178469-71-1

Basic information

• Product Name: N-(4,6-Dimethyl-1-pentyl-2,3-dihydro-1H-indol-7-yl)-2,2-dimethylpropionamide
• Synonyms: KY-455
• CAS NO: 178469-71-1
• Molecular Formula: C₂₀H₃₂N₂O
• Molecular Weight: 316.49084
• Mol File: 178469-71-1.mol

Chemical Properties

• CAS DataBase Reference: N-(4,6-Dimethyl-1-pentyl-2,3-dihydro-1H-indol-7-yl)-2,2-dimethylpropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4,6-Dimethyl-1-pentyl-2,3-dihydro-1H-indol-7-yl)-2,2-dimethylpropionamide(178469-71-1)
• EPA Substance Registry System: N-(4,6-Dimethyl-1-pentyl-2,3-dihydro-1H-indol-7-yl)-2,2-dimethylpropionamide(178469-71-1)

Safety Data

• Hazardous Substances Data: 178469-71-1(Hazardous Substances Data)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 75948-77-5 4,6-dimethyl-1H-indole 
• 288458-50-4 4,6-dimethylindoline 
• 131880-74-5 N-acetyl-4,6-dimethylindoline 
• 178469-86-8 1-acetyl-5-bromo-4,6-dimethylindoline 
• 178469-87-9 5-bromo-4,6-dimethyl-7-nitroindoline 
• 189200-24-6 N-acetyl-5-bromo-4,6-dimethyl-7-nitroindoline 

Relevant articles and documents

Bioavailable acyl-CoA : Cholesterol acyltransferase inhibitor with anti- peroxidative activity: Synthesis and biological activity of novel indolinyl amide and urea derivatives

We synthesized a series of indoline derivatives with an amide or urea moiety and examined their inhibitory effects on acyl-CoA : cholesterol acyltransferase (ACAT) activity, lipid-peroxidation and serum cholesterol levels in experimental animals. Among the derivatives synthesized, a series of N-(1-alkyl-4,6- dimethylindolin-7-yl)-2,2-dimethylpropanamides potently inhibited rabbit intestinal ACAT activity and lipid-peroxidation of rat brain homogenate. The effect on ACAT activity was related to the length of the alkyl chain at the 1-position of indoline. N-(4,b-Dimethyl-1-octylindolin-7- yl)-2,2-dimethylpropanamide hydrochloride (55) showed inhibitory effects on intestinal and hepatic ACAT activity slightly weaker than those of YM-750, and an inhibitory effect on low density lipoprotein (LDL)-peroxidation similar to that of probucol. Compound 55 also reduced serum cholesterol at 10 mg/kg/d in hyperlipidemic rats and 20 mg/kg/d in normolipidemic hamsters. The plasma concentration of 55 reached 716 ng/ml in dogs (10 mg/kg, p.o.), which is an effective concentration against hepatic ACAT activity and LDL- peroxidation. In conclusion, compound 55 is a novel bioavailable ACAT inhibitor with anti-peroxidative activity and is thus a promising anti- atherosclerotic and anti-hyperlipidemic drug. Indoline proved to be a useful pharmacophore for molecular design of new anti-peroxidative drugs.

Heterocyclic derivatives, method of production thereof and pharmaceutical use thereof

Heterocyclic derivatives of the formula (I) STR1 wherein each symbol is as defined in the specification, pharmaceutically acceptable salts thereof and method of producing them. Pharmaceutical compositions containing the heterocyclic derivative or a pharmaceutically acceptable salt thereof, particularly, ACAT inhibitors and lipoperoxidation inhibitors. The heterocyclic derivatives and pharmaceutically acceptable salts thereof of the present invention show superior ACAT inhibitory activity and lipoperoxidation inhibitory activity, and are useful as ACAT inhibitors and hyperlipemia inhibitors. To be specific, they are useful for the prevention and treatment of arteriosclerotic lesions of arteriosclerosis, hyperlipemia and diabetes, as well as ischemic diseases of brain, heart and the like.