129385-59-7

Basic information

• Product Name: trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one
• Synonyms: (3aR,12bR)-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one;trans-11-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one;trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one;1H-Dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one,11-chloro-2,3,3a,12b-tetrahydro-2-methyl-, (3aR,12bR)-rel-;cis-trans Mixture-11-Chloro-2,3,3a,12b-tetrahydro-2-Methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one;Asenapine pharMaceutical interMediate;Trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-Methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole-1-one;trans-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz-[2,3:6,7]-oxepino-[4,5-c]-pyrrol-1-one (asenapine base)
• CAS NO: 129385-59-7
• Molecular Formula: C₁₇H₁₄ClNO₂
• Molecular Weight: 299.75156
• Mol File: 129385-59-7.mol

Chemical Properties

• Boiling Point: 428.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.311
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• PKA: -0.70±0.20(Predicted)
• CAS DataBase Reference: trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one(129385-59-7)
• EPA Substance Registry System: trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one(129385-59-7)

Safety Data

• Hazardous Substances Data: 129385-59-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
trans-(+/-)-11-Chloro-2,3,3a,12b-tetrahydro-2-methyl-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one is used as a decomposition compound for the development of new potential antipsychotic compounds. Its unique chemical structure and properties make it a promising candidate for further research and development in the pharmaceutical industry.
As a decomposition compound of Org 5222, it may provide valuable insights into the structure-activity relationship of antipsychotic drugs and contribute to the discovery of more effective and safer treatments for mental health disorders. Further research and development are needed to fully understand its potential applications and optimize its therapeutic properties.

Upstream product

• 1012884-46-6 11-chloro-2-methyl-2,3-dihydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one 
• 1180843-77-9 cis-11-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-1-one 
• 912356-05-9 11-chloro-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one 
• 77-78-1 dimethyl sulfate 
• 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 
• 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 

Relevant articles and documents

Preparation method of asenapine intermediate

The invention discloses a preparation method of an asenapine intermediate and belongs to the technical field of synthesis of asenapine intermediates. In the ASP07 preparation process, iodine is added for an initiation reaction, the reaction temperature is controlled to be 40 DEG C or below, inorganic acid is used for neutralization after the reaction is finished, hydrochloric acid and sulfuric acid are preferentially selected, inorganic base is used for a ring-opening reaction in the ASP08 preparation process, potassium hydroxide and sodium hydroxide are preferentially selected, the reaction temperature is 80-90 DEG C, and in the process of preparing the asenapine intermediate, ethanol and methanol are used as refining solvents, so that a high-purity product can be obtained. The asenapine intermediate is mainly applied to atypical antipsychotic drugs.

PROCESS FOR THE PREPARATION OF ASENAPINE MALEATE

The present invention provides a process for the preparation of asenapine maleate of Formula (I), comprising: intra-molecular cyclization of the intermediate of Formula (II) to obtain the intermediate of Formula (III) using aluminium halide.

PROCESS FOR THE PREPARATION OF ASENAPINE INTERMEDIATE

The present invention provides a process for the preparation of the asenapine intermediate of Formula (III) using a magnesium-methanol-acetic acid mixture.

PROCESS FOR THE PREPARATION OF ASENAPINE INTERMEDIATE

The present invention provides a process for the preparation of the asenapine intermediate of Formula (III) using a magnesium-methanol-acetic acid mixture.

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

Disclosed are novel amino acid derivatives of formula (I) and (II) processes for the preparation thereof, and their use in the preparation of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino-[4,5-c]pyrrole.

Physico-chemical properties and stability of trans-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H- dibenz[2,3:6,7]oxepino[4,5-c]pyrrolidine maleate

The physico-chemical properties 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), a new potential antipsychotic compound, were studied by interpretation of its spectra (UV, IR, NMR, mass), X-ray analysis, thermal properties, solubilities and partition coefficient. Analytical methods such as GLC and TLC were developed for use in stability tests. Crystalline Org 5222 was shown to be stable with respect to heat. Only excessive exposure to light was shown to induce degradation of crystalline Org 5222. In solutions of pH 1, 4 and 7 only slight degradation was observed at high temperature or after exposure to light.