1-氨基环己甲酸甲酯 | 4507-57-7

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 酯类氨基酸
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 1-氨基环己甲酸甲酯
• 中文别名: 1-氨基-1-环己基甲酸甲酯；1-氨基-1-环已基甲酸甲酯
• 英文名称: methyl 1-aminocyclohexanecarboxylate
• 英文别名: methyl 1-aminocyclohexane-1-carboxylate；methyl 1-aminocyclohexanoate；1-Amino-cyclohexan-carbonsaeure-methylester
• CAS: 4507-57-7
• 化学式: C₈H₁₅NO₂
• mdl: MFCD09264353
• 分子量: 157.213
• InChiKey: KRDTUMQGDPZWMF-UHFFFAOYSA-N

物化性质

• 沸点：
  209.9±23.0 °C(Predicted)
• 密度：
  1.047±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2922499990
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Methyl 1-aminocyclohexanoate
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: Methyl 1-aminocyclohexanoate
CAS number: 4507-57-7

---

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.
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: C8H15NO2
Molecular weight: 157.2

---

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.

---

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

制备方法与用途

简介

聚氨酯是世界六大具有发展前途的合成材料之一，广泛应用于塑料、橡胶、纤维、涂料和粘合剂等领域。异氰酸酯是合成聚氨酯的基础原料。

目前，碳酸二甲酯的发展为异氰酸酯的绿色合成提供了良好的机会。通过碳酸二甲酯与有机胺反应制得相应的1-氨基环己甲酸甲酯，再经过热裂解生成所需的异氰酸酯。这一过程有效避免了光气带来的环境污染，符合化工向清洁化发展的趋势。

用途

1-氨基环己甲酸甲酯是一种氨基酸类化合物，可用作生化试剂。

制备方法

通过甲醇和1-氨基-1-环己基甲酸反应可以合成1-氨基环己甲酸甲酯，收率为约88%。

反应信息

• 作为反应物：
  描述：

  1-氨基环己甲酸甲酯 在 红铝 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以99%的产率得到(1-氨基环己基)甲醇
  参考文献：
  名称：

  用于生物筛选的Fsp 3-富双螺旋基复合文库的设计与合成

  摘要：

  探索创新的化学空间是药物发现早期阶段的关键步骤。双螺环骨架存在于天然产物和其他生物学相关的代谢物中，并显示出诱人的特征，例如分子致密性，结构复杂性和三维特征。已经开发了一种简单的合成双螺环化合物库的方法，该方法从容易获得的市售试剂和稳健的化学转化开始。介绍了许多在欧洲铅工厂项目中实施的新型双螺环支架实例。

  DOI：

  10.1021/acscombsci.6b00005
• 作为产物：
  描述：

  环己酮 在 barium dihydroxide 、 氯化亚砜 、 水 作用下， 反应 84.0h， 生成 1-氨基环己甲酸甲酯
  参考文献：
  名称：

  Aboul-Enein, M. N.; El-Azzouny, A. A.; Abdallah, N. A., Egyptian Journal of Chemistry, 1991, vol. 34, # 6, p. 549 - 558

  摘要：

  DOI：
• 作为试剂：
  描述：

  6-Ethyl-1-(4-fluorobenzyl)-5-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid 、 1-氨基环己甲酸甲酯 在 1-氨基环己甲酸甲酯 作用下， 生成 Methyl 1-[[6-ethyl-1-[(4-fluorophenyl)methyl]-5-methyl-2-oxopyridine-3-carbonyl]amino]cyclohexane-1-carboxylate
  参考文献：
  名称：

  Bioorg. Med. Chem. Lett. 2012, 2803-2806

  摘要：

  DOI：

文献信息

• Discovery of S-777469: An orally available CB2 agonist as an antipruritic agent
  作者：Masahide Odan、Natsuki Ishizuka、Yoshiharu Hiramatsu、Masanao Inagaki、Hiroshi Hashizume、Yasuhiko Fujii、Susumu Mitsumori、Yasuhide Morioka、Masahiko Soga、Masashi Deguchi、Kiyoshi Yasui、Akinori Arimura

  DOI：10.1016/j.bmcl.2012.02.072

  日期：2012.4

  The discovery of novel CB2 ligands based on the 3-carbamoyl-2-pyridone derivatives by adjusting the size of side chain at 1-, 5- and 6-position is reported. The structure–activity relationship around this template lead to the identification of S-777469 as a selective CB2 receptor agonist, which exhibited the significant inhibition of scratching induced by Compound 48/80 at 1.0 mg/kg po and 10 mg/kg

  据报道，通过调节1-，5-和6-位侧链的大小，发现了基于3-氨基甲酰基-2-吡啶酮衍生物的新型CB2配体。该模板周围的结构-活性关系导致鉴定出S-777469为选择性CB2受体激动剂，该化合物在1.0 mg / kg po和10 mg / kg po下表现出对化合物48/80诱导的刮擦的显着抑制作用（55 ％和61％）。
• Cycloalkylcarbonylamino Acid Ester Derivative and Process for Producing The Same
  申请人：Kobayashi Nobuo

  公开号：US20090137799A1

  公开（公告）日：2009-05-28

  Cycloalkylcarbonylamino acid ester derivatives, which are raw material intermediates for a novel cycloalkane carboxamide derivative having an action that selectively inhibits cathepsin K, and a production process thereof, are provided. A cycloalkylcarbonylamino acid ester derivative represented by formula (I), or a pharmaceutically acceptable salt thereof: (wherein, R 1 and R 2 represent alkyl groups, alkenyl groups, alkynyl groups, aromatic hydrocarbon groups, heterocyclic groups, etc., R 8 represents an alkyl group having 1 to 6 carbon atoms, and ring A represents a cyclic alkylidene group having 5, 6 or 7 carbon atoms).

  环烷基羰基氨基酸酯衍生物是一种新型环烷烃羧酰胺衍生物的原料中间体，具有选择性抑制卡特普辛K的作用，提供其生产工艺。 表示为式（I）的环烷基羰基氨基酸酯衍生物，或其药学上可接受的盐： （其中，R1和R2代表烷基、烯基、炔基、芳香烃基、杂环基等，R8代表具有1至6个碳原子的烷基，环A代表具有5、6或7个碳原子的环烷基亚基）。
• SUBSTITUTED IMIDAZOLONE DERIVATIVES, PREPARATIONS AND USES
  申请人：Bouey Edith

  公开号：US20100004159A1

  公开（公告）日：2010-01-07

  The present invention relates to polysubstituted imidazolone derivatives, to the pharmaceutical compositions comprising them and to the therapeutic uses thereof in the human and animal health fields. The present invention also relates to a process for preparing these derivatives.

  本发明涉及多取代咪唑酮衍生物，包括它们的药物组合物以及在人类和动物健康领域中的治疗用途。本发明还涉及一种制备这些衍生物的方法。
• Composition for the treatment of damaged tissue
  申请人：Pfizer Inc.

  公开号：US20030199440A1

  公开（公告）日：2003-10-23

  A pharmaceutical for use in damaged tissue, such as wound, treatment (e.g. healing) is described. The pharmaceutical comprising a composition which comprises: (a) a growth factor; and (b) an inhibitor agent; and optionally (c) a pharmaceutically acceptable carrier, diluent or excipient; wherein the inhibitor agent can inhibit the action of at least one specific adverse protein (e.g. a specific protease) that is upregulated in a damaged tissue, such as a wound, environment.

  描述了一种用于受损组织，如伤口治疗（例如愈合）的药物。该药物包括包含以下成分的组合物：（a）生长因子；和（b）抑制剂；以及可选的（c）药用载体、稀释剂或赋形剂；其中抑制剂可以抑制至少一种在受损组织，如伤口环境中上调的特定不良蛋白质（例如特定蛋白酶）的作用。
• Cycloalkylcarbonylamino Acid Derivative and Process For Producing The Same
  申请人：Kobayashi Nobuo

  公开号：US20090111983A1

  公开（公告）日：2009-04-30

  Cycloalkylcarbonylamino acid derivatives, which are raw material intermediates of a novel cycloalkane carboxamide derivative that selectively inhibits cathepsin K, and a production process thereof, are provided. A cycloalkylcarbonylamino acid derivative represented by the following general formula (I), or a pharmaceutically acceptable salt thereof: (wherein, R 1 and R 2 represent alkyl groups, alkenyl groups, alkynyl groups, aromatic hydrocarbon groups, heterocyclic groups or the like, and ring A represents a cyclic alkylidene group having 5, 6 or 7 carbon atoms).

  环烷基羰基氨基酸衍生物是一种新型环烷基羧酰胺衍生物的原料中间体，该衍生物选择性抑制卡特普辛K，并提供其生产工艺。 以下是由下述通用式（I）表示的环烷基羰基氨基酸衍生物，或其药用可接受盐： （其中，R1和R2代表烷基、烯基、炔基、芳香烃基、杂环基或类似基团，环A代表具有5、6或7个碳原子的环烷基亚基）。