Studies on anti-inflammatory drugs of 2-arylpropanoic acids: Part IX - A practical synthesis of ketoprofen by 1,2-aryl rearrangement

被引：0
作者：
Chen, FN [1 ]
Liu, JD [1 ]
Sho, LY [1 ]
Yan, QJ [1 ]
机构：
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
来源：
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1999年 / 38卷 / 08期
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient synthesis of ketoprofen via chloration, Friedel-Crafts acylation, reduction, coupling, ketalization, rearrangement, hydrolysis and oxidation from commercially available bromo-benzoic acid in overall yield of about 60% has been described.
引用
收藏
页码：989 / 992
页数：4
相关论文
共 50 条
  • [21] Exploratory toxicology studies of 2,3-substituted imidazo[1,2-a]pyridines with antiparasitic and anti-inflammatory properties
    Ivan Serrano-Contreras, Jose
    Estela Melendez-Camargo, Maria
    Karina Marquez-Flores, Yazmin
    Patricia Soria-Serrano, Martha
    Elena Campos-Aldrete, Maria
    TOXICOLOGY RESEARCH, 2022, 11 (05) : 730 - 742
  • [22] SYNTHESIS OF 2-SUBSTITUTED 3-METHYLCHROMON-6-YLALKANOIC ACIDS FROM 6-ACYLCHROMONES BY 1,2-ARYL MIGRATION USING HYPERVALENT IODINE
    SINGH, OV
    PRAKASH, O
    GARG, CP
    KAPOOR, RP
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1989, 28 (10): : 814 - 817
  • [23] Design, synthesis and structure-activity relationship studies of novel and diverse cyclooxygenase-2 inhibitors as anti-inflammatory drugs
    Hayashi, Shigeo
    Ueno, Naomi
    Murase, Akio
    Takada, Junji
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2014, 29 (06) : 846 - 867
  • [24] SYNTHESIS AND ANTI-INFLAMMATORY ACTIVITY OF 3,3-DISUBSTITUTED 2-OXOINDOLIN-1-ACETIC ACIDS AND THEIR DERIVATIVES
    BOLOTOV, VV
    DRUGOVINA, VV
    PETYUNIN, PA
    SPESIVTSEVA, ZS
    DROGOVOZ, SM
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1979, 13 (11): : 45 - 49
  • [25] SYNTHESIS OF 5-(1-NAPHTHYLMETHYL)-4-ARYL-S-TRIAZOL-3-THIOLS-YLTHIOGLYCOLIC ACIDS AS POSSIBLE ANTI-INFLAMMATORY AGENTS
    KOTHARI, PJ
    MEHLHOFF, MA
    SINGH, SP
    PARMAR, SS
    STENBERG, VI
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1980, 17 (07) : 1369 - 1372
  • [26] Diazen-1-ium-1,2-diolatednitric oxide donor ester prodrugs of 1-(4-methanesulfonylphenyl)-5-aryl-1H-pyrazol-3-carboxylic acids:: Synthesis, nitric oxide release studies and anti-inflammatory activities
    Abdellatif, Khaled R. A.
    Chowdhury, Morshed Alam
    Dong, Ying
    Knaus, Edward E.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (13) : 6528 - 6534
  • [27] SYNTHESIS OF 2-ARYLSUCCINATES BY OXIDATIVE 1,2-ARYL MIGRATION OF 3-AROYLPROPIONIC ACIDS OR 5-ARYLFURAN-2(3H)-ONES WITH THALLIUM(III) NITRATE
    TAMURA, Y
    SHIROUCHI, Y
    MINAMIKAWA, J
    HARUTA, J
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1985, 33 (02) : 551 - 556
  • [28] STUDIES ON THE RITTER REACTION .1. SYNTHESIS OF 3-ABSOLUTE-VALUE-5-BARBITURYL-PROPANESULFONIC ACIDS WITH ANTI-INFLAMMATORY ACTIVITY
    RADZICKA, A
    KONIECZNY, M
    ARCHIVUM IMMUNOLOGIAE ET THERAPIAE EXPERIMENTALIS, 1982, 30 (5-6) : 421 - &
  • [29] 1-ethyl and 1-propylazacycloalkan-2-one ester prodrugs of ketoprofen - Synthesis, chemical stability, enzymatic hydrolysis, anti-inflammatory activity, and gastrointestinal toxicity
    Bonina, FP
    Puglia, C
    Ventura, D
    Santagati, NA
    Saija, A
    Trombetta, D
    ARZNEIMITTEL-FORSCHUNG-DRUG RESEARCH, 2002, 52 (12): : 884 - 889
  • [30] A General and Practical Synthesis of N-Aryl-3-[4-(imidazol-4-yl)-1,2,3-triazol-1-yl]benzamide Anti-Inflammatory Cytokine Inhibitors
    Frutos, Rogelio P.
    Rodriguez, Sonia
    Patel, Nitinchandra D.
    Reeves, Diana
    Tampone, Thomas
    Senanayake, Chris H.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (07) : 769 - 772
12345