99614-64-9

Basic information

• Product Name: 1,2,3,9-TETRAHYDRO-9-METHTYL-3-METHYLENE-4H-CARBAZOL-4-ONE
• Synonyms: Ondansetron impurity D (PhEur);Ondansetron Related Compound D (USP);9-Methyl-3-methylene-1,2,3,9-tetrahydro-4H-carbazol-4-one;Ondansetron EP Impurity D;1,2,3,9-TETRAHYDRO-9-METHYL-3-METHYLENE-4H-CARBAZOL-4-ONE;1,2,3,9-TETRAHYDRO-9-METHTYL-3-METHYLENE-4H-CARBAZOL-4-ONE;4H-Carbazol-4-one,1,2,3,9-tetrahydro-9-Methyl-3-Methylene-;Ondansetron HCl EP IMpurity-D (USP RC D)
• CAS NO: 99614-64-9
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.26
• Product Categories: (intermediate of ondansetron);Aromatics;Heterocycles;Impurities;Intermediates
• Mol File: 99614-64-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 394℃
• Flash Point: 192℃
• Appearance: white or almost white power
• Density: 1.18
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.633
• Storage Temp.: 2-8°C
• BRN: 7920329
• CAS DataBase Reference: 1,2,3,9-TETRAHYDRO-9-METHTYL-3-METHYLENE-4H-CARBAZOL-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,9-TETRAHYDRO-9-METHTYL-3-METHYLENE-4H-CARBAZOL-4-ONE(99614-64-9)
• EPA Substance Registry System: 1,2,3,9-TETRAHYDRO-9-METHTYL-3-METHYLENE-4H-CARBAZOL-4-ONE(99614-64-9)

Safety Data

• Hazard Codes: T
• Statements: 25-43
• Safety Statements: 36/37-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 99614-64-9(Hazardous Substances Data)

Usage

Description

1,2,3,9-TETRAHYDRO-9-METHTYL-3-METHYLENE-4H-CARBAZOL-4-ONE is a chemical compound that is identified as an impurity in Ondansetron, a medication used to prevent nausea and vomiting.

Uses

Used in Pharmaceutical Industry:
1,2,3,9-TETRAHYDRO-9-METHTYL-3-METHYLENE-4H-CARBAZOL-4-ONE is used as an impurity in Ondansetron (O655000) for the purpose of understanding and controlling the quality and safety of the medication. This is important to ensure that the drug is effective and free from harmful contaminants.

InChI:InChI=1/C14H13NO/c1-9-7-8-12-13(14(9)16)10-5-3-4-6-11(10)15(12)2/h3-6H,1,7-8H2,2H3

Upstream product

• 50-00-0 formaldehyd 
• 27387-31-1 9-methyl-1,2,3,9-tetrahydro-4H-carbazol-4-one 
• 153139-56-1 3-[(dimethylamino)methyl]-1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one 
• 108-74-7 1,3,5-trimethyl-1,3,5-triazacyclohexane 
• 51-80-9 bis-(dimethylamino)methane 
• 68922-17-8 1,1'-methylenebis(3-methylpiperidine) 
• 102-53-4 bis-(diethylamino)methane 
• 880-09-1 di(N-piperidinyl)methane 
• 110-91-8 morpholine 
• 506-59-2 N,N-dimethylammonium chloride 
• 99614-02-5 ondanserton 
• 603-76-9 1-methylindole 
• 27421-51-8 1-methyl-1H-indole-2-carboxaldehyde 
• 88221-09-4 ethyl 3-(1-methyl-1H-indol-2-yl)acrylate 

Downstream Products

• 99614-02-5 ondanserton 

Relevant articles and documents

C(sp2)-H Bond Multiple Functionalization in Air for Construction of Tetrahydrocarbazoles with Continuous Quaternary Carbons and Polycyclic Diversification

The C(sp2)-H function of indole ketone with diazo compound via a rhodium(II)-catalyzed intramolecular electrophilic trapping reaction under mild conditions in air was demonstrated. The established methodology provided a highly efficient approach for direct synthesis of mutisubstituted tetrahydrocarbazoles with continuous quaternary carbons. The resulting products facilitate further modification to conveniently construct tetrahydrocarbazoles with additional fused heterocyclic rings. By phenotypic screening, several products exhibit good anticancer bioctivities in osteosarcoma cell lines.

Process for preparing 1,2,3,9-tetrahydro-9-methyl-3-methylene-4H-carbazol-4-one and ondansetron therefrom

The present invention provides a rapid, high-yielding process for preparing 1,2,3,9-tetrahydro-9-methyl-3-methylene-4H-carbazol-4-one from 1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one without using a secondary amine as a catalyst, and without using glacial acetic acid as a solvent. The present invention further provides a rapid, high-yielding process for preparing ondansetron from 1,2,3,9-tetrahydro-9-methyl-3-methylene-4H-carbazol-4-one without using alumina as a catalyst.

PROCESS FOR PREPARING 1,2,3,9-TETRAHYDRO-9-METHYL-3-[(2-METHYL-1H-IMIDAZOLE-1-YL)METHYL]-4H-CARBAZOL-4-ONE OR ITS SALT

The present invention provides an improved process for preparing 1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one or its salt, which is useful as an anti-vomiting agent, in a high yield under a mild condition, so as to be favorably applied to a large-scale mass production thereof.