Synthesis and Crystal Structure of New Heterocyclic Compounds Containing 1,2,3-Triazole Moiety

被引:5
作者
Dong, Zhi-Qiang [1 ]
Liu, Fang-Ming [1 ,2 ]
Zeng, Yong-Ming [2 ]
机构
[1] Hangzhou Normal Univ, Coll Mat & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
[2] Xinjiang Univ, Coll Chem & Chem Engn, Urumqi 830046, Peoples R China
基金
中国国家自然科学基金;
关键词
1,2,3-Triazole; Isoxazole; Thiadiazine; Oxadiazoline; ANTICANCER ACTIVITY; DERIVATIVES; 2-PHENYL-1,2,3-TRIAZOLE; TRIAZOLES; CHEMISTRY;
D O I
10.1007/s10870-011-0063-1
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
A series of new heterocyclic compounds bearing 1,2,3-triazole moiety were synthesized using 4-acetyl-2-phenyl-1,2,3-triazole 1 as the starting material. The target compounds were prepared and the structures were characterized by IR, H-1 NMR, MS and elemental analysis. Meanwhile, the crystal structures of the synthesized compounds were also furthered confirmed by X-ray diffraction analysis. Compound 3b crystallized in the monoclinic P2(1)/c space group with unit cell parameters a = 10.6974(17) , b = 20.356(3) , c = 7.8049(12) , alpha = 90A degrees, beta A = 102.840(3)A degrees, gamma A = 90A(0), V = 1657.1(5) (3), Z = 4, T = 293(2) K. Compound 7c crystallized in the Triclinic P-1 space group with unit cell parameters a = 7.364(2) , b = 7.366(2) , c = 26.089(8), alpha = 87.114(7)A degrees, beta A = 87.040(7) (3)A degrees, gamma A = 82.337(7)A degrees, V = 1399.2(7) (3), Z = 2, T = 293(2) K. Compound 10c crystallized in the Triclinic P-1 space group with unit cell parameters a = 9.8152(10) , b = 10.0806(13) , c = 11.1267(14) , alpha = 100.344(3)A degrees, beta A = 111.975(3)A degrees, gamma A = 107.852(3)A degrees, V = 916.18(19) (3), Z = 2, T = 293(2) K.
引用
收藏
页码:1158 / 1164
页数:7
相关论文
共 24 条
[1]   1,2,3-TRIAZOLE-[2',5'-BIS-O-(TERT-BUTYLDIMETHYLSILYL)-BETA-D-RIBOFURANOSYL]-3'-SPIRO-5''-(4''-AMINO-1'',2''-OXATHIOL 2'',2''-DIOXIDE) (TSAO) ANALOGS - SYNTHESIS AND ANTI-HIV-1 ACTIVITY [J].
ALVAREZ, R ;
VELAZQUEZ, S ;
SANFELIX, A ;
AQUARO, S ;
DECLERCQ, E ;
PERNO, CF ;
KARLSSON, A ;
BALZARINI, J ;
CAMARASA, MJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (24) :4185-4194
[2]   Naproxen in heterocyclic chemistry: Novel syntheses of triazoles, triazolothiadiazines, triazolothiadiazoles, and triazolothiadiazepine bearing an asymmetric carbon atom and radiostability of the biologically active compounds [J].
Ammar, YA ;
Ghorab, MM ;
El-Sharief, AMS ;
Mohamed, SI .
HETEROATOM CHEMISTRY, 2002, 13 (03) :199-206
[3]   Human β3-adrenergic receptor agonists containing 1,2,3-triazole-substituted benzenesulfonamides [J].
Brockunier, LL ;
Parmee, ER ;
Ok, HO ;
Candelore, MR ;
Cascieri, MA ;
Colwell, LF ;
Deng, LP ;
Feeney, WP ;
Forrest, MJ ;
Hom, GJ ;
MacIntyre, DE ;
Tota, L ;
Wyvratt, MJ ;
Fisher, MH ;
Weber, AE .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (18) :2111-2114
[4]   Substituent effects on the antibacterial activity of nitrogen-carbon-linked (azolylphenyl)oxazolidinones with expanded activity against the fastidious gram-negative organisms Haemophilus influenzae and Moraxella catarrhalis [J].
Genin, MJ ;
Allwine, DA ;
Anderson, DJ ;
Barbachyn, MR ;
Emmert, DE ;
Garmon, SA ;
Graber, DR ;
Grega, KC ;
Hester, JB ;
Hutchinson, DK ;
Morris, J ;
Reischer, RJ ;
Ford, CW ;
Zurenko, GE ;
Hamel, JC ;
Schaadt, RD ;
Stapert, D ;
Yagi, BH .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (05) :953-970
[5]   SYNTHESIS AND HERBICIDAL ACTIVITY OF 3-ARYL-5-(HALOALKYL)-4-ISOXAZOLECARBOXAMIDES AND THEIR DERIVATIVES [J].
HAMPER, BC ;
LESCHINSKY, KL ;
MASSEY, SS ;
BELL, CL ;
BRANNIGAN, LH ;
PROSCH, SD .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1995, 43 (01) :219-228
[6]   Synthesis and Reactions of New Fused Heterocycles Derived from 5-Substituted-4-Amino-3-Mercapto-(4H)-1,2,4-Triazole with Biological Interest [J].
Hassan, A. Y. .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (11) :2759-2776
[7]   Some halogenated pinacolones [J].
Hill, GA ;
Kropa, EL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1933, 55 :2509-2512
[8]   Synthesis characterization and anticancer activity studies on some Mannich bases derived from 1,2,4-triazoles [J].
Holla, BS ;
Veerendra, B ;
Shivananda, MK ;
Poojary, B .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (7-8) :759-767
[9]   Synthesis and antimycobacterial activity of alkyl 1-heteroaryl-1H-1,2,3-triazole-4-carboxylates. [J].
Japelj, B ;
Recnik, S ;
Cebasek, P ;
Stanovnik, B ;
Svete, J .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2005, 42 (06) :1167-1173
[10]  
Kolb HC, 2001, ANGEW CHEM INT EDIT, V40, P2004, DOI 10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.3.CO