3-(4-氯磺酰基)丙酸 | 63545-54-0

• 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 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: 3-(4-氯磺酰基)丙酸
• 中文别名: 3-(4-氯磺酰苯基)丙酸；P-氯磺酰二氢肉桂酸；4-(氯磺酰基)苯丙酸
• 英文名称: 3-(4-(chlorosulfonyl)phenyl)propanoic acid
• 英文别名: 3-(4-chlorosulfonylphenyl)propionic acid；p-chlorosulfonyldihydrocinnamic acid；3-(4-chlorosulfonyl-phenyl)-propionic acid；3-(4-Chlorsulfonyl-phenyl)-propionsaeure；3-[4-(chlorosulfonyl)phenyl]propanoic acid；3-[4-(chlorosulfonyl)phenyl]propionic acid；3-(4-chlorosulfonylphenyl)propanoic acid
• CAS: 63545-54-0
• 化学式: C₉H₉ClO₄S
• mdl: MFCD02179510
• 分子量: 248.687
• InChiKey: INJMPXHPNFJMLG-UHFFFAOYSA-N

物化性质

• 熔点：
  130-134°C
• 沸点：
  402℃
• 密度：
  1.462
• 闪点：
  197℃
• 稳定性/保质期：
  远离氧化物、水分/潮湿、碱和活性金属。

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  8
• 危险品标志：
  Xi
• 安全说明：
  S26,S36,S37,S39
• 危险类别码：
  R36/37/38
• 海关编码：
  2916399090
• 危险品运输编号：
  UN 3261
• 包装等级：
  II
• 危险类别：
  8
• 危险性防范说明：
  P260,P264,P280,P301+P330+P331,P303+P361+P353,P304+P340,P305+P351+P338,P310,P363,P405,P501
• 危险性描述：
  H314

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: p-Chlorosulfonyldihydrocinnamic acid
Synonyms: 3-(4-(chlorosulfonyl)phenyl)propanoic acid

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H314: Causes severe skin burns and eye damage
H318: Causes serious eye damage
P260: Do not breathe dust/fume/gas/mist/vapours/spray
P303+P361+P353: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P301+P330+P331: IF SWALLOWED: Rinse mouth. Do NOT induce vomiting
P405: Store locked up

---

Section 3. Composition/information on ingredients.
Ingredient name: p-Chlorosulfonyldihydrocinnamic acid
CAS number: 63545-54-0

---

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.

---

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.

---

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.

---

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.

---

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: C9H9ClO4S
Molecular weight: 248.7

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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.

---

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.

---

Section 14. Transportation information
UN Number: UN3261 Class: 8 Packing group: II
Proper shipping name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S. (p-Chlorosulfonyldihydrocinnamic acid)

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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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(4-氯磺酰基)丙酸 在 吡啶 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.08h， 生成 N-{18-[4-({2-[(2-fluoro-4-iodophenyl)amino]-1,5-dimethyl-6-oxo-1,6-dihydropyridin-3-yl}sulfamoyl)phenyl]-16-oxo-3,6,9,12-tetraoxa-15-azaoctadecanan-1-oyl}-3-methyl-L-valyl-(4R)-4-hydroxy-N-{(1S)-1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]ethyl}-L-prolinamide
  参考文献：
  名称：

  MEK PROTAC的设计，合成和生物学评估。

  摘要：

  已经基于变构MEK抑制剂设计了针对MEK降解的蛋白水解靶嵌合体（PROTAC）。用PROTAC抑制ERK1 / 2磷酸化的效果不如使用小分子抑制剂。然而，最好的PROTACs在抑制A375细胞增殖方面比抑制剂更有效。

  DOI：

  10.1021/acs.jmedchem.9b00810
• 作为产物：
  描述：

  3-苯基丙酸 在 氯磺酸 作用下， 反应 1.75h， 以12%的产率得到3-(4-氯磺酰基)丙酸
  参考文献：
  名称：

  Process for preparing isomerically pure prodrugs of proton pump inhibitors

  摘要：

  合成方法用于制备质子泵抑制剂的同分异构纯N-芳基磺酰衍生物，其中包括取代苯并咪唑核。这些合成方案和实验描述已经展示。

  公开号：

  US20050038076A1

文献信息

• Dual Pharmacophores - PDE4-Muscarinic Antagonistics
  申请人：Callahan James Francis

  公开号：US20090197871A1

  公开（公告）日：2009-08-06

  The present invention is directed to novel compounds of Formula (I), pharmaceutical compositions and their use in therapy, for example as inhibitors of phosphodiesterase type IV (PDE4) and as antagonists of muscarinic acetylcholine receptors (mAChRs), in the treatment of/and or prophylaxis of respiratory diseases, including antiinflammatory and/or allergic diseases such as chronic obstructive pulmonary disease (COPD), asthma, rhinitis (e.g. allergic rhinitis), atopic dermatitis or psoriasis.

  本发明涉及式(I)的新化合物，药物组合物及其在治疗中的应用，例如作为磷酸二酯酶IV (PDE4)的抑制剂和毒蕈碱乙酰胆碱受体 (mAChRs)的拮抗剂，用于治疗和/或预防呼吸道疾病，包括抗炎症和/或过敏性疾病，如慢性阻塞性肺病 (COPD)、哮喘、鼻炎 (例如过敏性鼻炎)、特应性皮炎或银屑病。
• Special chemiluminescent acridine derivatives
  申请人：Hoechst Aktiengesellschaft

  公开号：US05783696A1

  公开（公告）日：1998-07-21

  Chemiluminescent acridinium derivatives of the formula I ##STR1## in which R.sup.4 represents a radical of the formula II or III ##STR2## and A.sup..theta., X--, R.sup.1 -R.sup.3, R.sup.5 and R.sup.6 have the stated meanings, as well as processes for the preparation of the compounds of the formula (I) and the use thereof in chemiluminescence immunoassays.

  化学发光的吖啶衍生物的化学式I为##STR1##其中R.sup.4代表化学式II或III的基团##STR2##A.sup..theta.，X--，R.sup.1-R.sup.3，R.sup.5和R.sup.6具有所述含义，以及化合物（I）的制备过程及其在化学发光免疫分析中的用途。
• Process for preparing isomerically pure prodrugs of proton pump inhibitors
  申请人：Garst E. Michael

  公开号：US20050038076A1

  公开（公告）日：2005-02-17

  Synthetic methods for preparing isomerically pure N-arylsulfonyl derivatives of proton pump inhibitors which include a substituted benzimidazole nucleus are shown by the synthetic schemes and experimental description.

  合成方法用于制备质子泵抑制剂的同分异构纯N-芳基磺酰衍生物，其中包括取代苯并咪唑核。这些合成方案和实验描述已经展示。
• Dimer formation of GdDO3A-arylsulfonamide complexes causes loss of pH-dependency of relaxivity
  作者：Anja Wacker、Fabio Carniato、Carlos Platas-Iglesias、David Esteban-Gomez、Hans-Jürgen Wester、Lorenzo Tei、Johannes Notni

  DOI：10.1039/c7dt02985c

  日期：——

  acid moieties in the aromatic para-position. Two novel compounds were characterized concerning their pH-dependent relaxivity as well as by 17O NMR and 1H NMRD, augmented by determination of luminescence lifetimes of the respective Eu(III) complexes and structural modelling by density functional theory (TPSSh/LCRECP/6-31G(d)). Unexpected involvement of the peripheral carboxylates into metal ion complexation

  已提出具有pH依赖性弛豫性的（III）配合物作为反应性磁共振成像（MRI）造影剂（CA），用于绘制生活对象的pH值。后者与临床相关，因为缺氧引起的间质pH值降低（酸中毒）是肿瘤进展和对化疗耐药的标志。为了获得将pH响应MRI-CA功能集成到更大的分子组件（例如生物共轭物，胶束或纳米颗粒）中的通用构件，我们在结构基序GdDO3A-乙烯（芳基磺酸）中配备了额外的羧酸部分芳族对位。两种新型化合物的特征在于它们的pH依赖性弛豫性以及17O NMR和1 H NMRD通过确定各个Eu（III）配合物的发光寿命和通过密度泛函理论（TPSSh / LCRECP / 6-31G（d））进行结构建模得到增强。外围羧酸盐意外地参与金属离子络合，影响了镧系元素（III）配合物的自组装，导致二聚体物种包含两个镧系元素离子，两个对称桥连的配体和每个Gd（III）配位的水分子（q = 1 ）。这些结构即使在低浓度和竞争
• [EN] HETEROARYL BENZAMIDES, COMPOSITIONS AND METHODS OF USE<br/>[FR] HÉTÉROARYL BENZAMIDES, COMPOSITIONS ET PROCÉDÉS D'UTILISATION
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2011011514A1

  公开（公告）日：2011-01-27

  Provided are certain heteroaryl benzamides, compositions, and methods of their manufacture and use.

  提供了某些杂环芳酰苯胺、组合物及其制备和使用方法。