4-溴-1-萘甲腈 | 92616-49-4

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 4-溴-1-萘甲腈
• 中文别名: 4-溴-1-氰基萘
• 英文名称: 4-bromo-1-naphthonitrile
• 英文别名: 4-bromonaphthalene-1-carbonitrile；1-bromo-4-cyanonaphthalene；4-bromo-1-naphthalenecarbonitrile
• CAS: 92616-49-4
• 化学式: C₁₁H₆BrN
• 分子量: 232.079
• InChiKey: ITKIWUNXKKMMSE-UHFFFAOYSA-N

物化性质

• 熔点：
  102-103 °C
• 沸点：
  352.9±15.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2926909090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存放于室温、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: 4-Bromonaphthalene-1-carbonitrile
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-Bromonaphthalene-1-carbonitrile
CAS number: 92616-49-4

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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: C11H6BrN
Molecular weight: 232.1

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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 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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  1-溴-4-甲基萘	1-bromo-4-methylnaphthalene	6627-78-7	C11H9Br	221.096
  1-溴-4-(溴甲基)萘	1-bromo-4-bromomethyl-naphthalene	79996-99-9	C11H8Br2	299.993
  ——	4-bromo-1-naphthalenecarboxaldehyde oxime	664364-16-3	C11H8BrNO	250.095
  4-溴萘-1-羰酰氯	4-bromo-1-naphthoic acid chloride	87700-65-0	C11H6BrClO	269.525
  4-溴-1-萘甲酸	4-bromonaphthalene-1-carboxylic acid	16650-55-8	C11H7BrO2	251.079

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(4-bromonaphthalen-1-yl)methanamine	578029-11-5	C11H10BrN	236.111
  氰基萘	1-Cyanonaphthalene	86-53-3	C11H7N	153.183
  4-溴萘-1-羰酰氯	4-bromo-1-naphthoic acid chloride	87700-65-0	C11H6BrClO	269.525
  4-溴-1-萘甲酸	4-bromonaphthalene-1-carboxylic acid	16650-55-8	C11H7BrO2	251.079

反应信息

• 作为反应物：
  描述：

  4-溴-1-萘甲腈 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 以83%的产率得到4-azido-1-naphthalenecarbonitrile
  参考文献：
  名称：

  苯并咪唑类衍生物、其制备方法和应用

  摘要：

  本发明属于医药领域，涉及一系列苯并咪唑类的衍生物及其可药用盐和药学上可接受的前药的制备方法、包含所述衍生物的药物组合物、以及所述衍生物和药物组合物在制备抗痛风药物和治疗相关疾病中的用途。

  公开号：

  CN105601571B
• 作为产物：
  描述：

  甲基萘 在 1,6-己二胺 、 N-溴代丁二酰亚胺(NBS) 、 盐酸羟胺 、 copper(II) acetate monohydrate 、 溶剂黄146 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 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

文献信息

• [EN] INHIBITORS OF ANTIGEN PRESENTATION BY HLA-DR<br/>[FR] INHIBITEURS DE PRÉSENTATION D'ANTIGÈNE PAR HLA-DR
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2021198283A1

  公开（公告）日：2021-10-07

  Chromanone compounds, pharmaceutical compositions containing them, methods of making them, and methods of using them including methods for treating disease states, disorders, and conditions associated with the inhibition of antigen presentation by HLA-DR.

  Chromanone化合物，含有它们的药物组合物，制备它们的方法，以及使用它们的方法，包括用于治疗与HLA-DR抗原呈递抑制相关的疾病状态、疾病和症状的方法。
• 羧酸化合物及其制备方法和用途
  申请人：益方生物科技（上海）有限公司

  公开号：CN105439946B

  公开（公告）日：2018-02-02

  本发明涉及医药技术领域，具体为由以下化学式I或化学式II表示的羧酸化合物及其药学上可接受的盐、前药、和溶剂化物及其制备方法，包含这些物质的药物组合物以及其用途。
• 作为URAT1抑制剂的噻吩类衍生物
  申请人：江苏艾立康医药科技有限公司

  公开号：CN109608432B

  公开（公告）日：2022-10-11

  本发明涉及作为URAT1抑制剂的噻吩类衍生物。具体而言，本发明涉及一种通式(I)所示噻吩类衍生物及其可药用盐，及其制备方法以及它们作为URAT1抑制剂，特别是作为尿酸水平异常相关的病症的治疗剂的用途。
• Discovery of Flexible Naphthyltriazolylmethane-based Thioacetic Acids as Highly Active Uric Acid Transporter 1 (URAT1) Inhibitors for the Treatment of Hyperuricemia of Gout
  作者：Xiansheng Zhang、Jingwei Wu、Wei Liu、Yuqiang Liu、Yafei Xie、Qian Shang、Zhixing Zhou、Weiren Xu、Lida Tang、Jianwu Wang、Guilong Zhao

  DOI：10.2174/1573406412666160915163002

  日期：2017.4.10

  Background: Gout is the most common inflammatory arthritis, which, if left untreated or inadequately treated, will lead to joint destruction, bone erosion and disability due to the crystal deposition. Uric acid transporter 1 (URAT1) was the promising therapeutic target for urate-lowering therapy. Objective: The goal of this work is to understand the structure-activity relationship (SAR) of a potent lesinurad-based

  背景：痛风是最常见的炎症性关节炎，如果不及时治疗或治疗不足，会由于晶体沉积而导致关节破坏，骨质侵蚀和残疾。尿酸转运蛋白1（URAT1）是降低尿酸盐治疗的有希望的治疗靶标。 目的：这项工作的目的是了解有效的基于lesinuRAd的命中2-（（5-bromo-4-（（4-cyclopropyl-naphth-1-yl）methyl）钠的结构-活性关系（SAR） ）-4H-1,2,4-（三唑-3-基）硫代）乙酸酯（1c），并据此发现了更有效的URAT1抑制剂。 方法：系统地研究1c的SAR，并通过稳定表达人胚胎肾293（HEK293）细胞抑制URAT1介导的[8-14C]尿酸摄取，测定合成化合物1a-1t的体外URAT1抑制活性。人类URAT1。 结果：合成了20种化合物1a-1t。进行SAR分析。两种高活性URAT1抑制剂2-（（5-bromo-4-（（4-n-propylnaphth-1-yl）methyl）-4H-1
• One-Pot Transformation of Methylarenes into Aromatic Nitriles with Inorganic Metal-Free Reagents
  作者：Yuhsuke Kawagoe、Katsuhiko Moriyama、Hideo Togo

  DOI：10.1002/ejoc.201402270

  日期：2014.7

  Various methylarenes were transformed into the corresponding aromatic nitriles in good to moderate yields by the treatment with aq. HBr and aq. H2O2, followed by reaction with molecular iodine and aq. ammonia in a one-pot procedure. The present reaction is a useful, practical, transition-metal-free, and organic-reagent-free method for the preparation of aromatic nitriles from methylarenes.

  通过用水溶液处理，各种甲基芳烃以良好到中等的产率转化为相应的芳香腈。HBr 和水溶液。H2O2，然后与分子碘和水溶液反应。氨在一锅程序中。本反应是一种有用的、实用的、无过渡金属和无有机试剂的方法，用于从甲基芳烃制备芳香腈。