2-溴-n-异丙基苯磺酰胺 | 951883-94-6

• 物质功能分类: 原料药 - 人工合成抗感染类药 - 磺胺类药及增效剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-n-异丙基苯磺酰胺
• 中文别名: 2-溴-N-异丙基苯磺酰胺
• 英文名称: 2-bromo-N-isopropylbenzenesulfonamide
• 英文别名: 2-bromo-N-(1-methylethyl)benzenesulfonamide；2-bromo-N-propan-2-ylbenzenesulfonamide
• CAS: 951883-94-6
• 化学式: C₉H₁₂BrNO₂S
• mdl: MFCD09800949
• 分子量: 278.17
• InChiKey: AWYLDFIXPXTZGT-UHFFFAOYSA-N

物化性质

• 沸点：
  358.1±44.0 °C(Predicted)
• 密度：
  1.467±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2935009090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2-Bromo-N-isopropylbenzenesulfonamide
Product Name:
Synonyms: N-Isopropyl 2-bromobenzenesulfonamide

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
2-Bromo-N-isopropylbenzenesulfonamide
Ingredient name:
CAS number: 951883-94-6

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C9H12BrNO2S
Molecular weight: 278.2

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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, nitrogen oxides, hydrogen bromide, 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-溴-n-异丙基苯磺酰胺 在 四(三苯基膦)钯 、 四丁基醋酸铵 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 水 、 甲苯 为溶剂， 反应 2.5h， 生成 6-isopropyl-6H-dibenzo[c,e][1,2]thiazine 5,5-dioxide
  参考文献：
  名称：

  通过电化学环化合成结构多样的五、六和七元苯磺舒坦

  摘要：

  我们开发了一种无金属和无氧化剂的方法，通过电化学环化从芳基磺酰胺合成结构多样的苯并磺胺。根据芳基磺酰胺上的邻位取代基的变化，五元、六元和七元苯并磺胺以原子和资源经济的方式有效组装。该过程的通用性通过从 42 种带有不同电子效应和空间位阻的取代基的底物形成 5 到 7 元环状产物来证明。

  DOI：

  10.1021/acs.orglett.1c02128
• 作为产物：
  描述：

  2-溴苯磺酰氯 、 异丙胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到2-溴-n-异丙基苯磺酰胺
  参考文献：
  名称：

  通过电化学环化合成结构多样的五、六和七元苯磺舒坦

  摘要：

  我们开发了一种无金属和无氧化剂的方法，通过电化学环化从芳基磺酰胺合成结构多样的苯并磺胺。根据芳基磺酰胺上的邻位取代基的变化，五元、六元和七元苯并磺胺以原子和资源经济的方式有效组装。该过程的通用性通过从 42 种带有不同电子效应和空间位阻的取代基的底物形成 5 到 7 元环状产物来证明。

  DOI：

  10.1021/acs.orglett.1c02128

文献信息

• [EN] PHENETHANOLAMINE DERIVATIVES FOR THE TREATMENT OF RESPIRATORY DISEASES<br/>[FR] DERIVES DE PHENETHANOLAMINE PERMETTANT DE TRAITER DES MALADIES DES VOIES RESPIRATOIRES
  申请人：GLAXO GROUP LTD

  公开号：WO2004039762A1

  公开（公告）日：2004-05-13

  The present invention relates to novel compounds of formula (I), to a process for their manufacture, to pharmaceutical compositions containing them, and to their use in therapy, in particular their use in the prophylaxis and treatment of respiratory diseases.

  本发明涉及式（I）的新化合物，以及制备它们的方法，含有它们的药物组合物，以及它们在治疗中的应用，特别是在预防和治疗呼吸道疾病中的应用。
• Palladium-Catalyzed CC Coupling of Aryl Halides with Isocyanides: An Alternative Method for the Stereoselective Synthesis of (3E)-(Imino)isoindolin-1-ones and (3E)-(Imino)thiaisoindoline 1,1-Dioxides
  作者：Bifu Liu、Yibiao Li、Huanfeng Jiang、Meizhou Yin、Huawen Huang

  DOI：10.1002/adsc.201200212

  日期：2012.8.13

  transformation successfully extends its application for the synthesis of phenanthridines and dibenzooxazepines. This new synthetic protocol not only extends the application platform for palladium-catalyzed CC coupling of aryl halides with isocyanides, but also opens atom-economic and step-economic synthetic routes for nitrogen-containing heterocyclic compounds with wide functional group compatibility.

  钯催化的一锅环化反应，通过引入邻位结构来构建（3 E）-（亚氨基）异吲哚啉-1-酮和（3 E）-（亚氨基）硫代异吲哚啉1,1-二氧化物报道了芳基卤上的-反应性官能团。在最佳条件下，环化反应可提供具有良好立体选择性的高至优收率（最高93％）的相应产物。值得注意的是，这种转化成功地扩展了其在菲啶和二苯并恶氮ze合成中的应用。这一新的合成方案不仅扩展了芳基卤化物与异氰化物的钯催化CC偶联的应用平台，而且为具有广泛官能团相容性的含氮杂环化合物开辟了原子经济和分步经济的合成途径。
• SUBSTITUTED 2-AMINOPYRIDINE PROTEIN KINASE INHIBITOR
  申请人：Chia Tai Tianqing Pharmaceutical Group Co.,Ltd

  公开号：EP2952510B1

  公开（公告）日：2018-12-26
• Design and Discovery of a Selective Small Molecule κ Opioid Antagonist (2-Methyl-<i>N</i>-((2′-(pyrrolidin-1-ylsulfonyl)biphenyl-4-yl)methyl)propan-1-amine, PF-4455242)
  作者：Patrick R. Verhoest、Aarti Sawant Basak、Vinod Parikh、Matthew Hayward、Gregory W. Kauffman、Vanessa Paradis、Stanton F. McHardy、Stafford McLean、Sarah Grimwood、Anne W. Schmidt、Michelle Vanase-Frawley、Jodi Freeman、Jeffrey Van Deusen、Loretta Cox、Diane Wong、Spiros Liras

  DOI：10.1021/jm2006035

  日期：2011.8.25

  By use of parallel chemistry coupled with physicochemical property design, a series of selective kappa opioid antagonists have been discovered. The parallel chemistry strategy utilized key monomer building blocks to rapidly expand the desired SAR space. The potency and selectivity of the in vitro kappa antagonism were confirmed in the tail-flick analgesia model. This model was used to build an exposure-response relationship between the kappa K-i and the free brain drug levels. This strategy identified 2-methyl-N-((2'-(pyrrolidin-1-ylsulfonyl)biphenyl-4-yl)methyl)propan-1-amine, PF-4455242, which entered phase 1 clinical testing and has demonstrated target engagement in healthy volunteers.
• Facial Syntheses of Bromobenzothiazines via Catalyst-Free Tandem C–H Amination/Bromination in Water
  作者：Lixin Li、Yong Li、Zhengguang Zhao、Haotian Luo、Yan-Na Ma

  DOI：10.1021/acs.orglett.9b02131

  日期：2019.8.2

  A transition-metal-free and environmentally friendly synthesis method for bromobenzothiazines through tandem C-H amination/bromination was reported. This reaction contains both intramolecular C-H amination and site-selective electrophilic bromination of arenes with NaBr as the bromo source, PhI(OAc)(2) or K2S2O8 as the oxidant, and H2O as the only solvent.