Synthesis and antimycobacterial activity of some benzyl- and methylisocyanurate derivatives

被引：2
作者：
Shulaeva, M. M. [1 ]
Fattakhov, S. G. [1 ]
Saifina, L. F. [1 ]
Reznik, V. S. [1 ]
Valijev, R. Sh. [2 ]
Mingaleev, D. N. [3 ]
机构：
[1] Russian Acad Sci, Kazan Sci Ctr, AE Arbuzov Inst Organ & Phys Chem, 8 Ul Akad Arbuzova, Kazan 420088, Russia
[2] Minist Healthcare Russian Federat, Kazan State Med Acad, Kazan 420012, Russia
[3] NE Bauman Kazan State Acad Vet Med, Kazan 420029, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2015年 / 64卷 / 09期
基金：
俄罗斯科学基金会;
关键词：
isocyanurate; sulfides; oxidation; sulfones; sulfoxides; amides; hydrazides; anti-mycobacterialactivity; MYCOBACTERIUM-BOVIS BCG; OXIDATION; SULFIDES;
D O I：
10.1007/s11172-015-1141-x
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Alkylation of methyl thioglycolate with omega-(haloalkyl) derivatives of 1-benzyl-and 1-methylisocyanurates yielded 1,3-bis[omega-(methoxycarbonylmethylthio) alkyl)]-5-benzyl(methyl)-isocyanurates. Treatment of these compounds with ammonia or hydrazine hydrate and subsequent oxidation with hydrogen peroxide gives 1-benzyl- or 1-methylisocyanurates bearing two pharmacophoric substituents (i. e., carbamoyl, or carbazoylmethylsulfinyl, or sulfonyl groups) in the N-alkyl chains. The synthesized compounds exhibited antimycobacterial activity.
引用
收藏
页码：2215 / 2222
页数：8
相关论文
共 50 条
  • [1] Synthesis and antimycobacterial activity of some benzyl- and methylisocyanurate derivatives
    M. M. Shulaeva
    S. G. Fattakhov
    L. F. Saifina
    V. S. Reznik
    R. Sh. Valijev
    D. N. Mingaleev
    Russian Chemical Bulletin, 2015, 64 : 2215 - 2222
  • [2] Synthesis and antimycobacterial activity of some steroidal derivatives of tigogenin
    M. I. Merlani
    L. Sh. Amiranashvili
    E. P. Kemertelidze
    K. G. Mulkidzhanyan
    Chemistry of Natural Compounds, 2009, 45
  • [3] Synthesis and Antimycobacterial Activity of Some New Pyrazinamide Derivatives
    Mazen Almehmadi
    Mustafa Halawi
    Mohammad Asif
    Pharmaceutical Chemistry Journal, 2022, 56 : 456 - 460
  • [4] Synthesis and Antimycobacterial Activity of Some New Pyrazinamide Derivatives
    Almehmadi, Mazen
    Halawi, Mustafa
    Asif, Mohammad
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2022, 56 (04) : 456 - 460
  • [5] Synthesis and antimycobacterial activity of some steroidal derivatives of tigogenin
    Merlani, M. I.
    Amiranashvili, L. Sh.
    Kemertelidze, E. P.
    Mulkidzhanyan, K. G.
    CHEMISTRY OF NATURAL COMPOUNDS, 2009, 45 (03) : 389 - 392
  • [6] Synthesis and Antimycobacterial Activity of Isoniazid Derivatives Tethered with Aliphatic Amines
    Pflegr, Vaclav
    Stolarikova, Jirina
    Vinsova, Jarmila
    Kratky, Martin
    CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2022, 22 (32) : 2695 - 2706
  • [7] Synthesis and antimycobacterial activity of some N,N′-disubstituted isonicotinohydrazide derivatives
    Sinha, N
    Jain, S
    Tilekar, A
    Upadhayaya, RS
    Kishore, N
    Sinha, RK
    Arora, SK
    ARKIVOC, 2005, : 9 - 19
  • [8] Synthesis of Imidazole Derivatives with Antimycobacterial Activity
    Miranda, Pedro O.
    Gundersen, Lise-Lotte
    ARCHIV DER PHARMAZIE, 2010, 343 (01) : 40 - 47
  • [9] Synthesis and antimycobacterial activity of calpinactam derivatives
    Nagai, Kenichiro
    Koyama, Nobuhiro
    Sato, Noriko
    Yanagisawa, Chisato
    Tomoda, Hiroshi
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (24) : 7739 - 7741
  • [10] Synthesis, antimycobacterial and antibacterial activity of ciprofloxacin derivatives containing a N-substituted benzyl moiety
    Wang, Shuo
    Jia, Xue-Dong
    Liu, Ming-Liang
    Lu, Yu
    Guo, Hui-Yuan
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (18) : 5971 - 5975
12345