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Cas Database

22525-95-7

22525-95-7

Identification

  • Product Name:1-Propanone,1-[2-(oxiranylmethoxy)phenyl]-3-phenyl- (9CI)

  • CAS Number: 22525-95-7

  • EINECS:245-052-7

  • Molecular Weight:282.339

  • Molecular Formula: C18H18O3

  • HS Code:2914509090

  • Mol File:22525-95-7.mol

Synonyms:Propiophenone,2'-(2,3-epoxypropoxy)-3-phenyl- (8CI);2-[[2-(3-phenylpropanoyl)phenoxy]methyl]oxirane;

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Safety information and MSDS view more

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowed

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:2’-(2,3-Epoxypropoxy)-3-phenylpropiophenone
  • Packaging:2g
  • Price:$ 290
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TRC
  • Product Description:2’-(2,3-Epoxypropoxy)-3-phenylpropiophenone
  • Packaging:1g
  • Price:$ 230
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:1-(2-(2,3-Epoxypropoxy)phenyl)-3-phenyl-1-propanone 97%
  • Packaging:10g
  • Price:$ 468
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2'-(2,3-Epoxypropoxy)-3-phenylpropiophenone
  • Packaging:500 g
  • Price:$ 200
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2'-(2,3-Epoxypropoxy)-3-phenylpropiophenone
  • Packaging:250 g
  • Price:$ 125
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2'-(2,3-Epoxypropoxy)-3-phenylpropiophenone
  • Packaging:100 g
  • Price:$ 65
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2'-(2,3-Epoxypropoxy)-3-phenylpropiophenone
  • Packaging:1 Kg
  • Price:$ 350
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2'-(2,3-Epoxypropoxy)-3-phenylpropiophenone
  • Packaging:2 Kg
  • Price:$ 500
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2'-(OXIRANYLMETHOXY)-3-PHENYLPROPIOPHENONE 95.00%
  • Packaging:25MG
  • Price:$ 704.55
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2'-(OXIRANYLMETHOXY)-3-PHENYLPROPIOPHENONE 95.00%
  • Packaging:250MG
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Relevant articles and documentsAll total 7 Articles be found

Chemoselective Hydrosilylation of the α,β-Site Double Bond in α,β- And α,β,γ,δ-Unsaturated Ketones Catalyzed by Macrosteric Borane Promoted by Hexafluoro-2-propanol

Zhan, Xiao-Yu,Zhang, Hua,Dong, Yu,Yang, Jian,He, Shuai,Shi, Zhi-Chuan,Tang, Lei,Wang, Ji-Yu

, p. 6578 - 6592 (2020/07/17)

The B(C6F5)3-catalyzed chemoselective hydrosilylation of α,β- and α,β,γ,δ-unsaturated ketones into the corresponding non-symmetric ketones in mild reaction conditions is developed. Nearly 55 substrates including those bearing reducible functional groups such as alkynyl, alkenyl, cyano, and aromatic heterocycles are chemoselectively hydrosilylated in good to excellent yields. Isotope-labeling studies revealed that hexafluoro-2-propanol also served as a hydrogen source in the process.

Preparation methods of propafenone hydrochloride and intermediate 2'-hydroxydihydrochalcone thereof

-

Paragraph 0049-0050, (2020/06/17)

The invention discloses preparation methods of propafenone hydrochloride and an intermediate 2'-hydroxydihydrochalcone thereof. 2-phenyl-benzothiazoline is adopted as a reducing agent to construct a reduction system, carbon-carbon double bonds are reduced, double bonds in a substrate can be efficiently and selectively reduced, and the problem that the propafenone hydrochloride key intermediate 2'-hydroxydihydrochalcone is synthesized by using hydrogen is avoided. The used reducing agent is simple and easily available, and the preparation methods have the advantages of low requirements on reaction equipment and operation, suitableness for industrial production, no hydrogen and noble metals, safety and environmental friendliness.

Optimization of propafenone analogues as antimalarial leads

Lowes, David J.,Guiguemde, W. Armand,Connelly, Michele C.,Zhu, Fangyi,Sigal, Martina S.,Clark, Julie A.,Lemoff, Andrew S.,Derisi, Joseph L.,Wilson, Emily B.,Guy, R. Kiplin

supporting information; experimental part, p. 7477 - 7485 (2012/01/03)

Propafenone, a class Ic antiarrythmic drug, inhibits growth of cultured Plasmodium falciparum. While the drug's potency is significant, further development of propafenone as an antimalarial would require divorcing the antimalarial and cardiac activities as well as improving the pharmacokinetic profile of the drug. A small array of propafenone analogues was designed and synthesized to address the cardiac ion channel and PK liabilities. Testing of this array revealed potent inhibitors of the 3D7 (drug sensitive) and K1 (drug resistant) strains of P. falciparum that possessed significantly reduced ion channel effects and improved metabolic stability. Propafenone analogues are unusual among antimalarial leads in that they are more potent against the multidrug resistant K1 strain of P. falciparum compared to the 3D7 strain.

The hERG potassium channel and drug trapping: Insight from docking studies with propafenone derivatives

Thai, Khac-Minh,Windisch, Andreas,Stork, Daniela,Weinzinger, Anna,Schiesaro, Andrea,Guy, Robert H.,Timin, Eugen N.,Hering, Steffen,Ecker, Gerhard F.

scheme or table, p. 436 - 442 (2010/11/17)

The inner cavity of the hERG potassium ion channel can accommodate large, structurally diverse compounds that can be trapped in the channel by closure of the activation gate. A small set of propafenone derivatives was synthesized, and both use-dependency and recovery from block were tested in order to gain insight into the behavior of these compounds with respect to trapping and non-trapping. Ligand-protein docking into homology models of the closed and open state of the hERG channel provides the first evidence for the molecular basis of drug trapping.

Structure-activity relationship studies on benzofuran analogs of propafenone-type modulators of tumor cell multidrug resistance

Ecker,Chiba,Hitzler,Schmid,Visser,Cordes,Csollei,Seydel,Schaper

, p. 4767 - 4774 (2007/10/03)

A series of benzofurylethanolamine analogs of propafenone (1a) have been prepared and evaluated for multidrug resistance-reversing activity in two in vitro assay systems. As for propafenones, an excellent correlation of biological data with calculated lipophilicity values was found for benzofurans, whereby the latter generally had lower activity/lipophilicity ratios. Almost identical slopes of the regression lines were obtained for both propafenones and benzofurans. Multiple linear regression analysis of the complete data set yielded an equation with excellent predictive power (r2(cross-valid) = 0.968). Interaction measurements with artificial membranes indicated that the differences in activity between these two series of compounds are not due to differences in the interaction pattern with biological membranes.

Process route upstream and downstream products

Process route

2'-hydroxy-3-phenylpropiophenone
3516-95-8

2'-hydroxy-3-phenylpropiophenone

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
With sodium hydroxide; for 18h; Reflux;
99%
With sodium hydroxide; for 12h; Heating;
90.6%
for 4h; Reflux;
82%
With sodium hydroxide;
2'-hydroxydihydrochalcone sodium

2'-hydroxydihydrochalcone sodium

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
at 110 ℃; for 8h;
1-(2-(allyloxy)phenyl)-3-phenylpropan-1-one

1-(2-(allyloxy)phenyl)-3-phenylpropan-1-one

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 48h;
o-hydroxyacetophenone
118-93-4,104809-67-8

o-hydroxyacetophenone

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 1.) 50percent NaOH, 2.) H2 / 2.) Pd-charcoal / 1.) methanol, r.t., 60 h, 2.) methanol, normal pressure
With sodium hydroxide; hydrogen; palladium on activated charcoal;
benzaldehyde
100-52-7

benzaldehyde

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 1.) 50percent NaOH, 2.) H2 / 2.) Pd-charcoal / 1.) methanol, r.t., 60 h, 2.) methanol, normal pressure
With sodium hydroxide; hydrogen; palladium on activated charcoal;
2'-allyloxychalcone
16619-51-5

2'-allyloxychalcone

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: tris(pentafluorophenyl)borate; triethylsilane; 1,1,1,3',3',3'-hexafluoro-propanol / 1 h / 40 °C
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 48 h / 20 °C
With triethylsilane; 1,1,1,3',3',3'-hexafluoro-propanol; tris(pentafluorophenyl)borate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
1214-47-7

1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: tris(pentafluorophenyl)borate; triethylsilane; 1,1,1,3',3',3'-hexafluoro-propanol / 1 h / 40 °C
2: 4 h / Reflux
With triethylsilane; 1,1,1,3',3',3'-hexafluoro-propanol; tris(pentafluorophenyl)borate;
2'-hydroxy-3-phenylpropiophenone
3516-95-8

2'-hydroxy-3-phenylpropiophenone

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
With sodium hydroxide; for 18h; Reflux;
99%
With sodium hydroxide; for 12h; Heating;
90.6%
for 4h; Reflux;
82%
With sodium hydroxide;
2'-hydroxydihydrochalcone sodium

2'-hydroxydihydrochalcone sodium

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
at 110 ℃; for 8h;
1-(2-(allyloxy)phenyl)-3-phenylpropan-1-one

1-(2-(allyloxy)phenyl)-3-phenylpropan-1-one

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one
22525-95-7

1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

Conditions
Conditions Yield
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 48h;

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  • Chemwill Asia Co., Ltd.
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  • Amadis Chemical Co., Ltd.
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  • Shanghai Upbio Tech Co.,Ltd
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  • Kono Chem Co.,Ltd
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