1,3-二溴-5-氟-2-碘苯 | 62720-29-0

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 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: 1,3-二溴-5-氟-2-碘苯
• 中文别名: 2,6-二溴-4-氟碘苯
• 英文名称: 1,3-dibromo-5-fluoro-2-iodobenzene
• CAS: 62720-29-0
• 化学式: C₆H₂Br₂FI
• 分子量: 379.793
• InChiKey: LIWKANDEJFABTQ-UHFFFAOYSA-N

物化性质

• 熔点：
  134-137 °C
• 沸点：
  292.8±35.0 °C(Predicted)
• 密度：
  2.5671 (estimate)
• 稳定性/保质期：
  远离氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2903999090
• 安全说明：
  S24/25
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Name:	1 3-Dibromo-5-Fluoro-2-Iodobenzene 99+% Material Safety Data Sheet
Synonym:	None known
CAS:	62720-29-0

Section 1 - Chemical Product MSDS Name:1 3-Dibromo-5-Fluoro-2-Iodobenzene 99+% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
62720-29-0	1,3-Dibromo-5-Fluoro-2-Iodobenzene	99+	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 62720-29-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: beige pink
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 132.00 - 137.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C6H2Br2FI
Molecular Weight: 379.78

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen fluoride gas, hydrogen bromide, hydrogen iodide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 62720-29-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,3-Dibromo-5-Fluoro-2-Iodobenzene - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 62720-29-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 62720-29-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 62720-29-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

1,3-二溴-5-氟-2-碘苯是一种有机中间体，又称为2,6-二溴-4-氟碘苯，属于邻二卤代苯与三卤代苯化合物。这类化合物不仅广泛用作医药、农药和有机合成的中间体，还能作为金素促进串联反应的关键原料。

1,3-二溴-5-氟-2-碘苯在工业、农业、医药卫生等领域有着非常广泛的用途，是合成抗细菌、抗肿瘤、抗过敏药物以及杀虫剂、除草剂等农药，还有金属腐蚀抑制剂和橡胶材料抗氧化剂的重要原料。据文献报道，1,3-二溴-5-氟-2-碘苯可用于制备BTK抑制剂。

反应信息

• 作为反应物：
  描述：

  1,3-二溴-5-氟-2-碘苯 在 异丙基氯化镁 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 生成 1,3-二溴-5-氟苯
  参考文献：
  名称：

  A Practical Synthesis of m-Prostaglandin E Synthase-1 Inhibitor MK-7285

  摘要：

  A practical, kilogram-scale chromatography-free synthesis of mPGE synthase I inhibitor MK-7285 is described. The route features a convergent assembly of the core phenanthrene unit via amide-directed ortho-metalation and proximity-induced anionic cyclization, followed by imidazole synthesis and late-stage cyanation.

  DOI：

  10.1021/jo901798d
• 作为产物：
  描述：

  2,6-dibromo-4-fluorobenzenediazonium o-benzenedisulfonimide 在 sodium hydroxide 、 氢碘酸 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 1,3-二溴-5-氟-2-碘苯
  参考文献：
  名称：

  1-芳基-3,3-二烷基三氮烯：从干芳基重氮邻苯二磺酰亚胺方便合成 - 高产率分解为起始干盐并高效转化为芳基碘化物、溴化物和氯化物

  摘要：

  综合 2001, No. 14, 26 1

  DOI：

  10.1055/s-2001-18072

文献信息

• ALKYLATED PIPERAZINE COMPOUNDS
  申请人：Genentech, Inc.

  公开号：US20130116245A1

  公开（公告）日：2013-05-09

  Alkylated piperazine compounds of Formula I are provided, including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  提供了公式I的烷基化哌嗪化合物，包括其立体异构体、互变异构体和药学上可接受的盐，用于抑制Btk激酶，并用于治疗由Btk激酶介导的炎症等免疫紊乱。公开了使用公式I化合物进行哺乳动物细胞中的体外、体内和体内诊断以及治疗这类疾病或相关病理条件的方法。
• BICYCLIC PIPERAZINE COMPOUNDS
  申请人：Genentech, Inc.

  公开号：US20130116262A1

  公开（公告）日：2013-05-09

  Bicyclic piperazine compounds of Formula I are provided, including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  提供了公式I的双环哌嗪化合物，包括其立体异构体、互变异构体和药学上可接受的盐，用于抑制Btk激酶，并用于治疗由Btk激酶介导的炎症等免疫紊乱。公开了使用公式I化合物进行体外、体内和体内诊断以及治疗哺乳动物细胞中的这类紊乱，或相关的病理条件的方法。
• 8-FLUOROPHTHALAZIN-1(2H)-ONE COMPOUNDS
  申请人：Genentech, Inc.

  公开号：US20130116246A1

  公开（公告）日：2013-05-09

  8-Fluorophthalazin-1(2h)-one compounds of Formula II where one or two of X 1 , X 2 , and X 3 are N, are provided, including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula II for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  提供了公式II的8-氟邻菲啉-1(2H)-酮化合物，其中X1、X2和X3中的一个或两个是N，包括立体异构体、互变异构体和其药用可接受盐，用于抑制Btk激酶，并用于治疗由Btk激酶介导的炎症等免疫紊乱。公开了使用公式II化合物进行哺乳动物细胞中的体外、体内和体内诊断以及治疗这类疾病或相关病理条件的方法。
• [EN] PYRIDONE AND AZA-PYRIDONE COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS DE PYRIDONE ET D'AZA-PYRIDONE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：GILEAD CONNECTICUT INC

  公开号：WO2011140488A1

  公开（公告）日：2011-11-10

  Pyridone and aza-pyridone compounds of Formula I are provided, including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  提供了公式I的吡啶酮和氮杂吡啶酮化合物，包括其立体异构体、互变异构体和药学上可接受的盐，用于抑制Btk激酶，并用于治疗由Btk激酶介导的炎症等免疫紊乱。公开了使用公式I化合物进行体外、原位和体内诊断以及治疗哺乳动物细胞中的这类紊乱或相关病理条件的方法。
• Discovery of Potent and Selective Tricyclic Inhibitors of Bruton’s Tyrosine Kinase with Improved Druglike Properties
  作者：Xiaojing Wang、James Barbosa、Peter Blomgren、Meire C. Bremer、Jacob Chen、James J. Crawford、Wei Deng、Liming Dong、Charles Eigenbrot、Steve Gallion、Jonathon Hau、Huiyong Hu、Adam R. Johnson、Arna Katewa、Jeffrey E. Kropf、Seung H. Lee、Lichuan Liu、Joseph W. Lubach、Jen Macaluso、Pat Maciejewski、Scott A. Mitchell、Daniel F. Ortwine、Julie DiPaolo、Karin Reif、Heleen Scheerens、Aaron Schmitt、Harvey Wong、Jin-Ming Xiong、Jianjun Xu、Zhongdong Zhao、Fusheng Zhou、Kevin S. Currie、Wendy B. Young

  DOI：10.1021/acsmedchemlett.7b00103

  日期：2017.6.8

  discover and develop best-in-class Bruton's tyrosine kinase (Btk) inhibitors for the treatment of B-cell lymphomas, rheumatoid arthritis, and systemic lupus erythematosus, we devised a series of novel tricyclic compounds that improved upon the druglike properties of our previous chemical matter. Compounds exemplified by G-744 are highly potent, selective for Btk, metabolically stable, well tolerated

  在我们不断努力的发现和开发一流的Bruton酪氨酸激酶（Btk）抑制剂以治疗B细胞淋巴瘤，类风湿性关节炎和系统性红斑狼疮的同时，我们设计了一系列新颖的三环化合物，对这类药物进行了改良我们以前化学物质的性质。以G-744为例的化合物在关节炎的动物模型中是高度有效的，对Btk具有选择性的，代谢稳定的，耐受性良好的和有效的。