1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

Base Information

• Chemical Name: 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone
• CAS No.: 86404-63-9
• Molecular Formula: C10H7F2N3O
• Molecular Weight: 223.182
• Hs Code.: 29339900
• European Community (EC) Number: 617-850-9
• UNII: HXI8R9R915
• DSSTox Substance ID: DTXSID70235529
• Nikkaji Number: J372.637A
• Wikidata: Q27280148
• ChEMBL ID: CHEMBL2063495
• Mol file: 86404-63-9.mol

Synonyms:86404-63-9;1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone;2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone;2',4'-DIFLUORO-2-(1H-1,2,4-TRIAZOL-1-YL)ACETOPHENONE;1-(2,4-difluorophenyl)-2-(1,2,4-triazol-1-yl)ethanone;Ethanone, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-;2-(1H-1,2,4-Triazol-1-yl)-2',4'-difluoroacetophenone;MFCD02093825;UNII-HXI8R9R915;UK 51060;HXI8R9R915;1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one;EC 617-850-9;1-(2,4-Difluorophenacyl)-1H-1,2,4-triazole;2',4'-Difluoro-2-(1H-1,2,4-Triazolyl) acetophenone;SCHEMBL76005;MLS000681496;1-(2,4-Difluorobenzoylmethyl)-1H-1,2,4-triazole;2,4-Difluoro-|A-(1H-1,2,4-triazolyl)acetophenone;F2158-0485;CHEMBL2063495;DTXSID70235529;HMS2555A08;BCP08801;AM1204;AKOS005208156;AC-5336;CS-O-31565;CS-W013099;DS-10468;SMR000269159;SY013731;UK-51060;FLUCONAZOLE IMPURITY E [EP IMPURITY];FT-0642042;T2722;VORICONAZOLE IMPURITY A [EP IMPURITY];A19245;EN300-265774;O10251;SR-01000492477;2,4-Difluoro-?-(1H-1,2,4-triazolyl)acetophenone;Q-200187;SR-01000492477-1;Q27280148;2,4-Difluoro- alpha -(1H-1,2,4-triazolyl)acetophenone;2,4-difluoro-2-(1h-1,2,4-triazol-1-yl)acetophenone;2,4-difluorophenyl-2-(1H-1,2,4-triazol-1-yl)ethanone;1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl) ethanone;1-(2,4-Diflurophenyl)-2-(1H-1,2,4-Triazole)-1-Ethanone;2',4'-DIFLUORO-2-(1,2,4-TRIAZOL-1-YL)ACETOPHENONE;2',4'-Difluoro-alpha-(1H-1,2,4-triazol-1-yl)acetophenone;2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone, 95%;2-(1H-1,2,4-Triazol-1-yl)-2\',4\'-difluoroacetophenone;1-(2,4-difluoro phenyl)-2-(1H-1,2,4-triazole-1-yl)ethanone;1-(2,4-difluorophenyl)-2-(1h-1,2,4-triazol-1-yl)-1-ethanone;2,4-DIFLUORO-.ALPHA.-(1H-1,2,4-TRIAZOLYL)ACETOPHENONE;1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone;2,4-Difluoro-2(1h-1,2,4-triazol-1-yl)acetophenone;2 inverted exclamation mark ,4 inverted exclamation mark -Difluoro-2-(1H-1,2,4-triazol-1-yl)acetophenone

Chemical Property of 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

Chemical Property:

• Appearance/Colour: pale yellow solid
• Melting Point: 103-107 °C(lit.)
• Boiling Point: 388 °C at 760 mmHg
• PKA: 2.05±0.10(Predicted)
• Flash Point: 188.5 °C
• PSA: 47.78000
• Density: 1.39 g/cm³
• LogP: 1.43920
• Storage Temp.: Room temperature.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 223.05571818
• Heavy Atom Count: 16
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

2,4-Difluoro-α-(1H-1,2,4-triazolyl)acetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)F)C(=O)CN2C=NC=N2
• Uses: Antifungal activity, particularly toward Candida albicans and Candida parapsilosis 2,4-Difluoro-α-(1H-1,2,4-triazolyl)acetophenone (Voriconazole EP Impurity A; Voriconazole USP Related Compound C) is an antifungal activity, particularly toward Candida albicans and Candida parapsilosis

Technology Process of 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

There total 28 articles about 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone 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: 99.0%

1,2,4-Triazole (288-88-0) + 2-chloro-1-(2,4-dichlorophenyl)ethanone (51336-94-8) → 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone (86404-63-9)

Guidance literature:

With potassium carbonate; In acetonitrile; at 85 ℃; for 0.833333h; microwave irradiation;

DOI:10.1016/j.tetlet.2006.03.199

Reference yield: 91.0%

1,2,4-Triazole (288-88-0) + α-amino-2,4-difluoroacetophenone (643029-92-9) → 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone (86404-63-9)

Guidance literature:

With sodium sulfite; In nitromethane; hexane; at 9 - 45 ℃; for 9h; Temperature;

Reference yield: 89.1%

2-(3-chloro-1H-1,2,4-triazol-1-yl)-1-(2,4-difluorophenyl)ethanone (849003-68-5) → 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone (86404-63-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 50 ℃; for 5h; under 7500.75 Torr;

upstream raw materials:

(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methanesulfonyl-1-[1,2,4]triazol-1-yl-butan-2-ol

4-amino-1,2,4-triazole

1,2,4-Triazole

2-chloro-1-(2,4-dichlorophenyl)ethanone

Downstream raw materials:

fluconazole

(2S,3R)-2-(2,4-Difluoro-phenyl)-3-pyrimidin-4-yl-1-[1,2,4]triazol-1-yl-butan-2-ol

(2S,3S)-2-(2,4-Difluoro-phenyl)-3-pyrimidin-4-yl-1-[1,2,4]triazol-1-yl-butan-2-ol

1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole

Refernces

• 1、 Xu, Hang,Yan, Zhong-zuo,Guo, Meng-bi,An, Ran,Wang, Xin,Zhang, Rui,Mou, Yan-hua,Hou, Zhuang,Guo, Chun. "Lead optimization generates selenium-containing miconazole CYP51 inhibitors with improved pharmacological profile for the treatment of fungal infections". . . Retrieved 2021/03/16.
• 2、 Lebouvier, Nicolas,Pagniez, Fabrice,Na, Young Min,Shi, Da,Pinson, Patricia,Marchivie, Mathieu,Guillon, Jean,Hakki, Tarek,Bernhardt, Rita,Yee, Sook Wah,Simons, Claire,Lézé, Marie-Pierre,Hartmann, Rolf W.,Mularoni, Angélique,Le Baut, Guillaume,Krimm, Isabelle,Abagyan, Ruben,Pape, Patrice Le,Borgne, Marc Le. "Synthesis, optimization, antifungal activity, selectivity, and cyp51 binding of new 2-aryl-3-azolyl-1-indolyl-propan-2-ols". . p. 1 - 32. Retrieved 2020/08/17.