136694-18-3

Basic information

• Product Name: 1H-Indole-2-propanoic acid, 1-[(4-chlorophenyl)Methyl]-3-[(1,1-diMethylethyl)thio]-α,α-diMethyl-5-(2-quinolinylMethoxy)-, Methyl ester
• Synonyms: 1H-Indole-2-propanoic acid, 1-[(4-chlorophenyl)Methyl]-3-[(1,1-diMethylethyl)thio]-α,α-diMethyl-5-(2-quinolinylMethoxy)-, Methyl ester;methyl 3-(3-(tert-butylthio)-1-(4-chlorobenzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl)-2,2-dimethylpropanoate
• CAS NO: 136694-18-3
• Molecular Formula: C₃₅H₃₇ClN₂O₃S
• Molecular Weight: 601.19788
• Mol File: 136694-18-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 723.8±60.0 °C(Predicted)
• Appearance: /
• Density: 1.18±0.1 g/cm3(Predicted)
• PKA: 3.81±0.48(Predicted)
• CAS DataBase Reference: 1H-Indole-2-propanoic acid, 1-[(4-chlorophenyl)Methyl]-3-[(1,1-diMethylethyl)thio]-α,α-diMethyl-5-(2-quinolinylMethoxy)-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-propanoic acid, 1-[(4-chlorophenyl)Methyl]-3-[(1,1-diMethylethyl)thio]-α,α-diMethyl-5-(2-quinolinylMethoxy)-, Methyl ester(136694-18-3)
• EPA Substance Registry System: 1H-Indole-2-propanoic acid, 1-[(4-chlorophenyl)Methyl]-3-[(1,1-diMethylethyl)thio]-α,α-diMethyl-5-(2-quinolinylMethoxy)-, Methyl ester(136694-18-3)

Safety Data

• Hazardous Substances Data: 136694-18-3(Hazardous Substances Data)

Usage

Uses

This product is Informer compound X18 of the Aryl halide chemistry informer library developed by chemists at Merck & Co., Inc., Kenilworth, NJ, U.S.. Inc., Kennilworth, NJ, U.S., which contains 18 drug-like molecules representative of those encountered in complex synthesis. By screening a new reaction against the Informer Library, chemists can directly compare and analyse a reaction′s successes and shortcomings among different methods and various research teams. It may also be used to facilitate deeper method development for performance or utility.

Upstream product

• 5632-15-5 quinolin-2-ylmethylbromide 
• 136694-17-2 methyl 3-[1-(4-chlorobenzyl)-3-(1,1-dimethylethylthio)-5-hydroxyindol-2-yl]-2,2-dimethylpropionate 
• 133166-04-8 1-(4-chlorophenylmethyl)-1-(4-(quinolin-2-ylmethoxy)phenyl)hydrazine 
• 3747-74-8 2-(chloromethyl)quinoline monohydrochloride 
• 584-08-7 potassium carbonate 

Downstream Products

• 133166-00-4 methyl 3-[N-(4-chlorobenzyl)-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate 
• 155813-00-6 (+/-) methyl 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-[1-(quinolin-2-yl)ethoxy]indol-2-yl]-2,2-dimethylpropanoate 
• 136668-42-3 quiflapon 

Relevant articles and documents

Substituted indoles as potent and orally active 5-lipoxygenase activating protein (FLAP) inhibitors

This paper reports on the SAR investigation of inhibitors of 5- lipoxygenase activating protein (FLAP) based on MK-0591. Emphasis was made on modifications to the nature of the link between the indole and the quinoline moieties, to the substitution pattern around the two heterocycles and to possible replacements of the quinoline moiety. Lead optimization culminated in (3-[1-(4-chlorobenzyl)-3-(t-butylthio)-5-(pyridin-2-ylmethoxy)-indol-2- yl]-2,2-dimethylpropanoic acid (18k), as a potent inhibitor of leukotriene biosynthesis that is well absorbed and active in functional models.

(Quinolin-2-ylmethoxy)indole/cyclodextrin complex

A complex of cyclodextrin and 3-[N-(p-chlorobenzyl)-3-(t-buthylthio)-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoic acid, sodium salt is more soluble in water than the sodium salt alone. The complex is useful as an anti-asthmatic, anti-allergic

(Quinolin-2-ylmethoxy)indoles as inhibitors of the biosynthesis of leukotrienes

Compounds having the formula I: STR1 are inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating diarrhea, hypertension, angina, platelet aggregation, cerebral spasm, premature labor, spontaneous abortion, dysmenorrhea, and migraine.