CAS: 94-41-7; 2-Benzalacetophenone

该化合物是属于氟氯素类的有机化合物,其特征是其独特的结构,由两个芳香环的侧面组成的中央不饱和碳基系统组成,该化合物一般是黄色晶状固体,因其在合成各种天然产品和药物中作为重要中间体的作用而闻名. 氯酮展示了一系列生物活动,包括抗炎,抗氧化剂和抗微生物特性,使其成为医学化学的一个对象.其溶解性因溶剂而异,比水中有机溶剂溶解性强. 此外,铬可经受多种化学反应,如循环和减少,导致形成其他氟氯素衍生物.其独特的特性和化学反应的多功能有助于其在研究和工业应用中的重要性.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号4663-33-6 反式-1,3-二苯基-2-丙烯-1-醇 | CAS号98-86-2 苯乙酮 | CAS号100-51-6 苯甲醇 | CAS号100-52-7 苯甲醛 | CAS号62668-02-4 反-1,3-二苯基-2-丙烯-1-醇 | CAS号1817-49-8 1,3-二苯基-2-丙炔-1-醇 | CAS号536-74-3 苯乙炔 | CAS号70-11-1 2-溴苯乙酮 | CAS号143-66-8 四苯硼钠 | CAS号111783-13-2 2-oxo-4-(2-phen... | CAS号10475-15-7 2H-1-Benzopyran... | CAS号10173-87-2 2,4-diphenyl-4H... | CAS号103-82-2 苯乙酸 | CAS号65-85-0 苯甲酸 | CAS号451-40-1 二苯乙酮 | CAS号151449-93-3 2-methyl-5,7-di... | CAS号448-61-3 2,4,6-三苯基吡喃四氟硼酸盐 | CAS号1961-97-3 3-苯基-1H-茚 | CAS号4505-48-0 2-苯基茚

合成工艺路线路线简述

  • 合成目标产物 Chalcone 主要起始原料 Iodobenzene And 1-Phenyl-2-Propen-1-One
  • 98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Catalysts: Choline,Hydroxide Solvents: Ethanol; 20 °C; 25 Min,Rt
    标题:An Effect Of H-Bonding In Synthesis Of 1,5-Diketones Via Tandem Aldol-Michael Addition Reaction Using Room Temperature Ionic Liquid (Rtil).
    作者:Kamble,Sujit S.; Shankarling,Ganapati S.
    参考文献:Chemistryselect 日期:2017 卷标:2(5) 页码:1917-1924]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Reagents: Tripotassium Phosphate Solvents: Methanol; 4 H,90 °C
    标题:Iron-Catalyzed Tandem Three-Component Alkylation: Access To α-Methylated Substituted Ketones
    作者:Bettoni,Leo; Seck,Charlotte; Mbaye,Mbaye Diagne; Gaillard,Sylvain; Renaud,Jean-Luc
    参考文献:Organic Letters 日期:2019 卷标:21(9) 页码:3057-3061]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Solvents: Ethanol; 2 H,Reflux
    标题:Use Of Metal-Accumulating Plants Containing Alkali Or Alkaline-Earth Metals For The Preparation Of Catalysts That Can Be Used In Organic Chemical Reactions
    参考文献:World Intellectual Property Organization]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Reagents: Lithium Hydroxide Catalysts: Cuprate(2-),[μ-[α-Cyclodextrinato(4-)-Ko2A,Ko3F:Ko2D,Ko3C]]Di-μ-Hydroxydi- Solvents: Toluene; 1 H
    标题:Cu (Ii)-β-Cd As Water-Loving Catalyst For One-Pot Synthesis Of Triazoles And Biofuels Intermediate At Room Temperature Without Any Other Additive
    作者:Gupta,Dinesh; Mishra,Anju; Kundu,Sabuj
    参考文献:Chemistryselect 日期:2017 卷标:2(10) 页码:2997-3008]

    4663-33-6 = 94-41-7
    反应条件:1.1 Catalysts: Copper Bromide (Cubr) Solvents: Acetonitrile; 3 Min,Rt1.2 Reagents: 1,2-Bis(1,1-Dimethylethyl)-3-Diaziridinone; 0.2 H,Rt
    标题:Highly Efficient Cu(I)-Catalyzed Oxidation Of Alcohols To Ketones And Aldehydes With Diaziridinone
    作者:Zhu,Yingguang; Zhao,Baoguo; Shi,Yian
    参考文献:Organic Letters 日期:2013 卷标:15(5) 页码:992-995]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Catalysts: Magnesium Oxide; 4 H,140 °C
    标题:Controlled Synthesis Of Different Morphologies Of Mgo And Their Use As Solid Base Catalysts
    作者:Sutradhar,Narottom; Sinhamahapatra,Apurba; Pahari,Sandip Kumar; Pal,Provas; Bajaj,Hari C.; Et Al
    参考文献:Journal Of Physical Chemistry C 日期:2011 卷标:115(25) 页码:12308-12316]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Catalysts: Titania (Sulfonated); 60 S
    标题:Tio2-So42- As A Novel Solid Acid Catalyst For Highly Efficient,Solvent Free And Easy Synthesis Of Chalcones Under Microwave Irradiation
    作者:Krishnakumar,B.; Velmurugan,R.; Swaminathan,M.
    参考文献:Catalysis Communications 日期:2011 卷标:12(5) 页码:375-379]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Reagents: Sodium Hydroxide Catalysts: 1957178-41-4 Solvents: Acetonitrile,Toluene; 90 Min,125 °C
    标题:Bifunctional Ru(Ii) Complex Catalysed Carbon-Carbon Bond Formation: An Eco-Friendly Hydrogen Borrowing Strategy
    作者:Chakrabarti,Kaushik; Paul,Bhaskar; Maji,Milan; Roy,Bivas Chandra; Shee,Sujan; Et Al
    参考文献:Organic & Biomolecular Chemistry 日期:2016 卷标:14(46) 页码:10988-10997]

    892871-93-1 = 94-41-7
    反应条件:1.1 Reagents: Boron Trichloride Solvents: Dichloromethane; 2 H,0 °C
    标题:Toxicity Assessments Of Chalcone And Some Synthetic Chalcone Analogues In A Zebrafish Model
    作者:Lee,Ya-Ting; Fong,Tsorng-Harn; Chen,Hui-Min; Chang,Chao-Yuan; Wang,Yun-Hsin; Et Al
    参考文献:Molecules 日期:2014 卷标:19(1) 页码:641-650]

    4663-33-6 = 94-41-7
    反应条件:1.1 Reagents: Oxygen Catalysts: (Sp-4-4)-(2-Methyl-2-Phenylpropyl)(4-Pyridinecarbonitrile-Kn1)(2-Pyridinecarboxy... Solvents: Toluene; 12 H,4 Atm,100 °C
    标题:Process For The Oxidation Of Alcohols Using Oxygen In The Presence Of A Homogeneous Palladium Catalyst
    参考文献:Spain]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Solvents: Ethanol; 96 H,Reflux
    标题:Use Of Certain Metal-Accumulating Plants For Implementing Organic Chemistry Reactions
    参考文献:World Intellectual Property Organization]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Solvents: Dimethylformamide; 14 H,100 °C
    标题:Amine-Functionalized Mesoporous Carbon Nanocage And Its Manufacture
    参考文献:Japan]

    98-86-2 + 100-52-7 = 94-41-7 [标题:Reaction Conditions
    标题:Studies In Antifertility Agents: Part Xxiii. Synthesis Of 1-Acetyl-3,5-Diaryl-4H(Or Methyl)-4,5-Cis- And Trans-4,5-Dihydropyrazoles
    作者:Sangwan,Naresh K.; Rastogi,Shri Nivas
    参考文献:Indian Journal Of Chemistry 日期:1979 卷标:(1) 页码:65-8]

    1083-30-3 = 94-41-7
    反应条件:1.1 Reagents: Oxygen Catalysts: Palladium (Ceo2-Supported Gold Nanoparticle),Gold Solvents: Dimethylacetamide; 24 H,1 Atm,120 °C
    标题:Ceo2-Supported Pd(Ii)-On-Au Nanoparticle Catalyst For Aerobic Selective α,β-Desaturation Of Carbonyl Compounds Applicable To Cyclohexanones
    作者:Takei,Daisuke; Yatabe,Takafumi; Jin,Xiongjie; Yabe,Tomohiro; Mizuno,Noritaka; Et Al
    参考文献:Acs Catalysis 日期:2020 卷标:10(9) 页码:5057-5063]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Catalysts: Hydrotalcite (Mg6(Co3)[al(Oh)6]2(Oh)4.4H2O) Solvents: 1H-Imidazolium,1,3-Dibutyl-2-Methyl-,Tetrafluoroborate(1-) (1:1); 3 H,343 K
    标题:Green Synthesis Method Of Chalcone
    参考文献:China]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol; Reflux
    标题:One-Pot Synthesis Of Multifunctionalized M-Terphenyls
    作者:Chang,Meng-Yang; Chan,Chieh-Kai; Lin,Shin-Ying; Wu,Ming-Hao
    参考文献:Tetrahedron 日期:2013 卷标:69(46) 页码:9616-9624]

    98-86-2 + 100-52-7 = 94-41-7
    反应条件:1.1 Catalysts: Titania; 1 Min,Heated
    标题:Solvent Free Synthesis Of Quinoxalines,Dipyridophenazines And Chalcones Under Microwave Irradiation With Sulfated Degussa Titania As A Novel Solid Acid Catalyst
    作者:Krishnakumar,B.; Swaminathan,M.
    参考文献:Journal Of Molecular Catalysis A: Chemical 日期:2011 卷标:350(1-2) 页码:16-25]

    4663-33-6 = 94-41-7
    反应条件:1.1 Catalysts: Silica,Aminopropyltrimethoxysilane Solvents: Toluene; 18 H,Reflux1.2 Reagents: Sodium Cyanoborohydride Catalysts: Tempone Solvents: Methanol; 3 D,Rt1.3 Catalysts: 1-Butyl-3-Methylimidazolium Bromide Solvents: Acetone; 3 H,Rt1.4 Reagents: Oxygen Catalysts: Tert-Butyl Nitrite Solvents: Acetic Acid; 17 H,1 Atm,60 °C
    标题:Sba-15-Functionalized Tempo Confined Ionic Liquid: An Efficient Catalyst System For Transition-Metal-Free Aerobic Oxidation Of Alcohols With Improved Selectivity
    作者:Karimi,Babak; Badreh,Ebrahim
    参考文献:Organic & Biomolecular Chemistry 日期:2011 卷标:9(11) 页码:4194-4198
1,3-Diphenyl-3-Hydroxypropene置于manganese(II) Triflate,1-金刚烷甲酸,1-N,2-N-Bis[2-[(4S)-4-Butan-2-Yl-4,5-Dihydro-1,3-Oxazol-2-Yl]Phenyl]Benzene-1,2-Diamine,双氧水体系中,用 水,乙腈 作为反应溶剂,化学反应 2.0H,以92%的收率获得产物苯亚甲基苯乙酮
参考文献:Highly Efficient Oxidation Of Alcohols Catalyzed By A Porphyrin-Inspired Manganese Complex
标题:Highly Efficient Oxidation Of Alcohols Catalyzed By A Porphyrin-Inspired Manganese Complex
摘要:一种新颖的策略已成功开发,用于催化氧化各种苄基,烯丙基,丙炔基和脂肪族醇,将它们转化为相应的醛或酮.
DOI:10.1039/c5Cc03657G

海关参考信息

专利信息


专利号:WO-2024235339-A1
优先权日:2023-05-29
标 题:Blue grain gene of thinopyrum bessarabicum for regulating synthesis of anthocyanins and use thereof
发明人：FU DAOLIN; QI ZENGJUN; WANG WENQIANG; WANG QING; LI XIAOHAN; LIU WENDI; MA XUHUI; Hao Qunqun; HE ZIMING
权利人:SPRING VALLEY AGRISCIENCE CO LTD; UNIV NANJING AGRICULTURAL
摘要:A blue grain gene of Thinopyrum bessarabicum for regulating synthesis of anthocyanins and the use thereof, belonging to the technical field of plant genetic engineering. The blue grain gene of Thinopyrum bessarabicum is the TbMYB4J gene or TbMYC4J gene, the nucleotide sequence of the TbMYB4J gene being as shown in SEQ ID NO. 1, and the nucleotide sequence of the TbMYC4J gene being as shown in SEQ ID NO. 2 or SEQ ID NO. 3. For the first time, the two blue grain genes TbMYB4J and TbMYC4J for regulating the synthesis of anthocyanins are identified and obtained from the 4J chromosome of Thinopyrum bessarabicum, and influences of different combinations of the TbMYB4J and TbMYC4J genes on the accumulation of anthocyanins are defined by means of transient genetic transformation technology, thereby providing a basis and novel resources for color markers in molecular marker-assisted selection breeding and cross-breeding systems of wheat.

专利号:WO-2020032913-A1
优先权日:2018-08-04
标题:Process for synthesis of oroxylin a
发明人：MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; HEMANTHA HOSAHALLI
权利人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; HEMANTHA HOSAHALLI PRABHAKARA
摘要:Disclosed is a novel, simple, scalable and environment friendly process for the synthesis of Oroxylin A from Baicalin. Baicalm is esterified to obtain a methyl ester which is further selectively methylated to provide Oroxylin A gluciironide methyl ester which on de- glycosylation results in the formation of Oroxylin A.

专利号:US-2009221568-A1
优先权日:2005-11-04
标题:Synthesis of Inhibitors of FtsZ
发明人：SHAW JARED; URGAONKAR SAMEER; RAYCHAUDHURI DEBABRATA; LA PIERRE HENRY
权利人:SHAW JARED; URGAONKAR SAMEER; RAYCHAUDHURI DEBABRATA; LA PIERRE HENRY
摘要:FtsZ, the bacterial analog of tubulin, is a promising new target for developing new antibiotics. It has been shown that polyphenols inhibit the GTPase activity of FtsZ, thereby inhibiting Z-ring formation during mitosis. The present invention provides novel polyphenols compounds, which can be accessed by the synthesis of dichamametin and 2′″-hydroxy-5″-benzylisouvarinol-B as described herein. These novel compounds are useful in treating infections, particularly infections caused by gram-positive organisms. Methods of preparing the inventive compounds are also provided. The compounds are prepared by the benzylation of pinocembrin or chrysin core structure. Pharmaceutical compositions and method of using the compounds to treat disease are also provided. These compounds may be screened for antimicrobial activity as well as other biological activities such as anti-neoplastic, anti-inflammatory, immunosuppressive, and cytotoxic activity.

专利号:US-7605241-B2
优先权日:2005-01-10
标题 :Synthesis of inhibitors of p90Rsk
发明人：HECHT SIDNEY M; MALONEY DAVID J
权利人:UNIV VIRGINIA
摘要:The synthesis of the naturally occurring kaempferol glycoside SLO1O1-1, as well as analogs thereof, has been accomplished, as has its biochemical evaluation. SLO1O1-1 exhibits selective and potent p90 Rsk inhibitory activity at nanomolar concentrations without inhibiting the function of upstream kinases such as MEK, Raf, or PKC. The synthetic scheme of the invention verified the structural assignment of the natural product and has provided access to material sufficient for detailed biological evaluation.

专利号:US-10407401-B1
优先权日:2018-08-04
标题 :Process for synthesis of Oroxylin A
发明人：MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; HEMANTHA HOSAHALLI PRABHAKARA
权利人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; HEMANTHA HOSAHALLI PRABHAKARA; SAMI LABS LTD
摘要:Disclosed is a novel, simple, scalable and environment friendly process for the synthesis of Oroxylin A from Baicalin. Baicalin is esterified to obtain a methyl ester which is further selectively methylated to provide Oroxylin A glucuronide methyl ester which on de-glycosylation results in the formation of Oroxylin A.

专利号:WO-03050105-A2
优先权日:2001-12-10
标题 :Catalytic asymmetric synthesis of optically active compounds
发明人：HALLAND NIS; JOERGENSEN KARL ANKER; HANSEN TORE
权利人:CHEMINOVA AS; HALLAND NIS; JOERGENSEN KARL ANKER; HANSEN TORE
摘要:A one step catalytic asymmetric process for the synthesis of an optically active compound of formula la or lb wherein R is selected from C1-7 alkyl, C1-7 haloalkyl, C1-7 alkoxy, C1-7 haloalkoxy, halogen and hydroxy; R3 is H or C1-4 alkyl; R4 is selected from H, C1-7 alkyl, C1-7 haloalkyl, C1-7 alkoxy, COOH, CO-C1-7 alkoxy and an optionally substituted aryl or heterocycle; AR represents C1-7 alkyl, optionally substituted aryl, an optionally substituted heterocycle or AR and R4 may be bridged together forming part of a ring system; X is O or S; m is a number between 0-4; comprising the step of reacting a compound of the formula 2 with a compound of formula 3 in the presence of a catalytic amount of a chiral nitrogen containing organic compound.

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主要参考文献


1: Wang M, Qin HL, Leng J, Zafar A, Amjad MW, Raja MAG, Hussain MA, Bukhari SNA. Synthesis and biological evaluation of new tetramethylpyrazine based chalcone derivatives as potential anti-Alzheimer agents. Chem Biol Drug Des. 2018 Jun 19. doi: 10.1111/cbdd.13355. [Epub ahead of print] pii: E1467. doi: 10.3390/molecules23061467. doi: 10.1016/j.ejmech.2018.06.015. [Epub ahead of print] doi: 10.1016/j.plaphy.2018.06.010. [Epub ahead of print] doi: 10.4149/av_2018_209. doi: 10.1016/j.ejmech.2018.05.055. [Epub ahead of print] doi: 10.1016/j.bioorg.2018.06.009. [Epub ahead of print] doi: 10.1186/s13065-018-0437-y. pii: E1377. doi: 10.3390/molecules23061377. doi: 10.1107/S2053229618006812. Epub 2018 May 22. doi: 10.1016/j.biopha.2018.05.126. [Epub ahead of print] doi: 10.1016/j.jpba.2018.05.041. [Epub ahead of print] doi: 10.1016/j.ejmech.2018.05.034. [Epub ahead of print] doi: 10.1107/S2056989018005467. eCollection 2018 May 1.
17: Tan MY, Crouse KA, Ravoof TBSA, Jotani MM, Tiekink ERT. Bis(4-meth-oxy-chalcone 4-ethyl-thio-semi-carbazon-ato-κ(2)N(1),S)zinc(II): crystal structure and Hirshfeld surface analysis. Acta Crystallogr E Crystallogr Commun. 2018 Jan 12;74(Pt 2):151-157. doi: 10.1107/S2056989018000282. eCollection 2018 Feb 1.
18: Karimi-Sales E, Jeddi S, Ebrahimi-Kalan A, Alipour MR. Trans-chalcone enhances insulin sensitivity through the miR-34a/SIRT1 pathway. Iran J Basic Med Sci. 2018 Apr;21(4):359-363. doi: 10.22038/IJBMS.2018.24300.6063.

合成参考文献


参考文献:10.3390/ijms12063473
摘要:Louime C, Lu J, Onokpise O, Vasanthaiah HK, Kambiranda D, Basha SM, Yun HK. Resistance to Elsinoë ampelina and expression of related resistant genes in Vitis rotundifolia Michx. grapes. Int J Mol Sci. 2011;12(6):3473–88.
参考文献:10.1107/s1600536811011482
摘要:Dutkiewicz G, Siddaraju BP, Yathirajan HS, Narayana B, Kubicki M. (2E)-3-(3-Bromo-4-meth-oxy-phen-yl)-1-(4-methyl-phen-yl)prop-2-en-1-one. Acta Crystallogr Sect E Struct Rep Online. 2011 Apr 01;67(Pt 4):o1024.
参考文献:10.1107/s160053681100701x
摘要:Jasinski JP, Butcher RJ, Yathirajan HS, Sarojini BK, Musthafa Khaleel V. (2E)-3-(4-Chloro-phen-yl)-1-(4-hy-droxy-phen-yl)prop-2-en-1-one. Acta Crystallogr Sect E Struct Rep Online. 2011 Apr 01;67(Pt 4):o756.
参考文献:10.1107/s1600536811007057
摘要:Loh WS, Fun HK, Prasath R, Sarveswari S, Vijayakumar V. (E)-1-(2-Methyl-4-phenyl-quinolin-3-yl)-3-phenyl-prop-2-en-1-one. Acta Crystallogr Sect E Struct Rep Online. 2011 Apr 01;67(Pt 4):o764–5.
参考文献:10.1107/s1600536811007598
摘要:Jasinski JP, Butcher RJ, Musthafa Khaleel V, Sarojini BK, Yathirajan HS. (2E)-3-(2-Anthracen-2-yl)-1-(2-hy-droxy-phen-yl)prop-2-en-1-one. Acta Crystallogr Sect E Struct Rep Online. 2011 Apr 01;67(Pt 4):o795.
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