23746-99-8

Basic information

• Product Name: 1H-Indol-3-amine, 5-chloro-2-phenyl-
• CAS NO: 23746-99-8
• Molecular Formula: C14H11ClN2
• Molecular Weight: 242.708
• Mol File: 23746-99-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Indol-3-amine, 5-chloro-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indol-3-amine, 5-chloro-2-phenyl-(23746-99-8)
• EPA Substance Registry System: 1H-Indol-3-amine, 5-chloro-2-phenyl-(23746-99-8)

Safety Data

• Hazardous Substances Data: 23746-99-8(Hazardous Substances Data)

Upstream product

• 105492-08-8 5-chloro-3-nitroso-2-phenyl-indole 
• 85936-40-9 5-chloro-3-nitro-2-phenyl-1H-indole 
• 23746-76-1 5-chloro-2-phenylindole 

Downstream Products

• 126193-39-3 1-Benzoyl-3-(5-chloro-2-phenyl-1H-indol-3-yl)-thiourea 
• 117844-43-6 1-(5-Chloro-2-phenyl-1H-indol-3-yl)-3-phenyl-thiourea 
• 136230-06-3 C₁₅H₁₃ClN₄S 
• 113802-60-1 5-chloro-3-hydrazino-2-phenylindole 
• 936243-95-7 N,N'-bis-Boc-N''-(5-chloro-2-phenyl-1H-indol-3-yl)guanidine 
• 83506-48-3 5-Chloro-2-phenylindole-3-semicarbazide 
• 113802-64-5 5-chloro-3-(N²-formyl)hydrazino-2-phenylindole 
• 113802-72-5 ethyl 5-chloro-2-phenylindole-3-carbazate 
• 136230-10-9 C₂₂H₁₇ClN₄S 
• 136230-22-3 (5-Chloro-2-phenyl-1H-indol-3-yl)-[5-phenyl-3H-[1,3,4]thiadiazol-(2Z)-ylidene]-amine 
• 136230-26-7 (5-Chloro-2-phenyl-1H-indol-3-yl)-[5-(4-chloro-phenyl)-3H-[1,3,4]thiadiazol-(2Z)-ylidene]-amine 
• 136230-14-3 C₂₂H₁₆Cl₂N₄S 
• 136230-30-3 (5-Chloro-2-phenyl-1H-indol-3-yl)-[5-(4-methoxy-phenyl)-3H-[1,3,4]thiadiazol-(2Z)-ylidene]-amine 
• 136230-18-7 C₂₃H₁₉ClN₄OS 

Relevant articles and documents

Design, synthesis, and biological evaluation of substituted-N-(thieno[2,3-b]pyridin-3-yl)-guanidines, N-(1H-pyrrolo[2,3-b]pyridin-3-yl)-guanidines, and N-(1H-indol-3-yl)-guanidines

Sulfonylureas stimulate insulin secretion independent of the blood glucose concentration and therefore cause hypoglycemia in type 2 diabetic patients. Over the last years, a number of aryl-imidazoline derivatives have been identified that stimulate insulin secretion in a glucose-dependent manner. In the present study, we have developed three series of substituted N-(thieno[2,3-b]pyridin-3-yl)-guanidine (2a-l), N-(1H-pyrrolo[2,3-b]pyridin-3-yl)-guanidine (3a-l), and N-(1H-indol-3-yl)-guanidine (4a-l) as new class of antidiabetic agents. In vitro glucose-dependent insulinotropic activity of test compounds 2a-l, 3a-l, and 4a-l was evaluated using RIN5F (Rat Insulinoma cell) based assay. All the test compounds showed concentration-dependent insulin secretion, only in presence of glucose load (16.7 mmol). Some of the test compounds (2c, 3c, and 4c) from each series were found to be equipotent to BL 11282 (standard aryl-imidazoline), which indicated that the guanidine group acts as a bioisostere of imidazoline ring system.

Synthesis and Reactions of 2-Phenylindol-3-ones

2-Phenyl-3-aminoindoles (2a-d) have been synthesised and converted into the corresponding 2-phenylindol-3-ones (4a-d), which on reaction with o-phenylenediamine (5a,b) and nitrostyrene give 9-substituted 5H-5a,6-dihydro-5a-phenylindoloquinoxalines