Synthesis and antitumor activity of substituted triazolo[4,3-a]pyrimidin-6-sulfonamide with an incorporated thiazolidinone moiety

被引：65

作者：

Hafez, Hend N. ^{[1
]}

El-Gazzar, Abdel-Rahman B. A. ^{[1
]}

机构：

[1] Natl Res Ctr, Photochem Dept, Heterocycl & Nucleoside Unit, Cairo 12622, Egypt

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2009年 / 19卷 / 15期

关键词：

Triazolo[4,3-a]pyrimidine; Thioglycolic acid; Thiazolidinone; Anti-tumor; NATIONAL-CANCER-INSTITUTE; DRUG DISCOVERY; DERIVATIVES; ANTIOXIDANT; ANALOGS; DESIGN;

D O I：

10.1016/j.bmcl.2009.05.126

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Chlorosulfonation of 3-methyl[1,2,4]triazolo[4,3-a]pyrimidine with chlorosulfonic acid in the presence of thionyl chloride was studied. When triazolo[4,3-a]pyrimidines are used as substrates, the substitution occurs at C-6. Also the reactivity of the hydrazides (7) towards aldehydes, thioglycolic acid and amines were studies. The newly prepared compounds 10a,d and 11a,d demonstrated inhibitory effects on the growth of a wide range of cancer cell lines generally at 10 (5) M level and in some cases at 10 (7) M concentrations. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：4143 / 4147

页数：5

共 35 条

[11] Design and synthesis of azolopyrimidoquinolines, pyrimidoquinazolines as anti-oxidant, anti-inflammatory and analgesic activities
El-Gazzar, A. B. A.
Youssef, M. M.
Youssef, A. M. S.
Abu-Hashem, A. A.
Badria, F. A.
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (02) : 609 - 624
[12] El-Gazzar Abdel-Rahman B. A., 2007, Acta Pharmaceutica (Zagreb), V57, P395, DOI 10.2478/v10007-007-0032-6
[13] Synthesis, analgesic, anti-inflammatory, and antimicrobial activity of some novel pyrimido[4,5-b]quinolin-4-ones
El-Gazzar, Abdel-Rahman B. A.
El-Enany, Mervat M.
Mahmoud, N. Mahmoud
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (06) : 3261 - 3273
[14] SYNTHESIS OF POTENTIAL ANTICANCER AGENTS .11. SYNTHESIS AND REACTIONS OF DERIVATIVES OF 6-METHYLURACIL-5-SULFONIC ACID
ELDERFIELD, R
PRASAD, RN
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (10) : 3863 - &
[15] FRANKLIN ADJ, 2006, J ORG CHEM, V71, P8993
[16] Gray GD, 1996, BIOTECHNIQUES, V21, P780
[17] GREVER MR, 1992, SEMIN ONCOL, V19, P622
[18] Design and synthesis of 3-pyrazolyl-thiophene, thieno[2,3-d]pyrimidines as new bioactive and pharmacological activities
Hafez, H. N.
El-Gazzar, A. B. A.
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (19) : 5222 - 5227
[19] Synthesis and evaluation of analgesic, anti-inflammatory and ulcerogenic activities of some triazolo- and 2-pyrazolyl-pyrido[2,3-d]-pyrimidines
Hafez, Hend N.
Abbas, Hebat-Allah S.
El-Gazzar, Abdel-Rahman B. A.
[J]. ACTA PHARMACEUTICA, 2008, 58 (04) : 359 - 378
[20] NEW CYTOTOXIC AGENTS WITH TUMOUR-INHIBITORY ACTIVITY .1. SOME AZIRIDINOPYRIMIDINE DERIVATIVES
HENDRY, JA
HOMER, RF
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1952, (FEB): : 328 - 333

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