94530-70-8

Upstream product

• 56766-77-9 i-propyl malonic half ester 
• 123-08-0 4-hydroxy-benzaldehyde 
• 7400-08-0 para-coumaric acid 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 60377-10-8 (Z)-3-{4-[3-(4-Chloro-phenoxy)-2-hydroxy-propoxy]-phenyl}-acrylic acid isopropyl ester 
• 70193-60-1 (E)-3-{4-[3-(4-Bromo-phenoxy)-2-oxo-propoxy]-phenyl}-acrylic acid isopropyl ester 

Relevant academic research and scientific papers

Structure?Activity Relationships of Cinnamate Ester Analogues as Potent Antiprotozoal Agents

Protozoal infections are still a global health problem, threatening the lives of millions of people around the world, mainly in impoverished tropical and sub-tropical regions. Thus, in view of the lack of efficient therapies and increasing resistances against existing drugs, this study describes the antiprotozoal potential of synthetic cinnamate ester analogues and their structure-activity relationships. In general, Leishmania donovani and Trypanosoma brucei were quite susceptible to the compounds in a structure-dependent manner. Detailed analysis revealed a key role of the substitution pattern on the aromatic ring and a marked effect of the side chain on the activity against these two parasites. The high antileishmanial potency and remarkable selectivity of the nitro-aromatic derivatives suggested them as promising candidates for further studies. On the other hand, the high in vitro potency of catechol-type compounds against T. brucei could not be extrapolated to an in vivo mouse model.

Study of a new homologous series of liquid crystals: Isopropyl-p-(p/-n-alkoxy cinnamoyloxy) cinnamates

A new homologous series: isopropyl-p-[p/-n-alkoxy cinnamoyloxy] cinnamates was synthesized and studied with a view to understanding and establishing the relation between liquid crystal property and molecular structure. Twelve homologues were synthesized. Methyl to butyl homologues are not liquid crystals, while pentyl, hexyl, heptyl, octyl, decyl, dodecyl, tetradecyl, and hexadecyl derivatives are enantiotropic liquid crystal in nature with nematogenic character. Smectogenic character is totally absent. A phase diagram is obtained by plotting a graph of transition temperatures versus number of carbon atoms is n-alkyl chain of left n-alkoxy terminal end group. Solid-isotropic or solid-nematic transition curve rises steeply from methyl to propyl derivatives and falls to pentyl homologue through butyl homologue, and follows a zigzag path of rising and falling values as the series is ascended. Nematic-isotropic transition curve shows descending tendency as series is ascended in a normal manner with exhibition of odd-even effect. Smectic mesophase does not appear even in the monotropic condition. Phase transition temperatures are determined by hot stage polarizing microscope. Analytical data support the structure of molecules. Texture of nematic mesophase is of threaded type. Mesomorphic properties are compared with structurally similar homologous series.

One-pot preparation of phenylpropanoid esters co-catalyzed by boric acid and piperidine

Phenylpropanoid esters, especially those with hydroxyl and/or methoxy groups on the benzene ring, are important medicinal chemicals or intermediates. They are usually prepared by esterification of their corresponding substituted cinnamic acids with various alcohols. However, the esterification procedures often suffer from environmentally hazardous problems when sulfuric acid is used as a catalyst or suffer from unsatisfactory yields and expensive raw material when enzyme is applied as a catalyst. In this paper, a convenient one-pot process for preparing various phenylpropanoid esters from substituted benzaldehydes bearing hydroxyl and/or methoxyl groups has been developed. The alcohols react first with malonic acid catalyzed by boric acid to form monomalonate, then without separation, let the resultant mixture immediately react with the injected various substituted benzaldehydes in the presence of piperidine to afford the desired esters with moderate to good yields. Springer Science+Business Media B.V. 2011.

Melanin inhibitor

A melanin inhibitor comprising as the reactive component a cinnamic acid derivative of the formula (I) or (II): STR1 in which R' represents an acyl group having 2 to 6 carbon atoms, R1 represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group or an alkenyl group, and R2 represents a hydrogen atom, an alkyl group having 1 to 24 carbon atoms, a cycloalkyl group or an alkenyl group. The melanin inhibitors according to the invention are locally applied to affected portions such as of freckles and pigmentary deposits after sunburn without giving any stimulative or allergic troubles to the skin.