3-氨基-4-碘苯甲酸甲酯 | 412947-54-7

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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-氨基-4-碘苯甲酸甲酯
• 中文别名: 3-胺基-4-碘苯甲酸甲酯
• 英文名称: methyl 3-amino-4-iodobenzoate
• 英文别名: 3-amino-4-iodobenzoic acid methyl ester
• CAS: 412947-54-7
• 化学式: C₈H₈INO₂
• 分子量: 277.062
• InChiKey: WJEBNIVVLJEIKE-UHFFFAOYSA-N

物化性质

• 熔点：
  134-136°C
• 沸点：
  344.3±32.0 °C(Predicted)
• 密度：
  1.826±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  按规定使用和贮存不会分解，避免接触氧化物和高温。

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37
• 危险类别码：
  R22,R36/37/38
• 海关编码：
  2922499990
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  应存放在密闭、阴凉、通风干燥处。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Methyl 3-amino-4-iodobenzoate
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
Avoid breathing dust/fume/gas/mist/vapours/spray
P261:
P280: Wear protective gloves/protective clothing/eye protection/face protection
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P405: Store locked up

---

Section 3. Composition/information on ingredients.
Ingredient name: Methyl 3-amino-4-iodobenzoate
CAS number: 412947-54-7

---

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.

---

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, refrigerated.

---

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
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H8INO2
Molecular weight: 277.1

---

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 Iodide.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-氨基-4-碘苯甲酸甲酯 在 2,2'-联吡啶 、 锰 、 氯化镍二甲氧基乙烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以96%的产率得到dimethyl 2,2'-diaminobiphenyl-4,4'-dicarboxylate
  参考文献：
  名称：

  通过Ni催化的2-卤代苯胺的无保护基偶合，对2,2'-二氨基联芳基有较高的化学选择性。

  摘要：

  由于容易发生不希望的副反应，通过过渡金属催化的无保护基起始原料的偶合反应获得2,2'-二氨基联芳基衍生物的策略的开发是一项具有挑战性的任务。已经描述了利用Ni催化的未保护的2-卤代苯胺类似物的直接均偶联以产生具有容易获得且廉价的联吡啶配体的2,2'-二氨基联芳基。该方法具有高度的化学选择性，广泛的底物范围和官能团相容性，从而突显了该方法。机理和计算研究表明，Ni（0），Ni（I），Ni（II）和Ni（III）物种可能参与催化循环。

  DOI：

  10.1021/acscatal.0c03428
• 作为产物：
  描述：

  4-碘-3-硝基苯甲酸甲酯 在 频哪醇 、 bis(N,N-dimethylformamide)dichlorodioxomolybdenum(VI) 作用下， 以 乙腈 为溶剂， 生成 3-氨基-4-碘苯甲酸甲酯
  参考文献：
  名称：

  通过连续一锅钼催化还原/Sandmeyer 反应从硝基芳烃直接合成卤代芳烃

  摘要：

  在此，我们报道了在连续的一锅操作中从硝基芳烃直接合成各种官能化芳香族溴化物、氯化物、碘化物和氟化物。该方案基于耐空气和耐湿气的二氧钼催化硝基芳香族化合物的还原，采用频哪醇作为还原剂，从而实现后续的重氮化和卤化步骤。该方法代表了直接从硝基芳族化合物合成卤代芳族化合物的经济、实用和替代程序。

  DOI：

  10.1039/d3ob01187a

文献信息

• [EN] VIRAL POLYMERASE INHIBITORS<br/>[FR] INHIBITEURS DE POLYMERASE VIRALE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2004065367A1

  公开（公告）日：2004-08-05

  An isomer, enantiomer, diastereoisomer or tautomer of a compound, represented by formula (I): wherein wherein A, B, R2, R3, L, M1, M2, M3, M4, Y1, Y0, Z and Sp are as defined in claim 1, or a salt thereof, as an inhibitor of HCV NS5B polymerase.

  化合物的异构体、对映体、非对映异构体或互变异构体，由式(I)所代表：其中A、B、R2、R3、L、M1、M2、M3、M4、Y1、Y0、Z和Sp如权利要求1中定义，或其盐，作为HCV NS5B聚合酶的抑制剂。
• Synthesis of C4-Aminated Indoles via a Catellani and Retro-Diels–Alder Strategy
  作者：Bo-Sheng Zhang、Yuke Li、Zhe Zhang、Yang An、Yu-Hua Wen、Xue-Ya Gou、Si-Qi Quan、Xin-Gang Wang、Yong-Min Liang

  DOI：10.1021/jacs.9b05009

  日期：2019.6.19

  N-benzoyloxyamines, and norbornadiene. The Catellani and retro-Diels-Alder strategy was used in this domino process. o-Iodoaniline, with electron-donating and sterically hindered protecting groups, made the reaction selective toward o-C-H amination. On the basis of density functional theory calculations, the intramolecular Buchwald coupling of this reaction underwent a dearomatization and a 1,3-palladium migration

  通过邻碘苯胺、N-苯甲酰氧基胺和降冰片二烯的三组分交叉偶联合成了高度官能化的 4-氨基吲哚。在这个多米诺骨牌过程中使用了 Catellani 和复古 Diels-Alder 策略。邻碘苯胺具有供电子和空间位阻保护基团，使反应对 oCH 胺化具有选择性。根据密度泛函理论计算，该反应的分子内 Buchwald 偶联经历了脱芳构化和 1,3-钯迁移过程。给出了保护基团控制化学选择性的原因。此外，实现了对 4-哌嗪基吲哚和 GOT1 抑制剂的合成应用。
• Visible-light-mediated direct perfluoroalkylation and trifluoromethylation of free anilines
  作者：Chun-Yang He、Ji-Wei Gu、Xingang Zhang

  DOI：10.1016/j.tetlet.2017.09.010

  日期：2017.10

  A mild, operationally simple method for direct perfluoroalkylation and trifluoromethylation of anilines through visible-light-mediated photoredox catalysis from broadly available perfluoroalkyl iodides and free anilines is described. The method provides a facile route for application in drug discovery and development.

  描述了一种温和的，操作简单的方法，该方法通过可见光介导的光氧化还原催化从广泛可得的全氟烷基碘和游离苯胺直接进行苯胺的全氟烷基化和三氟甲基化。该方法提供了在药物发现和开发中应用的简便途径。
• [EN] NOVEL ANTI-INFLAMMATORY AGENTS<br/>[FR] NOUVEAUX AGENTS ANTI-INFLAMMATOIRES
  申请人：RESVERLOGIX CORP

  公开号：WO2010123975A1

  公开（公告）日：2010-10-28

  Disclosed are methods of regulating interleukin-6 (IL-6) and/or vascular cell adhesion molecule-1 (VCAM-1) and methods of treating and/or preventing cardiovascular and inflammatory diseases and related disease states, such as, for example, atherosclerosis, asthma, arthritis, cancer, multiple sclerosis, psoriasis, and inflammatory bowel diseases, and autoimmune disease(s) by administering a naturally occurring or synthetic quinazolone derivative. The invention provides novel synthetic quinazolone compounds, as well as pharmaceutical compositions comprising those compounds.

  揭示了调节白细胞介素-6（IL-6）和/或血管细胞粘附分子-1（VCAM-1）的方法，以及治疗和/或预防心血管和炎症性疾病及相关疾病状态的方法，例如动脉粥样硬化、哮喘、关节炎、癌症、多发性硬化、牛皮癣和炎症性肠病以及自身免疫疾病，通过给予天然存在或合成的喹唑啉衍生物。该发明提供了新颖的合成喹唑啉化合物，以及包含这些化合物的药物组合物。
• [EN] BICYCLIC HYDROXAMIC ACIDS USEFUL AS INHIBITORS OF MAMMALIAN HISTONE DEACETYLASE ACTIVITY<br/>[FR] ACIDES HYDROXAMIQUES BICYCLIQUES UTILES COMME INHIBITEURS DE L'ACTIVITÉ HISTONE DÉSACÉTYLASE CHEZ LE MAMMIFÈRE
  申请人：KANCERA AB

  公开号：WO2017108282A1

  公开（公告）日：2017-06-29

  A compound of formula (Ia) or (Ib) or a pharmaceutically acceptable salt thereof. The compound is an inhibitor of a histone deacetylase, and as such is useful in terepy, e.g. in the treatment of autoimmune disorders, mental disorders, neurodegenerative disorders, and hyperproliferative disorders.

  化合物的化学式（Ia）或（Ib）或其药学上可接受的盐。该化合物是组蛋白去乙酰化酶的抑制剂，因此在治疗自身免疫性疾病、精神障碍、神经退行性疾病和过度增生性疾病等方面非常有用。

表征谱图