(2-chloro-4-iodophenyl)methanol | 1260654-93-0

• 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: (2-chloro-4-iodophenyl)methanol
• CAS: 1260654-93-0
• 化学式: C₇H₆ClIO
• mdl: MFCD15527701
• 分子量: 268.482
• InChiKey: XTUVYAGCZMTBGA-UHFFFAOYSA-N

物化性质

• 沸点：
  297.8±25.0 °C(Predicted)
• 密度：
  1.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2-chloro-4-iodophenyl)methanol 在 偶氮二甲酸二异丙酯 、 一水合肼 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 O-(2-chloro-4-iodobenzyl)hydroxylamine
  参考文献：
  名称：

  O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1

  摘要：

  Indoleamine 2,3-dioxygenase-1 (IDO1) is a promising therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune suppression. Recently important advances have been made in understanding IDO1's catalytic mechanism. Although much remains to be discovered, there is strong evidence that the mechanism proceeds through a heme-iron bound alkylperoxy transition or intermediate state. Accordingly, we explored stable structural mimics of the alkylperoxy species and provide evidence that such structures do mimic the alkylperoxy transition or intermediate state. We discovered that O-benzylhydroxylamine, a commercially available compound, is a. potent sub-micromolar inhibitor of IDO1. Structure activity studies of over forty derivatives of O-benzylhydroxylamine led to further improvement in inhibitor potency, particularly with the addition of halogen atoms to the meta position of the aromatic ring. The most potent derivatives and the lead, O-benzylhydroxylamine, have high ligand efficiency values, which are considered an important criterion for successful drug development. Notably, two of the most potent compounds demonstrated nanomolar-level cell-based potency and limited toxicity. The combination of the simplicity of the structures of these compounds and their excellent cellular activity makes them quite attractive for biological exploration of IDO1 function and antitumor therapeutic applications. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.12.028
• 作为产物：
  描述：

  2-氯-4-碘苯甲酸 在 硼烷四氢呋喃络合物 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 以100%的产率得到(2-chloro-4-iodophenyl)methanol
  参考文献：
  名称：

  5-HYDROXYPYRIMIDINE-4-CARBOXAMIDE DERIVATIVE

  摘要：

  本发明提供了一种增强促红细胞生成素产生的化合物。本发明提供了一种由式(1)表示的化合物：[其中，R1：式(1A)：[其中，R4和R5：H、卤素或烷基；R6：H、卤素、烷基或类似物；R7：可替代的羟基烷基、可替代的羟基卤代烷基、可替代的烷氧基烷基或类似物；取代基α：酮基、羟基、氨基或类似物；环Q1：单环杂环基团；环Q2：单环碳氢环基团，或单环杂环基团；环Q3：单环碳氢环基团，或单环杂环基团；X：单键，亚甲基，乙烯基或类似物]；R2：烷基，或甲硫基；R3：H，或甲基]，或类似物。

  公开号：

  US20120220609A1

文献信息

• [EN] AROMATIC RING COMPOUND<br/>[FR] COMPOSÉ À NOYAU AROMATIQUE
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2013125732A1

  公开（公告）日：2013-08-29

  The present invention provides a compound having a GOAT inhibitory action, which is useful for the prophylaxis or treatment of obesity and the like, and has superior efficacy. The present invention is a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

  本发明提供了一种具有GOAT抑制作用的化合物，该化合物用于预防或治疗肥胖等疾病，并具有优异的疗效。本发明的化合物由式(I)表示：其中每个符号如说明书中所定义，或其盐。
• 5-hydroxypyrimidine-4-carboxamide derivative
  申请人：Kuribayashi Takeshi

  公开号：US08785462B2

  公开（公告）日：2014-07-22

  The present invention provides a compound which enhances the production of erythropoietin. The present invention provides a compound represented by formula (1): [wherein, R1: formula (1A): [wherein, R4 and R5: H, halogen, or alkyl; R6: H, halogen, alkyl, or the like; R7: substitutable hydroxyalkyl, substitutable hydroxyhalo alkyl, substitutable alkoxyalkyl, or the like; substituent group α: oxo, hydroxy, amino, or the like; ring Q1: a monocyclic heterocyclic group; ring Q2: a monocyclic hydrocarbon ring group, or a monocyclic heterocyclic group; ring Q3: a monocyclic hydrocarbon ring group, or a monocyclic heterocyclic group; X: a single bond, methylene, ethylene, or the like]; R2: alkyl, or methylsulfanyl; and R3: H, or methyl], or the like.

  本发明提供一种增强促红细胞生成素生产的化合物。本发明提供一种由式（1）表示的化合物：[其中，R1：式（1A）：[其中，R4和R5：H，卤素或烷基；R6：H，卤素，烷基或类似物；R7：可替换的羟基烷基，可替换的羟基卤代烷基，可替换的烷氧基烷基或类似物；取代基α：氧代、羟基、氨基或类似物；环Q1：单环杂环基；环Q2：单环碳氢环基或单环杂环基；环Q3：单环碳氢环基或单环杂环基；X：单键、亚甲基、乙烯基或类似物]；R2：烷基或甲基硫基；R3：H或甲基，或类似物。
• AROMATIC RING COMPOUND
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2838891A1

  公开（公告）日：2015-02-25
• AROMATIC RING COMPOUND AS GHRELIN O-ACYLTRANSFERASE INHIBITOR
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2838891B1

  公开（公告）日：2017-08-02
• US8785462B2
  申请人：——

  公开号：US8785462B2

  公开（公告）日：2014-07-22