduced; cost is saved; and industrial production is better facilitated.

A hydrochloric acid arab League grips Si Qiong method for the preparation of

The invention discloses a method for preparing azasetron hydrochloride. The method comprises the following steps: hydrolyzing 6-chloro-4-methyl-3-oxo-3,4- dihydro-2H-1,4-benzoxazine-8-carboxylic acid methyl ester which serves as an initial material to prepare carboxylic acid; condensing with 2,2'-dibenzothiazyl disulfide under the action of triethylamine and triethyl phosphite to prepare active ester of carboxyl-2-benzothiazolyl thioester; directly condensing with a 3-aminoquinuclidine alkaline aqueous solution without separation, and salifying to prepare the azasetron hydrochloride. The method can be used for avoiding multiple steps of reaction and pollution to environment, has mild reaction condition and relatively high yield, and is suitable for industrialization.

A method for synthesizing arab League grips Si Qiong hydrochloric acid

The invention relates to new path azasetron hydrochloride, and belongs to the technical field of medicine. The method comprises the steps of taking 6-chlorine-4-methyl-3-keto-3,4-dihydro-2H-1,4-benzoxazine-8-methyl formate as a raw starting material, hydrolyzing into 6-chlorine-4-methyl-3-keto-3,4-dihydro-2H-1,4-benzoxazine-8-formic acid in an alcohol-alkali aqueous solution, activating carboxylic acid with TBTU (O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate), condensing with 3-aminoquinuclidine dihydrochloride directly, and finally salifying with concentrated hydrochloric acid to prepare azasetron hydrochloride. According to the method, TBTU serves as a condensing reagent, so that the reaction steps are simplified, pollution to an environment and equipment is reduced, aftertreatment is more convenient, later purification is easier, and industrial production of a product is facilitated further.

Synthesis and pharmacology of 3,4-dihydro-3-oxo-1,4-benzoxazine-8-carboxamide derivatives, a new class of potent serotonin-3 (5-HT3) receptor antagonists

A series of 3,4-dihydro-3-oxo-1,4-benzoxazine-8-carboxamide derivatives was synthesized and evaluated for serotonin-3 (5-HT3) receptor antagonistic activity assessed by their ability to antagonize the von Bezold-Jarish (BJ) effect in rats. Derivatives bearing 1-azabicyclo[2.2.2]oct-3-yl moiety as a basic function attached to the carboxamide at position 8 showed more potent antagonistic activity than those bearing the other three basic moieties. Structure activity relationships of this series showed that methyl and chloro groups were more effective as substituents at positions 4 and 6, respectively. The representative compound 15 (Y-25130) in this series showed potent antagonistic activity on the BJ effect (ED50 = 1.3 μg/kg i.v.), high affinity for 5-HT3 receptor (K(i) = 2.9 nM) and complete protection against cisplatin-induced emesis in dogs at a dose of 0.1 mg/kg i.v.