2-甲基-1-苯丙胺 | 6668-27-5

• 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-甲基-1-苯丙胺
• 英文名称: 2-methyl-1-phenyl-propylamine
• 英文别名: 2-methyl-1-phenylpropan-1-amine
• CAS: 6668-27-5
• 化学式: C₁₀H₁₅N
• mdl: MFCD07339051
• 分子量: 149.236
• InChiKey: UVXXBSCXKKIBCH-UHFFFAOYSA-N

物化性质

• 沸点：
  213-215 °C
• 密度：
  0.932±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921499090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-Methyl-1-phenyl-propylamine
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Methyl-1-phenyl-propylamine
CAS number: 6668-27-5

---

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, refrigerated.
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: C10H15N
Molecular weight: 149.2

---

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

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
  ——	N-<2-Methyl-1-phenylpropyl>formamide	109054-00-4	C11H15NO	177.246

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  (R)-2-甲基-1-苯基丙烷-1-胺盐酸盐	(R)-2-methyl-1-phenylpropylamine	23844-66-8	C10H15N	149.236
  (S)-2-甲基-1-苯基丙烷-1-胺盐酸盐	(S)-2-Methyl-1-phenylpropan-1-amine	68906-26-3	C10H15N	149.23
  ——	N-methyl-α-isopropylbenzylamine	56129-56-7	C11H17N	163.263
  ——	N,N-dimethyl-2-methyl-1(phenyl)propylamine	70160-87-1	C12H19N	177.29
  ——	N-<2-Methyl-1-phenylpropyl>formamide	109054-00-4	C11H15NO	177.246
  异丁基苯	1-phenyl-2-methylpropane	538-93-2	C10H14	134.221
  ——	N-benzyl-2-methyl-1-phenylpropan-1-amine	345252-17-7	C17H21N	239.36
  ——	N-[(1S)-2-methyl-1-phenylpropyl]acetamide	62474-74-2	C12H17NO	191.273
  ——	N-(1-Phenyl-2-methyl-propyl)-harnstoff	38545-89-0	C11H16N2O	192.261

反应信息

• 作为反应物：
  描述：

  2-甲基-1-苯丙胺 在 三(五氟苯基)硼烷 、 苯硅烷 作用下， 反应 24.0h， 以67%的产率得到异丁基苯
  参考文献：
  名称：

  B(C6 F5 )3 催化的氢硅烷还原脱氨。

  摘要：

  已知强硼路易斯酸三(五氟苯基)硼烷B(C 6 F 5 ) 3在高温下催化某些胺和氢硅烷的脱氢偶联。在较高温度下，脱氢途径与CN键的断裂竞争并获得去官能化。这可以成为一种有用的方法，用于多种胺以及异氰酸酯和异硫氰酸酯等杂积烯的无过渡金属还原脱氨。

  DOI：

  10.1002/anie.202004651
• 作为产物：
  描述：

  异丁酰苯 在 甲酸 、 chloro[5-methoxy-2-[1-[(4-methoxyphenyl)imino-N]ethyl]phenyl-C][(1,2,3,4,5-η)-1,2,3,4,5-pentamethyl-2,4-cyclopentadien-1-yl]iridium 、 甲酸铵 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以83%的产率得到2-甲基-1-苯丙胺
  参考文献：
  名称：

  转移加氢还原胺化的多功能催化剂

  摘要：

  铱催化剂使用甲酸作为氢源，可实现羰基的还原胺化，具有前所未有的底物范围，选择性和活性。与常用的氢化硼相比，该催化剂体系有明显的改进。

  DOI：

  10.1002/anie.201002944

文献信息

• Reductive Amination of Ketonic Compounds Catalyzed by Cp*Ir(III) Complexes Bearing a Picolinamidato Ligand
  作者：Kouichi Tanaka、Takashi Miki、Kunihiko Murata、Ayumi Yamaguchi、Yoshihito Kayaki、Shigeki Kuwata、Takao Ikariya、Masahito Watanabe

  DOI：10.1021/acs.joc.9b01565

  日期：2019.9.6

  Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple transformation proceeds with a substrate to catalyst molar ratio (S/C) of up to 20,000 at relatively low

  带有2-吡啶甲酸酰胺部分的Cp * Ir配合物可作为有效的催化剂，用于在酮的转移氢化条件下，使用甲酸铵作为氮源和氢源，对酮类化合物进行直接还原胺化，从而生成伯胺。清洁且操作简单的转化过程是在相对较低的温度下以高达20,000的底物与催化剂的摩尔比（S / C）进行的，并且对伯胺表现出出色的化学选择性。
• Rapid and Quantitative Profiling of Substrate Specificity of ω‐Transaminases for Ketones
  作者：Sang‐Woo Han、Jong‐Shik Shin

  DOI：10.1002/cctc.201900399

  日期：2019.7.18

  capability for asymmetric synthesis of chiral amines from ketones. Reliable high‐throughput activity assay of ω‐TAs is essential in carrying out extensive substrate profiling and establishing a robust screening platform. Here we report spectrophotometric and colorimetric methods enabling rapid quantitation of ω‐TA activities toward ketones in a 96‐well microplate format. The assay methods employ benzylamine

  ω-转氨酶（ω-TAs）由于能够从酮中不对称合成手性胺而受到越来越多的关注。可靠的ω-TAs高通量活性测定对于进行广泛的底物分析和建立可靠的筛选平台至关重要。在这里，我们报告了分光光度法和比色法，可快速定量分析96孔微孔板形式的ω-TA对酮的活性。该测定方法使用苄胺（ω-TA的反应性氨基供体）作为共底物，并利用醛脱氢酶（ALDH）作为报告酶，由于伴随NADH的生成，导致ALDH可检测到苯甲醛的形成。在340 nm波长下用22种酮对两个具有相反立体选择性的野生型ω-TA进行分光光度底物谱分析，揭示底物特异性的细微差异，这与关联胺获得的对接模拟结果一致。还通过向分析混合物中添加显色试剂（其显色反应可在580 nm处进行定量）来证明比色读数用于肉眼检测ω-TA活性。比色法被用于24酮的工程ω-TA的底物谱分析，从而快速鉴定了反应性酮。基于ALDH的测定有望用于高通量筛选酶集合和突变体文库，以寻找
• Engineering the large pocket of an (<i>S</i>)-selective transaminase for asymmetric synthesis of (<i>S</i>)-1-amino-1-phenylpropane
  作者：Youyu Xie、Feng Xu、Lin Yang、He Liu、Xiangyang Xu、Hualei Wang、Dongzhi Wei

  DOI：10.1039/d0cy02426k

  日期：——

  structure of the small pocket, representing a great challenge for industrial applications. Here, we rationally engineered the large binding pocket of an (S)-selective ω-transaminase BPTA from Paraburkholderia phymatum to relieve the inherent restriction caused by the small pocket and efficiently transform the prochiral aryl alkyl ketone 1-propiophenone with a small substituent larger than the methyl group

  胺转氨酶提供了一种环境友好的手性胺不对称合成途径。然而，它们对庞大的手性胺不对称合成的催化效率受到小袋的自然几何结构的限制，这对工业应用提出了巨大的挑战。在这里，我们合理地设计了植物假单胞菌的（S）选择性ω-转氨酶BPTA的大结合口袋为了减轻由小口袋引起的固有限制，并有效地转化具有大于甲基的小取代基的前手性芳基烷基酮1-苯乙酮。基于结合的分子对接和动态模拟分析，我们确定了一个非经典的底物构象，位于具有位阻和不良相互作用的活性位点，这是造成低催化效率的原因。与WT相比，通过W82A消除了空间屏障，我们将比活性提高了14倍。然后，M78F和I28​​4F引入了π-π堆积相互作用，以增强结合亲和力，并具有较大的结合口袋，从而平衡了F44产生的不良相互作用。T440Q通过在活性位点附近提供更疏水和灵活的环境，进一步增强了底物亲和力。最后，我们构建了一个四联体变体M78F / W82A / I284F
• (ALPHA-SUBSTITUTED ARALKYLAMINO AND HETEROARYLALKYLAMINO) PYRIMIDINYL AND 1,3,5-TRIAZINYL BENZIMIDAZOLES, PHARMACEUTICAL COMPOSITIONS THEREOF, AND THEIR USE IN TREATING PROLIFERATIVE DISEASES
  申请人：Brown S. David

  公开号：US20120252802A1

  公开（公告）日：2012-10-04

  Provided herein are (alpha-substituted aralkylamino or heteroarylalkylamino) pyrimidinyl and 1,3,5-triazinyl benzimidazoles, e.g., a compound of Formula I, and their pharmaceutical compositions, preparation, and use as agents or drugs for treating proliferative diseases.

  本文提供了（α-取代的芳基氨基或杂环芳基氨基）嘧啶基和1,3,5-三嗪基苯并咪唑类化合物，例如，式I的化合物，以及它们的药物组合物、制备方法，以及作为治疗增殖性疾病的药剂或药物的用途。
• Discovery of GSK2193874: An Orally Active, Potent, and Selective Blocker of Transient Receptor Potential Vanilloid 4
  作者：Mui Cheung、Weike Bao、David J. Behm、Carl A. Brooks、Michael J. Bury、Sarah E. Dowdell、Hilary S. Eidam、Ryan M. Fox、Krista B. Goodman、Dennis A. Holt、Dennis Lee、Theresa J. Roethke、Robert N. Willette、Xiaoping Xu、Guosen Ye、Kevin S. Thorneloe

  DOI：10.1021/acsmedchemlett.7b00094

  日期：2017.5.11

  failure. Herein we report the discovery of an orally active, potent, and selective TRPV4 blocker, 3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide (GSK2193874, 28) after addressing an unexpected off-target cardiovascular liability observed from in vivo studies. GSK2193874 is a selective tool for elucidating TRPV4 biology both in vitro

  瞬时受体电位Vanilloid 4（TRPV4）是阳离子通道的瞬时受体电位（TRP）超家族的成员。TRPV4在肺部的血管内皮中表达，并调节肺泡间隔屏障的完整性。升高的肺血管压力会引起TRPV4依赖性肺水肿，因此，抑制TRPV4代表了一种新的方法来治疗与充血性心力衰竭等疾病相关的肺水肿。在这里，我们报告发现了口服活性，有效和选择性TRPV4阻滞剂3-（1,4'-bipiperidin-1'-ylmethyl）-7-bromo-N-（1-苯基环丙基）-2- [3- （三氟甲基）苯基] -4-喹啉羧酰胺（GSK2193874，28）解决了从体内研究中观察到的意外脱靶心血管不良反应。