(E)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one

被引：3
|
作者：
Bailey, Nicholas [1 ]
Atanes, Alaina [1 ]
Ashburn, Bradley O. [1 ]
机构：
[1] Univ Hawaii West Oahu, Ashburn Grp, Math Nat & Hlth Sci Div, 91-1001 Farrington Hwy, Kapolei, HI 96707 USA
来源：
MOLBANK | 2021年 / 2021卷 / 01期
基金：
美国国家卫生研究院;
关键词：
chalcone; synthesis; aldol; leishmaniasis; neglected tropical disease; CHALCONES;
D O I：
10.3390/M1184
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Natural products known as chalcones show promise as chemotherapeutic agents for the neglected tropical disease known as leishmaniasis. Our objective is to synthesize new targets of opportunity that may lead to better treatments of this debilitating disease. Claisen-Schmidt condensation of 4-chlorobenzaldehyde with 2'-fluoro-4'-methoxyacetophenone using aqueous sodium hydroxide in ethanol yielded the novel compound (E)-3-(4-chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one. The product was obtained in good yield and purity after recrystallization from ethyl acetate/hexane. With the known antiparasitic properties of halogenated chalcones, this novel compound is suitable for antileishmanial activity study.
引用
收藏
页码：1 / 4
页数：4
相关论文
共 50 条
  • [1] 3-(4-CHLOROPHENYL)-1-(3-THIENYL)-2-PROPEN-1-ONE
    HE, YP
    SHI, JQ
    SU, GB
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1994, 50 : 804 - 805
  • [2] Growth, characterization and crystal structure analysis of 1-(4-chlorophenyl)-3-(4-chlorophenyl)-2-propen-1-one
    Crasta, Vincent
    Ravindrachary, V.
    Lakshmi, S.
    Pramod, S. N.
    Shridar, M. A.
    Prasad, J. Shashidhara
    JOURNAL OF CRYSTAL GROWTH, 2005, 275 (1-2) : E329 - E335
  • [3] Conformational, spectroscopic and nonlinear optical investigations on 1-(4-chlorophenyl)-3-(4-chlorophenyl)-2-propen-1-one: a DFT study
    Sümeyye Altürk
    Nourdine Boukabcha
    Nadia Benhalima
    Ömer Tamer
    Abdelkader Chouaih
    Davut Avcı
    Yusuf Atalay
    Fodil Hamzaoui
    Indian Journal of Physics, 2017, 91 : 501 - 511
  • [4] Conformational, spectroscopic and nonlinear optical investigations on 1-(4-chlorophenyl)-3-(4-chlorophenyl)-2-propen-1-one: a DFT study
    Alturk, S.
    Boukabcha, N.
    Benhalima, N.
    Tamer, O.
    Chouaih, A.
    Avci, D.
    Atalay, Y.
    Hamzaoui, F.
    INDIAN JOURNAL OF PHYSICS, 2017, 91 (05) : 501 - 511
  • [5] (E)-1-(4-chlorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
    Qiu, XY
    Yang, SL
    Liu, WS
    Zhu, HL
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O1627 - O1628
  • [6] 1-(4-Chlorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
    Harrison, WTA
    Yathirajan, HS
    Sarojini, BK
    Narayana, B
    Indira, J
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O1647 - O1649
  • [7] 3-(2-chlorophenyl)-1-(2-naphthyl)-2-propen-1-one
    Kumaran, D
    Eswaramoorthy, S
    Ponnuswamy, MN
    Raju, KS
    Nanjundan, S
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 : 2543 - 2545
  • [8] SPECTRAL AND ASE PROPERTIES OF AN AMINO CHALCONE 1-(4-CHLOROPHENYL)-3-(4-N, N DIMETHYLAMINO PHENYL)-2-PROPEN-1-ONE
    Ibnaouf, K. H.
    Ali, M. K. M.
    Elzupir, A. O.
    Ibrahem, M. A.
    Idriss, H.
    Alaamer, A. S.
    Alrajhi, M. A.
    Alsalhi, M. S.
    DIGEST JOURNAL OF NANOMATERIALS AND BIOSTRUCTURES, 2017, 12 (02) : 423 - 430
  • [9] PREPARATION AND STRUCTURE OF (E)-1-(3'-HYDROXY-2'-FURANYL)-3-(3''-HYDROXY-4''-METHOXYPHENYL)-2-PROPEN-1-ONE
    GOODWIN, JC
    TJARKS, L
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 1988, 7 (01) : 133 - 140
  • [10] BEHAVIOR OF [4-(3',4'-DICHLOROPHENYL)-1-(2H)-PHTHALAZINONE-2-YL]-3-(4-CHLOROPHENYL)-2-PROPEN-1-ONE TOWARDS DIFFERENT NUCLEOPHILES
    ELFARARGY, A
    YASSIN, F
    HAFEZ, T
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1993, 58 (08) : 1937 - 1943
12345