1-(4-溴-1H-吡咯-2-基)-2,2,2-三氯-1-乙酮 | 72652-32-5

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(4-溴-1H-吡咯-2-基)-2,2,2-三氯-1-乙酮
• 中文别名: 1-(4-溴-1H-吡咯-2-基)-2,2,2-三氯-乙酮
• 英文名称: 1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone
• 英文别名: 4-bromo-2-(trichloroacetyl)pyrrole；1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethan-1-one；4-bromopyrrol-2-yl trichloromethyl ketone；2-trichloroacetyl-4-bromopyrrole
• CAS: 72652-32-5
• 化学式: C₆H₃BrCl₃NO
• mdl: MFCD00832836
• 分子量: 291.359
• InChiKey: CQLTVLIUJXOOGD-UHFFFAOYSA-N

物化性质

• 熔点：
  134 °C
• 沸点：
  351.5±42.0 °C(Predicted)
• 密度：
  1.946±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存于室温、干燥且密封的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(4-Bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone
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: 1-(4-Bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone
CAS number: 72652-32-5

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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: C6H3BrCl3NO
Molecular weight: 291.4

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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：

  1-(4-溴-1H-吡咯-2-基)-2,2,2-三氯-1-乙酮 在 sodium nitrate 、 sodium hydrogen sulfate 、 platinum on carbon 、 dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium(II) 、 四丁基溴化铵 、 四丁基氢氧化铵 、 氢气 、 三氧化硫吡啶 、 三甲基乙酸钾 、 potassium carbonate 、 sodium sulfate 、 N,N-二异丙基乙胺 、 二苯基次膦酰氯 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 2-甲基-2-丁醇 、 乙醇 、 二氯甲烷 、 水 、 甲苯 、 乙腈 为溶剂， 95.0 ℃ 、26.66 kPa 条件下， 反应 43.75h， 生成 N,N-二环丙基-4-[(1,5-二甲基-1H-吡唑-3-基)氨基]-6-乙基-1,6-二氢-1-甲基-咪唑并[4,5-d]吡咯并[2,3-b]吡啶-7-甲酰胺
  参考文献：
  名称：

  [EN] PROCESS FOR THE PREPARATION OF N,N-DICYCLOPROPYL-4-(1,5-DIMETHYL-1H-PYRAZOL-3-YLAMINO)-6-ETHYL-1-METHYL-1,6-DIHYDROIMIDAZO[4,5-d]PYRROLO[2,3-b]PYRIDINE-7-CARBOXAMIDE
  [FR] PROCÉDÉ DE PRÉPARATION DU N,N-DICYCLOPROPYL-4-(1,5-DIMÉTHYL-1H-PYRAZOL-3YLAMINO)-6-ÉTHYL-1-MÉTHYL-1,6-DIHYDROIMIDAZO[4,5-D]PYRROLO[2,3-B]PYRIDINE-7-CARBOXAMIDE

  摘要：

  该发明涉及一种改进的合成N,N-二环丙基-4-(1,5-二甲基-1H-吡唑-3-基氨基)-6-乙基-1-甲基-1,6-二氢咪唑并[4,5-d]吡咯并[2,3-b]吡啶-7-羧酰胺的方法，该化合物的化学式为：(I) 化合物(I)目前正在临床试验中用于治疗骨髓增殖性疾病，如真性红细胞增多症、血小板增多症和原发性骨髓纤维化。

  公开号：

  WO2015031562A1
• 作为产物：
  描述：

  2-(三氯乙酰)吡咯 在 Selectfluor 、 potassium bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以44%的产率得到1-(4-溴-1H-吡咯-2-基)-2,2,2-三氯-1-乙酮
  参考文献：
  名称：

  海洋海绵 Tedania brasiliensis 抗寄生虫溴吡咯生物碱的分离、衍生物合成及构效关系

  摘要：

  从海绵Tedania brasiliensis中分离和鉴定了一系列新的假角鲨烷 ( 1 ) 衍生物，从而能够评估它们对恶性疟原虫、亚马逊利什曼原虫、婴儿利什曼原虫和克氏锥虫的抗寄生虫活性。分别是疟疾、皮肤利什曼病、内脏利什曼病和恰加斯病。报道了新的 3-去溴假角鲨烷 ( 4 )、20-去溴假角鲨烷( 5 )、4-溴假角鲨烷 ( 6 )、19-溴假角鲨烷 ( 7 ) 和 4,19-二溴假角鲨烷 ( 8 ) 。还描述了新的 tedamides A–D ( 9 – 12 )，其具有前所未有的 4-bromo-4-methoxy-5-oxo-4,5-dihydro-1 H -pyrrole-2-carboxamide 部分。化合物4和5、6和7、9和10以及11和12已被分离为不可分离的结构异构体对，其溴化或氧化位点不同。Tedamides 9 + 10和11 + 12作为光学活性对获得，表明酶促形成而不是人为起源。将假角鲨烷(

  DOI：

  10.1021/acs.jnatprod.7b00876

文献信息

• Enantioselective 1,3-Dipolar Cycloadditions of Diazoacetates with Electron-Deficient Olefins
  作者：Mukund P. Sibi、Levi M. Stanley、Takahiro Soeta

  DOI：10.1021/ol070364x

  日期：2007.4.1

  [reaction: see text] A general strategy for highly enantioselective 1,3-dipolar cycloaddition of diazoesters to beta-substituted, alpha-substituted, and alpha,beta-disubstituted alpha,beta-unsaturated pyrazolidinone imides is described. Cycloadditions utilizing less reactive alpha,beta-disubstituted dipolarophiles require elevated reaction temperatures, but still provide the corresponding pyrazolines

  [反应：见正文]描述了将重氮酯高度对映选择性1,3-偶极环加成至β-取代的，α-取代的和α，β-二取代的α，β-不饱和吡唑烷酮酰亚胺的一般策略。利用反应性较低的α，β-二取代的双极性亲和剂的环加成反应需要升高的反应温度，但仍提供具有优异对映选择性的相应吡唑啉。最后，说明了使用这种环加成法作为关键步骤的有效合成（-）-麦芽糖苷A的方法。
• [EN] AMIDES AS PIM INHIBITORS<br/>[FR] AMIDES CONVENANT COMME INHIBITEURS DES PIM
  申请人：AMGEN INC

  公开号：WO2013130660A1

  公开（公告）日：2013-09-06

  The invention relates to amide-containing compounds of formula (1), and salts thereof. In some embodiments, the invention relates to inhibitors or modulators of Pim-1 and/or Pim-2, and/or Pim-3 protein kinase activity or enzyme function. In still further embodiments, the invention relates to pharmaceutical compositions comprising compounds disclosed herein, and their use in the prevention and treatment of Pim kinase related conditions and diseases, preferably cancer.

  本发明涉及式(1)的含酰胺化合物及其盐。在一些实施例中，本发明涉及Pim-1和/或Pim-2和/或Pim-3蛋白激酶活性或酶功能的抑制剂或调节剂。在更进一步的实施例中，本发明涉及包含本文披露的化合物的药物组合物，及其用于预防治疗Pim激酶相关状况和疾病，尤其是癌症的应用。
• [EN] PYRROLOPYRIDAZINE JAK3 INHIBITORS AND THEIR USE FOR THE TREATMENT OF INFLAMMATORY AND AUTOIMMUNE DISEASES<br/>[FR] INHIBITEURS DE JAK3 DE TYPE PYRROLOPYRIDAZINE ET LEUR UTILISATION POUR TRAITER LES MALADIES INFLAMMATOIRES ET AUTO-IMMUNES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2012125887A1

  公开（公告）日：2012-09-20

  Disclosed are compounds of formula (I) and pharmaceutically acceptable salts thereof. The compounds of formula (I) inhibit tyrosine kinase activity of JAK3, thereby making them useful for the treatment of inflammatory and autoimmune diseases.

  揭示了式（I）的化合物及其药用盐。式（I）的化合物抑制JAK3的酪氨酸激酶活性，因此它们可用于治疗炎症和自身免疫性疾病。
• INHIBITION OF BACTERIAL BIOFILMS WITH IMIDAZOLE DERIVATIVES
  申请人：Melander Christian

  公开号：US20080181923A1

  公开（公告）日：2008-07-31

  Disclosure is provided for imidazole derivative compounds that prevent, remove and/or inhibit the formation of biofilms, compositions comprising these compounds, devices comprising these compounds, and methods of using the same.

  提供了关于咪唑衍生物化合物的披露，这些化合物可以预防、去除和/或抑制生物膜的形成，包括这些化合物的组合物、包含这些化合物的设备，以及使用它们的方法。
• INHIBITION OF BIOFILMS IN PLANTS WITH IMIDAZOLE DERIVATIVES
  申请人：Melander Christian

  公开号：US20090143230A1

  公开（公告）日：2009-06-04

  Disclosure is provided for methods of preventing, removing or inhibiting microbial biofilm formation or microbial infection in a plant or plant part thereof, including applying thereto a treatment effective amount of an active compound as described herein, or an agriculturally acceptable salt thereof. Methods of enhancing a microbicide (e.g., including a copper, antibiotic, bacteriophage, etc.) and/or plant defense activator are also provided, including applying an active compound as described herein. Compositions comprising an active compound as described herein in an agriculturally acceptable carrier are also provided, and in some embodiments the compositions further include a microbicide (e.g., including copper, antibiotic, bacteriophage, etc.) and/or plant defense activator.

  本公开提供了一种防止、去除或抑制植物或其部分中微生物生物膜形成或微生物感染的方法，包括向其施加本文所述的活性化合物的有效量或其农业可接受的盐。还提供了增强微生物杀灭剂（例如，包括铜、抗生素、噬菌体等）和/或植物防御激活剂的方法，包括施加本文所述的活性化合物。还提供了包含本文所述的活性化合物在农业可接受载体中的组合物，并在某些实施例中，这些组合物进一步包括微生物杀灭剂（例如，包括铜、抗生素、噬菌体等）和/或植物防御激活剂。