2-(氯磺酰基)乙酸甲酯 | 56146-83-9

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 2-(氯磺酰基)乙酸甲酯
• 中文别名: (氯磺酰基)乙酸甲酯
• 英文名称: chlorosulfonyl-acetic acid methyl ester
• 英文别名: methyl 2-(chlorosulfonyl)acetate；methyl (chlorosulfonyl)acetate；methyl 2-chlorosulfonylacetate
• CAS: 56146-83-9
• 化学式: C₃H₅ClO₄S
• mdl: MFCD00075558
• 分子量: 172.589
• InChiKey: YBIPZPBGAGTBGK-UHFFFAOYSA-N

物化性质

• 沸点：
  115-116℃ (15 Torr)
• 密度：
  1.4992 g/cm3(Temp: 15 °C)
• 溶解度：
  可溶于氯仿（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  8
• 海关编码：
  2915900090
• 包装等级：
  III
• 危险品运输编号：
  UN 3265
• 危险类别：
  8
• 危险性防范说明：
  P260,P280,P303+P361+P353,P301+P330+P331,P304+P340+P310,P305+P351+P338+P310
• 危险性描述：
  H314
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl (chlorosulfonyl)acetate
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Methyl (chlorosulfonyl)acetate
CAS number: 56146-83-9

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C3H5ClO4S
Molecular weight: 172.6

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen chloride, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(氯磺酰基)乙酸甲酯 在 potassium hydrogen difluoride 、 18-冠醚-6 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以77%的产率得到氟磺酰乙酸甲酯
  参考文献：
  名称：

  腈（RCN）向恶唑基磺酰氟战斗部的可点击转化

  摘要：

  通过Rh 2（OAc）4催化甲基-2-重氮-2-（氟磺酰基）乙酸甲酯（MDF）或其乙酯衍生物与腈的环化反应，开发了简单，高效，温和地合成恶唑基磺酰氟的方案。这种实用的方法提供了一条通用而直接的途径，可用于生产一类独特的高度功能化的恶唑基修饰的磺酰氟战斗部，在药物化学，化学生物学和药物开发中具有巨大的潜力。

  DOI：

  10.1021/acs.orglett.0c03298
• 作为产物：
  描述：

  巯基乙酸甲酯 在 水 、 氯 作用下， 反应 7.5h， 以160 g的产率得到2-(氯磺酰基)乙酸甲酯
  参考文献：
  名称：

  1- [3-（1-甲基-1 H-吡唑-4-基）-5-氧代-5 H-苯并[4,5]环庚[1,2 - b ]吡啶-7-基]-的发现N-（吡啶-2-基甲基）甲磺酰胺（MK-8033）：一种对c-Met活化态具有优先亲和力的特定c-Met / Ron双激酶抑制剂

  摘要：

  该报告记录了优先结合活化激酶构象的蛋白激酶特异性抑制剂的第一个实例：5 H-苯并[4,5]环庚[1,2 - b ]吡啶-5-酮11r（MK-8033） ，这是一种正在研究中的c-Met / Ron双重抑制剂，可用于治疗癌症。11r的设计基于减少该结构类别成员对CYP3A4（TDI）的时间依赖性抑制的愿望。开发了一种新颖的两步合成苄基磺酰胺的方法，以访问11r和类似物。我们根据X射线晶体学证据为观察到的选择性提供了理论依据，并与其他实例讨论了选择性趋势。重要的是11r 在c-Met扩增（GTL-16）皮下肿瘤异种移植模型中提供了对肿瘤生长的完全抑制作用，并且由于对c-Met的一系列致癌性激活突变具有同等效力，因此与无活性形式的激酶抑制剂相比可能具有优势-Met抑制剂不与活性激酶构象优先结合。

  DOI：

  10.1021/jm301619u

文献信息

• [EN] QUINOLONE DERIVATIVES AS ANTIBACTERIALS<br/>[FR] DÉRIVÉS DE QUINOLONE COMME ANTIBACTÉRIENS
  申请人：NOVARTIS AG

  公开号：WO2016020836A1

  公开（公告）日：2016-02-11

  This invention is in the field of medicinal chemistry and relates to compounds, and pharmaceutical compositions thereof, that inhibit bacterial gyrase. The compounds are useful as inhibitors of bacterial gyrase activity and bacterial infections, and have the structure of Formula (I) as further described herein. The invention further provides pharmaceutical compositions comprising a compound of Formula (I) and methods of using the compounds and compositions to treat bacterial infections.

  这项发明属于药物化学领域，涉及抑制细菌旋转酶的化合物及其制药组合物，这些化合物可用作抑制细菌旋转酶活性和细菌感染的药物，并具有如下所述的Formula (I)的结构。该发明还提供了包含Formula (I)化合物的药物组合物，以及使用这些化合物和组合物治疗细菌感染的方法。
• Straightforward Route to γ-Sultams via Novel Tandem SN/Michael Addition
  作者：Olga Bakulina、Anastasiia Klochkova、Andrey Bubyrev、Dmitry Dar’in、Mikhail Krasavin、Viktor Sokolov

  DOI：10.1055/a-1343-9451

  日期：2021.5

  A novel tandem approach to trisubstituted γ-sultams has been developed involving N-alkylation of methanesulfonanilides with EWG-substituted allyl bromides followed by intramolecular Michael addition. A series of various isothiazolidine 1,1-dioxides have been prepared under mild transition-metal-free conditions in high yields and trans-diastereoselectivity (confirmed by X-ray crystallography). The dependence

  已经开发出一种新颖的串联三取代的γ-sultams方法，包括用EWG取代的烯丙基溴对甲磺酰苯胺进行N-烷基化，然后进行分子内迈克尔加成。已在温和的无过渡金属条件下以高收率和反式非对映选择性（由X射线晶体学证实）制备了一系列各种异噻唑烷1,1-二氧化物。已经研究了反应性对基材的电子性能的依赖性。
• [EN] STRAD-BINDING AGENTS AND USES THEREOF<br/>[FR] AGENTS DE LIAISON À STRAD ET LEURS UTILISATIONS
  申请人：UNIV CALIFORNIA

  公开号：WO2021155004A1

  公开（公告）日：2021-08-05

  Disclosed herein, inter alia, are compounds for binding STRAD pseudokinase and uses thereof.

  披露的内容包括，但不限于，用于结合STRAD假激酶的化合物及其用途。
• Facile Access to Bicyclic Sultams with Methyl 1-Sulfonylcyclopropane-1-carboxylate Moieties
  作者：Valentin A. Rassadin、Aleksandr A. Tomashevskiy、Viktor V. Sokolov、Arne Ringe、Jörg Magull、Armin de Meijere

  DOI：10.1002/ejoc.200900113

  日期：2009.6

  4-dibromobutyl)(methoxycarbonyl)methanesulfanilides upon treatment with potassium carbonate in DMF furnish methyl 3-aryl-2,2-dioxo-2-thia-3-azabicyclo[n.1.0]alkane-1-carboxylates in yields ranging from 54 to 84 % (10 examples). The starting materials were obtained by sulfonylation of N-alkenylanilines with methyl (chlorosulfonyl)acetate and subsequent bromination. For the N-alkenylanilines (10 examples, 60–77 %

  N-(2,3-二溴丙基)-和 N-(3,4-二溴丁基)(甲氧基羰基)甲磺酰苯胺在 DMF 中用碳酸钾处理后得到甲基 3-芳基-2,2-二氧-2-硫杂-3-氮杂双环[n.1.0] 烷烃-1-羧酸盐的产率范围为 54% 至 84%（10 个实例）。通过用(氯磺酰基)乙酸甲酯磺酰化N-链烯基苯胺并随后溴化来获得起始材料。对于 N-烯基苯胺（10 个实例，60-77% 的产率），已经开发出一种采用 2-硝基苯磺酰基取代基作为保护基团和活化基团的高效新合成方法。通过用硝酸铈 (IV) 铵处理，可以很容易地从 sultam 氮原子上去除 4-甲氧基苯基 (PMP) 基团。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• [EN] FUSED HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSES HETEROCYCLIQUES CONDENSES
  申请人：TULARIK INC

  公开号：WO2004043958A1

  公开（公告）日：2004-05-27

  Compounds, compositions and methods are provided that are useful in the treatment and/or prevention of a condition or disorder mediated by a G-protein coupled receptor. In particular, the compounds of the invention are useful in the treatment and/or prevention of eating disorders, obesity, anxiety disorders and mood disorders.

  提供了一种在治疗和/或预防由G蛋白偶联受体介导的疾病或紊乱方面有用的化合物、组合物和方法。特别是，本发明的化合物在治疗和/或预防进食紊乱、肥胖、焦虑症和情绪障碍方面是有用的。