3-(4-chlorophenyl)-7-hydroxy-4H-chromen-4-one

Base Information

• Chemical Name: 3-(4-chlorophenyl)-7-hydroxy-4H-chromen-4-one
• CAS No.: 15485-81-1
• Molecular Formula: C15H9ClO3
• Molecular Weight: 272.688
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID70417388
• Nikkaji Number: J270.631H
• Wikidata: Q72457020
• ChEMBL ID: CHEMBL582851
• Mol file: 15485-81-1.mol

Synonyms:15485-81-1;3-(4-chlorophenyl)-7-hydroxy-4H-chromen-4-one;3-(4-chlorophenyl)-7-hydroxychromen-4-one;3-(4-Chloro-phenyl)-7-hydroxy-chromen-4-one;MFCD00498170;Cambridge id 6046563;Oprea1_024709;Oprea1_031824;CHEMBL582851;IFLab1_000395;SCHEMBL12289059;DTXSID70417388;HMS1413B21;BBL034770;STK888623;AKOS000270964;3-(4-chlorophenyl)-7-hydroxy-chromone;IDI1_008614;VS-12662;3-(4-chlorophenyl)-7-hydroxy-chromen-4-one;VU0488239-1;EN300-235873;SR-01000485093;SR-01000485093-1;3-(4-Chlorophenyl)-7-hydroxy-4H-1-benzopyran-4-one;Z56796637;F0196-0180;3-(4-Chlorophenyl)-7-hydroxy-4H-chromen-4-one, AldrichCPR

Chemical Property of 3-(4-chlorophenyl)-7-hydroxy-4H-chromen-4-one

Chemical Property:

• PSA: 50.44000
• LogP: 3.81900
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 272.0240218
• Heavy Atom Count: 19
• Complexity: 385

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(4-Chlorophenyl)-7-hydroxy-4H-chromen-4-one Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)Cl

Technology Process of 3-(4-chlorophenyl)-7-hydroxy-4H-chromen-4-one

There total 15 articles about 3-(4-chlorophenyl)-7-hydroxy-4H-chromen-4-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

3-(4-chlorophenyl)-7-(tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one (1125671-09-1) → 7-hydroxy-3-(4'-chlorophenyl)-4H-1-benzopyran-4-one (15485-81-1)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; methanol; at 20 - 60 ℃; for 1h;

Reference yield: 60.0%

2-(4-chlorophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one (15485-64-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 7-hydroxy-3-(4'-chlorophenyl)-4H-1-benzopyran-4-one (15485-81-1)

Guidance literature:

2-(4-chlorophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one; With boron trifluoride diethyl etherate; In N,N-dimethyl-formamide; at 55 ℃; Inert atmosphere;

N,N-dimethyl-formamide; With methanesulfonyl chloride; at 55 - 80 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.molstruc.2009.12.033

Reference yield: 59.0%

→ 7-hydroxy-3-(4'-chlorophenyl)-4H-1-benzopyran-4-one (15485-81-1)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 30 - 60 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

2-(4-chlorophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one

3-(4-chlorophenyl)-7-(tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one

N,N-dimethyl-formamide

4-chlorophenylacetic Acid

Downstream raw materials:

7-decanoyloxy-3-(4'-chlorophenyl)-4H-1-benzopyran-4-one

2-{[3-(4-chlorophenyl)-4-oxo-4H-1-benzopyran-7-yl]oxy}acetic acid

3-(4-chlorophenyl)-8-[(N,N-dimethylamino)methyl]-7-hydroxy-4H-chromen-4-one

C₂₄H₁₅ClN₂O₄

Refernces

• 1、 Frasinyuk, Mykhaylo S.,Zhang, Wen,Wyrebek, Przemyslaw,Yu, Tianxin,Xu, Xuehe,Sviripa, Vitaliy M.,Bondarenko, Svitlana P.,Xie, Yanqi,Ngo, Huy X.,Morris, Andrew J.,Mohler, James L.,Fiandalo, Michael V.,Watt, David S.,Liu, Chunming. "Developing antineoplastic agents that target peroxisomal enzymes: Cytisine-linked isoflavonoids as inhibitors of hydroxysteroid 17-beta-dehydrogenase-4 (HSD17B4)". supporting information. p. 7623 - 7629. Retrieved 2017/09/27.
• 2、 Chung, Shu-Ting,Huang, Yi-Ting,Hsiung, Hsin-Yi,Huang, Wen-Hsin,Yao, Chen-Wen,Lee, An-Rong. "Novel daidzein analogs and their in vitro anti-influenza activities". . p. 685 - 696. Retrieved 2015/04/27.