bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethyl 4-methylbenzenesulfonate | 1471-89-2

• 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: bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethyl 4-methylbenzenesulfonate
• 英文别名: benzocyclobutan-1-ylmethyl para-toluenesulphonate；1-hydroxymethylbenzocyclobutane tosylate；(benzocyclobutan-1-yl)-methyl tosylate；1-Hydroxymethyl-benzocyclobuten-p-toluolsulfonat；1-(Toluol-4-sulfonyloxymethyl)-benzocyclobuten；Benzocyclobutenyl-3-methyl-p-toluolsulfonat；7-bicyclo[4.2.0]octa-1,3,5-trienylmethyl 4-methylbenzenesulfonate
• CAS: 1471-89-2
• 化学式: C₁₆H₁₆O₃S
• 分子量: 288.367
• InChiKey: SWSXSPHKMUYMAA-UHFFFAOYSA-N

物化性质

• 熔点：
  53-58 °C
• 沸点：
  448.9±14.0 °C(Predicted)
• 密度：
  1.250±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethyl 4-methylbenzenesulfonate 在 sodium iodide 作用下， 以 水 、 丙酮 为溶剂， 以88%的产率得到(benzocyclobutan-1-yl)-methyl iodide
  参考文献：
  名称：

  Benzisoxazole and benzisothiazole compounds

  摘要：

  这些化合物是N-取代的N'-(苯并异噁唑基或苯并异硫唑基)哌嗪，可用作镇静剂、抗焦虑剂、抗攻击剂和镇痛剂，用于治疗精神分裂症和抑郁症。其中一种化合物是(R,S)-3-{1-[(苯并环丁基)甲基]哌嗪-4-基}-6-氟-1,2-苯并异噁唑。

  公开号：

  US05173490A1
• 作为产物：
  描述：

  二环[4.2.0]辛-1,3,5-三烯-7-羧酸,(-)-(9CI) 在 4-二甲氨基吡啶 、 硼烷 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  IMIDAZO(4,5-B) PYRIDIN-2-YL AMIDES AS KV7 CHANNEL ACTIVATORS

  摘要：

  由公式1表示的化合物可能对Kv7.2/7.3异源多聚体具有强效和/或部分选择性。它们可能在治疗与癫痫、疼痛、神经递质释放等相关的疾病方面有用。

  公开号：

  US20160031875A1

文献信息

• Aminopiperidine indanyl and benzocyclobutene compounds
  申请人：Adir et Compagnie

  公开号：US05189045A1

  公开（公告）日：1993-02-23

  The invention relates to new compounds of formula I: ##STR1## in which: m represents zero, 1, 2, 3 or 4, n and p represent zero, 1 or 2, W represents an oxygen atom, an --NH-- radical, or a single bond, R represents a benzocyclobuten-1-yl radical, or an indanyl radical, a 2,3-dihydrobenzofuran-2-yl R.sub.1 represents a hydrogen atom, an alkyl radical having from 1 to 6 carbon atoms, or an aryl radical, and R.sub.2 represents a hydrogen atom, an alkyl radical, an alkenyl radical, a cycloalkyl radical, a benzyl radical, a phenyl radical, an aralkyl radical, an alkoxyalkyl radical or a polyhalogenated alkyl radical, the optical isomers thereof and the addition salts thereof with a pharmaceutically acceptable organic or mineral acid, and medicaments containing the same.

  该发明涉及以下化学式I的新化合物：##STR1## 其中：m表示零，1，2，3或4，n和p表示零，1或2，W表示氧原子，-NH-基团或单键，R表示苯并环丁烯-1-基团或茚基团，2,3-二氢苯并呋喃-2-基团R.sub.1表示氢原子，具有1到6个碳原子的烷基基团或芳基基团，R.sub.2表示氢原子，烷基基团，烯基基团，环烷基基团，苄基基团，苯基基团，芳基烷基基团，烷氧基烷基基团或多卤代烷基基团，以及它们的光学异构体和与药学上可接受的有机或无机酸的加合盐，以及含有这些化合物的药物。
• Piperazine, piperidine and 1,2,5,6-tetrahydropyridine
  申请人：Adir et Compagnie

  公开号：US05684020A1

  公开（公告）日：1997-11-04

  A compound selected from those of formula: ##STR1## wherein: A-B, n, D and E are as defined in the specification, their racemic mixtures, and their optical isomers, and also the physiologically tolerable salts thereof with appropriate acids. The products of the invention may be used therapeutically.

  从以下式中选择的化合物：##STR1## 其中：A-B，n，D和E如规范中定义，它们的外消旋混合物，以及它们的光学异构体，以及与适当酸的生理耐受盐。本发明的产品可用于治疗。
• Imidazo(4,5-B) pyridin-2-yl amides as KV7 channel activators
  申请人：Knopp Biosciences LLC

  公开号：US10106536B2

  公开（公告）日：2018-10-23

  Compounds represented by formula 1 can be potent and/or partially selective for the Kv7.2/7.3 heteromultimer. They may be useful in treating disorders related to seizures, pain, neurotransmitter release, etc.

  式 1 所代表的化合物对 Kv7.2/7.3 异源二聚体具有强效和/或部分选择性。它们可用于治疗与癫痫发作、疼痛、神经递质释放等有关的疾病。
• Characterization of Potent and Selective Antagonists at Postsynaptic 5-HT1A Receptors in a Series of N4-Substituted Arylpiperazines
  作者：Jean-Louis Peglion、Herve Canton、Karin Bervoets、Valerie Audinot、Mauricette Brocco、Alain Gobert、Sylvie Le Marouille-Girardon、Mark J. Millan

  DOI：10.1021/jm00020a020

  日期：1995.9

  Benzocycloalkyl and benzocycloalkenyl moities linked, directly or via an alkyl chain, to oxygen-bearing heteroarylpiperazines were synthesized, in an attempt to obtain potent and selective antagonists at postsynaptic 5-HT1A receptors. From the numerous arylpiperazines described in the literature, 1-(2,3-dihydro-1,4-benzodioxin-5-yl)pipe (3a) was chosen as a model of an arylpiperazine in view of its selectivity for 5-HT1A receptors versus alpha(1)-, alpha(2)-, and beta-adrenergic receptors, as well as dopamine D-1 and D-2 receptors. Two other closely-related arylpiperazines, 1-(1,5-benzodioxepin-6-yl)piperazine (3b) and 1-(benzofuran-7-yl)piperazine (3c), were also examined in this study. Al compounds showed high affinity at 5-HT1A sites (8.10 less than or equal to pK(i)s less than or equal to 9.35), and the majority behaved as antagonists in vivo in blocking the hypothermia induced by the 5-HT1A agonist 8-OH-DPAT in the absence of a marked effect alone at equivalent doses. An in vivo evaluation of dopamine D-2 receptor antagonist properties revealed that the majority of compounds was devoid of activity at this site, in marked contrast to BMY 7378 which displayed virtually no selectivity for 5-HT1A versus dopamine D-2 receptors. Moreover, six compounds of the present series, 8, 10, 11, 14, 25, and, 37, showed > 10-fold selectivity in vitro for 5-HT1A versus alpha(1)-adrenergic receptors. Compound 14 displayed an optimal compromise between potency (pK(i) = 8.75), marked antagonist activity, and selectivity toward alpha(1)-adrenergic (81-fold) and dopamine D-2 (195-fold) receptors. These characteristics clearly distinguish 14 from previously-reported ligands such as the postsynaptic 5-HT1A antagonist BMY 7378 and the weak partial agonist NAN 190 which, in contrast to the compounds of this series, belong to the well-exemplified class of imido derivatives of (o-methoxyphenyl)piperazines. The availability of 14 (S 15535) should facilitate the further elucidation of the functional role and potential therapeutic significance of 5-HT1A receptors.
• New 1-Aminomethylbenzocyclobutenes
  作者：Joseph A. Skorcz、Jerry E. Robertson

  DOI：10.1021/jm00326a026

  日期：1965.3