147906-08-9

Upstream product

• 141-82-2 malonic acid 
• 351-54-2 3-fluoro-p-anisaldehyde 
• 64-19-7 acetic acid 
• 331-61-3 3-fluoro-4-methoxybenzyl bromide 
• 399-55-3 2-fluoro-1-methoxy-4-methylbenzene 

Downstream Products

• 187872-44-2 ethyl (E)-3-(3-fluoro-4-methoxyphenyl)acrylate 
• 381226-78-4 (+)-ethyl [2-(4-hydroxy-3-fluorophenyl)cyclopropyl]acetate 
• 381226-74-0 [2-(3-fluoro-4-methoxyphenyl)cyclopropyl]methanol 
• 381226-75-1 2-(3-fluoro-4-methoxyphenyl)cyclopropanecarbaldehyde 
• 381226-76-2 [2-(3-fluoro-4-methoxyphenyl)cyclopropyl]acetaldehyde 
• 381226-77-3 C₁₄H₁₇FO₃ 
• 155271-95-7 (E)-1,3-Diethyl-8-(3-fluoro-4-methoxystyryl)xanthine 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of (E)-5-styryl-1,2,4-oxadiazoles as anti-tubercular agents

Cinnamic acid and its derivatives are known for anti-tubercular activity. The present study reports the synthesis of cinnamic acid derivatives via bioisosteric replacement of terminal carboxylic acid with “oxadiazole”. A series of cinnamic acid derivatives (styryl oxadiazoles) were designed and synthesized in good yields by reaction of substituted cinnamic acids (2, 15a-15s) with amidoximes. The synthesized styryl oxadiazoles were evaluated in vitro for anti-tubercular activity against Mycobacterium tuberculosis (Mtb) H37Ra strain. The structure-activity relationship (SAR) study has identified several compounds with mixed anti-tubercular profiles. The compound 32 displayed potent anti-tubercular activity (IC50 = 0.045 μg/mL). Molecular docking studies on mycobacterial enoyl-ACP reductase enzyme corroborated well with the experimental findings providing a platform for structure based hit-to-lead development.

TiCl4-mediated olefination of aldehydes with acetic acid and alkyl acetates: A stereoselective approach to (E)-α,β-unsaturated carboxylic acids and esters

A new method has been developed for the preparation of α,β- unsaturated carboxylic acids and corresponding esters with (E)-stereoselectivity via the TiCl4-mediated olefination of aldehydes. The method, which uses readily available acetic acid or its alkyl esters as active methylene partners, is more flexible and complementary to conventional routes in the preparation of (E)-cinnamic acid derivatives.

PHARMACEUTICALLY ACTIVE BENZOXAZOLE, BENZTHIAZOLE AND BENZIMIDAZOLE ACID DERIVATIVES

Compounds of formula (I): wherein R1, R2 and R3 are independently, hydrogen, halogen, CF3, OR6, NR7R8, NR8COR10, NR8SO2R10 or C1-6 alkyl optionally substituted by hydroxy, C1-6 alkoxy or NR7R8; R4 is NR8CONR8R9, NR8COR9, NR8SO2R9, or W-CONR8R9, where W is a bond, C1-6 alkylene, C2-6 alkenylene or C2-6 alkynylene; and R5 is Formula (A) methods for their synthesis, pharmaceutical compositions comprising them and their use in medicine, in particular for the treatment of cancer.