(4-氨基-3-碘苯基)乙酸 | 133178-71-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (4-氨基-3-碘苯基)乙酸
• 英文名称: 2-(4-amino-3-iodophenyl)acetic acid
• 英文别名: (4-amino-3-iodophenyl)-acetic acid；p-amino-m-iodophenyl acetic acid；4-Amino-3-iodophenylacetic acid；(4-Amino-3-iodophenyl)acetic acid
• CAS: 133178-71-9
• 化学式: C₈H₈INO₂
• 分子量: 277.062
• InChiKey: UCWIWLVVPHNSKI-UHFFFAOYSA-N

物化性质

• 沸点：
  400.1±40.0 °C(Predicted)
• 密度：
  1.961±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-氨基-3-碘苯基)乙酸 在 1,1'-双(二苯基膦)二茂铁 、 lithium hydroxide 、 tris-(dibenzylideneacetone)dipalladium(0) 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 copper(II) oxide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 N-((R)-5-Methoxy-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl)-N-methyl-2-(2-methyl-benzothiazol-6-yl)-acetamide
  参考文献：
  名称：

  Structure−Activity Studies for a Novel Series of N-(Arylethyl)-N-(1,2,3,4-tetrahydronaphthalen-1-ylmethyl)-N-methylamines Possessing Dual 5-HT Uptake Inhibiting and α₂-Antagonistic Activities

  摘要：

  In search of an alpha(2)-antagonist/5-HT uptake inhibitor as a potential new class of antidepressant with a more rapid onset of action, compound 3 was prepared and observed to possess high affinity for the alpha(2)-receptor (K-i = 6.71 nM) and the 5-HT uptake site (20.6 nM). A series of tertiary amine analogs of 3 were synthesized and assayed for their affinity at both the alpha(2)-receptor and the 5-HT uptake site. The structure-activity relationship reveals that a variety of structural modifications to the arylethyl fragment are possible with retention of this dual activity. On the tetralin portion, 5-OMe substitution and the (R) stereochemistry at C-l are optimal with alternate substitutions producing compounds retaining high affinity for the alpha(2)-receptor but lacking affinity for the 5-HT uptake site. Data for several rigidified 5-O-alkyl analogs suggests that the favored orientation of the oxygen lone pairs may be away from the g-position of the tetralin.

  DOI：

  10.1021/jm960723m
• 作为产物：
  描述：

  (4-氨基-3-碘苯基)乙酸乙酯 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 (4-氨基-3-碘苯基)乙酸
  参考文献：
  名称：

  [EN] HETEROCYCLIC DERIVATIVES AS RORGAMMA MODULATORS
  [FR] DÉRIVÉS HÉTÉROCYCLIQUES EN TANT QUE MODULATEURS RORGAMMA

  摘要：

  本发明提供了一种新颖的公式(I)化合物，该化合物是RORgamma的调节剂。这些化合物以及包含相同化合物的药物组合物，适用于治疗任何一种疾病，其中调节RORgamma具有治疗作用，例如在自身免疫性疾病、自身免疫相关疾病、炎症性疾病、纤维化疾病或胆汁淤积性疾病中。

  公开号：

  WO2016102633A1

文献信息

• p-[3H]-m-Azidophenyl acetic acid, a useful reagent for the synthesis of radioactive photoaffinity ligands. Synthesis of photoaffinity labelling ecdysones
  作者：Marcus F. Boehm、Koji Nakanishi、Peter Cherbas

  DOI：10.1039/c39910000052

  日期：——

  The synthesis of [3H]-p-azidophenyl acetic acid and its use in the preparation of aryl azido photoaffinity labelled 20-hydroxyecdysone analogues is described.

  描述了[ 3 H]-对叠氮基苯基乙酸的合成及其在制备芳基叠氮基光亲和力标记的20-羟基蜕皮激素类似物中的用途。
• Synthesis and Authentication of Iodoazidophenpyramine, a Photoaffinity Reporter Ligand Previously used for Histamine H1-Receptor Labelling
  作者：Giovanni Sorba、Wasyl Tertiuk、C. Robin Ganellin

  DOI：10.1002/ardp.19953280909

  日期：——

  The synthesis is described of aminophenpyramine (7) (N‐5‐[2‐(4‐aminophenyl)ethananmido]pentanyl}‐N′‐(4‐methoxybenzyl)‐N‐methyl‐N′‐(2‐pyridinyl)‐1,2‐ethandiamine), its monoiodo‐ and diiodo‐derivatives (8 and 9), and iodoazidophenpyramine (1). The last compound is synthesised by two different routes to confirm the identity of the [125I]iodinated ligand previously made only in solution and used for characterisation

  氨基苯吡胺 (7) (N-5-[2-(4-氨基苯基) 乙氨基]戊基}-N'-(4-甲氧基苄基)-N-甲基-N'-(2-吡啶基)-的合成描述1,2-乙二胺）、其单碘-和二碘-衍生物（8和9）和碘代叠氮苯吡胺（1）。最后一个化合物是通过两种不同的途径合成的，以确认以前仅在溶液中制备的 [125I] 碘化配体的身份，并用于表征组胺 H1 受体蛋白。该程序使用了新型中间体 4-氨基-3-碘-苯乙酸 (11) 和 4-叠氮基-3-碘-苯乙酸 (13)。它们对合成非放射性碘化光亲和受体配体具有普遍适用性，这可能是相应放射性标记化合物的化学鉴定所必需的。
• Inhibitors of the renal outer medullary potassium channel
  申请人：Pasternak Alexander

  公开号：US09056859B2

  公开（公告）日：2015-06-16

  This invention relates to compounds having structural Formula (I); and pharmaceutically acceptable salts thereof which are inhibitors of the Renal Outer Medullary Potassium (ROMK) channel (Kir 1.1). The compounds of Formula I are useful as diuretics and natriuretics and therefore are useful for the therapy and prophylaxis of disorders resulting from excessive salt and water retention, including cardiovascular diseases such as hypertension and chronic and acute heart failure.

  本发明涉及具有结构式（I）的化合物及其药学上可接受的盐，这些化合物是肾外髓质钾（ROMK）通道（Kir 1.1）的抑制剂。式I的化合物可用作利尿剂和钠利尿剂，因此可用于治疗和预防由过度盐和水潴留引起的疾病，包括心血管疾病，如高血压和慢性和急性心力衰竭。
• Inhibitors of the Renal Outer Medullary Potassium Channel
  申请人：Pasternak Alexander

  公开号：US20130217680A1

  公开（公告）日：2013-08-22

  This invention relates to compounds having structural Formula (I); and pharmaceutically acceptable salts thereof which are inhibitors of the Renal Outer Medullary Potassium (ROMK) channel (Kir 1.1). The compounds of Formula I are useful as diuretics and natriuretics and therefore are useful for the therapy and prophylaxis of disorders resulting from excessive salt and water retention, including cardiovascular diseases such as hypertension and chronic and acute heart failure.

  本发明涉及具有结构式（I）的化合物及其药学上可接受的盐，它们是肾外髓质钾（ROMK）通道（Kir 1.1）的抑制剂。公式I的化合物可用作利尿剂和钠利尿剂，因此可用于治疗和预防由过度盐和水潴留引起的疾病，包括高血压和慢性和急性心力衰竭等心血管疾病。
• Synthesis of Iodo-aryl-azido Adenosine Analogs as Affinity Ligands for Adenylyl Cyclase
  作者：Ilana Shoshani、Howard Qiu、Francis Johnson、Roger A. Johnson

  DOI：10.1080/15257779408010676

  日期：1994.9

  Potential affinity probes for adenylyl cyclase were synthesized that take advantage of the enzyme's sensitivity to ''P''-site-mediated inhibition by 2',5'-dideoxyadenosine analogs and its tolerance for large 3'-ribose substitutions. We report the synthesis of a series of 3'-substituted 2',5'-dideoxyadenosine analogs. The syntheses involved the intermediate formation of symmetric anhydrides that were then coupled to 2',5'-dideoxyadenosine by base-catalyzed esterification at the 3'-ribose position.