259667-87-3

Basic information

• Product Name: 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole
• Synonyms: 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole
• CAS NO: 259667-87-3
• Molecular Weight: 552.763
• Mol File: 259667-87-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole(259667-87-3)
• EPA Substance Registry System: 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole(259667-87-3)

Safety Data

• Hazardous Substances Data: 259667-87-3(Hazardous Substances Data)

Upstream product

• 389571-69-1 3-iodo-5-trifluoromethylaniline 
• 36692-27-0 2-chlorophenylmagnesium bromide 
• 259667-63-5 1-(2-diethylaminoethyl)-6-iodo-4-trifluoromethylisatin 
• 41253-01-4 1-iodo-3-nitro-5-(trifluoromethyl)benzene 
• 98-46-4 3-trifluoromethylnitrobenzene 

Downstream Products

• 259667-89-5 (3S)-3-(2-chlorophenyl)-1-(2-(diethylamino)ethyl)-3-hydroxy-2-oxo-4-(trifluoromethyl)indoline-6-carbonitrile 

Relevant articles and documents

Oxindole derivatives as orally active potent growth hormone secretagogues

A series of substituted oxindole derivatives was synthesized and evaluated for growth hormone (GH) releasing activity using cultured rat pituitary cells. (+)-6-Carbamoyl-3-(2-chlorophenyl)-(2-diethylaminoethyl)- 4-trifluoromethyloxindole (SM-130686, 37S) was found to have potent activity (EC50 = 3.0 nM), while the other enantiomer 37R had reduced activity. The absolute configuration of 37S was confirmed by X-ray crystallographic analysis. Compound 37S showed a good pharmacokinetic profile in rats with 28% oral bioavailability at 10 mg/kg and excellent in vivo activity as evidenced by a significant weight gain after 4 days of oral administration at 10 mg/kg twice a day. Compound 37S displaced the binding of 35S-MK-677 to human GHS-R with an IC50 value of 1.2 ± 0.2 nM.