1-溴-4-(溴甲基)萘 | 79996-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-溴-4-(溴甲基)萘
• 英文名称: 1-bromo-4-bromomethyl-naphthalene
• 英文别名: 4-bromo-1-bromomethylnaphthalene；1-Bromo-4-(bromomethyl)naphthalene
• CAS: 79996-99-9
• 化学式: C₁₁H₈Br₂
• 分子量: 299.993
• InChiKey: FHXASJKBBLIBAQ-UHFFFAOYSA-N

物化性质

• 熔点：
  102-105℃ (hexane )
• 沸点：
  195-210 °C
• 密度：
  1.772±0.06 g/cm3 (20 ºC 760 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903999090
• 包装等级：
  II
• 危险类别：
  8
• 危险性防范说明：
  P501,P260,P270,P271,P264,P280,P362+P364,P303+P361+P353,P301+P330+P331,P301+P312+P330,P304+P340+P310,P305+P351+P338+P310,P405
• 危险品运输编号：
  3261
• 危险性描述：
  H302+H312+H332,H314
• 储存条件：
  存储条件为2-8°C，并需保存在惰性气体环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Bromo-4-(bromomethyl)naphthalene
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-Bromo-4-(bromomethyl)naphthalene
CAS number: 79996-99-9

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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: C11H8Br2
Molecular weight: 300.0

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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 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-溴-4-(溴甲基)萘 在 1,6-己二胺 、 盐酸羟胺 、 copper(II) acetate monohydrate 、 溶剂黄146 、 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 生成 4-溴-1-萘甲腈
  参考文献：
  名称：

  一种4-溴-1-萘甲腈的合成方法

  摘要：

  本发明公开了一种4‑溴‑1‑萘甲腈的合成方法，所述方法包含以下步骤：步骤1：以1‑甲基萘为原料，溴取代1‑甲基萘苯环上的氢得到4‑溴‑1‑甲基萘(I)；步骤2：溴取代4‑溴‑1‑甲基萘(I)的甲基上的氢得到4‑溴‑1‑溴甲基萘(II)；步骤3：4‑溴‑1‑溴甲基萘(II)发生索姆莱反应得到4‑溴‑1‑萘醛(III)；步骤4：4‑溴‑1‑萘醛(III)成肟得到4‑溴‑1‑萘醛肟(IV)；步骤5：4‑溴‑1‑萘醛肟(IV)脱水得到4‑溴‑1‑萘甲腈(V)。本发明具有工艺路线设计合理、原辅料廉价易得、收率高、成本低、适于工业化生产等优点。

  公开号：

  CN106366018B
• 作为产物：
  描述：

  甲基萘 在 碘苯二乙酸 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 1-溴-4-(溴甲基)萘
  参考文献：
  名称：

  DIB–BBr3 方案在溴化反应中的应用

  摘要：

  非对称溴碘烷可用于溴化反应，并且发现一些方案适用于特定底物。在此，我们报告了使用 DIB/BBr 3方案进行各种溴化反应，包括芳烃的亲电溴化、羰基 C-H 单溴化、溴内酯化、溴碳环化、烯烃的分子间溴醚化和光触发的 C(sp 3 )-H溴化。

  DOI：

  10.1021/acs.orglett.2c03777

文献信息

• Carbocation Catalyzed Bromination of Alkyl Arenes, a Chemoselective <i>sp</i> ^<i>3</i> <i>vs. sp</i> ^<i>2</i> C−H functionalization.
  作者：Shengjun Ni、Mahmoud Abd El Aleem Ali Ali El Remaily、Johan Franzén

  DOI：10.1002/adsc.201800788

  日期：2018.11.5

  The versatility of the trityl cation (TrBF4) as a highly efficient Lewis acid organocatalyst is demonstrated in a light induced benzylic brominaion of alkyl‐arenes under mild conditions. The reaction was conducted at ambient temperature under common hood light (55 W fluorescent light) with catalyst loadings down to 2.0 mol% using N‐bromosuccinimide (NBS) as the brominating agent. The protocol is applicable

  在温和的条件下，光诱导的烷基芳烃的苄基溴化反应证明了三苯甲基阳离子（TrBF 4）作为高效的路易斯酸有机催化剂的多功能性。使用N-溴代琥珀酰亚胺（NBS）作为溴化剂，该反应在环境温度下于普通遮光罩（55 W荧光灯）下进行，催化剂负载量低至2.0 mol％。该方案适用于多种底物，以高至极好的收率得到苄基溴。与大多数以前报道的策略相反，该协议不需要任何自由基引发剂或大量加热。对于富含电子的烷基芳烃，三苯甲基离子催化的溴化反应可轻松地在苄基sp 3 CH功能和芳烃之间切换通过简单地交替使用溶剂即可实现sp 2 CH功能化。这种化学选择性开关可实现较高的底物控制，并易于分别制备苄基溴和溴芳烃。化学选择性开关还用于1-甲基萘的一锅反应中，以直接引入sp 3 C-Br和sp 2 C-Br官能团。
• Discovery of a Flexible Triazolylbutanoic Acid as a Highly Potent Uric Acid Transporter 1 (URAT1) Inhibitor
  作者：He Tian、Wei Liu、Zhixing Zhou、Qian Shang、Yuqiang Liu、Yafei Xie、Changying Liu、Weiren Xu、Lida Tang、Jianwu Wang、Guilong Zhao

  DOI：10.3390/molecules21111543

  日期：——

  In order to systematically explore and understand the structure–activity relationship (SAR) of a lesinurad-based hit (1c) derived from the replacement of the S atom in lesinurad with CH2, 18 compounds (1a–1r) were designed, synthesized and subjected to in vitro URAT1 inhibitory assay. The SAR exploration led to the discovery of a highly potent flexible URAT1 inhibitor, 1q, which was 31-fold more potent than parent lesinurad (IC50 = 0.23 μM against human URAT1 for 1q vs 7.18 μM for lesinurad). The present study discovered a flexible molecular scaffold, as represented by 1q, which might serve as a promising prototype scaffold for further development of potent URAT1 inhibitors, and also demonstrated that the S atom in lesinurad was not indispensable for its URAT1 inhibitory activity.

  为了系统地探索和理解基于lesinuRAd的命中化合物（1c）的结构-活性关系（SAR），该化合物是通过将lesinuRAd中的S原子替换为CH2得到的，设计并合成了18个化合物（1a–1r），并对其进行了体外URAT1抑制活性测试。SAR探索发现了一个高效的柔性URAT1抑制剂1q，其活性比母体lesinuRAd高31倍（对于人URAT1的IC50值，1q为0.23 μM，而lesinuRAd为7.18 μM）。本研究发现了一种柔性分子骨架，如1q所示，这可能作为进一步开发高效URAT1抑制剂的有前景的原型骨架，并且表明lesinuRAd中的S原子对其URAT1抑制活性并非必需。
• [EN] SUBSTITUTED HETERO-AZEPINONES<br/>[FR] HÉTÉRO-AZÉPINONES SUBSTITUÉES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014023708A1

  公开（公告）日：2014-02-13

  There are provided compounds of the formula (1) wherein W, X, Y, Z, R1, R2, R3, R4, R5 and R6 are described herein. These compounds are useful for the treatment of proliferative diseases, including cancer.

  提供了符合式（1）的化合物，其中W、X、Y、Z、R1、R2、R3、R4、R5和R6如本文所述。这些化合物对于治疗增殖性疾病，包括癌症，是有用的。
• [EN] COMPOUNDS FOR INHIBITION OF ALPHA 4β7 INTEGRIN<br/>[FR] COMPOSÉS POUR INHIBITION DE L'INTÉGRINE ALPHA 4β7
  申请人：GILEAD SCIENCES INC

  公开号：WO2020092401A1

  公开（公告）日：2020-05-07

  The present disclosure provides a compound of Formula (I); or a pharmaceutically acceptable salt thereof as described herein. The present disclosure also provides pharmaceutical compositions comprising a compound of Formula (I), processes for preparing compounds of Formula (I), and therapeutic methods for treating inflammatory disease.

  本公开提供一种如下所述的化合物的化学式(I)；或其药用可接受的盐。本公开还提供包括化合物的药物组合物的制备方法，制备化合物的方法和治疗炎症性疾病的治疗方法。
• CRYSTAL FORM OF URATE TRANSPORTER 1 INHIBITOR AND PREPARATION METHOD AND USE THEREOF
  申请人：Tianjin Institute of Pharmaceutical Research Co., Ltd.

  公开号：US20200369628A1

  公开（公告）日：2020-11-26

  The present invention provides a crystal form of urate transporter 1 inhibitor and a preparation method and use thereof. The crystal form is characterized by a stable state of appearance and a capability of further improving the purity and storage stability of the compound, etc., and suitable as a pharmaceutical raw material.

  本发明提供了尿酸转运蛋白1抑制剂的晶型及其制备方法和用途。该晶型的特征在于外观稳定状态和进一步提高化合物纯度和储存稳定性等能力，适用作药用原料。