147906-08-9

Basic information

• Product Name: 3-FLUORO-4-METHOXYCINNAMIC ACID
• Synonyms: RARECHEM BK HW 0076;(2E)-3-(3-FLUORO-4-METHOXYPHENYL)ACRYLIC ACID;3-FLUORO-4-METHOXYCINNAMIC ACID;(2E)-3-(3-Fluoro-4-methoxyphenyl)prop-2-enoic acid
• CAS NO: 147906-08-9
• Molecular Formula: C₁₀H₉FO₃
• Molecular Weight: 196.18
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 147906-08-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 346.4±27.0 °C(Predicted)
• Appearance: /
• Density: 1.280±0.06 g/cm3(Predicted)
• PKA: 4.44±0.10(Predicted)
• CAS DataBase Reference: 3-FLUORO-4-METHOXYCINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUORO-4-METHOXYCINNAMIC ACID(147906-08-9)
• EPA Substance Registry System: 3-FLUORO-4-METHOXYCINNAMIC ACID(147906-08-9)

Safety Data

• Hazardous Substances Data: 147906-08-9(Hazardous Substances Data)

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

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

Relevant articles and documents

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.

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.