5-(4-氨基-5-碘-2-甲氧基苯基)恶唑 | 371249-76-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(4-氨基-5-碘-2-甲氧基苯基)恶唑
• 英文名称: 5-(4-Amino-5-iodo-2-methoxyphenyl)oxazole
• 英文别名: 2-iodo-5-methoxy-4-(1,3-oxazol-5-yl)aniline
• CAS: 371249-76-2
• 化学式: C₁₀H₉IN₂O₂
• 分子量: 316.098
• InChiKey: JVCYRDCLPUQDMC-UHFFFAOYSA-N

物化性质

• 沸点：
  376.9±42.0 °C(Predicted)
• 密度：
  1.765±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  61.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-氨基-5-碘-2-甲氧基苯基)恶唑 在 palladium diacetate 、 对甲苯磺酸 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 甲苯 为溶剂， 生成 1,2,3,9-tetrahydro-7-methoxy-6-(5-oxazolyl)-4H-carbazol-4-one
  参考文献：
  名称：

  Novel indole-based inhibitors of IMPDH: introduction of hydrogen bond acceptors at indole C-3

  摘要：

  The development of a series of novel indole-based inhibitors of 5'-inosine monophosphate dehydrogenase (IMPDH) is described. Various hydrogen bond acceptors at C-3 of the indole were explored. The synthesis and the structure-activity relationships (SARs) derived from in vitro studies are outlined. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00109-4
• 作为产物：
  描述：

  3-甲氧基-4-(1,3-噁唑)苯胺 在 吡啶 、 碘 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到5-(4-氨基-5-碘-2-甲氧基苯基)恶唑
  参考文献：
  名称：

  Novel inhibitors of IMPDH

  摘要：

  A series of novel quinolone-based small molecule inhibitors of inosine monophosphate dehydrogenase (IMPDH) was explored. The synthesis and the structure-activity relationships (SARs) derived from in vitro studies are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00944-7

文献信息

• Heterocycles that are inhibitors of IMPDH enzyme
  申请人：——

  公开号：US20020040022A1

  公开（公告）日：2002-04-04

  Compounds of the formula 1 wherein X 1 is C(O), —S(O)—, or —S(O) 2 —; X 2 is CR 3 or N; X 3 is —NH—, —O—, or —S—; X 4 is CR 4 or N; X 5 is CR 5 or N; and X 6 is CR 6 or N are useful as inhibitors of IMPDH enzyme. Thus, these compounds can be used as therapeutic agents for IMPDH-associated disorders.

  公式1中的化合物，其中X1是C(O)、—S(O)—或—S(O)2—；X2是CR3或N；X3是—NH—、—O—或—S—；X4是CR4或N；X5是CR5或N；X6是CR6或N，可用作IMPDH酶的抑制剂。因此，这些化合物可作为治疗IMPDH相关疾病的治疗剂。
• 2-Substituted 5-oxazolyl indole compounds useful as IMPDH inhibitors and pharmaceutical compositions comprising same
  申请人：——

  公开号：US20030232866A1

  公开（公告）日：2003-12-18

  Compounds having the formula (I), 1 are effective as inhibitors of IMPDH enzyme, wherein R 3 is alkyl, substituted alkyl, alkoxy, haloalkoxy, or halogen, preferably methoxy, ethoxy, or trifluoromethoxy; and R 1 , R 2 , R 4 , and R 5 are as defined in the specification.

  具有化学式(I)的化合物作为IMPDH酶的抑制剂具有很好的效果，其中R3是烷基，取代烷基，烷氧基，卤代烷氧基或卤素，优选是甲氧基，乙氧基或三氟甲氧基；而R1、R2、R4和R5如规范中定义。
• 2-substituted 5-oxazolyl indole compounds useful as IMPDH inhibitors and pharmaceutical compositions comprising same
  申请人：Bristol-Myers Squibb Company

  公开号：US07008958B2

  公开（公告）日：2006-03-07

  Compounds having the formula (I), are effective as inhibitors of IMPDH enzyme, wherein R3 is alkyl, substituted alkyl, alkoxy, haloalkoxy, or halogen, preferably methoxy, ethoxy, or trifluoromethoxy; and R1, R2, R4, and R5 are as defined in the specification.

  具有公式(I)的化合物，作为IMPDH酶的抑制剂是有效的，其中R3是烷基，取代烷基，烷氧基，卤代烷氧基或卤素，优选是甲氧基，乙氧基或三氟甲氧基；R1，R2，R4和R5如规范中所定义。
• [EN] INDOLE COMPOUNDS USEFUL AS IMPDH INHIBITORS<br/>[FR] COMPOSES DE L'INDOLE 2-SUBSTITUE 5-OXAZOLYLE POUVANT ETRE UTILISES COMME INHIBITEURS DE L'IMPDH ET COMPOSITIONS PHARMACEUTIQUES RENFERMANT CES COMPOSES
  申请人：——

  公开号：WO2003099206A3

  公开（公告）日：2004-01-22
• Quinolone-Based IMPDH inhibitors: introduction of basic residues on ring D and SAR of the corresponding mono, di and benzofused analogues
  作者：T.G.Murali Dhar、Scott H. Watterson、Ping Chen、Zhongqi Shen、Henry H. Gu、Derek Norris、Marianne Carlsen、Kristin D. Haslow、William J. Pitts、Junqing Guo、John Chorba、Catherine A. Fleener、Katherine A. Rouleau、Robert Townsend、Diane Hollenbaugh、Edwin J. Iwanowicz

  DOI：10.1016/s0960-894x(02)00945-9

  日期：2003.2

  The synthesis and the structure-activity relationships (SAR) of analogues derived from the introduction of basic residues on ring D of quinolone based inhibitors of IMPDH are described. This led to the identification of compound 27 as a potent inhibitor of IMPDH with significantly improved aqueous solubility over the lead compound 1. (C) 2002 Elsevier Science Ltd. All rights reserved.