N-(2-溴-4-氯苯基)乙酰胺 | 57045-85-9

• 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: N-(2-溴-4-氯苯基)乙酰胺
• 英文名称: 2-bromo-4-chloroacetanilide
• 英文别名: N-(2-bromo-4-chlorophenyl)acetamide；2-Brom-4-chlor-acetanilid
• CAS: 57045-85-9
• 化学式: C₈H₇BrClNO
• mdl: MFCD00040851
• 分子量: 248.507
• InChiKey: FXRJRUAYMSVQKU-UHFFFAOYSA-N

物化性质

• 熔点：
  136 °C(Solv: ethanol (64-17-5))
• 沸点：
  370.7±32.0 °C(Predicted)
• 密度：
  1.649±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Acetyl 2-bromo-4-chloroaniline
Synonyms: N-(2-Bromo-4-chlorophenyl)acetamide

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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: N-Acetyl 2-bromo-4-chloroaniline
CAS number: 57045-85-9

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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.
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: C8H7BrClNO
Molecular weight: 248.5

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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, hydrogen bromide.

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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：

  N-(2-溴-4-氯苯基)乙酰胺 生成 2-溴-4-氯苯胺
  参考文献：
  名称：

  Synthesis of 2,4-dihalogenofluorobenzenes and their antimicrobial and antifungal activity studies

  摘要：

  The aim of this study was to synthesize and identify 2,4-dihalogenofluorobenzene (or trihalogenobenzene) derivatives by spectroscopic means, H-1-NMR and F-19-NMR. The 2,4-dihalofluorobenzene derivatives considered were 2,4-dichlorofluorobenzene (1), 2-bromo-4-chlorofluorobenzene (2), 2-iodo-4-chlorofluorobenzene(3), 2,5-dichlorofluorobenzene (4), 2-bromo-5-chlorofluorobenzene (5), 2-iodo-5-chlorofluorobenzene (6).The in vitro antibacterial and antifungal activities of trihalogenobenzene derivatives were studied against the bacteria Staphylococcus aureus ATCC 25923 Gram(+), Bacillus cereus ATCC 6633 Gram(+), Micrococcus flavus (clinical isolate) Gram(+), Morgenella morganii (clinical isolate) Gram(-), Escherichia coli ATCC 27853 Gram(-) and fungus Candida albicans (clinical isolate), obtained from the biology departments of the Pamukkale and Gazi Universities. The antibacterial and antifungal activities were measured by minimum inhibition concentration (MIC) method and the disc-diffusion method used to measure zone diameter against Gram-positive and Gram-negative bacteria and fungi. All these bacteria and fungi were studied against antibiotics to compare the zone diameters with the results from our treatments.

  DOI：

  10.1007/s00044-007-9024-9
• 作为产物：
  描述：

  2-溴-4-氯苯胺 生成 N-(2-溴-4-氯苯基)乙酰胺
  参考文献：
  名称：

  Chattaway; Clemo, Journal of the Chemical Society, 1916, vol. 109, p. 96

  摘要：

  DOI：

文献信息

• [EN] SULFONAMIDE COMPOUNDS AS VOLTAGE-GATED SODIUM CHANNEL MODULATORS<br/>[FR] COMPOSÉS DE SULFONAMIDE À TITRE DE MODULATEURS DES CANAUX SODIQUES VOLTAGE-DÉPENDANTS
  申请人：LUPIN LTD

  公开号：WO2017037682A1

  公开（公告）日：2017-03-09

  The present invention relates to sulfonamide compounds Formula (I) wherein the substituents are as described herein, and their use in a medicine for the treatment of diseases, disorders associated with the inhibition of Voltage-gated sodium channels (VGSC) particularly NaV1.7. It further relates to the compounds herein and their pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof useful in treating diseases, disorders, syndromes and/or conditions associated with the inhibition of Voltage-gated sodium channels (VGSC) particularly NaV1.7. The invention also relates to process for the preparation of the compounds of the invention. (I)

  本发明涉及磺胺基化合物Formula (I)，其中取代基如本文所述，并其在治疗与抑制电压门控钠通道(VGSC)特别是NaV1.7相关的疾病、疾病和障碍中的用途。它进一步涉及本文中的化合物及其药学上可接受的盐，以及用于治疗与抑制电压门控钠通道(VGSC)特别是NaV1.7相关的疾病、疾病、综合症和/或症状的药物组合物。该发明还涉及制备本发明化合物的方法。(I)
• Nickel(II)- and Silver(I)-Catalyzed C–H Bond Halogenation of Anilides and Carbamates
  作者：Ebrahim Kianmehr、Hadi Afaridoun

  DOI：10.1055/s-0040-1705972

  日期：2021.4

  ortho-C–H bond halogenation of anilides and N-aryl carbamates using easily available N-halosuccinimides (NXS) as the active halogenation reagent in the presence of nickel or silver catalyst has been developed. This method provides a new approach to 2-haloanilides and carbamates, which may serve as starting materials for the synthesis of pharmaceutically and biologically active compounds.

  已开发了在镍或银催化剂存在下使用易获得的N-卤代琥珀酰亚胺（NXS）作为活性卤化试剂对苯甲酸酯和N-芳基氨基甲酸酯进行邻-C–H键卤化的方法。该方法提供了2-卤代苯胺和氨基甲酸酯的新方法，其可用作合成药物和生物活性化合物的起始材料。
• Fused tricyclic compounds as inhibitors of 17beta-hydroxysteroid dehydrogenase 3
  申请人：Fink E. Brian

  公开号：US20050250753A1

  公开（公告）日：2005-11-10

  Fused tricyclic compounds, methods of using such compounds in the treatment of hormone sensitive diseases such as prostate cancer, and pharmaceutical compositions containing such compounds.

  融合三环化合物，使用这种化合物治疗激素敏感性疾病如前列腺癌的方法，以及含有这种化合物的药物组合物。
• Fused heterotricyclic compounds as inhibitors of 17beta-hydroxysteroid dehydrogenase 3
  申请人：Gavai V. Ashvinikumar

  公开号：US20050192310A1

  公开（公告）日：2005-09-01

  Fused heterotricyclic compounds, methods of using such compounds in the treatment of hormone sensitive diseases such as prostate cancer, and pharmaceutical compositions containing such compounds.

  融合杂三环化合物，使用这种化合物治疗激素敏感性疾病如前列腺癌的方法，以及含有这种化合物的药物组合物。
• Copper‐Catalyzed Site‐Selective Oxidative C−C Bond Cleavage of Simple Ketones for the Synthesis of Anilides and Paracetamol
  作者：Nagaraju Vodnala、Raghuram Gujjarappa、Chinmoy K. Hazra、Dhananjaya Kaldhi、Arup. K. Kabi、Uwe Beifuss、Chandi C. Malakar

  DOI：10.1002/adsc.201801096

  日期：2019.1.11

  functional‐group compatibility and wide substrate scope. The developed method avoids the use of sensitive and narcotic agents. The method also represents an excellent complement to the previous protocols with lower E‐factor (13.91 mg/1 mg) than current industrially used method (E‐factor 17.54 mg/1 mg). The developed approach has also been extended for the effective preparation of pyridine derivatives and

  描述了一种铜催化的通过CC键裂解使苯胺与丙酮和苯乙酮进行N-酰化的方法。在开发条件下，CHCl 3和CH 2 Cl 2都被确定为潜在的C1来源，可以促进这一转变。该反应具有位点选择性CC键断裂的特点，可安装具有高官能团相容性和广泛底物范围的酰胺部分。所开发的方法避免了使用敏感和麻醉剂。该方法还可以很好地补充以前的方案，其E因子（13.91 mg / 1 mg）比目前的工业使用方法（E-factor 17.54 mg / 1 mg）低。所开发的方法也已扩展为有效制备以克为单位的吡啶衍生物和扑热息痛。反应过程通过1 H NMR监测，作为对反应机理的初步研究。