Title:
QUINOLINE MERCAPTOACETATE SULFONAMIDE DERIVATIVE, INTERMEDIATE, PHARMACEUTICAL DERIVATIVE OR FORMULATION, AND PREPARATION METHOD AND USE THEREFOR
Document Type and Number:
WIPO Patent Application WO/2022/242782
Kind Code:
A1
Abstract:
The present application relates to a quinoline mercaptoacetate sulfonamide derivative, an intermediate, a pharmaceutical derivative or a formulation, and a preparation method and use therefor. The structure of the quinoline mercaptoacetic acid sulfonamide derivative is as represented by the following formula (I). The present application also relates to a preparation method for a compound containing a structure as represented by the following formula. Experiments show that the compound provided in the present invention has a good inhibitory effect on URAT1 transport uric acid in HEK293 transfected cells, and that the compound has good application prospects in the treatment of hyperuricemia or gout.
Inventors:
CHEN JIE (CN)
LU JUN (CN)
XIE FUJIA (CN)
HUANG LV (CN)
LU JUN (CN)
XIE FUJIA (CN)
HUANG LV (CN)
Application Number:
PCT/CN2022/106216
Publication Date:
November 24, 2022
Filing Date:
July 18, 2022
Export Citation:
Assignee:
JIANGSU CHIATAI QINGJIANG PHARMACEUTICAL CO LTD (CN)
International Classes:
C07D215/42; A61P13/04; A61P13/12; A61P19/02; A61P19/06; C07D215/36; C07D401/12
Foreign References:
| CN106831569A | 2017-06-13 | |||
| CN110467571A | 2019-11-19 | |||
| CN104470898A | 2015-03-25 | |||
| CN103068801A | 2013-04-24 | |||
| TW201443010A | 2014-11-16 |
Other References:
ZHANG, XIANSHENG, JINGWEI WU, YUQIANG LIU, YAFEI XIE, CHANGYING LIU, JIANWU WANG & GUILONG ZHAO: "Facile Synthetic Approaches to 1-thiocyclopropanecarboxylates", PHOSPHORUS, SULFUR AND SILICON AND THE RELATED ELEMENTS, vol. 192, no. 7, 31 December 2017 (2017-12-31), pages 799 - 811, XP093006761
PATEL RAHUL V, PARK SE WON: " Synthesis of Thiophenyl Schiff Bases via Buchwald-Hartwig Coupling of Piperazines to Quinoline Motif", CURRENT ORGANIC SYNTHESIS, vol. 11, no. 4, 1 January 2014 (2014-01-01), pages 621 - 625, XP093006766
V. N. GOGTE, (MISS) R. N. SATHE, B. D. TILAK: "Synthesis of Heterocyclic Compounds. VII. Synthesis of Thiazolo[3, 2-a]quinoline and Thiazolo[2, 3-a]isoquinoline Derivatives", INDIAN JOURNAL OF CHEMISTRY, COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH (C S I R), IN, vol. 11, no. 11, 1 November 1973 (1973-11-01), IN , pages 1115 - 1118, XP009541212, ISSN: 0019-5103
DATABASE REGISTRY ANONYMOUS : "- Acetic acid, 2-[[6-(trifluoromethyl)-4-quinolinyl]thio]-, methyl ester", XP093006780, retrieved from STN
DATABASE REGISTRY CAS; ANONYMOUS : "Acetic acid, 2-[(6-fluoro-4-quinolinyl)thio]-, methyl ester ", XP093006781, retrieved from STN
PENG JIANBIAO; HU QIYUE; GU CHUNYAN; LIU BONIAN; JIN FANGFANG; YUAN JIJUN; FENG JUN; ZHANG LEI; LAN JIONG; DONG QING; CAO GUOQING: "Discovery of potent and orally bioavailable inhibitors of Human Uric Acid Transporter 1 (hURAT1) and binding mode prediction using homology model", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 26, no. 2, 12 December 2015 (2015-12-12), Amsterdam NL , pages 277 - 282, XP029380295, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2015.12.040
J. LEVILLAIN, M. VAZEUX: "New and Facile Synthesis of Mono- and Bifunctional N-Substituted 4-Alkylidenequinolines by an Eschenmoser Approach", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE., vol. 1, no. 01., 1 January 1995 (1995-01-01), STUTTGART, DE. , pages 56 - 62, XP002119557, ISSN: 0039-7881
PATEL RAHUL V, PARK SE WON: " Synthesis of Thiophenyl Schiff Bases via Buchwald-Hartwig Coupling of Piperazines to Quinoline Motif", CURRENT ORGANIC SYNTHESIS, vol. 11, no. 4, 1 January 2014 (2014-01-01), pages 621 - 625, XP093006766
V. N. GOGTE, (MISS) R. N. SATHE, B. D. TILAK: "Synthesis of Heterocyclic Compounds. VII. Synthesis of Thiazolo[3, 2-a]quinoline and Thiazolo[2, 3-a]isoquinoline Derivatives", INDIAN JOURNAL OF CHEMISTRY, COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH (C S I R), IN, vol. 11, no. 11, 1 November 1973 (1973-11-01), IN , pages 1115 - 1118, XP009541212, ISSN: 0019-5103
DATABASE REGISTRY ANONYMOUS : "- Acetic acid, 2-[[6-(trifluoromethyl)-4-quinolinyl]thio]-, methyl ester", XP093006780, retrieved from STN
DATABASE REGISTRY CAS; ANONYMOUS : "Acetic acid, 2-[(6-fluoro-4-quinolinyl)thio]-, methyl ester ", XP093006781, retrieved from STN
PENG JIANBIAO; HU QIYUE; GU CHUNYAN; LIU BONIAN; JIN FANGFANG; YUAN JIJUN; FENG JUN; ZHANG LEI; LAN JIONG; DONG QING; CAO GUOQING: "Discovery of potent and orally bioavailable inhibitors of Human Uric Acid Transporter 1 (hURAT1) and binding mode prediction using homology model", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 26, no. 2, 12 December 2015 (2015-12-12), Amsterdam NL , pages 277 - 282, XP029380295, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2015.12.040
J. LEVILLAIN, M. VAZEUX: "New and Facile Synthesis of Mono- and Bifunctional N-Substituted 4-Alkylidenequinolines by an Eschenmoser Approach", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE., vol. 1, no. 01., 1 January 1995 (1995-01-01), STUTTGART, DE. , pages 56 - 62, XP002119557, ISSN: 0039-7881
Attorney, Agent or Firm:
BEIJING BRIGHT IP AGENCY CO., LTD. (CN)
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