<1,1'>-biphenyl-2-carbothioamide | 174403-24-8

• 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: <1,1'>-biphenyl-2-carbothioamide
• 英文别名: 2-phenylthiobenzamide；phenylthiobenzamide；[1,1'-Biphenyl]-2-carbothioamide；2-phenylbenzenecarbothioamide
• CAS: 174403-24-8
• 化学式: C₁₃H₁₁NS
• 分子量: 213.303
• InChiKey: NLVJBAJYEHXOSN-UHFFFAOYSA-N

物化性质

• 沸点：
  386.8±35.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  <1,1'>-biphenyl-2-carbothioamide 在 迭氮酸 作用下， 生成 3-Imino-3H-1-phenyl-1λ⁴,2-benzisothiazol-1-oxid
  参考文献：
  名称：

  Cyclic sulphoximides

  摘要：

  本发明涉及具有有价值的药理特性的新的环状磺酰氧亚胺衍生物以及其制备方法。

  公开号：

  US03953464A1
• 作为产物：
  描述：

  2-氰基联苯 在 硫化氢 、 三乙胺 作用下， 以 吡啶 为溶剂， 反应 192.0h， 以92%的产率得到<1,1'>-biphenyl-2-carbothioamide
  参考文献：
  名称：

  三联苯-双脒的合成及其对丝氨酸蛋白酶的选择性抑制活性

  摘要：

  通过钯催化的交叉偶联反应制备联苯腈5a-c、三联苯二腈11a-d和萘-双（苯甲腈）11e，随后转化为联苯脒8a-c和双（苯甲脒）4a-e。在联苯脒 8 中，只有间位衍生物 8b 抑制因子 Xa 和胰蛋白酶 (Ki = 10 μM)。三联苯双脒 4c 不抑制因子 Xa、胰蛋白酶、凝血酶和纤溶酶，而 4a 和 4d 几乎是这些酶的等效抑制剂（Ki 1–6 μM），而 4b 和 4e 对胰蛋白酶有选择性（Ki = 0.2 和 0.3） μM；但对于因子 Xa、凝血酶和纤溶酶，Ki > 1 μM）。与牛胰蛋白酶复合的 4b 晶体的 X 射线分析揭示了一种独特的结合模式：一个苯甲脒基在 S1 位点与 Arg189 的侧链羧酸盐结合。

  DOI：

  10.1002/ardp.19963290204

文献信息

• ANTIMICROBIAL SUBSTITUTED THIAZOLES AND METHODS OF USE
  申请人：Cushman Mark Stanley

  公开号：US20140121249A1

  公开（公告）日：2014-05-01

  Disclosed are compositions having activity against MRSA and/or VRSA, and methods of using the compositions to treat microbial infections.

  披露了对抗MRSA和/或VRSA活性的组合物，并使用这些组合物来治疗微生物感染的方法。
• 3-Substituted-2(arylalkyl)-1-azabicycloalkanes and methods of use thereof
  申请人：Mazurov A. Anatoly

  公开号：US20050255040A1

  公开（公告）日：2005-11-17

  The present invention relates to 3-substituted-2-(arylalkyl)-1-azabicycloalkanes, methods of preparing the compounds and methods of treatment using the compounds. The azabicycloalkanes generally are azabicycloheptanes, azabicyclooctanes, or azabicyclononanes. The aryl group in the arylalkyl moiety is a 5- or 6-membered ring heteroaromatic, preferably 3-pyridinyl and 5-pyrimidinyl moieties, and the alkyl group is typically a C 1-4 alkyl. The substituent at the 3-position of the 1 -azabicycloalkane is a carbonyl group-containing moiety, such as an amide, carbamate, urea, thioamide, thiocarbamate, thiourea or similar functionality. The compounds exhibit activity at nicotinic acetylcholine receptors (nAChRs), particularly the α7 nAChR subtype, and are useful towards modulating neurotransmission and the release of ligands involved in neurotransmission. Methods for preventing or treating conditions and disorders, including central nervous system (CNS) disorders, which are characterized by an alteration in normal neurotransmission, are also disclosed. Also disclosed are methods for treating inflammation, autoimmune disorders, pain and excess neovascularization, such as that associated with tumor growth.

  本发明涉及3-取代-2-(芳基烷基)-1-氮杂环烷化合物、制备这些化合物的方法以及使用这些化合物的治疗方法。氮杂环烷通常是氮杂七环烷、氮杂八环烷或氮杂壬环烷。芳基烷基中的芳基是一个5或6元环的杂芳族，优选为3-吡啶基和5-嘧啶基，烷基通常是C1-4烷基。1-氮杂环烷的3位取代基是含有羰基的基团，例如酰胺、氨基甲酸酯、脲、硫脲、硫代氨基甲酸酯、硫脲或类似的官能团。这些化合物在尼古丁乙酰胆碱受体(nAChRs)，特别是α7 nAChR亚型上表现出活性，并且对调节神经递质和神经递质参与的配体的释放有用。还公开了预防或治疗中枢神经系统(CNS)疾病等具有正常神经递质改变的疾病和疾病的方法。还公开了治疗炎症、自身免疫性疾病、疼痛和过度新生血管化的方法，例如与肿瘤生长相关的新生血管化。
• 3-Substituted-2(Arylalkyl)-1-Azabicycloalkanes and Methods of Use Thereof
  申请人：Mazurov A. Anatoly

  公开号：US20060247270A1

  公开（公告）日：2006-11-02

  The present invention relates to 3-substituted-2-(arylalkyl)-1-azabicycloalkanes, methods of preparing the compounds and methods of treatment using the compounds. The azabicycloalkanes generally are azabicycloheptanes, azabicyclooctanes, or azabicyclononanes. The aryl group in the arylalkyl moiety is a 5- or 6-membered ring heteroaromatic, preferably 3-pyridinyl and 5-pyrimidinyl moieties, and the alkyl group is typically a C 1-4 alkyl. The substituent at the 3-position of the 1-azabicycloalkane is a carbonyl group-containing moiety, such as an amide, carbamate, urea, thioamide, thiocarbamate, thiourea or similar functionality. The compounds exhibit activity at nicotinic acetylcholine receptors (nAChRs), particularly the α7 nAChR subtype, and are useful towards modulating neurotransmission and the release of ligands involved in neurotransmission. Methods for preventing or treating conditions and disorders, including central nervous system (CNS) disorders, which are characterized by an alteration in normal neurotransmission, are also disclosed. Also disclosed are methods for treating inflammation, autoimmune disorders, pain and excess neovascularization, such as that associated with tumor growth.

  本发明涉及3-取代-2-(芳基烷基)-1-氮杂双环烷化合物，制备该化合物的方法以及使用该化合物的治疗方法。氮杂双环烷通常是氮杂双环庚烷、氮杂双环辛烷或氮杂双环壬烷。芳基烷基中的芳基基团是5-或6-成员环异芳基，优选为3-吡啶基和5-嘧啶基团，烷基通常为C1-4烷基。1-氮杂双环烷的3-位取代基是含有羰基基团的基团，例如酰胺、氨基甲酸酯、脲、硫酰胺、硫代氨基甲酸酯、硫脲或类似的官能团。该化合物在尼古丁乙酰胆碱受体(nAChRs)上表现出活性，特别是α7 nAChR亚型，并对调节神经递质和参与神经递质释放的配体具有用处。还公开了预防或治疗中枢神经系统(CNS)疾病等条件和障碍的方法，这些疾病的特征是正常神经递质发生改变。还公开了治疗炎症、自身免疫性疾病、疼痛和过度新生血管化的方法，例如与肿瘤生长有关的新生血管化。
• 3-SUBSTITUTED-2(ARYLALKYL)-1- AZABICYCLOALKANES AND METHODS OF USE THEREOF
  申请人：Mazurov Anatoly A.

  公开号：US20080138287A1

  公开（公告）日：2008-06-12

  The present invention relates to 3-substituted-2-(arylalkyl)-1-azabicycloalkanes, methods of preparing the compounds, and methods of treatment using the compounds. The azabicycloalkanes generally are azabicycloheptanes, azabicyclooctanes, or azabicyclononanes. The aryl group in the arylalkyl moiety is a 5- or 6-membered ring heteroaromatic, preferably 3-pyridinyl and 5-pyrimidinyl moieties, and the alkyl group is typically a C 1-4 alkyl. The substituent at the 3-position of the 1-azabicycloalkane is a carbonyl group-containing moiety, such as an amide, carbamate, urea, thioamide, thiocarbamate, thiourea or similar functionality. The compounds exhibit activity at nicotinic acetylcholine receptors (nAChRs), particularly the α7 nAChR subtype, and are useful towards modulating neurotransmission and the release of ligands involved in neurotransmission. Methods for preventing or treating conditions and disorders, including central nervous system (CNS) disorders, which are characterized by an alteration in normal neurotransmission, are also disclosed. Also disclosed are methods for treating inflammation, autoimmune disorders, pain and excess neovascularization, such as that associated with tumor growth.

  本发明涉及3-取代-2-(芳基烷基)-1-氮杂双环烷类化合物、制备该类化合物的方法以及使用该类化合物的治疗方法。氮杂双环烷通常是氮杂双环庚烷、氮杂双环辛烷或氮杂双环壬烷。芳基烷基中的芳基是一个5-或6-成员环杂芳基，优选是3-吡啶基和5-嘧啶基，烷基通常是C1-4烷基。1-氮杂双环烷的3-位取代基是一种含有羰基基团的基团，例如酰胺、氨基甲酸酯、脲、硫酰胺、硫代氨基甲酸酯、硫脲或类似的官能团。该化合物在尼古丁乙酰胆碱受体(nAChRs)上表现出活性，特别是α7 nAChR亚型，并且对于调节神经递质和神经递质参与的配体的释放是有用的。还公开了预防或治疗条件和疾病的方法，包括中枢神经系统(CNS)疾病，这些疾病的特征是正常神经递质的改变。还公开了治疗炎症、自身免疫性疾病、疼痛和过度新血管生成的方法，例如与肿瘤生长相关的新血管生成。
• 3-SUBSTITUTED-2(ARYLALKYL)-1-AZABICYCLOALKANES AND METHODS OF USE THEREOF
  申请人：Mazurov Anatoly A.

  公开号：US20110071187A1

  公开（公告）日：2011-03-24

  The present invention relates to 3-substituted-2-(arylalkyl)-1-azabicycloalkanes, methods of preparing the compounds and methods of treatment using the compounds. The azabicycloalkanes generally are azabicycloheptanes, azabicyclooctanes, or azabicyclononanes. The aryl group in the arylalkyl moiety is a 5- or 6-membered ring heteroaromatic, preferably 3-pyridinyl and 5-pyrimidinyl moieties, and the alkyl group is typically a C 1-4 alkyl. The substituent at the 3-position of the 1-azabicycloalkane is a carbonyl group-containing moiety, such as an amide, carbamate, urea, thioamide, thiocarbamate, thiourea or similar functionality. The compounds exhibit activity at nicotinic acetylcholine receptors (nAChRs), particularly the α7 nAChR subtype, and are useful towards modulating neurotransmission and the release of ligands involved in neurotransmission. Methods for preventing or treating conditions and disorders, including central nervous system (CNS) disorders, which are characterized by an alteration in normal neurotransmission, are also disclosed. Also disclosed are methods for treating inflammation, autoimmune disorders, pain and excess neovascularization, such as that associated with tumor growth.

  本发明涉及3-取代-2-(芳基烷基)-1-氮杂双环烷化合物，制备该化合物的方法以及使用该化合物的治疗方法。氮杂双环烷通常是氮杂双环庚烷，氮杂双环辛烷或氮杂双环壬烷。芳基烷基中的芳基基团是一个5-或6-成员环的杂芳基，优选为3-吡啶基和5-嘧啶基团，而烷基通常是C1-4烷基。在1-氮杂双环烷的3位取代基是含有羰基的基团，例如酰胺，氨基甲酸酯，脲，硫酰胺，硫代氨基甲酸酯，硫脲或类似的官能团。该化合物在尼古丁乙酰胆碱受体(nAChRs)上表现出活性，特别是α7 nAChR亚型，并且对调节神经递质和参与神经递质释放的配体具有用处。还公开了预防或治疗包括中枢神经系统(CNS)疾病在内的疾病和障碍的方法，这些疾病和障碍的特征是正常神经递质发生改变。还公开了治疗炎症、自身免疫性疾病、疼痛和过度新生血管化的方法，例如与肿瘤生长相关的新生血管化。