1-tert-butyl 4-methyl 2-chloroterephthalate | 431888-58-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-tert-butyl 4-methyl 2-chloroterephthalate
• 英文别名: 1-O-tert-butyl 4-O-methyl 2-chlorobenzene-1,4-dicarboxylate
• CAS: 431888-58-3
• 化学式: C₁₃H₁₅ClO₄
• 分子量: 270.713
• InChiKey: GFEGGAIBGJJHLG-UHFFFAOYSA-N

物化性质

• 沸点：
  349.8±22.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-tert-butyl 4-methyl 2-chloroterephthalate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以97%的产率得到tert-butyl 2-chloro-4-(hydroxymethyl)benzoate
  参考文献：
  名称：

  Second generation 2-pyridyl biphenyl amide inhibitors of the hedgehog pathway

  摘要：

  Potent and efficacious inhibitors of the hedgehog pathway for the treatment of cancer have been prepared using the 2-pyridyl biphenyl amide scaffold common to the clinical lead GDC-0449. Analogs with polar groups in the para-position of the aryl amide ring optimized potency, had minimal CYP inhibition, and possessed good exposure in rats. Compounds 9d and 14f potently inhibited hedgehog signaling as measured by Gli1 mRNA and were found to be equivalent or more potent than GDC-0449, respectively, when studied in a Ptch(+/) medulloblastoma allograft model, that is, highly dependent on hedgehog signaling. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.134
• 作为产物：
  描述：

  2-氯对苯二甲酸二甲酯 在 硫酸 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 50.5h， 生成 1-tert-butyl 4-methyl 2-chloroterephthalate
  参考文献：
  名称：

  Second generation 2-pyridyl biphenyl amide inhibitors of the hedgehog pathway

  摘要：

  Potent and efficacious inhibitors of the hedgehog pathway for the treatment of cancer have been prepared using the 2-pyridyl biphenyl amide scaffold common to the clinical lead GDC-0449. Analogs with polar groups in the para-position of the aryl amide ring optimized potency, had minimal CYP inhibition, and possessed good exposure in rats. Compounds 9d and 14f potently inhibited hedgehog signaling as measured by Gli1 mRNA and were found to be equivalent or more potent than GDC-0449, respectively, when studied in a Ptch(+/) medulloblastoma allograft model, that is, highly dependent on hedgehog signaling. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.134

文献信息

• Pyridyl inhibitors of hedgehog signalling
  申请人：Gunzner L. Janet

  公开号：US20060063779A1

  公开（公告）日：2006-03-23

  The invention provides novel inhibitors of hedgehog signaling that are useful as a therapeutic agents for treating malignancies where the compounds have the general formula I: wherein A, X, Y R 1 , R 2 , R 3 , R 4 , m and n are as described herein.

  这项发明提供了一种新型的刺刺信号抑制剂，可用作治疗恶性肿瘤的治疗剂，其中化合物具有一般式I： 其中A、X、Y、R1、R2、R3、R4、m和n如本文所述。
• PYRIDYL INHIBITORS OF HEDGEHOG SIGNALLING
  申请人：GUNZNER Janet L.

  公开号：US20110092461A1

  公开（公告）日：2011-04-21

  The invention provides novel inhibitors of hedgehog signaling that are useful as a therapeutic agents for treating malignancies where the compounds have the general formula I: wherein A, X, Y R 1 , R 2 , R 3 , R 4 , m and n are as described herein.

  本发明提供了新型的刺猬信号抑制剂，可用作治疗恶性肿瘤的治疗剂，其中化合物具有一般式I：其中A、X、Y、R1、R2、R3、R4、m和n如本文所述。
• Tryptophan derivatives
  申请人：——

  公开号：US20020115692A1

  公开（公告）日：2002-08-22

  Tryptophan derivatives of formula (1) are described: 1 wherein: Ar is an optionally substituted aromatic or heteroaromatic group; X is an oxygen or sulphur atom; Alk is a chain 2 in which m is zero or the integer 1 or 2 and R is a carboxylic acid (—CO 2 H) or a derivative or biostere thereof; R 2 is an optionally substituted aliphatic group; R 3 is an optional substituent; n is zero or the integer 1, 2 or 3; and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of LFA-1 to its ligands and are of use in the prophylaxis and treatment of inflammatory diseases or disorders or autoimmune diseases.

  描述了式（1）的色氨酸衍生物：其中：Ar是可选择性取代的芳香族或杂环芳香族基团；X是氧或硫原子；Alk是链2，其中m为零或整数1或2，R是羧酸（—CO2H）或其衍生物或生物立体异构体；R2是可选择性取代的脂肪基团；R3是可选取代基；n为零或整数1、2或3；以及其盐、溶剂合物、水合物和N-氧化物。这些化合物能够抑制LFA-1与其配体的结合，并可用于预防和治疗炎症性疾病或紊乱或自身免疫性疾病。
• [EN] PYRIDYL INHIBITORS OF HEDGEHOG SIGNALLING<br/>[FR] INHIBITEURS PYRIDILES DE SIGNALISATION HEDGEHOG
  申请人：GENENTECH INC

  公开号：WO2009126863A3

  公开（公告）日：2009-12-23
• US7888364B2
  申请人：——

  公开号：US7888364B2

  公开（公告）日：2011-02-15