88368-12-1

Basic information

• Product Name: 6-fluoro-1,2,3,9-tetrahydro-4H-carbazol-4-one
• CAS NO: 88368-12-1
• Molecular Formula: C₁₂H₁₀FNO
• Molecular Weight: 203.2123
• Mol File: 88368-12-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 389.5°C at 760 mmHg
• Flash Point: 189.3°C
• Density: 1.36g/cm³
• Vapor Pressure: 2.85E-06mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: 6-fluoro-1,2,3,9-tetrahydro-4H-carbazol-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-fluoro-1,2,3,9-tetrahydro-4H-carbazol-4-one(88368-12-1)
• EPA Substance Registry System: 6-fluoro-1,2,3,9-tetrahydro-4H-carbazol-4-one(88368-12-1)

Safety Data

• Hazardous Substances Data: 88368-12-1(Hazardous Substances Data)

Usage

Classification

Fluoro-substituted tetrahydrocarbazole derivative

Organic compound

Carbazoles

Pharmacological activities

Potential drug candidate for disease treatment
Valuable target for medicinal chemistry research

Potential applications

Development of pharmaceuticals and biologically active molecules

Fluoro-derivative substitution

Imparts specific chemical and biological properties
Interest for further study and potential applications in various fields

Upstream product

• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 504-02-9 1,3-cylohexanedione 
• 61272-76-2 4-fluoro-2-iodoaniline 
• 371-14-2 4-fluorophenylhydrazine 
• 1373402-33-5 3-amino-2-(3-fluorophenyl)cyclohex-2-enone 
• 371-40-4 4-fluoroaniline 
• 191089-78-8 3-((4-fluorophenyl)amino)cyclohexyl-2-enone 

Downstream Products

• 88368-25-6 dihydro-6,7 fluoro-10 5H-pyrimidino<5,4-c>carbazole 
• 329728-80-5 6-fluoro-9-(4-fluorobenzyl)-1,2,3,9-tetrahydrocarbazol-4-one 
• 110728-61-5 6-fluoro-9-methyl-1,2,3,9-tetrahydrocarbazol-4-one 
• 329728-77-0 9-benzyl-6-fluoro-1,2,3,9-tetrahydro-4H-carbazol-4-one 
• 1166850-10-7 C₂₁H₂₁FN₂ 
• 1166850-16-3 C₂₂H₂₃FN₂ 
• 1166850-18-5 C₂₂H₂₃FN₂O 
• 1166850-17-4 C₂₁H₂₀F₂N₂ 
• 1166850-19-6 C₂₂H₂₀F₄N₂ 
• 1166846-44-1 9-fluoro-2-methyl-6-(2-phenylethyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole 
• 1166846-51-0 2-methyl-6-[2-(4-methylphenyl)ethyl]-9-fluoro-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole 
• 1166846-90-7 C₂₂H₂₅FN₂O 
• 1166846-89-4 C₂₁H₂₂F₂N₂ 
• 1166846-91-8 C₂₂H₂₂F₄N₂ 

Relevant articles and documents

Investigating 1,2,3,4,5,6-hexahydroazepino[4,3-b]indole as scaffold of butyrylcholinesterase-selective inhibitors with additional neuroprotective activities for Alzheimer's disease

Due to the role of butyrylcholinesterase (BChE)in acetylcholine hydrolysis in the late stages of the Alzheimer's disease (AD), inhibitors of butyrylcholinesterase (BChE)have been recently envisaged, besides acetylcholinesterase (AChE)inhibitors, as candidates for treating mild-to-moderate AD. Herein, synthesis and AChE/BChE inhibition activity of some twenty derivatives of 1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (HHAI)is reported. Most of the newly synthesized HHAI derivatives achieved the inhibition of both ChE isoforms with IC50s in the micromolar range, with a structure-dependent selectivity toward BChE. Apparently, molecular volume and lipophilicity do increase selectivity toward BChE, and indeed the N2-(4-phenylbutyl)HHAI derivative 15d, which behaves as a mixed-type inhibitor, resulted the most potent (IC50 0.17 μM)and selective (>100-fold)inhibitor toward either horse serum and human BChE. Moreover, 15d inhibited in vitro self-induced aggregation of neurotoxic amyloid-β (Aβ)peptide and displayed neuroprotective effects in neuroblastoma SH-SY5Y cell line, significantly recovering (P 1-42 and hydrogen peroxide insults. Overall, this study highlighted HHAI as useful and versatile scaffold for developing new small molecules targeting some enzymes and biochemical pathways involved in the pathogenesis of AD.

A catalyst free synthesis of 8, 9, 11-trihalo-5H-benzofuro[3,2-c]carbazol-10-ols

8, 9, 11-Trichloro-5H-benzofuro[3,2-c]carbazol-10-ol analogues have been synthesized by treating 2,3-dihydro-1H-carbazol-4(9H)-one with chloranil/fluoranil without any catalyst and is found to be applicable across a range of carbazolone substrates. A possible mechanism has been proposed.

Synthesis of carbazolones and 3-acetylindoles via oxidative C-N bond formation through PIFA-mediated annulation of 2-aryl enaminones

A series of carbazolone derivatives and 3-acetylindoles have been achieved via PIFA-mediated intramolecular cyclization of 2-aryl enaminones. This process allows the N-moiety on the side-chain to be annulated to the benzene ring via the metal-free oxidative aromatic C-N bond formation.