128915-56-0

Usage

Uses

Used in Pharmaceutical Research:
N-DesMethyl Asenapine-d4 is used as a research tool for the development and optimization of analytical methods and techniques. It aids in the identification, quantification, and monitoring of Asenapine and its metabolites in biological samples, such as blood, plasma, and urine.
Used in Drug Metabolism Studies:
N-DesMethyl Asenapine-d4 is employed as a stable isotope-labeled internal standard in mass spectrometry-based assays. It helps in the accurate measurement of Asenapine and its metabolites, ensuring the reliability and reproducibility of the results.
Used in Schizophrenia and Bipolar Disorder Treatment:
N-DesMethyl Asenapine-d4 is used as a metabolite of Asenapine, which is an atypical antipsychotic medication. It contributes to the therapeutic effects of Asenapine in the treatment of schizophrenia and acute mania associated with bipolar disorder.
Used in Drug Development:
N-DesMethyl Asenapine-d4 is utilized in the preclinical and clinical stages of drug development. It helps researchers understand the metabolic pathways, pharmacokinetics, and pharmacodynamics of Asenapine, which is crucial for the optimization of drug dosages and treatment regimens.

Upstream product

• 65576-45-6 asenapine 
• 70958-20-2 5-chloro-2-phenoxyphenylacetic acid 
• 70958-18-8 5-chloro-2-phenoxyacetophenone 
• 912356-02-6 8-chloro-dibenz[b,f]oxepin-10-carboxylic acid methyl ester 
• 1141493-78-8 (5-chloro-2-phenoxy-phenyl)-acetic acid methyl ester 
• 912356-01-5 (E and Z)-2-(5-chloro-2-phenoxy-phenyl)-3-hydroxy-acrylic acid methyl ester 
• 108-95-2 phenol 
• 2476-37-1 2,5-dichloroacetophenone 
• 85650-56-2 trans-5-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz<2,3:6,7>oxepino<4,5-c>pyrrolidine maleate 

Downstream Products

• 65576-45-6 asenapine 
• 1217729-73-1 [(13)CD3]-asenapine 
• 1391745-10-0 [(13)CD3]-2-((3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-tetrahydro-2H-pyran-2-yl)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro1-H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol 

Relevant academic research and scientific papers

Processes for the preparation of 5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole

This invention provides improved processes for the preparation of 5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole, asenapine. These processes allow the preparation of asenapine at industrial scale in good yields and high stereoselectivity.

The syntheses of radiolabelled Org 5222 and its main metabolites Org 30526

The syntheses of trans-5-chloro-2,3,3a-12b-tetrahydro-2-methyl-1H-dibenz [2,3:6,7]oxepino[4,5-c]pyrrole (Org 5222), a potential antipsychotic compound, labelled with 3H, 14C and 36C1 and trans-5-chloro-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]-oxepino[4,5-c] pyrrole (Org 30526) labelled with 3H are described. 3H-labelled Org 5222 of low specific activity was prepared by a base catalyzed exchange with tritiated water of an amide precursor, 3H-labelled Org 5222 with a high specific activity by a catalytic reductive dehalogenation. 3H-labelled Org 30526 was prepared both by demethylation of 3H-Org 5222 and by catalytic reductive iodination of 11-iodo-Org 30526. 14C-labelled Org 5222 was synthesized in 6 steps using 14C-sarcosine as starting material. 36C1-labelled Org 5222 was prepared by diazotation reaction in the presence of H36C1.

Biotransformation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H- dibenz[2,3:6,7]oxepino[4,5-c]pyrrolidine maleate in rats

The metabolism of trans-5-chloro-2-methyl-2,3,3a-12b-tetrahydro-1H- dibenz[2,3:6,7]oxepino[4,5-c]pyrrolidine maleate (Org 5222) labelled with [3H] or [14C] was investigated in Wistar rats. Metabolites were identified by mass spectrometry, 13C- and 1H-NMR analysis, IR spectroscopy and, wherever possible, by comparison with authentic reference compounds. The metabolites found in plasma, bile, faeces and urine revealed the processes of metabolism in which Org 5222 underwent oxidation to yield an N-oxide existing in two diastereoisomeric forms, or N-demethylation to yield a demethyl metabolite. A novel metabolite was found in bile viz. a carbamate glucuronide, formed from an intermediate carbamic acid, derived from the addition of CO2 to the demethyl metabolite.