53590-58-2

Basic information

• Product Name: (6-CHLORO-1H-INDOL-2-YL)-METHANOL
• Synonyms: (6-CHLORO-1H-INDOL-2-YL)-METHANOL
• CAS NO: 53590-58-2
• Molecular Formula: C₉H₈ClNO
• Molecular Weight: 181.62
• Mol File: 53590-58-2.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: (6-CHLORO-1H-INDOL-2-YL)-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (6-CHLORO-1H-INDOL-2-YL)-METHANOL(53590-58-2)
• EPA Substance Registry System: (6-CHLORO-1H-INDOL-2-YL)-METHANOL(53590-58-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 53590-58-2(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow solid

Upstream product

• 27034-51-1 ethyl 6-chloro-1H-indole-2-carboxylate 
• 89-59-8 4-chloro-2-nitrotoluene 
• 540523-98-6 3-(4-chloro-2-nitro-phenyl)-2-oxo-propionic acid ethyl ester 
• 16732-75-5 6-chloro-1H-indole-2-carboxylic acid 
• 98081-84-6 6-chloro-2-methoxycarbonylindole 

Downstream Products

• 53590-59-3 6-chloro-1H-indole-2-carbaldehyde 
• 540523-99-7 6-chloro-1-(diphenylmethyl)-1H-indole-2-carbaldehyde 
• 934285-82-2 6-chloro-1-(diphenylmethyl)-2-[(E)-2-nitrovinyl]-1H-indole 
• 540524-01-4 {2-[6-chloro-1-(diphenylmethyl)-1H-indol-2-yl]ethyl}amine 
• 540524-02-5 N-{2-[6-chloro-1-(diphenylmethyl)-1H-indol-2-yl]ethyl}-1-phenylmethanesulfonamide 
• 540524-03-6 methyl 4-{2-[2-{2-[(benzylsulfonyl)amino]ethyl}-6-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate 
• 6127-17-9 6-chloro-2-methyl-1H-indole 
• 1616101-46-2 7-chloro-1,2,4-triphenyl-9H-carbazole 
• 53590-49-1 5-chloro-1H-indole-2-carbaldehyde 

Relevant articles and documents

Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility

Indolecarboxamides are potent but poorly soluble mycobactericidal agents. Here we found that modifying the incipient scaffold by amide-amine substitution and replacing the indole ring with benzothiophene or benzoselenophene led to striking (10-20-fold) im

Addition of a Carbene Catalyst to Indole Aryl Aldehyde Activates a Remote δ-sp2 Carbon for Protonation and Formal [4+2] Reaction

The addition of a carbene catalyst to an indole aryl aldehyde leads to the activation of a remote sp2 carbon that is five atoms away from the catalyst. The unsaturated Breslow intermediate formed between the catalyst and substrate undergoes an internal redox reaction and remote carbon protonation to generate an analogous azolium vinyl enolate intermediate. Subsequent [4+2] reaction with cyclic imine substrates eventually affords multicyclic pyridoindoles as nearly single diastereomers with excellent enantioselectivities.

Concise synthesis of carbazole-1,4-quinones and evaluation of their antiproliferative activity against HCT-116 and HL-60 cells

We report a convenient synthesis of carbazole-1,4-quinone alkaloid koeniginequinones A and B using a tandem ring-closing metathesis with the dehydrogenation reaction sequence under an O2 atmosphere as an important step. Using this method, carbazole-1,4-quinones substituted at the 5-, 6-, 7-, and/or 8-positions have been synthesized. Moreover, 24 compounds, including koeniginequinones A and B, have been evaluated for their antiproliferative activity against HCT-116 and HL-60 cells, and the 6-nitro analog exhibited the most potent activity against both tumor cell types.