21244-13-3

Basic information

• Product Name: Benzeneheptanoic acid, 4-methoxy-
• CAS NO: 21244-13-3
• Molecular Formula: C14H20O3
• Molecular Weight: 236.311
• Mol File: 21244-13-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzeneheptanoic acid, 4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneheptanoic acid, 4-methoxy-(21244-13-3)
• EPA Substance Registry System: Benzeneheptanoic acid, 4-methoxy-(21244-13-3)

Safety Data

• Hazardous Substances Data: 21244-13-3(Hazardous Substances Data)

Upstream product

• 14113-01-0 Ethyl hydrogen suberate 
• 2050-23-9 diethyl suberate 
• 93296-09-4 4-methoxyphenylzinc chloride 
• 505-48-6 octane-1,8-dioic acid 
• 124-38-9 carbon dioxide 
• 23464-45-1 6-(4-methoxyphenyl)-hexyl bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 50889-29-7 (5-carboxypentyl)triphenylphosphonium bromide 
• 4224-70-8 6-bromohexanoic acid 
• 21244-11-1 7-(4-methoxy-phenyl)-7-oxo-heptanoic acid 

Downstream Products

• 190592-73-5 7-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)heptan-1-one 
• 107228-94-4 cis-7-(4-hydroxycyclohexyl)heptanoic acid 
• 107228-92-2 trans-7-(4-hydroxycyclohexyl)heptanoic acid 
• 107228-84-2 bis<7-(4-acetoxyphenyl)heptanoyl> peroxide 
• 107228-72-8 6-<6-(4-acetoxyphenyl)hexyl>-2,3-dimethoxy-5-methyl-1,4-benzoquinone 
• 107228-73-9 6-<6-(4-hydroxyphenyl)hexyl>-2,3-dimethoxy-5-methyl-1,4-benzoquinone 
• 107228-88-6 7-(4-Acetoxyphenyl)heptanoic acid 
• 116460-84-5 Acetic acid 4-(6-chlorocarbonyl-hexyl)-phenyl ester 
• 190592-74-6 7-(4-Methoxy-phenyl)-1-(4-methyl-piperazin-1-yl)-heptan-1-one 
• 107228-95-5 7-(4-hydroxyphenyl)heptanoic acid 

Relevant articles and documents

Ni-Catalyzed β-Alkylation of Cyclopropanol-Derived Homoenolates

Metal homoenolates are valuable synthetic intermediates which provide access to β-functionalized ketones. In this report, we disclose a Ni-catalyzed β-alkylation reaction of cyclopropanol-derived homoenolates using redox-active N-hydroxyphthalimide (NHPI) esters as the alkylating reagents. The reaction is compatible with 1°, 2°, and 3° NHPI esters. Mechanistic studies imply radical activation of the NHPI ester and 2e β-carbon elimination occurring on the cyclopropanol.

Ni-catalyzed carboxylation of unactivated primary alkyl bromides and sulfonates with CO2

A Ni-catalyzed carboxylation of unactivated primary alkyl bromides and sulfonates with CO2 at atmospheric pressure is described. The method is characterized by its mild conditions and remarkably wide scope without the need for air- or moisture-sensitive reagents, which make it a user-friendly and operationally simple protocol en route to carboxylic acids.

Structure-activity relationships of α-ketooxazole inhibitors of fatty acid amide hydrolase

A systematic study of the structure-activity relationships of 2b (OL-135), a potent inhibitor of fatty acid amide hydrolase (FAAH), is detailed targeting the C2 acyl side chain. A series of aryl replacements or substituents for the terminal phenyl group provided effective inhibitors (e.g., 5c, aryl = 1-napthyl, K, - 2.6 nM), with 5hh (aryl -3-ClPh, Ki = 900 pM) being 5-fold more potent than 2b. Conformationally restricted C2 side chains were examined, and many provided exceptionally potent inhibitors, of which 11j (ethylbiphenyl side chain) was established to be a 750 pM inhibitor. A systematic series of heteroatoms (O, NMe, S), electron-withdrawing groups (SO, SO2), and amides positioned within and hydroxyl substitutions on the linking side chain were investigated, which typically led to a loss in potency. The most tolerant positions provided effective inhibitors (12p, 6-position S, Ki = 3 nM, or 13d, 2-position OH, Ki = 8 nM) comparable in potency to 2b. Proteome-wide screening of selected inhibitors from the systematic series of >100 candidates prepared revealed that they are selective for FAAH over all other mammalian serine proteases.