103187-18-4

Usage

InChI:InChI=1/C13H18O3/c14-12(11-7-3-1-4-8-11)9-5-2-6-10-13(15)16/h1,3-4,7-8,12,14H,2,5-6,9-10H2,(H,15,16)

Upstream product

• 112665-42-6 7-hydroxy-7-phenyl-heptanoic acid ethyl ester 
• 14794-32-2 ethyl 6-(chloroformyl)hexanoate 
• 33018-91-6 7-ethoxy-7-oxoheptanoic acid 
• 112665-41-5 ethyl 7-oxo-7-phenylheptanoate 
• 502-42-1 cycloheptanone 
• 100-58-3 phenylmagnesium bromide 
• 25308-75-2 1-Phenylcycloheptene 
• 7472-43-7 6-benzoylhexanoic acid 

Downstream Products

• 148989-73-5 7-(2,5-Dihydroxy-3,4,6-trimethyl-phenyl)-7-phenyl-heptanoic acid 
• 148989-82-6 7-(2-hydroxy-3,4,6-trimethylphenyl)-7-phenylheptanoic acid 
• 103186-54-5 7-(3-Methyl-1,4-naphthoquinon-2-yl)-7-phenyl-heptanoic acid 
• 112665-43-7 seratrodast 
• 140874-84-6 7-(2-Hydroxy-5-hydroxymethyl-3,4,6-trimethyl-phenyl)-7-phenyl-heptanoic acid 
• 140874-80-2 7-(3-Formyl-6-hydroxy-2,4,5-trimethyl-phenyl)-7-phenyl-heptanoic acid 
• 103186-19-2 (-)-AA 2414 
• 103187-09-3 (+)-AA 2414 
• 112665-40-4 p-nitrophenyl 7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoate 

Relevant academic research and scientific papers

Controlling Chemoselectivity of Catalytic Hydroboration with Light

The ability to selectively react one functional group in the presence of another underpins efficient reaction sequences. Despite many designer catalytic systems being reported for hydroboration reactions, which allow introduction of a functional handle fo

Indium-catalyzed synthesis of keto esters from cyclic 1,3-diketones and alcohols and application to the synthesis of seratrodast

Esterification reactions from cyclic 1,3-diketones and alcohols are carried out in the presence of several Lewis acids. In particular, indium(III) triflate, In(OTf)3, iron(III) triflate, Fe-(OTf)3, copper(II) triflate, Cu(OTf)2, and silver(I) triflate, AgOTf, show high catalytic activities. These reactions proceed through the carbon-carbon bond cleavage by a retro-aldol reaction and were found to be highly regioselective even in the presence of other functional groups. This type of reaction can also be applied to the preparation of the keto esters during the synthesis of seratrodast, which is an antiasthmatic and eicosanoid antagonist.

Quinones. 4. Novel eicosanoid antagonists: Synthesis and pharmacological evaluation

A new series of ω-phenyl-ω-quinonylalkanoic acids and related compounds was synthesized. The compounds were tested for their inhibitory effects on U-44069-induced contraction of the rabbit aorta. (±)-7-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid (4d) (AA-2414) with pA2 value of 8.28 was one of the most potent compounds. Compound 4d inhibited U-46619-induced contraction of the guinea pig lung (pA2 = 8.29) and U-44069-induced aggregation of the guinea pig platelet (IC50 = 3.5 x 10-7 M). Compound 4d displaced the binding of [3H]U-46619 to guinea pig platelets (IC50 = 7.4 x 10-9 M). Compound 4d also showed very potent inhibitory effects with an MED of 0.3 mg/kg (po) on U-46619-, LTD4-, PAF-, or IgG1-induced bronchoconstriction in guinea pigs. The enantiomers of 4d were prepared. The R-(+) isomer 8a was active in both in vitro and in vivo tests, but the S-(-) isomer 8b was much less active. We concluded that the antiasthmatic effects of 4d were based mainly on the TXA2 receptor antagonistic action. In addition, compound 4d showed potent inhibitory effects on PGD2-, PGF(2α)-, and 11-epi-PGF(2α)-induced contraction of the guinea pig tracheal strips. The diverse inhibitory effects might be expressed in terms of eicosanoid-antagonistic activity.