3449-48-7

Basic information

• Product Name: 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one
• Synonyms: 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one(SALTDATA: FREE);Carbazol-1(2H)-one, 3,4-dihydro-6-methyl-
• CAS NO: 3449-48-7
• Molecular Formula: C₁₃H₁₃NO
• Molecular Weight: 199.25
• Mol File: 3449-48-7.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 396.7°C at 760 mmHg
• Flash Point: 200.5°C
• Appearance: /
• Density: 1.233g/cm³
• Vapor Pressure: 1.68E-06mmHg at 25°C
• Refractive Index: 1.669
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one(3449-48-7)
• EPA Substance Registry System: 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one(3449-48-7)

Safety Data

• Hazardous Substances Data: 3449-48-7(Hazardous Substances Data)

Usage

General Description

6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one is a chemical compound with the molecular formula C13H15NO. It features in the group of carbazoles, which are heterocyclic organic compounds. Of these, 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one is a specific type of tetrahydrocarbazol, thus indicating its complex ring structure. The functional groups attached to this compound make it reactive and provide it with characteristic chemical properties. The details of its reactivity, uses, or effects, however, aren't broadly documented in literature, suggesting that it is likely used for specialized research or industry functions.

InChI:InChI=1/C13H13NO/c1-8-5-6-11-10(7-8)9-3-2-4-12(15)13(9)14-11/h5-7,14H,2-4H2,1H3

Upstream product

• 64-19-7 acetic acid 
• 2257-17-2 cyclohexane-1,2-dione-mono-p-tolylhydrazone 
• 533-60-8 cyclohexanone-2-ol 
• 539-44-6 N-4-methylphenylhydrazine 
• 1093413-51-4 methyl 2-(6-methyl-1-oxo-2,3,4,9-tetrahydro-1H-carbazol-2-yl)oxoacetate 
• 177352-49-7 (±)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-ol 
• 106-49-0 p-toluidine 
• 23740-64-9 2-morpholinocyclohex-2-enone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 4545-18-0 N'-cyclohexylidene-4-methylbenzene-1-sulfonohydrazide 
• 141091-37-4 2-(cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 89490-05-1 cyclohex-1-enylboronic acid 
• 765-87-7 cyclohexane-1,2-dione 
• 2028-84-4 p-methylbenzenediazonium chloride 

Downstream Products

• 118499-11-9 2-[6-Methyl-2,3,4,9-tetrahydro-carbazol-(1E)-ylideneamino]-butan-1-ol 
• 15932-34-0 5,6-dihydro-8-methyl-4H-pyrazino<3,2,1-j,k>carbazole hydrochloride 
• 121594-02-3 [2-(4-Fluoro-phenoxy)-ethyl]-[6-methyl-2,3,4,9-tetrahydro-carbazol-(1E)-ylidene]-amine 
• 206128-56-5 (+)-6-methyl-1-<(S)-1-phenylethylimino>-1,2,3,4-tetrahydrocarbazole 
• 118499-12-0 1-[6-Methyl-2,3,4,9-tetrahydro-carbazol-(1E)-ylideneamino]-3-phenyl-propan-2-ol 
• 118499-06-2 6-Methyl-1-cyclohexylimino-1,2,3,4-tetrahydrocarbazole 
• 118499-08-4 [6-Methyl-2,3,4,9-tetrahydro-carbazol-(1E)-ylidene]-phenethyl-amine 
• 118499-09-5 (1-Methyl-2-phenyl-ethyl)-[6-methyl-2,3,4,9-tetrahydro-carbazol-(1E)-ylidene]-amine 
• 118499-07-3 [6-Methyl-2,3,4,9-tetrahydro-carbazol-(1E)-ylidene]-(1-phenyl-ethyl)-amine 
• 115174-30-6 1-benzylimino-6-methyl-1,2,3,4-tetrahydrocarbazole 
• 121594-01-2 [6-Methyl-2,3,4,9-tetrahydro-carbazol-(1E)-ylidene]-(2-phenoxy-ethyl)-amine 
• 4630-20-0 3-Methyl-9H-carbazole 
• 1164540-75-3 2-benzylidene-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 156424-66-7 1-hydroxyimino-6-methyl-2,3,4,9-tetrahydro-1H-carbazole 

Relevant articles and documents

Novel synthetic method of pirlindole

The invention belongs to the technical field of medicines, and relates to a synthetic method of pirlindole. According to the method, p-methylphenylhydrazine hydrochloride and 1,2-cyclohexanedione areused as initial raw materials, and conventional methods such as ring closing, condensation, chlorination, alkylation and reduction are carried out to synthesize the pirlindole. The key step of the method comprises ring closing reaction of p-methylphenylhydrazine hydrochloride and 1,2-cyclohexanedione under the action of glacial acetic acid and hydrochloric acid to obtain a key intermediate 6-methyl-2,3,4,9-tetrahydro-1H-carbazole-1-one. The method has the advantages of high yield, cheap and easily available raw materials and lower reaction cost, and is suitable for industrial production.

Design, synthesis and evaluation of hybrid of tetrahydrocarbazole with 2,4-diaminopyrimidine scaffold as antibacterial agents

Several 6-substituted tetrahydrocarbazole derivatives were designed, synthesized and evaluated for the antibacterial activities against Staphylococcus aureus Newman strain. Subsequently, 2,4-diaminopyrimidine scaffold was merged with the tetrahydrocarbazole unit to generate a series of novel hybrid derivatives and the antibacterial activities were also investigated. Among these novel hybrids, compound 12c showed the most potent activity with a MIC of 0.39–0.78 μg/mL against S. aureus Newman and Escherichia coli AB1157 strain. In addition, compound 12c exhibited low MIC values against a panel of multidrug-resistant strains of S. aureus.

Synthesis of substituted tetrahydron-1H-carbazol-1-one and analogs via PhI(OCOCF3)2-mediated oxidative C-C bond formation

A variety of tetrahydro-1H-carbazol-1-ones and analogs were conveniently synthesized from the reaction of the corresponding 2-(phenylamino)cyclohex-2- enone with hypervalent iodine reagent PhI(OCOCF3)2 (PIFA), through a direct intramolecular oxidative C(sp2)-C(sp2) bond formation. This approach realized the construction of the biologically important tetrahydro-1H-carbazol-1-one and tetrahydrocyclohepta[b]indol-6(5H)- one skeletons. The mechanism of the process was proposed and briefly discussed.