溴甲烷磺酰氯 | 10099-08-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 磺酰卤
• 中文名称: 溴甲烷磺酰氯
• 英文名称: bromomethanesulfonyl chloride
• 英文别名: Brommethansulfonylchlorid；bromomethyl sulfonyl chloride
• CAS: 10099-08-8
• 化学式: CH₂BrClO₂S
• mdl: MFCD11200854
• 分子量: 193.449
• InChiKey: FXHWCQPYCGWOAW-UHFFFAOYSA-N

物化性质

• 沸点：
  215.1±23.0 °C(Predicted)
• 密度：
  2.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  甲基磺酰氯	methanesulfonyl chloride	124-63-0	CH3ClO2S	114.553

反应信息

• 作为反应物：
  描述：

  溴甲烷磺酰氯 在 sodium fluoride 作用下， 生成 bromomethanesulfonyl fluoride
  参考文献：
  名称：

  卤代甲磺酰卤的振动光谱和旋转异构：XCH2SO2Y (X = Cl, Br; Y = Cl, F)

  摘要：

  摘要 研究了气态、液态和固态的ClCH 2 SO 2 Cl、BrCH 2 SO 2 Cl、ClCH 2 SO 2 F和BrCH 2 SO 2 F的红外光谱和拉曼光谱。 . 为每个分子提出了观察到的频率的振动分配，并给出了构象异构体的光谱证据。

  DOI：

  10.1016/0022-2860(84)80179-9
• 作为产物：
  描述：

  二溴甲烷 在 五氯化磷 、 四丁基硫酸氢铵 、 sodium sulfite 作用下， 生成 溴甲烷磺酰氯
  参考文献：
  名称：

  New antifilarial agents. 1. Epoxy sulfonamides and ethynesulfonamides

  摘要：

  Two series of 2-substituted 1,2-epoxyethanesulfonamides 2 and ethynesulfonamides 5 were synthesized and evaluated for their antifilarial activity. The trans epoxides 2T were stereospecifically prepared by a Darzens reaction between aldehydes and halomethanesulfonamides. The cis isomers 2c were obtained from ethynesulfonamides 5 by semihydrogenation followed by KOCl epoxidation. 2-Substituted ethynesulfonamides 5 were synthesized from appropriate trans-ethenesulfonamides by a bromination/dehydrobromination sequence. These products, as well as several synthetic intermediates, were evaluated for antifilarial activity against Molinema dessetae either in vivo in its natural host, the rodent Proechimys oris, or in vitro by a new test using cultures of the infective larvae. Most of the epoxides 2T and acetylenic derivatives 5 bearing a 2-aryl substituent were active in vitro. Among these compounds, four epoxides 2T and one acetylenic derivative 5 showed marked macrofilaricidal activity in vivo without any microfilaricidal activity. The differences between the in vivo and in vitro results may be due, in part, to the low chemical stability of the epoxy sulfonamides 2T. Despite this limitation, the activities observed in this reliable animal model suggest further development and testing of both series 2T and 5 as macrofilaricides.

  DOI：

  10.1021/jm00395a010

文献信息

• [EN] HETEROCYCLIC COMPOUND AND USE THEREOF<br/>[FR] COMPOSÉ HÉTÉROCYCLIQUE ET SON UTILISATION
  申请人：TAKEDA PHARMACEUTICALS CO

  公开号：WO2019027058A1

  公开（公告）日：2019-02-07

  The present invention provides a heterocyclic compound having an orexin type 2 receptor agonist activity. A compound represented by the formula (I) : wherein each symbol is as described in the specification, or a salt thereof, is useful as an agent for the prophylaxis treatment of narcolepsy.

  本发明提供了一种具有促进睡觉素2型受体激动剂活性的杂环化合物。公式（I）所代表的化合物：其中每个符号如规范中所述，或其盐，可用作预防治疗嗜睡症的药剂。
• Protocol for Stereoselective Construction of Highly Functionalized Dienyl Sulfonyl Fluoride Warheads
  作者：Zai-Wei Zhang、Shi-Meng Wang、Wan-Yin Fang、Ravindar Lekkala、Hua-Li Qin

  DOI：10.1021/acs.joc.0c01877

  日期：2020.11.6

  A pyrrolidine-mediated Knoevenagel-type reaction for highly stereoselective construction of novel α-halo-1,3-dienylsulfonyl fluorides was achieved in up to 100% Z-selectivity and high yields at room temperature from condensation of the readily available aldehydes and halomethanesulfonyl fluorides. This protocol provided a class of unique α-halo-1,3-dienylsulfonyl fluorides with wide scope and excellent

  吡咯烷介导的Knoevenagel型反应可实现高度立体选择性地构建新型α-卤代1,3,2-二烯基磺酰氟，在室温下通过易得的醛类和卤代甲磺酰氟的缩合可实现高达100％的Z选择性和高收率。 。该方案提供了一类独特的α-卤代-1,3-二烯基磺酰氟，具有宽范围和出色的官能团相容性。α-卤代1，，3-二烯基磺酰氟被用作氟化硫交换点击化学，Suzuki反应和Sonogashira反应中的通用构件，用于组装高度官能化的二烯基磺酰氟衍生物，用作共价战斗部以发现新药。
• Discovery of TAK-041: a Potent and Selective GPR139 Agonist Explored for the Treatment of Negative Symptoms Associated with Schizophrenia
  作者：Holly A. Reichard、Hans H. Schiffer、Holger Monenschein、Josephine M. Atienza、Gerard Corbett、Alton W. Skaggs、Deanna R. Collia、William J. Ray、Jordi Serrats、Joshua Bliesath、Nidhi Kaushal、Betty P. Lam、Alejandro Amador-Arjona、Lisa Rahbaek、Donavon J. McConn、Victoria J. Mulligan、Nicola Brice、Philip L. R. Gaskin、Jackie Cilia、Stephen Hitchcock

  DOI：10.1021/acs.jmedchem.1c00820

  日期：2021.8.12

  linked to depression, schizophrenia (SCZ), and substance-use disorder. High-throughput screening and a medicinal chemistry structure–activity relationship strategy identified a novel series of potent and selective benzotriazinone-based GPR139 agonists. Herein, we describe the chemistry optimization that led to the discovery and validation of multiple potent and selective in vivo GPR139 agonist tool

  孤儿 G 蛋白偶联受体 GPR139 在缰核中高度表达，缰核是一个与抑郁症、精神分裂症 (SCZ) 和物质使用障碍有关的小脑核。高通量筛选和药物化学结构-活性关系策略确定了一系列新的基于苯并三嗪酮的 GPR139 激动剂。在此，我们描述了导致发现和验证多种有效和选择性体内 GPR139 激动剂工具化合物的化学优化，包括我们的临床候选 TAK-041，也称为 NBI-1065846（化合物56）。这些 GPR139 激动剂的体内药理学表征证明了 GPR139 激动剂依赖的缰核细胞活性调节，并揭示了在 BALB/c 小鼠品系中挽救社交互动缺陷的一致体内功效。临床 GPR139 激动剂 TAK-041 正在探索作为治疗 SCZ 阴性症状的新药。
• Next-Generation Hypoxic Cell Radiosensitizers: Nitroimidazole Alkylsulfonamides
  作者：Muriel Bonnet、Cho Rong Hong、Way Wua Wong、Lydia P. Liew、Avik Shome、Jingli Wang、Yongchuan Gu、Ralph J. Stevenson、Wen Qi、Robert F. Anderson、Frederik B. Pruijn、William R. Wilson、Stephen M. F. Jamieson、Kevin O. Hicks、Michael P. Hay

  DOI：10.1021/acs.jmedchem.7b01678

  日期：2018.2.8

  document their cytotoxicity and ability to radiosensitize anoxic tumor cells in vitro. We use a phosphate prodrug approach to increase aqueous solubility and to improve tumor drug delivery. A 2-nitroimidazole and a 5-nitroimidazole analogue demonstrated marked tumor radiosensitization in either ex vivo assays of surviving clonogens or tumor regrowth delay.

  立体定向身体放疗等放疗领域的创新，以及放射免疫肿瘤学的出现，为经典的模拟氧放射增敏剂带来了新的机遇。缺氧肿瘤细胞在放射疗法抗性和免疫应答抑制中的作用继续证明肿瘤缺氧是一种真正的但尚未开发的药物靶标。临床上仅将尼莫拉唑用作放射增敏剂，并且尚无开发中的新的放射增敏剂。在这里，我们目前对新型硝基咪唑烷基磺酰胺类药物进行调查，并记录它们的细胞毒性和在体外对缺氧肿瘤细胞放射增敏的能力。我们使用磷酸盐前药方法来增加水溶性并改善肿瘤药物的递送。
• [EN] INHIBITORS OF PURINE NUCLEOSIDE PHOSPHORYLASE - SYNTHESIS AND USE THEREOF FOR TREATMENT OF T-CELL ACUTE LYMPHOBLASTIC LEUKEMIA AND LYMPHOMA<br/>[FR] INHIBITEURS DE LA SYNTHÈSE DE LA PURINE NUCLÉOSIDE PHOSPHORYLASE ET LEUR UTILISATION POUR LE TRAITEMENT DE LA LEUCÉMIE LYMPHOBLASTIQUE AIGUË À LYMPHOCYTES T ET DU LYMPHOME
  申请人：USTAV ORGANICKE CHEMIE A BIOCHEMIE AV CR V V I

  公开号：WO2021083438A1

  公开（公告）日：2021-05-06

  The present invention relates to new compounds of general formula I, their synthesis, their pharmaceutically acceptable salts, and their use in treatment of T-cell acute lymphoblastic leukemia and lymphoma.

  本发明涉及一般式I的新化合物，它们的合成，它们的药学上可接受的盐，以及它们在T细胞急性淋巴细胞白血病和淋巴瘤治疗中的用途。