3-溴-5-甲基苯胺 | 74586-53-1

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 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: 3-溴-5-甲基苯胺
• 中文别名: 3-溴-5-甲基苯胺(3-溴-5-氨基甲苯)；3-氨基-5-溴甲苯
• 英文名称: 3-bromo-5-methylaniline
• 英文别名: 3-methyl-5-bromoaniline；3-bromo-5-methylbenzenamine
• CAS: 74586-53-1
• 化学式: C₇H₈BrN
• mdl: MFCD11845553
• 分子量: 186.051
• InChiKey: YIZRPAWCIFTHNA-UHFFFAOYSA-N

物化性质

• 熔点：
  37 °C
• 沸点：
  150-151 °C(Press: 15 Torr)
• 密度：
  1.498±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  6.1
• 海关编码：
  2921430090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  | 室温 |

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-5-methylaniline
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H312: Harmful in contact with skin
H332: Harmful if inhaled
Causes skin irritation
H315:
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Bromo-5-methylaniline
CAS number: 74586-53-1

---

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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.

---

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.

---

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.
Storage: Store in closed vessels.

---

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.

---

Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H8BrN
Molecular weight: 186.0

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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, 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
UN Number: UN2811 Class: 6.1 Packing group: III
Proper shipping name: TOXIC SOLIDS, ORGANIC, N.O.S. (3-Bromo-5-methylaniline)

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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
  2,3-二溴-5-甲基苯胺	2,3-dibromo-5-methylaniline	96558-69-9	C7H7Br2N	264.947
  3-溴-5-硝基甲苯	1-bromo-3-methyl-5-nitrobenzene	52488-28-5	C7H6BrNO2	216.034

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	3,4-dibromo-5-methyl-aniline	——	C7H7Br2N	264.947
  ——	3-bromo-N,N,5-trimethylaniline	102236-11-3	C9H12BrN	214.105
  ——	N-(3-bromo-5-methylphenyl)acetamide	5326-49-8	C9H10BrNO	228.088
  ——	2,3-dibromo-4-methylbenzeneamine	——	C7H7Br2N	264.947
  ——	N-(3-bromo-5-methylphenyl)urea	594862-62-1	C8H9BrN2O	229.076
  ——	N-benzyl-3-bromo-5-methylaniline	1619230-30-6	C14H14BrN	276.176

反应信息

• 作为反应物：
  描述：

  3-溴-5-甲基苯胺 生成 3,5-二羟基甲苯
  参考文献：
  名称：

  Nevile; Winther, Chemische Berichte, 1882, vol. 15, p. 2992

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二溴-5-甲基苯胺 在 盐酸 、 2H⁽¹⁺⁾*2H₃N*Cl₃Cu^(2-) 作用下， 以 溶剂黄146 为溶剂， 生成 3-溴-5-甲基苯胺
  参考文献：
  名称：

  Liedholm, Brita, Acta Chemica Scandinavica, 1993, vol. 47, # 7, p. 701 - 705

  摘要：

  DOI：

文献信息

• [EN] SUBSTITUTED PYRAZOLE AND PYRROLE COMPOUNDS AND METHODS FOR USING THEM FOR INHIBITION OF INITIATION OF TRANSLATION AND TREATMENT OF DISEASES AND DISORDERS RELATING THERETO<br/>[FR] COMPOSÉS PYRAZOLE ET PYRROLE SUBSTITUÉS ET PROCÉDÉS D'UTILISATION DE CES DERNIERS POUR L'INHIBITION DE L'INITIATION DE LA TRADUCTION ET LE TRAITEMENT DE MALADIES ET DE TROUBLES ASSOCIÉS À CETTE DERNIÈRE
  申请人：BANTAM PHARMACEUTICAL LLC

  公开号：WO2016196644A1

  公开（公告）日：2016-12-08

  Disclosed are pyrazole compounds, as well as pharmaceutical compositions and methods of use thereof. One embodiment is a compound having the structure (I) and pharmaceutically acceptable salts and /V-oxides thereof, wherein X1, X2, Z1, Z2, the ring system denoted by "a", R1, A1A, L1B, A1B, L1A, L2, Q, L3, R3, A4A, L4B, A4B, L4A, R4, L5, and R5 are as described herein. In certain embodiments, compounds disclosed herein disrupt the elF4E/eiF4G interaction, and can be used to treat hyperproliferative disorder, a neurological disease or disorder, or autism.

  揭示了吡唑化合物，以及其药物组合物和使用方法。其中一种实施例是具有结构（I）及其药用可接受的盐和/或氧化物，其中X1、X2、Z1、Z2、由“a”表示的环系统、R1、A1A、L1B、A1B、L1A、L2、Q、L3、R3、A4A、L4B、A4B、L4A、R4、L5和R5如本文所述。在某些实施例中，本文所披露的化合物破坏elF4E/eiF4G相互作用，并可用于治疗过度增殖性疾病、神经系统疾病或障碍，或自闭症。
• [EN] PYRROLOTRIAZINONE DERIVATIVES AS PI3K INHIBITORS<br/>[FR] DÉRIVÉS DE PYRROLOTRIAZINONE EN TANT QU'INHIBITEURS DES PI3K
  申请人：ALMIRALL SA

  公开号：WO2014060432A1

  公开（公告）日：2014-04-24

  New pyrrolotriazinone derivatives having the chemical structure of formula (I), are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Phosphoinositide 3-Kinases (PI3Ks)

  新的吡咯三唑酮衍生物具有化学结构式（I），公开；以及它们的制备方法，包括它们的药物组合物和它们作为磷脂酰肌醇3-激酶（PI3Ks）抑制剂在治疗中的应用。
• Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes <i>via</i> a double sila-Friedel–Crafts reaction
  作者：Yafang Dong、Yuta Takata、Yusuke Yoshigoe、Kohei Sekine、Yoichiro Kuninobu

  DOI：10.1039/c9cc07692a

  日期：——

  The synthesis of silafluorene derivatives from aminobiphenyl compounds and dihydrosilanes via a double sila-Friedel–Crafts reaction using a borane catalyst has been achieved. This method is applicable to the synthesis of a variety of silafluorene derivatives, such as multisubstituted silafluorenes, spirosilabifluorenes, and silicon-bridged terphenyl compounds, which are not readily obtained using conventional

  通过使用甲硼烷催化剂的双sila-Friedel-Crafts反应，由氨基联苯化合物和二氢硅烷合成了silafluorene衍生物。该方法适用于各种硅芴衍生物的合成，例如多取代的硅芴，螺硅双芴和硅桥联的三联苯化合物，这些都是使用常规合成方法不易获得的。另外，我们已经证明了这些硅芴衍生物中的氨基转化为其他取代基。
• 一种含硼有机电致发光化合物及其在有机电致发光器件上的应用
  申请人：江苏三月科技股份有限公司

  公开号：CN111471064A

  公开（公告）日：2020-07-31

  本发明公开了一种含硼有机电致发光化合物及其在有机电致发光器件上的应用，属于半导体技术领域。所述含硼有机电致发光化合物选自如通式(1)所示的结构：本发明还公开了上述含硼有机电致发光化合物在有机电致发光器件上的应用。本发明化合物作为有机电致发光器件的发光层材料使用时，器件的电流效率，功率效率和外量子效率均得到很大改善；同时，对于器件寿命提升非常明显。
• Discovery and optimization of a series of 3-substituted indazole derivatives as multi-target kinase inhibitors for the treatment of lung squamous cell carcinoma
  作者：Qi Wang、Yang Dai、Yinchun Ji、Huanyu Shi、Zuhao Guo、Danqi Chen、Yuelei Chen、Xia Peng、Yinglei Gao、Xin Wang、Lin Chen、Yuchen Jiang、Meiyu Geng、Jingkang Shen、Jing Ai、Bing Xiong

  DOI：10.1016/j.ejmech.2018.12.015

  日期：2019.2

  lung squamous cell carcinoma to design multi-target inhibitors represents a potential strategy for the medical treatment. In this study, through screening an in-house focused library, we identified an interesting indazole scaffold. And following with binding analysis, we elaborated the structure-activity relationship of this hit compound by optimizing four parts guided by the DDR2 enzymatic assay, which

  尽管肺腺癌患者受益于靶向治疗的发展，但肺鳞癌（SqCC）患者由于该疾病的复杂性和异质性而无法有效治疗。因此，基于对肺鳞状细胞癌突变的遗传分析以设计多靶点抑制剂代表了一种潜在的治疗策略。在这项研究中，通过筛选内部聚焦库，我们确定了一种有趣的吲唑支架。然后进行结合分析，我们通过优化DDR2酶测定法指导的四个部分，详细阐述了这种命中化合物的结构-活性关系，从而得到了有效的先导化合物10a。。我们进一步优化了针对肺鳞状细胞癌中两个重要激酶FGFR1和DDR2的双重酶促抑制作用。最后，从细胞抗增殖活性测试和体内药代动力学测试中，发现3-取代的吲唑衍生物11k是很有前途的候选者，并通过小鼠异种移植模型进行了体内药理学研究，证明了其强大的抗肿瘤功效。额外的体外药物样评估进一步证明了化合物11k对于SqCC药物开发可能是有价值的。