8-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one | 110766-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: 8-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one
• 英文别名: 8-methyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one；8-Methyl-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one；8-methyl-3,5-dihydro-2H-1,5-benzothiazepin-4-one
• CAS: 110766-86-4
• 化学式: C₁₀H₁₁NOS
• mdl: MFCD16171063
• 分子量: 193.269
• InChiKey: DKKQPFYKKGRYHN-UHFFFAOYSA-N

物化性质

• 熔点：
  230-231 °C(Solv: ethanol (64-17-5))
• 沸点：
  375.1±42.0 °C(Predicted)
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one 在 劳森试剂 作用下， 以 甲苯 、 正丁醇 为溶剂， 反应 1.5h， 生成 8-Methyl-4,5-dihydro-6-thia-2,3,10b-triaza-benzo[e]azulene
  参考文献：
  名称：

  Ambrogi; Grandolini; Rossi, Farmaco, Edizione Scientifica, 1987, vol. 42, # 8, p. 575 - 583

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2′-disulfanediylbis(4-methylaniline) 在 ammonium thioglycolate 、 对甲苯磺酸 作用下， 以 邻二甲苯 、 N,N-二甲基甲酰胺 为溶剂， 生成 8-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one
  参考文献：
  名称：

  A Simple and Efficient Method for Synthesis of Benzothiazepine Derivatives

  摘要：

  A series of 1,5-benzothiazepines were synthesized using disulfides and alpha,beta-unsaturated carbonyl or nitrite compounds as reaction substrates. After reductive cleavage of the S-S bond of disulfides, the resulting thiols were reacted with alpha,beta-unsaturated carbonyl or nitrite compounds to generated seven-membered heterocyclic compounds. In the presence of ammonium thioglycolate, the Michael reaction occurred between disulfides (1) and 4-methyl-3-penten-2-one to give 2,2,4-trymethyl-3H-1,5-benzothiazepine derivatives in good yields. When ethyl acrylate or acrylonitrile was used as the Michael acceptor, 90-99% of (2-amino-phenylsulfanyl)propionitriles (3) and/or 92-99% of (2-amino-phenylsulfanyl)propionic acid ethyl esters (4) were produced. Subsequently, the 1,5-benzothiazepine compounds 5 and 6 were obtained due to the cyclization reaction.

  DOI：

  10.3987/com-10-12100

文献信息

• A Convenient One-Pot Synthesis of 2,3-Dihydro-1,5-benzothiazepin-4(5<i>H</i>)-ones
  作者：Valeria Ambrogi、Giuliano Grandolini

  DOI：10.1055/s-1987-28062

  日期：——

  An improved one-pot synthesis of 1,5-benzothiazepinone derivatives is described. 2-Aminobenzenethiols are conveniently converted into 2,3-dihydro-1,5-benzothiazepin-4(5H)-ones by reaction with ß-propiol-actone or ß-butyrolactone in anhydrous pyridine followed by treatment with acetic anhydride. Some substituent effects are noted.

  本文介绍了一种改进的 1,5-苯并硫氮杂卓酮衍生物的一步法合成方法。通过在无水吡啶中与ß-丙二醇内酯或ß-丁内酯反应，然后用乙酸酐处理，可方便地将 2-氨基苯硫酚转化为 2,3-二氢-1,5-苯并硫氮杂卓-4(5H)-酮。注意到了一些取代基的影响。
• NITROGEN-CONTAINING COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS THEREOF FOR THE TREATMENT OF ATRIAL FIBRILLATION
  申请人：Oshima Kunio

  公开号：US20120225866A1

  公开（公告）日：2012-09-06

  The present invention provides a novel diazepine compound that blocks the I Kur current or the Kv1.5 channel potently and more selectively than other K + channels. The present invention relates to a diazepine compound represented by General Formula (1) or a salt thereof, wherein R 1 , R 2 , R 3 , and R 4 are each independently hydrogen, lower alkyl, cyclo lower alkyl or lower alkoxy lower alkyl; R 2 and R 3 may be linked to form lower alkylene; A 1 is lower alkylene optionally substituted with one or more substituents selected from the group consisting of hydroxyl and oxo; Y 1 and Y 2 are each independently —N═ or —CH═; and R 5 is group represented by wherein R 6 and R 7 are each independently hydrogen or organic group; R 6 and R 7 may be linked to form a ring together with the neighboring group —X A —N—X B —; X A and X B are each independently a bond, lower alkylene, etc.

  本发明提供了一种新型的二氮杂环化合物，它可以有效地阻断IKur电流或Kv1.5通道，并比其他K+通道更具选择性。本发明涉及一种由通式（1）表示的二氮杂环化合物或其盐，其中R1、R2、R3和R4各自独立地表示氢、低碳基、环状低碳基或低烷氧基低碳基；R2和R3可以连接形成低碳烷基；A1是低碳烷基，可选地取代一个或多个羟基和氧代基；Y1和Y2各自独立地表示—N═或—CH═；R5是由下式表示的基：其中R6和R7各自独立地表示氢或有机基团；R6和R7可以与相邻的基团—XA—N—XB—一起形成环；XA和XB各自独立地表示键、低碳烷基等。
• Verfahren zur Herstellung von 3-Fluor-4,6-dichlortoluol
  申请人：BAYER AG

  公开号：EP0657407A1

  公开（公告）日：1995-06-14

  3-Fluor-4,6-dichlortoluol mit reduzierter Bildung von 3-Fluor-2,6-dichlortoluol wird hergestellt, indem man 3-Fluortoluol in Gegenwart von einem Katalysatorsystem zu einem 3-Fluor-6-chlortoluol und 3-Fluor-4-chlortoluol enthaltenden Gemisch chloriert und dieses in Gegenwart eines anderen Katalysatorsystems zu 3-Fluor-4,6-dichlortoluol chloriert.

  3-氟-4,6-二氯甲苯可减少 3-氟-2,6-二氯甲苯的生成，其制备方法是在一种催化剂体系存在下对 3-氟甲苯进行氯化，得到含有 3-氟-6-氯甲苯和 3-氟-4-氯甲苯的混合物，然后在另一种催化剂体系存在下对该混合物进行氯化，得到 3-氟-4,6-二氯甲苯。
• Nitrogen-containing compounds and pharmaceutical compositions thereof for the treatment of atrial fibrillation
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP2746272A1

  公开（公告）日：2014-06-25

  The present invention provides a novel amino compound that blocks the IKur current or the Kv1.5 channel potently and more selectively than other K+ channels. The present invention relates to an amino compound represented by General Formula (1): or a salt thereof, wherein R1 and R2 are each independently hydrogen or organic group; XA and XB are each independently a bond, alkylene, alkenylene, -CO-, -SO2-, or -CONH-, wherein each of the alkylene and alkenylene chains can optionally contain one or more substituents selected from the group consisting of -S-, -C(=S)-, -SO2-, -CO-, -O-, -NH-, -CONH- and -SO2NH-, and the hydrogen atom (H) bonded to the nitrogen atom (N) in XA and XB is optionnally substituted with a subsituent selected from the group consisting of lower alkyl, phenyl lower alkyl and phenyl; A1 is lower alkylene optionally substituted with one or more substituents selected from the group consisting of hydroxyl and oxo; R3 is (i) a heterocyclic group which is optionally substituted with one or more substituents, or (ii) an aryl group substituted with one or more substituents select from the group consisting of oxo, lower alkyl, carboxyl, halo-lower alkyl, lower alkanoyl lower alkyl, phenyl lower alkyl, cyclo lower alkyl, lower alkoxy, halo lower alkoxy, phenyl lower alkoxy, phenoxy, cyano, hydroxyl, halogen, nitro, lower alkylthio, lower alkanoyl, lower alkoxy carbonyl, lower alkenyl, phenyl, triazolyl, isoxazolyl, imidazolyl, pyrrolyl, benzo[d]oxazolyl, benzo[d]thiazolyl and the group represented by General Formula (2): wherein Y is a bond, lower alkylene, or -CO-; R4 and R5 are each independently hydrogen, lower alkyl, cyclo lower alkyl, phenyl, or lower alkanoyl; or R4 and R5 may be linked to form a ring together with the neighboring nitrogen, and the ring may optionally have one or more substituents.

  本发明提供了一种新型氨基化合物，它能比其他 K+ 通道更有效、更有选择性地阻断 IKur 电流或 Kv1.5 通道。本发明涉及一种由通式（1）表示的氨基化合物： 或其盐、 其中 R1 和 R2 各自独立地为氢或有机基团； XA和XB各自独立地为键、亚烷基、亚烯基、-CO-、-SO2-或-CONH-，其中每个亚烷基和亚烯基链可任选地包含一个或多个选自-S-、-C(＝S)-、-SO2-、-CO-、-O-、-NH-、-CONH-和-SO2NH-，并且与 XA 和 XB 中的氮原子（N）结合的氢原子（H）可任选被选自低 级烷基、苯基低级烷基和苯基组成的组的取代基取代； A1 是低级亚烷基，可任选被选自羟基和氧代的一个或多个取代基取代； R3 是 (i) 可任选被一个或多个取代基取代的杂环基团，或 (ii) 被一个或多个取代基取代的芳基，取代基选自以下组成的基团：氧代、低级烷基、羧基、卤代低级烷基、低级烷酰基、苯基低级烷基、环低级烷基、低级烷氧基、卤代低级烷氧基、苯基低级烷氧基、苯氧基、氰基、羟基、卤素、硝基、低级烷硫基、低级烷酰基、低级烷氧羰基、低级烷氧基羰基、低级烷氧基烷基、低级烷氧基羰基、低级烷氧基烷基、低级烷氧基烷基、低级烷氧基羰基、 低级烷氧基羰基、低级烯基、苯基、三唑基、异噁唑基、咪唑基、吡咯基、苯并[d]恶唑基、 苯并[d]噻唑基和通式 (2) 所代表的基团： 其中 Y 是键、低级亚烷基或 -CO-；R4 和 R5 各自独立地是氢、低级烷基、环低级烷基、苯基或低级烷酰基；或者 R4 和 R5 可与邻近的氮连接在一起形成环，该环可任选具有一个或多个取代基。
• Rutkauskas; Kantminiene; Beresnevicius, Polish Journal of Chemistry, 2008, vol. 82, # 12, p. 2341 - 2347
  作者：Rutkauskas、Kantminiene、Beresnevicius

  DOI：——

  日期：——