4,5-二氢-萘并[1,2-c]异噁唑 | 66417-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 4,5-二氢-萘并[1,2-c]异噁唑
• 英文名称: 4,5-Dihydronaphth<1,2-c>isoxazol
• 英文别名: 4,5-dihydro-naphtho[1,2-c]isoxazole；4,5-dihydro-naphth[1,2-c]isoxazole；4,5-Dihydro-naphth[1,2-c]isoxazol；4,5-Dihydro-naphtho[1,2-c]isoxazole；4,5-dihydrobenzo[g][2,1]benzoxazole
• CAS: 66417-91-2
• 化学式: C₁₁H₉NO
• mdl: MFCD11501302
• 分子量: 171.199
• InChiKey: IHHJKWJJZUXWFI-UHFFFAOYSA-N

物化性质

• 沸点：
  114-117 °C(Press: 0.3-0.4 Torr)
• 密度：
  1.178 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为产物：
  描述：

  1-氯-3,4-二氢-2-萘甲醛 在 sodium azide 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 24.0h， 生成 4,5-二氢-萘并[1,2-c]异噁唑
  参考文献：
  名称：

  Sami, Md. Izhar; Kar, Gandhi K.; Ray, Jayanta K., Organic Preparations and Procedures International, 1991, vol. 23, # 2, p. 186 - 188

  摘要：

  DOI：

文献信息

• Asymmetric Transfer Hydrogenation of α-Substituted-β-Keto Carbonitriles via Dynamic Kinetic Resolution
  作者：Fangyuan Wang、Tilong Yang、Ting Wu、Long-Sheng Zheng、Congcong Yin、Yongjie Shi、Xiang-Yu Ye、Gen-Qiang Chen、Xumu Zhang

  DOI：10.1021/jacs.0c13273

  日期：2021.2.17

  A catalytic protocol for the enantio- and diastereoselective reduction of α-substituted-β-keto carbonitriles is described. The reaction involves a DKR-ATH process with the simultaneous construction of β-hydroxy carbonitrile scaffolds with two contiguous stereogenic centers. A wide range of α-substituted-β-keto carbonitriles were obtained in high yields (94%–98%) and excellent enantio- and diastereoselectivities

  描述了用于α-取代的-β-酮腈的对映体和非对映体选择性还原的催化方案。该反应涉及DKR-ATH方法，该方法同时构建具有两个连续的立体异构中心的β-羟基甲腈支架。以高产率（94％–98％）和出色的对映和非对映选择性（高达> 99％ee，高达> 99：1 dr）获得了多种α-取代-β-酮腈。非对映选择性的起源也通过DFT计算得到了合理化。此外，这种方法可以快速获得异戊ox酮和他喷他多的药物中间体。
• Isoxazoles and oxadiazoles as anti-inflammatory inhibitors of IL-8
  申请人：——

  公开号：US20020049213A1

  公开（公告）日：2002-04-25

  The invention relates to isoxazole and oxadiazole compounds of Formulae I and II, 1 pharmaceutical compositions containing the compounds, and methods for their production and use. These compounds are effective in inhibiting the action of IL-8 and are thus useful as anti-inflammatory agents for a variety of diseases.

  该发明涉及具有I和II式的异噁唑和氧代噁唑化合物，含有这些化合物的药物组合物，以及它们的生产和使用方法。这些化合物有效地抑制IL-8的作用，因此可用作多种疾病的抗炎药物。
• [EN] SUBSTITUTED AMINO ISOXAZOLINE DERIVATIVES AND THEIR USE AS ANTI-DEPRESSANTS.<br/>[FR] DERIVES D'AMINO ISOXAZOLINE SUBSTITUES ET UTILISATION DE CEUX-CI EN TANT QU'ANTIDEPRESSEURS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2003082878A1

  公开（公告）日：2003-10-09

  The invention concerns substituted amino isoxazoline derivatives according to Formula (I) wherein X = CH2, N-R7, S or O, R1, R2 and R3 are certain specific substituents, with the proviso that at least one of R1 and R2 is an amino radical of formula N-R10 R11 wherein R10 and R11 are each a variety of radicals, Pir is an optionally substituted. piperidyl or piperazyl radical and R3 represents an optionally substituted aromatic homocyclic or heterocyclic ring system ; pharmaceutical compositions comprising them and their use as a medicine, in particular for the treatment of depression and/of anxiety and disorders of body weight. The compounds according to the invention have surprisingly been shown to have a serotonin (5-HT) reuptake inhibitor activity in combination with additional ∝2-adrenoceptor antagonist activity

  本发明涉及代替氨基异噁唑衍生物，其化学式为（I），其中X = CH2，N-R7，S或O，R1，R2和R3是某些特定的取代基，但至少其中之一是化学式为N-R10R11的氨基基团，其中R10和R11分别是多种基团，Pir是可选取代的哌啶基或哌嗪基，R3表示可选取代的芳香同环或杂环环系统；包括它们的制药组合物以及它们作为药物的用途，特别是用于治疗抑郁症、焦虑症和体重失调等疾病。根据本发明的化合物已被证明具有与附加的α2-肾上腺素受体拮抗剂活性相结合的5-羟色胺（5-HT）再摄取抑制剂活性。
• Substituted amino isoxazoline derivatives and their use as anti-depressants
  申请人：Andres-Gil Ignacio Jose

  公开号：US20050222125A1

  公开（公告）日：2005-10-06

  The invention concerns substituted amino isoxazoline derivatives, more in particular tricyclic dihydrobenzopyranoisoxazoline, dihydroquinolinoisozazoline, dihydronaphthalenoisoxazoline and dihydrobenzothiopyranoisoxazoline derivatives substituted on the phenylpart of the tricyclic moiety with primary, secondary and/or tertiary amino groups, according to Formula (I) wherein X=CH 2 , N—R 7 , S or O, R 1 , R 2 and R 3 are certain specific substituents, with the proviso that at least one of R 1 and R 2 is an amino radical of formula N—R 10 R 11 wherein R 10 and R 11 are each a variety of radicals, Pir is an optionally substituted piperidyl or piperazyl radical and R 3 represents an optionally substituted aromatic homocyclic or heterocyclic ring system including a partially or completely hydrogenated hydrocarbon chain of maximum 6 atoms long with which the ring system is attached to the Pir radical and which may contain one or more heteroatoms selected from the group of O, N and S; a process for their preparation, pharmaceutical compositions comprising them and their use as a medicine, in particular for the treatment of depression and/of anxiety and disorders of body weight. The compounds according to the invention have surprisingly been shown to have a serotonin (5-HT) reuptake inhibitor activity in combination with additional α 2 -adrenoceptor antagonist activity and show a strong anti-depressant activity without being sedative. Compounds according to the invention are also suitable for treating depression, anxiety and body weight disorders. The invention also relates to novel combination of substituted amino isoxazoline derivatives according to the invention with antidepressants, anxiolytics and/or antipsychotics to improve efficacy and/or onset of action.

  本发明涉及取代氨基异噁唑啉衍生物，尤其是三环二氢苯并吡喃异噁唑啉、二氢喹啉异噁唑啉、二氢萘异噁唑啉和二氢苯并噻吩异噁唑啉衍生物，其三环分子的苯基部分被伯氨基、仲氨基和/或叔氨基取代，符合式（I）。 其中 X=CH 2 ，N-R 7 、S 或 O，R 1 , R 2 和 R 3 是某些特定的取代基，但 R 1 和 R 2 是式 N-R 10 R 11 其中 R 10 和 R 11 均为各种基，Pir 为任选取代的哌啶基或哌嗪基，R 3 代表任选取代的芳香族同环或杂环环系，包括部分或完全氢化的烃链，其长度不超过 6 个原子，环系通过该烃链连接到 Pir 基上，该烃链可包含一个或多个选自 O、N 和 S 组的杂原子；制备它们的工艺、包含它们的药物组合物以及它们作为药物的用途，特别是用于治疗抑郁和/或焦虑症以及体重紊乱。令人惊奇的是，根据本发明的化合物与额外的α-HT-2 结合使用时，具有血清素（5-HT）再摄取抑制剂活性。 2 -肾上腺素受体拮抗剂的活性，并显示出较强的抗抑郁活性，而不具有镇静作用。根据本发明的化合物还适用于治疗抑郁症、焦虑症和体重障碍。本发明还涉及根据本发明的取代氨基异噁唑啉衍生物与抗抑郁药、抗焦虑药和/或抗精神病药的新型组合，以提高疗效和/或起效时间。
• [EN] 4,5-DIHYDRONAPHTH[1,2-C]ISOXAZOLES AND DERIVATIVES THEREOF HAVING CNS ACTIVITY<br/>[FR] 4,5-DIHYDRONAPHTH[1,2-C]ISOXAZOLES ET LEURS DERIVES AYANT UNE ACTIVITE AU NIVEAU DU SYSTEME NERVEUX CENTRAL
  申请人：HOECHST MARION ROUSSEL, INC.

  公开号：WO1997025317A1

  公开（公告）日：1997-07-17

  (EN) 4,5-Dihydronaphth[1,2-c]isoxazole derivatives of general formula (I), where A, X and n are defined herein are disclosed. Such compounds are useful as serotonin 5-HT3 antagonists. These compounds are useful for the treatment of anxiety, psychiatric disorders, nausea, vomiting and drug dependency.(FR) 4,5-dihydronaphth[1,2-c]isoxazoles et leurs dérivés, de formule générale (I), dans laquelle A, X et n sont tels que définis dans la description. Ces composés sont utiles comme antagonistes 5-HT3 de la sérotonine. Ces composés sont utiles pour traiter l'anxiété, les troubles psychiatriques, la nausée, les vomissements et la toxicomanie.

  (中文) 二氢-1,2-c-非对刚需isoxazole衍生物及其衍生物，其通用化学式为(I)，其中A、X和n如文段所定义。这些化合物对5-HT3受到5-羟色胺的 antagonist 有用。这些化合物对焦虑、精神障碍、恶心、呕吐和毒蕈反应具有治疗价值。