2-氨基-4,6-二溴苯甲酸 | 81190-68-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 2-氨基-4,6-二溴苯甲酸
• 英文名称: 2-amino-4,6-dibromobenzoic acid
• 英文别名: 2-Amino-4,6-dibrom-benzoesaeure
• CAS: 81190-68-3
• 化学式: C₇H₅Br₂NO₂
• 分子量: 294.93
• InChiKey: YGDDOHCJERWFJO-UHFFFAOYSA-N

物化性质

• 熔点：
  170-171 °C (decomp)
• 沸点：
  381.6±42.0 °C(Predicted)
• 密度：
  2.158±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-4,6-dibromobenzoic acid
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: 2-Amino-4,6-dibromobenzoic acid
CAS number: 81190-68-3

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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: C7H5Br2NO2
Molecular weight: 294.9

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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

反应信息

• 作为反应物：
  描述：

  2-氨基-4,6-二溴苯甲酸 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 3-氨基-6,8-二溴-2-甲基喹唑啉-4-酮
  参考文献：
  名称：

  新型喹唑啉-4-one 衍生物作为具有有效抗肿瘤活性的凋亡增强剂和自噬抑制剂的设计、合成和评价

  摘要：

  这项工作基于喹唑啉基小分子作为抗癌剂的既定有效性，设计和合成了一系列新的喹唑啉-4-one 衍生物。合成的化合物比 A-549 更有效地对抗 MCF-7，IC 50 s低至亚微摩尔。化合物17表现出最好的IC 50，与阳性对照阿霉素(IC 50 = 0.06 μM)等效且优于5-氟尿嘧啶(IC 50 = 2.13 μM)。针对 MDA-MB-231 和 MCF-10A 进一步测试了化合物17，发现对 MCF-7 的细胞毒性是 2 倍以上。显着的凋亡活性由17在 MCF-7 上，它增加了凋亡细胞死亡以及诱导前 G1 和 G1 期细胞周期停滞。类似地，17能够在 MD-MB-231 处理的细胞中诱导细胞凋亡，与细胞周期中断相关，导致在 G1 前和 S 期停滞。MCF-7 中基因表达的研究表明，促凋亡基因 P53、PUMA、Bax、半胱天冬酶 3、8 和 9 的表达增加，而抗凋亡基因 Bcl2

  DOI：

  10.1016/j.ejmech.2021.113609
• 作为产物：
  描述：

  4,6-二溴靛红 在 sodium hydroxide 、 双氧水 作用下， 反应 2.0h， 生成 2-氨基-4,6-二溴苯甲酸
  参考文献：
  名称：

  Discovery of 3-aryl-3-methyl-1H-quinoline-2,4-diones as a new class of selective 5-HT6 receptor antagonists

  摘要：

  A 5,7-dichloro-3-phenyl-3-methyl-quinoline-2,4-dione (11a) has been identified in a random screen as a lead for 5-HT6 antagonist. During the lead optimization process, several analogs were synthesized and their biological activities were investigated. Within this series, several compounds display high binding affinity and selectivity for the 5-HT6 receptor. In particular, 3-(4-hydroxyphenyl)-3-methyl-quinoline-2,4-dione (12f) exhibits high affinity (K-i = 12.3 nM) for 5-HT6 receptor with good selectivity over other serotonin and dopamine (D-1-D-4) receptor subtypes. In a functional adenylyl cyclase stimulation assay, this compound exhibited considerable antagonistic activity (IC50 = 0.61 mu M). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.045

文献信息

• 3-aryl--3-methyl-quinoline-2, 4-diones, preparation method thereof, and pharmaceutical composition containing the same
  申请人：Seong Churlmin

  公开号：US20060084676A1

  公开（公告）日：2006-04-20

  The present invention relates to compounds of 3-aryl-3-methyl-quinoline-2,4-diones acting as a 5HT6 receptor antagonist, a preparation method thereof, and a pharmaceutical composition containing the same for treatment of the central nervous system disorders. The compounds of 3-aryl-3-methyl-quinoline-2,4-diones according to the present invention may be valuably used for treatment of a 5HT6 receptor relating disorders because of its excellent binding affinity for the 5HT6 receptor and excellent selectivity for the 5HT6 receptor over other receptors.

  本发明涉及作为5HT6受体拮抗剂的3-芳基-3-甲基喹啉-2,4-二酮化合物，其制备方法以及含有该化合物的用于治疗中枢神经系统疾病的药物组合物。根据本发明的3-芳基-3-甲基喹啉-2,4-二酮化合物可用于治疗与5HT6受体相关的疾病，因为其对5HT6受体具有优异的结合亲和力，并且对5HT6受体具有优异的选择性，而且相对于其他受体具有优异的选择性。
• [EN] THERAPEUTIC HYDROXYQUINOLONES<br/>[FR] HYDROXYQUINOLONES THÉRAPEUTIQUES
  申请人：UNIV RUTGERS

  公开号：WO2014074926A1

  公开（公告）日：2014-05-15

  The invention provides compounds of formula (I) and salts thereof wherein R4-R8 have any of the meanings defined in the specification, as well as pharmaceutical compositions comprising the compounds or salts and methods for their use in therapy. The compounds have useful antiviral properties.

  该发明提供了式(I)的化合物及其盐，其中R4-R8具有规范中定义的任何含义，以及包含这些化合物或盐的药物组合物以及其在治疗中的使用方法。这些化合物具有有用的抗病毒特性。
• 3-aryl-3-methyl-quinoline-2,4-diones, preparation method thereof and pharmaceutical composition containing same
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP1650190A1

  公开（公告）日：2006-04-26

  The present invention relates to compounds of 3-aryl-3-methyl-quinoline-2,4-diones , or a pharmaceutically acceptable salt thereof acting as a 5HT6 receptor antagonist, a preparation method thereof, and a pharmaceutical composition containing the same for treatment of the central nervous system disorders. The compounds of 3-aryl-3-methyl-quinoline-2,4-diones according to the present invention may be valuably used for treatment of a 5HT6 receptor relating disorders because of its excellent binding affinity for the 5HT6 receptor and excellent selectivity for the 5HT6 receptor over other receptors.

  本发明涉及3-芳基-3-甲基喹啉-2,4-二酮化合物或其药用可接受盐，作为5HT6受体拮抗剂，其制备方法以及含有该化合物的用于治疗中枢神经系统疾病的药物组合物。根据本发明的3-芳基-3-甲基喹啉-2,4-二酮化合物可用于治疗与5HT6受体相关的疾病，因为其对5HT6受体具有优异的结合亲和力，并且对于其他受体具有优异的选择性。
• Synthesis and evaluation of substituted quinazolone derivatives for antibacterial, antifungal, and antiacetylcholinesterase activities
  作者：Anil K. Sen Gupta、Hemant K. Misra

  DOI：10.1002/jps.2600691120

  日期：1980.11

  The synthesis of new 6-bromo- and 6,8-dibromo-2-[N-(2'-alkyl-1',3',4'-thiadizol-5'-yl)carbamoylmethylthio] -3-aryl/cyclohexyl-4-(3H)-quinazolones is described. The synthesis derivatives were screened for antibacterial, antifungal, and antiacetylcholinesterase activities in vitro. Most of the compounds exhibited significant biological activity. The relation between their biological activity and chemical

  新的6-溴和6,8-二溴-2- [N-（2'-烷基-1'，3'，4'-噻二唑-5'-基）氨基甲酰基甲硫基] -3-芳基/环己基的合成描述了-4-（3H）-喹唑酮。筛选合成衍生物的体外抗菌，抗真菌和抗乙酰胆碱酯酶活性。大多数化合物表现出显着的生物学活性。研究了它们的生物学活性与化学结构之间的关系。
• 3-aryl-3-methyl-quinoline-2, 4-diones, preparation method thereof, and pharmaceutical composition containing the same
  申请人：Korea Research Institute of Chemical Technology

  公开号：US07592457B2

  公开（公告）日：2009-09-22

  The present invention relates to compounds of 3-aryl-3-methyl-quinoline-2,4-diones acting as a 5HT6 receptor antagonist, a preparation method thereof, and a pharmaceutical composition containing the same for treatment of the central nervous system disorders. The compounds of 3-aryl-3-methyl-quinoline-2,4-diones according to the present invention may be valuably used for treatment of a 5HT6 receptor relating disorders because of its excellent binding affinity for the 5HT6 receptor and excellent selectivity for the 5HT6 receptor over other receptors.

  本发明涉及3-芳基-3-甲基-喹啉-2,4-二酮化合物，其作为5HT6受体拮抗剂，其制备方法以及含有该化合物的制药组合物，用于治疗中枢神经系统疾病。本发明所述的3-芳基-3-甲基-喹啉-2,4-二酮化合物因其对5HT6受体的优异结合亲和力和对5HT6受体与其他受体的优异选择性，可用于治疗与5HT6受体相关的疾病。