1-amino-7-hydroxy-6-iodo-4-methylindan hydrochloride | 93747-22-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-amino-7-hydroxy-6-iodo-4-methylindan hydrochloride
• 英文别名: 1-amino-7-hydroxy-6-iodo-4-methylindane hydrochloride；3-amino-5-iodo-7-methyl-2,3-dihydro-1H-inden-4-ol;hydrochloride
• CAS: 93747-22-9
• 化学式: C₁₀H₁₂INO*ClH
• 分子量: 325.577
• InChiKey: FLFYAFOOWITMCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-amino-7-hydroxy-4-methylindan hydrochloride 在 盐酸 、 一氯化碘 作用下， 以 水 为溶剂， 反应 2.0h， 生成 1-amino-7-hydroxy-6-iodo-4-methylindan hydrochloride
  参考文献：
  名称：

  具有中枢神经系统刺激活性的新型脑保护剂。2.1-（酰基氨基）-7-羟基茚满衍生物的合成和药理作用。

  摘要：

  在不断寻找具有中枢神经系统（CNS）刺激活性的新型脑保护药物时，已合成了一系列1-（酰基氨基）-7-羟基茚满衍生物，并对其双重活性进行了测试。根据其对低氧条件下（210 mmHg）小鼠存活的影响，评估了该系列化合物的脑保护活性，并通过评估其对脑震荡引起的昏迷恢复的促进作用，检查了其对中枢神经系统的刺激活性。在小鼠中。几种化合物以30 mg / kg po的剂量延长了低氧条件下小鼠的存活率。该系列中的四种化合物在相同剂量下均表现出CNS刺激作用。其中，7-羟基-1-[[4-（3-甲氧基苯基）-1-哌嗪基]乙酰基]氨基] -2,2,4,6-四甲基茚满（18，OPC-14117），

  DOI：

  10.1021/jm00111a014

文献信息

• Indane derivatives and salts thereof
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04792628A1

  公开（公告）日：1988-12-20

  Indane derivatives and their salts represented by the general formula (1), ##STR1## wherein R.sup.1 is an amino group which may have lower alkyl groups as the substituents, a hydroxylimino group, an alkanoylamino group having 1 to 10 carbon atoms which may have halogen atoms as the substituents, a lower alkylsulfonylamino group, a phenylsulfonylamino group which may have lower alkyl groups as the substituents on the phenyl ring, a benzoylamino group having lower alkyl groups as the substituents on the phenyl ring, and a phenyl-lower alkylamino group having a hydroxyl groups or a lower alkyl groups as the substituents on the phenyl ring, R.sup.2 is a hydrogen atom, a lower alkyl group, a halogen atom, a nitro group, an amino group, an amino-lower alkyl group, a lower alkanoylamino group, a lower alkanoylamino-lower alkyl group which may have halogen atoms as the substituents, a lower alkylthio group, a 1-piperidinesulfonyl group, or a lower alkenyl group; R.sup.3 is a hydrogen atom, a lower alkyl group, or a halogen atom; R.sup.4 and R.sup.5 are the same or different from each other, and are each a hydrogen atom, or a lower alkyl group; provided that when R.sup.1 is a hydroxylimino group, then R.sup.2 and R.sup.3 should not be hydrogen atoms at the same time. The indane derivatives and their salts are useful as preventive and curative agents for various diseases and disorders caused by the excessive formation and accumulation of the active oxygen radicals and the peroxidized substances in the living body, and/or the defects of phylaxis mechanisms of the living body, for example anti-arreriosclerotic agents, carcinogenesis preventive agents, carcinostatic agents, anti-inflammatory agents, analgesics, autoimmune disease curative agents, platelets aggregation inhibitory agents, hypotensive agents, anti-hyperlipemic agents, retinosis of immature infant and cataract preventive and curative agents. The indane derivatives and their salts are also useful as antioxidants for oils and fats being contained in processed foods.

  Indane衍生物及其盐的一般式表示为（1），其中R.sup.1是氨基团，其可以具有较低的烷基取代基，羟基亚胺基，具有1到10个碳原子的脂肪酰胺基，其可以具有卤素原子作为取代基，较低的烷基磺酰胺基，苯基磺酰胺基，其可以具有苯环上的较低烷基取代基，苯甲酰胺基，其在苯环上具有较低烷基取代基，以及苯基-较低烷基氨基基，其中苯环上具有羟基或较低烷基取代基，R.sup.2是氢原子，较低烷基基团，卤素原子，硝基基团，氨基团，氨基-较低烷基基团，脂肪酰胺基，其可以具有卤素原子作为取代基，较低烷基硫基，1-哌啶磺酰基或较低烯基基团; R.sup.3是氢原子，较低烷基基团或卤素原子; R.sup.4和R.sup.5相同或不同，均为氢原子或较低烷基基团; 前提是当R.sup.1为羟基亚胺基时，R.sup.2和R.sup.3不能同时为氢原子。这些Indane衍生物及其盐可用作预防和治疗各种疾病和障碍的药剂，这些疾病和障碍是由于活性氧自由基和过氧化物质在生物体内的过度形成和积累以及生物体的免疫机制缺陷引起的，例如抗动脉粥样硬化药剂，癌症预防药剂，抗癌药剂，抗炎药，止痛药，自身免疫疾病治疗药剂，血小板聚集抑制剂，降压剂，抗高脂血症药剂，未成熟婴儿视网膜病和白内障预防和治疗药剂。这些Indane衍生物及其盐还可用作加工食品中所含油脂的抗氧化剂。
• US4792628A
  申请人：——

  公开号：US4792628A

  公开（公告）日：1988-12-20
• Novel cerebroprotective agents with central nervous system stimulating activity. 2. Synthesis and pharmacology of the 1-(acylamino)-7-hydroxyindan derivatives
  作者：Yasuo Oshiro、Youji Sakurai、Tatsuyoshi Tanaka、Tetsuro Kikuchi、Tsuyoshi Hirose、Katsura Tottori

  DOI：10.1021/jm00111a014

  日期：1991.7

  In a continuous search for a novel cerebroprotective drug with a central nervous system (CNS) stimulating activity, a series of 1-(acylamino)-7-hydroxyindan derivatives has been synthesized and tested for its dual activities. The cerebroprotective activities of the compounds in this series were evaluated in terms of their effect on the survival of mice in hypoxic conditions (210 mmHg), and their CNS

  在不断寻找具有中枢神经系统（CNS）刺激活性的新型脑保护药物时，已合成了一系列1-（酰基氨基）-7-羟基茚满衍生物，并对其双重活性进行了测试。根据其对低氧条件下（210 mmHg）小鼠存活的影响，评估了该系列化合物的脑保护活性，并通过评估其对脑震荡引起的昏迷恢复的促进作用，检查了其对中枢神经系统的刺激活性。在小鼠中。几种化合物以30 mg / kg po的剂量延长了低氧条件下小鼠的存活率。该系列中的四种化合物在相同剂量下均表现出CNS刺激作用。其中，7-羟基-1-[[4-（3-甲氧基苯基）-1-哌嗪基]乙酰基]氨基] -2,2,4,6-四甲基茚满（18，OPC-14117），