Synthesis and anorectic activity of 2H-4,6-dimethyl-2-[(4-phenylpiperazin-1-yl)methyl]-3-oxo-2,3-dihydroisothiazolo[5,4-b]pyridine

被引：0
|
作者：
Malinka, W
Rutkowska, M
机构：
[1] Wroclaw B Beirut Univ, Dept Chem Drugs, PL-50137 Wroclaw, Poland
[2] Wroclaw Univ Med, Dept Pharmacol, PL-50368 Wroclaw, Poland
来源：
FARMACO | 1997年 / 52卷 / 10期
关键词：
D O I：
暂无
中图分类号：
R9 [药学];
学科分类号：
1007 ;
摘要：
The synthesis of 2H-4, 6-dimethyl-2-[(4-phenylpiperazin-1-yl)methyl]-3-oxo-2,3-dihydro-isothiazolo[5,4-b]pyridine (3) and its biological properties are described. Compound 3 pharmacologically evaluated in vivo by use of behavioral tests showed to have a profile of activity characteristic of stimulation of the central serotoninergic system, mostly 5-HT2A receptors (anorectic action: 2 mg/kg ip, 8.5 mg/kg po) However, receptor activity of isothiazolopyridine 3 was not confirmed in vitro using 5-HT2A and 5-HT1A, receptor binding technique. Molecular modeling studies demonstrated that it is difficult to predict bioactive conformation of title molecule 3.
引用
收藏
页码：595 / 601
页数：7
相关论文
共 50 条
  • [41] Methyl 3-amino-1H-indole-2-carboxylates in the synthesis of 5H-pyrimido[5,4-b]indole derivatives
    A. S. Shestakov
    Kh. S. Shikhaliev
    O. E. Sidorenko
    V. G. Kartsev
    S. V. Simakov
    Russian Journal of Organic Chemistry, 2009, 45 : 777 - 782
  • [42] 3-SUBSTITUTED 5H-4-OXO-1,2,3-TRIAZINE[5,4-B]INDOLES AND 1,1-DIALKYL(1-ARYL)-3-(2-ETHOXYCARBONYLINDOLE-3-YL)TRIAZENES - SYNTHESIS AND ANTIBACTERIAL ACTIVITY
    NESTEROVA, IN
    VELEZHEVA, VS
    ALEKSEEVA, LM
    PADEISKAYA, YN
    RADKEVICH, TP
    BAKLANOVA, OV
    GOLOVANOVA, YA
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1990, 24 (11): : 36 - 40
  • [43] 3-(Adamantan-1-yl)-4-[(E)-(2,6-difluorobenzylidene)amino]-1-[(4-phenylpiperazin-1-yl)methyl]-1H-1,2,4-triazole-5(4H)-thione
    El-Emam, Ali A.
    Al-Abdullah, Ebtehal S.
    El-Brollosy, Nasser R.
    Ng, Seik Weng
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2031 - +
  • [44] SYNTHESIS OF 3-AMINO-2-CYANOCARBAZOLE AND 3,4-DIHYDRO-4-OXO-6H-PYRIMIDINO[5,4-B]CARBAZOLES
    LANCELOT, JC
    GAZENGEL, JM
    DUNG, NH
    ROBBA, M
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1985, 33 (02) : 842 - 846
  • [45] 2,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitrile
    Ryzhkova, Yuliya E.
    Elinson, Michail N.
    MOLBANK, 2022, 2022 (03)
  • [46] Design and Synthesis of a Novel 1,2,4-Oxadiazole Derivative: 3-(3-(5-((4-Phenylpiperazin-1-yl)methyl)-1,2,4-oxadiazol-3-yl) phenoxy)propan-2-olamines
    Kumar, Deepak
    Shinde, Ganesh
    Yadav, Vivek
    Dalai, Suryakanta
    Jangir, Mukesh
    SYNTHESIS-STUTTGART, 2025,
  • [47] Utility of cyanothioacetamide and its derivatives in heterocyclic synthesis:: Synthesis and characterization of several new pyridine, pyrazolo[3,4-b] pyridine, thieno[2,3-b] pyridine and pyrido[5,4-b]thieno[3′,2′-d′] pyrimidine derivatives
    El-Neairy, MAA
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1999, 148 : 189 - 200
  • [48] SYNTHESIS OF N-(2H-[1,2,4]THIADIAZOLO[3',2'-2,3]THIAZOLO-[5,4-B]PYRIDIN-2-YLIDENE)AROYLAMINES
    SAMBAIAH, T
    REDDY, KK
    SYNTHETIC COMMUNICATIONS, 1990, 20 (03) : 355 - 364
  • [49] A non-peptide angiotensin II receptor antagonist: 2-butyl-6-dimethoxymethyl-5-phenyl-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazo[5,4-b]pyridine
    Shin, WC
    Yoon, TS
    Yoo, SE
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1996, 52 : 1019 - 1022
  • [50] A non-peptide angiotensin II receptor antagonist: 2-butyl-6-methyl-5-(1-oxopyrid-2-yl)-1-{[2 prime -(1H-tetrazol-5-yl)biphenyl-4- yl]methyl}-1H-imidazo[5,4-b]pyridine methanol solvate
    Heo, Yong-Seok
    Yi, Kyu Yang
    Yoo, Sung Eun
    Shin, Whanchul
    Acta Crystallographica, Section C: Crystal Structure Communications, 1999, 55 (08): : 1345 - 1347
12345