2-(benzylthio)benzonitrile | 63216-04-6

• 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: 2-(benzylthio)benzonitrile
• 英文别名: benzyl 2-cyanophenyl sulfide；2-benzylsulfanylbenzonitrile
• CAS: 63216-04-6
• 化学式: C₁₄H₁₁NS
• mdl: MFCD01312658
• 分子量: 225.314
• InChiKey: LCVQODRQKCOTDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(benzylthio)benzonitrile 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 、 苯甲醇 为溶剂， 反应 59.0h， 以62%的产率得到2-氰基苯磺酰氯
  参考文献：
  名称：

  Reactions of Benzyl Aryl Sulfides with Excess Active Halogen Reagents

  摘要：

  1,2,3-Tribromopyrrolo[1,2-b][1,2]benzothiazin-10-one (2) is produced from 2-[2-(benzylthio)benzoyl]pyrrole (1) when treated with excess (5 equiv) NBS in CHCl3. With NCS, a mixture is obtained in which di- and trichloropyrrolo[1,2-b][1,2]benzothiazin-10-ones are present. If ethanol is present in the NCS reaction, compound 4 Is formed as the major product. Further, compound 3 is also formed by the reaction of compound 1 or the corresponding disulfide with excess SOCl2. A novel route to alkyl arenesulfinic esters is also reported: Treatment of a benzyl aryl sulfide with excess (5 equiv) NCS in the presence of an n-alkyl alcohol (7 equiv) produces an n-alkyl arenesulfinic ester in good yield. An arenesulfonyl chloride is the major product in the presence of benzyl alcohol.

  DOI：

  10.1021/jo961565+
• 作为产物：
  描述：

  S-(benzylthio)salicylamide 在 三氯氧磷 作用下， 生成 2-(benzylthio)benzonitrile
  参考文献：
  名称：

  有机硫化物对温室红蜘蛛螨卵和幼虫的毒性。V.-苄基苯基硫化物（非卤素取代基）

  摘要：

  表征了许多仅包含非卤素核取代基的苄基苯基硫化物和一些相应的砜。对温室红蜘蛛 (Tetranychus telarius L.) 的卵和幼螨的活性进行了列表和讨论。

  DOI：

  10.1002/jsfa.2740090303

文献信息

• Sequential C–H activation enabled expedient delivery of polyfunctional arenes
  作者：Wensen Ouyang、Xiaoqing Cai、Xiaojian Chen、Jie Wang、Jianhang Rao、Yang Gao、Yanping Huo、Qian Chen、Xianwei Li

  DOI：10.1039/d1cc03243g

  日期：——

  Modular construction of polyfunctional arenes from abundant feedstocks stands as an unremitting pursue in synthetic chemistry, accelerating the discovery of drugs and materials. Herein, using the multiple C–H activation strategy with versatile imidate esters, the expedient delivery of molecular libraries of densely functionalized sulfur-containing arenes was achieved, which enabled the concise construction

  从丰富的原料中模块化构建多功能芳烃是合成化学的不懈追求，加速了药物和材料的发现。在此，使用多功能亚胺酸酯的多重 C-H 活化策略，实现了密集功能化的含硫芳烃分子库的便捷传递，从而能够简明地构建生物活性分子，如双苯萘酚。
• Malignant and non-malignant disease treatment with Ras antagonists
  申请人：PISCES THERAPEUTICS, LLC

  公开号：US09309203B2

  公开（公告）日：2016-04-12

  The present disclosure describes new inhibitors or antagonists of Ras useful for the treatment of conditions resulting from Ras-induced or mediated cellular processes, including cellular proliferation, differentiation, apoptosis, senescence, and survival. These cellular processes may be associated with a non-malignant or malignant disease, disorder, or pathological condition. The present disclosure also describes a method for inhibiting such Ras-induced or mediated cellular processes. The method entails administering a Ras antagonist in an amount effective to inhibit such cellular processes.

  本公开描述了新的Ras抑制剂或拮抗剂，用于治疗由Ras诱导或介导的细胞过程引起的疾病，包括细胞增殖、分化、凋亡、衰老和存活。这些细胞过程可能与非恶性或恶性疾病、紊乱或病理状态相关。本公开还描述了一种抑制这种Ras诱导或介导的细胞过程的方法。该方法涉及以有效抑制这些细胞过程的量给予Ras拮抗剂。
• Synthesis and Analgesic Activity of Some 1-Benzofurans, 1-Benzothiophenes and Indoles
  作者：Stanislav Rádl、Petr Hezký、Jitka Urbánková、Petr Váchal、Ivan Krejčí

  DOI：10.1135/cccc20000280

  日期：——

  3-Unsubstituted 1-benzofurans 1e and 1f, 3-methyl-1-benzofurans 1a-1d, and 3-amino-1-benzofurans 2a-2l, as well as 3-amino-1-benzothiophenes 3a, 3b and 3-aminoindoles 4a-4f, 11a, and 11b were prepared and tested as analgesics. The 3-amino-1-benzofurans 2 were prepared from the corresponding 2-hydroxybenzonitriles 5 and phenacyl bromides 6 via intermediates 7. Similar treatment of 2-sulfanylbenzonitrile (8) provided 3-amino-1-benzothiophenes 3. Appropriately substituted 2-aminobenzonitriles 9 then provided N-substituted 3-aminoindoles 4. 1-(Ethoxycarbonyl)indoles 4e and 4f were successfully deprotected giving indoles 11a and 11b, respectively.

  3-未取代的1-苯并呋喃1e和1f，3-甲基-1-苯并呋喃1a-1d，以及3-氨基-1-苯并呋喃2a-2l，以及3-氨基-1-苯并噻吩3a，3b和3-氨基吲哚4a-4f，11a和11b被制备并作为镇痛药进行测试。3-氨基-1-苯并呋喃2是从相应的2-羟基苯甲腈5和苯乙酮溴化物6经过中间体7制备的。对2-硫代基苯甲腈（8）的类似处理提供了3-氨基-1-苯并噻吩3。适当取代的2-氨基苯甲腈9然后提供了N-取代的3-氨基吲哚4。1-(乙氧羰基)吲哚4e和4f成功脱保护，分别给出吲哚11a和11b。
• 黄嘌呤衍生物、其制备方法及用途
  申请人：齐鲁制药有限公司

  公开号：CN103709163B

  公开（公告）日：2016-12-21

  本发明涉及一类黄嘌呤衍生物、其药学上可接受的盐、所述衍生物的溶剂合物、药学上可接受的盐的溶剂合物、其化学保护形式或者前药及其制备方法和用途；还涉及用于制备所述黄嘌呤衍生物的中间体化合物及所述中间体化合物制备方法。所述黄嘌呤衍生物及其药物组合物有效抑制DPP‑lV活性，能够用于制备与二肽基肽酶（DPP‑IV）相关疾病的药物。
• [EN] MALIGNANT AND NON-MALIGNANT DISEASE TREATMENT WITH RAS ANTAGONISTS<br/>[FR] TRAITEMENT DE MALADIES MALIGNES ET NON MALIGNES PAR DES ANTAGONISTES DE RAS
  申请人：PISCES THERAPEUTICS LLC

  公开号：WO2013052765A1

  公开（公告）日：2013-04-11

  The present disclosure describes new inhibitors or antagonists of Ras useful for the treatment of conditions resulting from Ras-induced or mediated cellular processes, including cellular proliferation, differentiation, apoptosis, senescence, and survival. These cellular processes may be associated with a non-malignant or malignant disease, disorder, or pathological condition. The present disclosure also describes a method for inhibiting such Ras-induced or mediated cellular processes. The method entails administering a Ras antagonist in an amount effective to inhibit such cellular processes.

  本公开描述了新的Ras抑制剂或拮抗剂，用于治疗由Ras诱导或介导的细胞过程引起的疾病，包括细胞增殖、分化、凋亡、衰老和存活。这些细胞过程可能与非恶性或恶性疾病、紊乱或病理状态相关。本公开还描述了一种抑制这种Ras诱导或介导的细胞过程的方法。该方法涉及以有效抑制这些细胞过程的量给予Ras拮抗剂。