ANNELATED PIPERAZINYL-7,8-DIHYDRO-6H-THIOPYRANO[3,2-D]PYRIMIDINES

被引：5
作者：
WU, MT
MACCOSS, M
IKELER, TJ
HIRSHFIELD, J
ARISON, BH
TOLMAN, RL
机构：
[1] Merck Sharp and Dohme Research Laboratories, Rahway, New Jersey
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1990年 / 27卷 / 06期
关键词：
D O I：
10.1002/jhet.5570270607
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Tricyclic analogs of piperazinylthiopyrano[3,2‐d]pyrimidine hypoglycemic agents were prepared. The angular tricyclic systems, 8,9‐dihydro‐7H‐thiopyrano[2,3‐e][1,2,4]triazolo[4,3‐a]pyrimidine and 8,9‐dihydro‐7H‐tetrazolo[1,5‐a]thiopyrano[2,3‐e]pyrimidine derivatives were synthesized from 2,4‐dichloro‐7,8‐dihydro‐6H‐thiopyrano[3,2‐d]pyrimidine in three step sequences. Derivatives of the linear tricyclic system, 5,6‐dihydro‐7H‐thiopyrano[3,2‐d][1,2,4]triazolo[2,3‐a]pyrimidine, were prepared by condensation of 3‐amino‐1,2,4‐triazole with ethyl 3‐oxo‐tetrahydropyran‐2‐carboxylate. The tricyclic heteroaryl‐piperazines lacked significant hypoglycemic activity. Copyright © 1990 Journal of Heterocyclic Chemistry
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页码：1559 / 1563
页数：5
相关论文
共 18 条
  • [1] ARYA V P, 1979, Drugs of the Future, V4, P557
  • [2] BIRR EJ, 1953, CHEM BER-RECL, V86, P1401
  • [3] Synthetic tests on the representation of derivatives of heterocondensed, heterocyclic 1 3-triazo-7 0'-pyrimidin
    Bulow, C
    Haas, K
    [J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1909, 42 : 4638 - 4644
  • [4] POLYSTYRENE-BASED DEBLOCKING-SCAVENGING AGENTS FOR THE 9-FLUORENYLMETHYLOXYCARBONYL AMINO-PROTECTING GROUP
    CARPINO, LA
    MANSOUR, EME
    CHENG, CH
    WILLIAMS, JR
    MACDONALD, R
    KNAPCZYK, J
    CARMAN, M
    LOPUSINSKI, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (05) : 661 - 665
  • [5] EISTERT B, 1963, LIEBIGS ANN CHEM, V666, P97
  • [6] THIAPYRAN DERIVATIVES .3. THE PREPARATION, PROPERTIES AND REACTIONS OF DELTA-2-DIHYDROTHIAPYRAN 1,1-DIOXIDE
    FEHNEL, EA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (06) : 1569 - 1574
  • [7] FUJUWARA T, 1986, ARZNEIMITTEL-FORSCH, V36, P1770
  • [8] KANO H, 1959, CHEM PHARM BULL, V7, P903
  • [9] KUNOH Y, 1989, ARCH INT PHARMACOD T, V298, P276
  • [10] KUNOH Y, 1986, ARCH INT PHARMACOD T, V280, P302
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