5-氨基-2-氯苯甲酸甲酯 | 42122-75-8

• 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: 5-氨基-2-氯苯甲酸甲酯
• 中文别名: 甲基-5-氨基-2-氯苯甲酸；2-氯-5-氨基苯甲酸甲酯；5-氨基-2-氯-苯甲酸甲酯
• 英文名称: methyl 2-chloro-5-aminobenzoate
• 英文别名: methyl 5-amino-2-chlorobenzoate；2-chloro-5-aminobenzoic acid methyl ester；5-amino-2-chloro-benzoic acid methyl ester
• CAS: 42122-75-8
• 化学式: C₈H₈ClNO₂
• mdl: MFCD07800315
• 分子量: 185.61
• InChiKey: LBNPBOFVHYOPIB-UHFFFAOYSA-N

物化性质

• 熔点：
  68-70℃
• 沸点：
  320℃
• 密度：
  1.311
• 闪点：
  147℃
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Methyl 5-amino-2-chlorobenzoate
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: Methyl 5-amino-2-chlorobenzoate
CAS number: 42122-75-8

---

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.
Store in closed vessels.
Storage:

---

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
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H8ClNO2
Molecular weight: 185.6

---

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 chloride.

---

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：

  5-氨基-2-氯苯甲酸甲酯 在 tetra-N-butylammonium tribromide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 以28%的产率得到5-氨基-4-溴-2-氯苯甲酸甲酯
  参考文献：
  名称：

  DIHYDROPYRIDONE AMIDESAS P2X7 MODULATORS

  摘要：

  式I的化合物： 或其药用可接受的盐，其中m、n、R1、R2、R3、R4、R5和Ra如本文所定义。还公开了制备这些化合物的方法以及利用这些化合物治疗与P2X7嘌呤受体相关的疾病的方法。

  公开号：

  US20100160389A1
• 作为产物：
  描述：

  2-氯-5-硝基苯甲酸 在 硫酸 、 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 生成 5-氨基-2-氯苯甲酸甲酯
  参考文献：
  名称：

  含有肟醚或肟酯部分的新型 N-苯基三嗪酮衍生物作为有前景的原卟啉原 IX 氧化酶抑制剂的发现

  摘要：

  原卟啉原 IX 氧化酶（PPO，EC 1.3.3.4）是发现绿色除草剂的最重要靶标之一。为了寻找具有更高除草活性的新型PPO抑制剂，基于药效基团和支架跳跃策略，设计合成了一系列含有肟醚和肟酯基团的新型N-苯基三嗪酮衍生物。生物测定结果表明，一些化合物具有除草活性；尤其是，化合物B16在37.5 g ai/ha的浓度下对稗草、马唐、狗尾草、苘麻、反枝苋和马齿苋表现出广谱且优异的100%除草效果，与三氟咪嗪相当。烟草PPO（ Nt PPO）酶抑制测定表明， B16表现出优异的酶抑制活性，其值为32.14 nM，与三氟咪嗪（31.33 nM）相似。同时，化合物B16对作物（水稻、玉米、小麦、花生、大豆和棉花）的安全性高于剂量为 150 g ai/ha 的三氟咪嗪。而且，分子对接和分子动力学模拟进一步表明B16与Nt PPO具有非常强且稳定的结合。这表明B16可以作为潜在的PPO抑制剂和除草剂候选物在田间应用。

  DOI：

  10.1021/acs.jafc.4c00272

文献信息

• [EN] NOVEL 3,3-DIMETHYL TETRAHYDROQUINOLINE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE 3,3-DIMÉTHYLTÉTRAHYDROQUINOLÉINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011128251A1

  公开（公告）日：2011-10-20

  A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R5 have the significance given in claim 1, can be used as a medicament.

  化合物的化学式（I）及其药用盐，其中R1至R5具有权利要求1中给定的含义，可用作药物。
• NOVEL 3,3-DIMETHYL TETRAHYDROQUINOLINE DERIVATIVES
  申请人：Chen Li

  公开号：US20110257151A1

  公开（公告）日：2011-10-20

  A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R 1 to R 5 have the significance given in claim 1 , can be used as a medicament.

  式（I）的化合物以及其药学上可接受的盐，其中R1至R5具有权利要求1中给定的含义，可用作药物。
• [EN] PYRROLE COMPOUNDS FOR THE TREATMENT OF PROSTAGLANDIN MEDIATED DISEASES<br/>[FR] COMPOSES PYRROLIQUES DESTINES AU TRAITEMENT DE MALADIES INDUITES PAR PROSTAGLANDINE
  申请人：GLAXO GROUP LTD

  公开号：WO2003101959A1

  公开（公告）日：2003-12-11

  Compounds of formula (I) or a pharmaceutically acceptable derivative thereof: wherein A, R1, R2a, R2b, Rx, R8, and R9 are as defined in the specification, a process for the preparation of such compounds, pharmaceutical compositions comprising such compounds and the use of such compounds in medicine, in particular their use in the treatment of prostaglandin mediated diseases such as pain, inflammatory, immunological, bone, neurodegenerative or renal disorder.

  式(I)的化合物或其药学上可接受的衍生物：其中A、R1、R2a、R2b、Rx、R8和R9如规范中所定义，一种制备这种化合物的方法，包括这种化合物的药物组合物以及这种化合物在医学中的用途，特别是它们在治疗前列腺素介导的疾病，如疼痛、炎症、免疫、骨骼、神经退行性或肾脏疾病中的用途。
• One-Pot Microwave-Assisted Selective Azido Reduction/Tandem Cyclization in Condensed and Solid Phase with Nickel Boride
  作者：Ahmed Kamal、Leonardo Silva Santos、Nagula Shankaraiah、Nagula Markandeya、Marlene Espinoza-Moraga、Claudia Arancibia

  DOI：10.1055/s-0029-1216831

  日期：2009.7

  inexpensive method using microwave-assisted irradiation with Ni2B for the syntheses of aromatic amines, pyrrolobenzodiazepines as well as pyrroloquinazolinones was developed. This protocol was applied in the tandem resin-cleavage, azido reduction, and cyclization of compounds 3 and 5 that afforded substituted pyrrolo[2,1-c][1,4]benzodiazepines 4 and 6 in a one-pot manner. The microwave-assisted irradiation

  开发了一种高效且廉价的方法，该方法使用微波辅助的Ni 2 B辐射来合成芳族胺，吡咯并苯并二氮杂pine以及吡咯并喹唑啉酮。该方案适用于串联式树脂裂解，叠氮基还原和化合物3和5的环化反应，这些化合物以一锅方式提供取代的吡咯并[2,1- c ] [1,4]苯并二氮杂卓4和6。与常规的热反应相比，微波辅助的辐射反应以非常短的反应时间提高了产率。 吡咯并[2,1- c ] [1,4]苯并二氮杂卓-吡咯并喹唑啉酮-叠氮还原环化-硼化镍-微波辐射
• Novel bicyclic sulfonamide derivatives which are L-CPT1 inhibitors
  申请人：Ackermann Jean

  公开号：US20070191603A1

  公开（公告）日：2007-08-16

  The invention is concerned with novel heterobicyclic derivatives of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , V, W, X and Y are as defined in the description and in the claims, as well as physiologically acceptable salts and esters thereof. These compounds inhibit L-CPT1 and can be used as medicaments.

  这项发明涉及公式（I）的新异双环衍生物，其中R1、R2、R3、R4、R5、R6、V、W、X和Y的定义如描述和索赔中所述，以及其生理上可接受的盐和酯。这些化合物抑制L-CPT1，可用作药物。