4-氯-3-氨磺酰基苯甲酰氯 | 70049-77-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酰卤
• 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: 4-氯-3-氨磺酰基苯甲酰氯
• 中文别名: 4-氯-3-磺酰胺基苯甲酰氯；吲达帕胺中间体
• 英文名称: 3-(aminosulfonyl)-4-chlorobenzoyl chloride
• 英文别名: 4-chloro-3-sulfamoylbenzoyl chloride；3-sulfamoyl-4-chloro benzoyl chloride
• CAS: 70049-77-3
• 化学式: C₇H₅Cl₂NO₃S
• 分子量: 254.094
• InChiKey: SCYSJFKWFQZRJW-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C
• 沸点：
  424.6±55.0 °C(Predicted)
• 密度：
  1.621±0.06 g/cm3(Predicted)
• 溶解度：
  乙腈（微溶）、DMSO（微溶）
• LogP：
  0.458-0.896

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2921499090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P260,P261,P264,P270,P271,P280,P301+P312,P301+P330+P331,P302+P352,P303+P361+P353,P304+P340,P305+P351+P338,P310,P312,P321,P322,P330,P363,P405,P501
• 危险品运输编号：
  3261
• 危险性描述：
  H302,H312,H314,H332
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Chloro-3-sulfamoylbenzoyl chloride
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: 4-Chloro-3-sulfamoylbenzoyl chloride
CAS number: 70049-77-3

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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.
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: C7H5Cl2NO3S
Molecular weight: 254.1

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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 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

制备方法与用途

用途

4-氯-3-氨磺酰基苯甲酸是一种广泛应用于医药领域的中间体，主要用于制备利尿剂、降血压药和抗病毒药等。

合成方法

以对氯苯甲酸为原料，在磺化剂和催化剂的作用下与氯磺酸反应，得到4-氯-3-磺酰氯基苯甲酸。然后将其与氨水反应获得4-氯-3-磺酰胺基苯甲酸。进一步通过与氯化亚砜进行酰氯化反应，最终得到4-氯-3-磺酰胺基苯甲酰氯。其合成路线图如下：

反应信息

• 作为反应物：
  描述：

  4-氯-3-氨磺酰基苯甲酰氯 在 肼 作用下， 以 水 为溶剂， 以10.2 gm (32%)的产率得到2-氯-5-(肼基羰基)苯磺酰胺
  参考文献：
  名称：

  Compounds for treating hypertension

  摘要：

  式##STR1##及其药用可接受的盐的化合物，其中取代基如本文所定义，具有降压活性。

  公开号：

  US04596791A1
• 作为产物：
  描述：

  3-sulfonyl-4-chloro benzoic acid 生成 4-氯-3-氨磺酰基苯甲酰氯
  参考文献：
  名称：

  Indanes and analgesic compositions and methods thereof

  摘要：

  从由式##STR1##的对映体和非对映异构体形式以及它们的混合物组成的化合物中选择。

  公开号：

  US05043347A1
• 作为试剂：
  描述：

  3,4-二氢异喹啉-2(1H)-胺盐酸盐 、 calcium carbonate 以 1,4-二氧六环 、 4-氯-3-氨磺酰基苯甲酰氯 、 水 为溶剂， 生成 2-[(3'-sulfamoyl-4'-chloro)-benzoyl]-amino-1,2,3,4-tetrahydro-isoquinoline
  参考文献：
  名称：

  2-amino-tetrahydro-isoquinolene derivatives and a process for the

  摘要：

  Formula (I)的利尿和排钠四氢异喹啉衍生物的中文翻译如下：其中R代表氢或氯，R.sup.1和R.sup.2代表氢、甲氧基或乙氧基，R.sup.3和R.sup.4代表氢或甲基，以及一种制备这些化合物的方法，以及含有作为活性成分的Formula (I)的异喹啉衍生物的药物组合物。通过将Formula (II)的2-氨基四氢异喹啉衍生物与Formula (III)的羧酸衍生物反应制备Formula I的化合物。在这里，x代表氯、--OH、--OCH.sub.2 CN、--OCH.sub.3、--OC.sub.2 H.sub.5、--OCOOCH.sub.3或--OCOOC.sub.2 H.sub.5，R.sup.5和R.sup.6代表氢或共同形成CHN(CH.sub.3).sub.2，对于Formula (Ia)，在碱性介质中裂解保护基。

  公开号：

  US04940716A1

文献信息

• Pyrrolobenzodiazepine pyridine carboxamides and derivatives as follicle-stimulating hormone receptor antagonists
  申请人：Failli A. Amedeo

  公开号：US20060287522A1

  公开（公告）日：2006-12-21

  This invention provides pyrrolobenzodiazepine pyridine carboxamides selected from those of Formula (1), which act as follicle stimulating hormone receptor antagonists. The invention also provides pharmaceutical compositions and methods of treatment utilizing the compounds of Formulae (1) and (2).

  这项发明提供了从式（1）中选择的吡咯苯并二氮杂吡咯烷吡啶羧酰胺，其作为卵泡刺激素受体拮抗剂。该发明还提供了利用式（1）和（2）化合物的药物组合物和治疗方法。
• Thiazolidine derivatives
  申请人：Hoechst Aktiengesellschaft

  公开号：US04061761A1

  公开（公告）日：1977-12-06

  The invention relates to thiazolidine derivatives having in 4-position a hydroxy group and a 3'-sulphamyl-phenyl substituent, in 2-position an imino group and in 1-position an aliphatic or cycloaliphatic substituent. Said thiazolidines have diuretic activity. The invention also relates to a process for the manufacture of said compounds.

  本发明涉及在4位具有羟基和3'-磺酰氨基-苯基取代基，在2位具有亚氨基，在1位具有脂肪族或环脂肪族取代基的噻唑烷衍生物。所述噻唑烷具有利尿活性。本发明还涉及制造所述化合物的方法。
• [EN] ARYLSULFONAMIDE-BASED MATRIX METALLOPROTEASE INHIBITORS<br/>[FR] INHIBITEURS DE MÉTALLOPROTÉASES MATRICIELLES À BASE D'ARYLSULFONAMIDES
  申请人：NOVARTIS AG

  公开号：WO2009118292A1

  公开（公告）日：2009-10-01

  The present invention provides a compound of formula (I):said compound is inhibitor of MMP-2, and/or MMP-8, and/or MMP-9, and/or MMP-12 and/or MMP-13, and thus can be employed for the treatment of a disorder or disease characterized by abnormal activity of MMP-2, and/or MMP-8, and/or MMP-9, and/or MMP-12 and/or MMP- 13. Accordingly, the compound of formula (I) can be used in treatment of disorders or diseases mediated by MMP-2, and/or MMP-8, and/or MMP-9, and/or MMP-12, and/or MMP- 13. Finally, the present invention also provides a pharmaceutical composition.

  本发明提供了一种化合物，其化学式为(I)：所述化合物是MMP-2、和/或MMP-8、和/或MMP-9、和/或MMP-12和/或MMP-13的抑制剂，因此可用于治疗由MMP-2、和/或MMP-8、和/或MMP-9、和/或MMP-12和/或MMP-13异常活性特征的疾病或疾病。因此，化合物(I)的化合物可用于治疗由MMP-2、和/或MMP-8、和/或MMP-9、和/或MMP-12、和/或MMP-13介导的疾病或疾病。最后，本发明还提供了一种药物组合物。
• Discovery of N-substituted sulfamoylbenzamide derivatives as novel inhibitors of STAT3 signaling pathway based on Niclosamide
  作者：Xuebao Wang、Kaiqi Wu、Longcheng Fang、Xiaojiao Yang、Nan Zheng、Zongxuan Du、Ying Lu、Zixin Xie、Zhiguo Liu、Zhigui Zuo、Faqing Ye

  DOI：10.1016/j.ejmech.2021.113362

  日期：2021.6

  Signal transducer and activator of transcription 3 (STAT3) has been confirmed as an attractive therapeutic target for cancer therapy. Herein, we designed and synthesized a series of N-substituted Sulfamoylbenzamide STAT3 inhibitors based on small-molecule STAT3 inhibitor Niclosamide. Compound B12, the best active compound of this series, was identified as an inhibitor of IL-6/STAT3 signaling with an

  信号转导和转录激活因子 3 (STAT3) 已被证实是一种有吸引力的癌症治疗靶点。在此，我们在小分子 STAT3 抑制剂氯硝柳胺的基础上，设计并合成了一系列 N 取代磺氨酰苯甲酰胺 STAT3 抑制剂。化合物 B12 是该系列中活性最好的化合物，被鉴定为 IL-6/STAT3 信号传导的抑制剂，IC 50在 STAT3 过表达的 MDA-MB-231、HCT-116 和 SW480 肿瘤细胞系中 0.61–1.11 μM，通过抑制 Tyr705 残基的 STAT3 磷酸化和 STAT3 下游基因的表达，诱导细胞凋亡和抑制癌细胞迁移. 此外，体内研究表明，化合物 B12 在 30 mg/kg (ig) 的剂量下抑制了裸鼠中 MDA-MB-231 异种移植肿瘤的生长，比阳性对照氯硝柳胺具有更好的抗肿瘤活性。更重要的是，B12 是一种口服生物可利用的抗癌剂，是进一步开发的有希望的候选者。
• Preparation of
  申请人：Adir et Compagnie

  公开号：US05110946A1

  公开（公告）日：1992-05-05

  The invention relates to a new process for the industrial preparation of 4-chloro-3-sulphamoyl-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide from 2,3-dihydro-2-methyl-1H-indole and hydroxylamine-O-sulphonic acid.

  该发明涉及一种从2,3-二氢-2-甲基-1H-吲哚和羟胺-O-磺酸制备4-氯-3-磺酰-N-(2,3-二氢-2-甲基-1H-吲哚-1-基)苯酰胺的新工业制备过程。