1218-24-2

Basic information

• Product Name: (E)-1-(5-CHLORO-2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE
• Synonyms: (E)-1-(5-CHLORO-2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE;3-phenyl-1-(2'-hydroxy-5'-chlorophenyl)-2-propene-1-one
• CAS NO: 1218-24-2
• Molecular Formula: C₁₅H₁₁ClO₂
• Molecular Weight: 258.69964
• Mol File: 1218-24-2.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 437.1°Cat760mmHg
• Flash Point: 218.2°C
• Appearance: /
• Density: 1.292g/cm³
• Vapor Pressure: 3E-08mmHg at 25°C
• Refractive Index: 1.659
• CAS DataBase Reference: (E)-1-(5-CHLORO-2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(5-CHLORO-2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE(1218-24-2)
• EPA Substance Registry System: (E)-1-(5-CHLORO-2-HYDROXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE(1218-24-2)

Safety Data

• Hazardous Substances Data: 1218-24-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H11ClO2/c16-12-7-9-15(18)13(10-12)14(17)8-6-11-4-2-1-3-5-11/h1-10,18H/b8-6+

Upstream product

• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 100-52-7 benzaldehyde 
• 876-27-7 4-chlorophenyl acetate 
• 7732-18-5 water 
• 100-42-5 styrene 
• 635-93-8 5-chlorosalicyclaldehyde 
• 623-12-1 4-chloromethoxybenzene 
• 102-92-1 Cinnamoyl chloride 
• 3034-05-7 6-chloroflavanone 

Downstream Products

• 10420-73-2 6-chloroflavone 
• 3034-05-7 6-chloroflavanone 
• 68306-62-7 1-(5-chloro-2-hydroxy-phenyl)-4-(3-methyl-4-nitro-isoxazol-5-yl)-3-phenyl-butan-1-one 
• 86882-07-7 4-Chloro-2-(2-phenyl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-phenol 
• 13179-00-5 MRS 1088 
• 86882-39-5 4-Chloro-2-(1,1-dioxo-2-phenyl-2,3-dihydro-1H-1λ⁶-benzo[b][1,4]thiazepin-4-yl)-phenol 
• 68257-81-8 4-chloro-2-(3-methyl-7-phenyl-7,8-dihydro-6H-isoxazolo[4,5-b]azepin-5-yl)-phenol 
• 1365542-26-2 4-chloro-2-(1-(6-chloropyridazin-3-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol 
• 1365542-27-3 ethyl 2-(4-chloro-2-(1-(6-chloropyridazin-3-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenoxy) acetate 
• 1365542-25-1 2-(4-chloro-2-(1-(6-chloropyridazin-3-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenoxy)acetic acid 
• 93986-79-9 6-chloro-3-hydroxy-2-phenyl-4-oxo-4H-1-benzopyran 
• 1244966-57-1 C₂₃H₁₅ClO₄ 
• 1244966-58-2 6-chloro-2-phenyl-4-benzopyrone-3-yl-3-bromobenzoate 
• 1244966-59-3 C₂₃H₁₅ClO₄ 

Relevant articles and documents

Rhodium(III)-catalyzed dehydrogenative Heck reaction of salicylaldehydes

Your CHOice! An efficient RhIII-catalyzed dehydrogenative Heck reaction (DHR) of salicylaldehydes with different classes of olefins extends the oxidative Heck reaction to aldehyde C-H bonds. Several structural motifs similar to natural products and bioactive molecules such as aurones, flavones, 2'-hydroxychalcones, and flavanones could be efficiently produced. Initial mechanistic studies give insight into the reaction mechanism. Copyright

Synthesis and cytotoxicity of novel (E)-2-phenylchroman-4-one-O-((1-substituted-1H-1,2,3-triazol-4-yl)methyl) oxime derivatives

A series of new flavanone-triazole hybrids (7a–m) were synthesized from flavanone oximes (6a–c) via multistep synthetic strategy, involving Cu (I) catalyzed azide, alkyne 1,3-dipolar cycloaddition by Click reaction. All the synthesized compounds were tested for their cytotoxicity against HCT-15, HeLa, NCI-H522, and HEK-293 (normal cell line) cell lines. Compounds 6a, 7a, 7b, 7d, 7e, 7j, and 7m showed the significant cytotoxicity, wherein compound 7b showed potential cytotoxicity against NCI-H522 cell line and compounds 6a and 7a were offensive with HEK-293 in their toxicity profile.

Functionalization of the chalcone scaffold for the discovery of novel lead compounds targeting fungal infections

The occurrence of invasive fungal infections represents a substantial threat to human health that is particularly serious in immunocompromised patients. The limited number of antifungal agents, devoid of unwanted toxic effects, has resulted in an increased demand for new drugs. Herein, the chalcone framework was functionalized to develop new antifungal agents able to interfere with cell growth and with the infection process. Thus, a small library of chalcone-based analogues was evaluated in vitro against C. albicans ATCC 10231 and a number of compounds strongly inhibited yeast growth at non-cytotoxic concentrations. Among these, 5 and 7 interfered with the expression of two key virulence factors in C. albicans pathogenesis, namely, hyphae and biofilm formation, while 28 emerged as a potent and broad spectrum antifungal agent, enabling the inhibition of the tested Candida spp. and non-Candida species. Indeed, these compounds combine two modes of action by selectively interfering with growth and, as an added value, weakening microbial virulence. Overall, these compounds could be regarded as promising antifungal candidates worthy of deeper investigation. They also provide a chemical platform through which to perform an optimization process, addressed at improving potency and correcting liabilities.