Heterocycles [h]-fused onto 4-oxoquinoline-3-carboxylic acid. Part XII: synthesis of 5-fluoro-7-oxodihydo[1,3,4] thiadiazino [5,6-h] quinoline-8-carboxylic acid and ester

被引：1

作者：

El-Abadelah, Mustafa M. ^{[1
]}

Abadleh, Mohammed M. ^{[3
]}

Awwadi, Firas F. ^{[1
]}

Sabri, Salim S. ^{[1
]}

Voelter, Wolfgang ^{[2
]}

机构：

[1] Univ Jordan, Dept Chem, Fac Sci, Amman 11942, Jordan

[2] Univ Tubingen, Interfak Inst Biochem, Hoppe Seyler Str 4, D-72076 Tubingen, Germany

[3] Univ Petra, Fac Pharm, Pharmaceut Med Chem & Pharmacognosy, Amman 11196, Jordan

来源：

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2018年 / 73卷 / 01期

关键词：

7-chloro-8-nitroquinolone; antibacterial activity; dithizone; Smiles rearrangement; X-ray structure determination; X-RAY-STRUCTURE; ANTIBACTERIAL ACTIVITY; CONVENIENT SYNTHESIS; FACILE SYNTHESIS; DERIVATIVES; INVITRO; MODEL; FLUOROQUINOLONES; QUINOLONES; AGENTS;

D O I：

10.1515/znb-2017-0136

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Direct interaction of dithizone with 7-chloro-6-fluoro-8-nitro-4-oxoquinoline-3-carboxylic acid or with its ester delivered the corresponding novel 1,3,4-thiadiazino [5,6-h] quinoline 3-carboxylic acid, or its ester which was then hydrolyzed to the respective acid. Structures of the latter tricyclic hybrids were deduced from analytical and spectral data and confirmed by single crystal X-ray structure determination of the ester derivative. The free acid showed moderate activity against Staphylococcus aureus with a MIC value of 25 mu g mL(-1).

引用

页码：23 / 28

页数：6

共 50 条

[41] Synthesis and Crystal Structure of 2-Fluoro-4-methyl-3-oxo-4-aza-5α-androst-1-ene-17β-carboxylic Acid Methyl Ester
Jang Yin-Zhi
Xiang Zuo
Liang Da-Wei
CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2010, 29 (04) : 509 - 514
[42] Synthesis and Crystal Structure of 2-Fluoro-4-methyl-3-oxo-4-aza-5α-androst-1-ene-17β-carboxylic Acid Methyl Ester
江银枝
项卓
梁大伟
结构化学, 2010, 29 (04) : 509 - 514
[43] Crystal structure of 4-(4-hydroxy-3-methoxy-phenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid methyl ester, C21H25NO5
Hao, Wen-Jing
Xu, Xiao-Yan
Zhang, Dai-Zun
Han, Rui
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2017, 232 (03): : 409 - 410
[44] Crystal structure of 4-(3-Methoxy-phenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester, C22H27NO4
Li, Jiangtao
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2017, 232 (02): : 251 - 252
[45] Synthesis of 4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid ethyl ester and its isomer 1-oxo-2,9-dihydro-1H-β-carboline-4-carboxylic acid ethyl ester
Bergman, J
Rehn, S
TETRAHEDRON, 2002, 58 (45) : 9179 - 9185
[46] Synthesis and some reactions of 4-benzoyl-5-phenyl-1-pyridin-2-yl-1H-pyrazole-3-carboxylic acid
Sener, A
Akbas, E
Sener, MK
TURKISH JOURNAL OF CHEMISTRY, 2004, 28 (03) : 271 - 277
[47] New Synthesis of Derivatives of 6-Aryl-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylic Acid
V. A. Yanchenko
V. V. Malyshev
A. M. Demchenko
M. O. Lozinskii
Chemistry of Heterocyclic Compounds, 2003, 39 (4) : 547 - 548
[48] Crystal structure of 4-(3,4-dimethyl-phenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester, C21H25NO3
Meng, Jing
Dai, Yifei
Sui, Feng
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2017, 232 (01): : 111 - 112
[49] 1-(4-tert-butylbenzyl)-3-(4-chlorophenyl)-1H-pyrazole-5-carboxylic acid
Ding, Xiao-Ling
Dong, Wen-Liang
Xia, Yong
Zhao, Bao-Xiang
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O3125 - U2782
[50] Synthesis, Crystal Structure and ab Initio Studies of 5-Phenylamino-3-phenylimino-3H[1,2]dithiole-4-carboxylic acid ethyl ester
Ghalib, Raza Murad
Hashim, Rokiah
Silva, P. S. Pereira
Sulaiman, Othman
JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2011, 41 (12) : 1889 - 1893

← 1 2 3 4 5 →