5-(2-Chloropyridin-3-yl)-oxazole-4-carboxylic acid tert-butyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-Chloropyridin-3-yl)-oxazole-4-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 5-(2-chloropyridin-3-yl)-1,3-oxazole-4-carboxylate
• 化学式: C₁₄H₁₆NO₂Pol
• 分子量: 280.7
• InChiKey: ADPSRRFYYSRQJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯烟酰氯 、 异氰基乙酸叔丁酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 以16%的产率得到5-(2-Chloropyridin-3-yl)-oxazole-4-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  [EN] AZOLE CARBOXAMIDE INHIBITORS OF BACTERIAL TYPE III PROTEIN SECRETION SYSTEMS
  [FR] INHIBITEURS CARBOXAMIDES D'AZOLE DE SYSTÈMES BACTÉRIENS DE SÉCRÉTION DE PROTÉINE DE TYPE III

  摘要：

  根据本发明，已经确定了抑制第III型蛋白分泌的化合物(I)的公式，并提供了其使用方法。在本发明的一个方面，提供了用于抑制第III型蛋白分泌和/或用于治疗和预防细菌感染，特别是革兰氏阴性细菌感染的化合物。在本发明的另一个方面，提供了使用本发明的化合物抑制第III型蛋白分泌和/或治疗和预防细菌感染，特别是革兰氏阴性细菌感染的方法。公式(I)：

  公开号：

  WO2005113522A1

文献信息

• Inhibitors of bacterial Type III protein secretion systems
  申请人：Li Xiaobing

  公开号：US20050272784A1

  公开（公告）日：2005-12-08

  In accordance with the present invention, compounds that inhibit Type III protein secretion have been identified, and methods for their use provided. In one aspect of the invention, compounds useful in the inhibition of Type III protein secretion and/or in the treatment and prevention of bacterial infections, particularly Gram-negative bacterial infections, are provided. In another aspect of the invention, methods are provided for the inhibition of Type III protein secretion and/or the treatment and prevention of bacterial infections, particularly Gram-negative bacterial infections using the compounds of the invention.

  根据本发明，已经鉴定出了抑制III型蛋白质分泌的化合物，并提供了其使用方法。本发明的一个方面提供了在抑制III型蛋白质分泌和/或治疗和预防细菌感染，特别是革兰氏阴性细菌感染方面有用的化合物。本发明的另一个方面提供了使用本发明的化合物抑制III型蛋白质分泌和/或治疗和预防细菌感染，特别是革兰氏阴性细菌感染的方法。
• [EN] REVERSE-TURN MIMETICS AND METHOD RELATING THERETO<br/>[FR] MIMETIQUES A ROTATION INVERSE ET PROCEDE ASSOCIE
  申请人：CHOONGWAE PHARMA CORP

  公开号：WO2005116032A3

  公开（公告）日：2006-04-13
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12687, XP002317529, ISSN: 0027-8424EMAMI KATAYOON H ET ALA small molecule inhibitor of beta-catenin/cyclic AMP response element-binding protein transcriptionPROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA20040824101340027-84241268212687WPX1-33PXDANIELS D L ET AL: "beta-catenin: molecular plasticity and drug design", TIBS TRENDS IN BIOCHEMICAL SCIENCES, ELSEVIER PUBLICATION, CAMBRIDGE, EN, vol. 26, no. 11, 1 November 2001 (2001-11-01), pages 672 - 678, XP004326488, ISSN: 0968-0004DANIELS D L ET ALbeta-catenin: molecular plasticity and drug designTIBS TRENDS IN BIOCHEMICAL SCIENCES, ELSEVIER PUBLICATION, CAMBRIDGE, EN2001110126110968-0004672678WA1-33AHEDGEPETH C M ET AL: "Activation of the Wnt signaling pathway: a molecular mechanism for lithium action.", DEVELOPMENTAL BIOLOGY. 1 MAY 1997, vol. 185, no. 1, 1 May 1997 (1997-05-01), pages 82 - 91, XP002326326, ISSN: 0012-1606HEDGEPETH C M ET ALActivation of the Wnt signaling pathway: a molecular mechanism for lithium action.DEVELOPMENTAL BIOLOGY. 1 MAY 19971997050118510012-16068291WX34-37XKLEIN P S ET AL: "A molecular mechanism for the effect of lithium on development.", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA. 6 AUG 1996, vol. 93, no. 16, 6 August 1996 (1996-08-06), pages 8455 - 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WASHINGTON, US, vol. 92, no. 7, 1995, pages 3046 - 3050, XP002160048, ISSN: 0027-8424MUNEMITSU SUSAN ET ALRegulation of intracellular beta-catenin levels by the adenomatous polyposis coli (APC) tumor-suppressor proteinPROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF USA, NATIONAL ACADEMY OF SCIENCE. WASHINGTON, US19959270027-842430463050WX52,54Y53,55XYFILIPAK M ET AL: "Tumor necrosis factor inhibits the terminal event in mesenchymal stem cell differentiation", MEDLINE ABSTRACT, JOURNAL OF CELLULAR PHYSIOLOGY, vol. 137, no. 2, 1988, XP002904585FILIPAK M ET ALTumor necrosis factor inhibits the terminal event in mesenchymal stem cell differentiationMEDLINE ABSTRACT, JOURNAL OF CELLULAR PHYSIOLOGY19881372WX56XKIELMAN M F ET AL: "Apc modulates embryonic stem-cell differentiation by controlling the dosage of beta-catenin signaling", NATURE GENETICS, NATURE AMERICA, NEW YORK, US, vol. 32, no. 4, 20 December 2002 (2002-12-20), pages 594 - 605, XP002233454, ISSN: 1061-4036KIELMAN M F ET ALApc modulates embryonic stem-cell differentiation by controlling the dosage of beta-catenin signalingNATURE GENETICS, NATURE AMERICA, NEW YORK, US200212203241061-4036594605WX56XWO03068961A2AXORDIA LTD [GB], et al20030821the whole document, but see especially SEQ. ID NO 49 (for SEQ: ID NO 1 as claimed) and SEQ ID NO 2 (for SEQ ID NO 3 as claimed)X70-79,90-96,104-110,116-127,138-144,152-158XUS6063583AMONTMINY MARC R [US]20000516col. 13-30X70-79,90-96,104-110XWO9918124A1MERCK & CO INC [US], et al19990415Wsee esp. Fig. 7aX80-89,97-103,111-117XPATENT ABSTRACTS OF JAPAN vol. 1999, no. 05 31 May 1999 (1999-05-31)PATENT ABSTRACTS OF JAPAN19990531199905JPH1132767AAClaim 3, pp. 13-14, Seq. with 567 amino acidsX80-89,97-103,111-117,128-137,145-151,159-165XWO02065134A2UNIV DUNDEE [GB], et al20020822claim 9, SEQ: ID NO 9X80-89,97-103,111-117XWO9803652A2US HEALTH [US], et al19980129see the whole document. Specifically, Seq ID NO 3 and Seq. ID NO 9, also claims 1-16X80-89,97-103,111-117,128-137,145-151,159-165XEP1302104A1CHUGAI PHARMACEUTICAL CO LTD [JP], et al20030416seq. ID No. 1, example 1X128-137,145-151,159-165X
  申请人：CHOONGWAE PHARMA CORP

  公开号：WO2005021025A3

  公开（公告）日：2005-07-07
• [EN] AZOLE CARBOXAMIDE INHIBITORS OF BACTERIAL TYPE III PROTEIN SECRETION SYSTEMS<br/>[FR] INHIBITEURS CARBOXAMIDES D'AZOLE DE SYSTÈMES BACTÉRIENS DE SÉCRÉTION DE PROTÉINE DE TYPE III
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005113522A1

  公开（公告）日：2005-12-01

  In accordance with the present invention, compounds of formula (I) that inhibit Type III protein secretion have been identified, and methods for their use provided. In one aspect of the invention, compounds useful in the inhibition of Type III protein secretion and/or in the treatment and prevention of bacterial infections, particularly Gram-negative bacterial infections, are provided. In another aspect of the invention, methods are provided for the inhibition of Type III protein secretion and/or the treatment and prevention of bacterial infections, particularly Gram-negative bacterial infections using the compounds of the invention. Formula (I):

  根据本发明，已经确定了抑制第III型蛋白分泌的化合物(I)的公式，并提供了其使用方法。在本发明的一个方面，提供了用于抑制第III型蛋白分泌和/或用于治疗和预防细菌感染，特别是革兰氏阴性细菌感染的化合物。在本发明的另一个方面，提供了使用本发明的化合物抑制第III型蛋白分泌和/或治疗和预防细菌感染，特别是革兰氏阴性细菌感染的方法。公式(I)：