13389-51-0

Basic information

• Product Name: (3-CHLORO-PHENYL)-(4-METHOXY-PHENYL)-METHANONE
• Synonyms: (3-CHLORO-PHENYL)-(4-METHOXY-PHENYL)-METHANONE
• CAS NO: 13389-51-0
• Molecular Formula: C₁₄H₁₁ClO₂
• Molecular Weight: 246.68894
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 13389-51-0.mol
• Article Data: 14

Chemical Properties

• Melting Point: 71.5–72°C
• Boiling Point: 386.4°C at 760 mmHg
• Flash Point: 160.8°C
• Appearance: /
• Density: 1.212g/cm³
• Vapor Pressure: 3.56E-06mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: (3-CHLORO-PHENYL)-(4-METHOXY-PHENYL)-METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-CHLORO-PHENYL)-(4-METHOXY-PHENYL)-METHANONE(13389-51-0)
• EPA Substance Registry System: (3-CHLORO-PHENYL)-(4-METHOXY-PHENYL)-METHANONE(13389-51-0)

Safety Data

• Hazardous Substances Data: 13389-51-0(Hazardous Substances Data)

Usage

Chemical Properties

Solid

Uses

A 4-Methoxybenzophenone derivative. Shows plant growth regulating activity, such as inhibition of shoot and root growth, induction of chlorosis, and a disturbance in phototropism or geotropism.

InChI:InChI=1/C14H11ClO2/c1-17-13-7-5-10(6-8-13)14(16)11-3-2-4-12(15)9-11/h2-9H,1H3

Upstream product

• 18780-05-7 (p-chlorobenzoyl)pentamethylbenzene 
• 100-66-3 methoxybenzene 
• 94055-44-4 (3-Chloro-phenyl)-(10-methyl-anthracen-9-yl)-methanone 
• 618-46-2 m-Chlorobenzoyl chloride 
• 535-80-8 3-chlorobenzoate 
• 5720-07-0 4-methoxyphenylboronic acid 
• 30070-63-4 meta-chlorobenzoic anhydride 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 66938-41-8 3-chloro-3'-nitro-4'-methoxybenzophenone 
• 61002-52-6 3-chlorophenyl 4-hydroxyphenyl ketone 
• 812684-99-4 2-(3-chloro-phenyl)-2-(4-methoxy-phenyl)-[1,3]dioxolane 
• 66938-61-2 (4-amino-3-nitrophenyl)-3-chlorophenylmethanone 
• 172282-46-1 4-[(3-chlorophenyl)(1H-imidazol-1-yl)methyl]-1,2-benzenediamine 
• 204255-40-3 (4-amino-3-nitrophenyl)-3-chlorophenylmethanol 
• 171849-14-2 4-[(3-Chloro-phenyl)-imidazol-1-yl-methyl]-2-nitro-phenylamine 
• 115575-11-6 liarozole 

Relevant articles and documents

Palladium on magnetic Irish moss: A new nano-biocatalyst for suzuki type cross-coupling reactions

A novel heterogeneous magnetic palladium nano-biocatalyst was designed by utilizing Irish moss, a family of sulfated polysaccharides extracted from algae, as a natural biopolymer. This magnetic Irish moss decorated with palladium (Pd–Fe3O4@IM) to form a biomagnetic catalytic system was synthesized and well characterized by FT–IR analysis, X-ray powder diffraction, field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, atomic absorption spectroscopy and transmission electron microscopy. The catalyst was stable to air and moisture and displayed high catalytic activity in ligand-free Suzuki–Miyaura cross-coupling reactions conducted under green chemistry reaction conditions. The aromatic ketones are produced by the cross-coupling reaction between acid chlorides and aryl boronic acid derivatives in high yields.

Generation of Aryl and Heteroaryl Magnesium Reagents in Toluene by Br/Mg or Cl/Mg Exchange

The alkylmagnesium alkoxide sBuMgOR?LiOR (R=2-ethylhexyl), which was prepared as a 1.5 m solution in toluene, undergoes very fast Br/Mg exchange with aryl and heteroaryl bromides, producing aryl and heteroaryl magnesium alkoxides (ArMgOR?LiOR) in toluene. These Grignard reagents react with a broad range of electrophiles, including aldehydes, ketones, allyl bromides, acyl chlorides, epoxides, and aziridines, in good yields. Remarkably, the related reagent sBu2Mg?2 LiOR (R=2-ethylhexyl) undergoes Cl/Mg exchange with various electron-rich aryl chlorides in toluene, producing diorganomagnesium species of type Ar2Mg?2 LiOR, which react well with aldehydes and allyl bromides.

Synthesis and biological evaluation of negative allosteric modulators of the Kv11.1(hERG) channel

We synthesized and evaluated a series of compounds for their allosteric modulation at the Kv11.1 (hERG) channel. Most compounds were negative allosteric modulators of [3H]dofetilide binding to the channel, in particular 7f, 7h-j and 7p. Compounds 7f and 7p were the most potent negative allosteric modulators amongst all ligands, significantly increasing the dissociation rate of dofetilide in the radioligand kinetic binding assay, while remarkably reducing the affinities of dofetilide and astemizole in a competitive displacement assay. Additionally, both 7f and 7p displayed peculiar displacement characteristics with Hill coefficients significantly distinct from unity as shown by e.g., dofetilide, further indicative of their allosteric effects on dofetilide binding. Our findings in this investigation yielded several promising negative allosteric modulators for future functional and clinical research with respect to their antiarrhythmic propensities, either alone or in combination with known Kv11.1 blockers.