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 
• 2257-17-2 cyclohexane-1,2-dione-1-p-tolylhydrazone 
• 637-60-5 p-tolylhydrazine hydrochloride 
• 765-87-7 cyclohexane-1,2-dione 
• 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 
• 106-49-0 p-toluidine 
• 23740-64-9 2-morpholinocyclohex-2-enone 
• 177352-49-7 (±)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-ol 

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 
• 121593-93-9 (6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-(2-phenoxy-ethyl)-amine 
• 121593-94-0 [2-(4-Fluoro-phenoxy)-ethyl]-(6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-amine 

Relevant articles and documents

Copper-catalyzed tri- or tetrafunctionalization of alkenylboronic acids to prepare tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles

We describe a cascade strategy for tri- or tetrafunctionalization of alkenylboronic acids to prepare diverse tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles in good yields withN-hydroxybenzotriazin-4-one (HOOBT) and arylhydrazines as oxygen and nitrogen sources, respectively. Mechanistic studies reveal that the domino reaction undergoes the copper-catalyzed Chan-Lam reaction, [2,3]-rearrangement, nucleophilic substitution, oxidation and sequential [3,3]-rearrangement over five steps in a one-pot reaction. The reaction shows a broad substrate scope and tolerates a wide range of functional groups. More importantly, the reaction is easily performed at gram scales and the product is purified by simple extraction, washing, and recrystallization without flash column chromatography. The present protocol features easily available starting materials, high site-marked functionalization, five-step cascade in one pot, multiple C-C/C-O/C-N bond formation, and diversity of indole motifs.

First-generation structure-activity relationship studies of 2,3,4,9-tetrahydro-1H-carbazol-1-amines as CpxA phosphatase inhibitors

Genetic activation of the bacterial two-component signal transduction system, CpxRA, abolishes the virulence of a number of pathogens in human and murine infection models. Recently, 2,3,4,9-tetrahydro-1H-carbazol-1-amines were shown to activate the CpxRA

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.