R-N-甲基-苯乙胺 | 5933-40-4

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: R-N-甲基-苯乙胺
• 中文别名: (R)-(+)-N-甲基-1-苯乙胺；(R)-(+)-N,Alpha-二甲基苯甲基胺
• 英文名称: (R)-(+)-N,α-dimethylbenzylamine
• 英文别名: (R)-N-methyl-α-methylbenzylamine；(R)-N-methyl-1-phenylethylamine；(R)-N-methyl-1-phenylethan-1-amine；N-methyl-N-[(1R)-1-phenylethyl]amine；(R)-N-methyl-1-phenylethanamine；(1R)-N-methyl-1-phenylethanamine
• CAS: 5933-40-4
• 化学式: C₉H₁₃N
• 分子量: 135.209
• InChiKey: RCSSHZGQHHEHPZ-MRVPVSSYSA-N

物化性质

• 熔点：
  116°C (estimate)
• 沸点：
  74-76 °C/11 mmHg (lit.)
• 密度：
  0.924 g/mL at 20 °C (lit.)
• 闪点：
  143 °F
• 稳定性/保质期：
  在常温常压下稳定，应避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  8
• 安全说明：
  S26,S36,S37,S39,S49
• 危险类别码：
  R20/21/22
• 海关编码：
  2921499090
• 包装等级：
  II
• WGK Germany：
  3
• 危险品运输编号：
  UN 2619 8/PG 2
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将药品存放在密闭、阴凉干燥的地方保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
: (R)-(+)-N,α-Dimethylbenzylamine
Product name
CAS-No. : 5933-40-4

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Inhalation (Category 4)
Acute toxicity, Dermal (Category 4)
Acute toxicity, Oral (Category 4)
Skin corrosion (Category 1B)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful by inhalation, in contact with skin and if swallowed. Causes burns.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
Harmful if swallowed.
Harmful in contact with skin.
Causes severe skin burns and eye damage.
Harmful if inhaled.
Precautionary statement(s)
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.
Immediately call a POISON CENTER or doctor/ physician.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R20/21/22 Harmful by inhalation, in contact with skin and if swallowed.
R34 Causes burns.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S45 In case of accident or if you feel unwell, seek medical advice immediately
(show the label where possible).
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : (R)-(+)-N-Methyl-1-phenylethylamine
Formula : C9H13N
Molecular Weight : 135,21 g/mol
Component Concentration
(R)-(+)-N,α-Dimethylbenzylamine
CAS-No. 5933-40-4 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a
physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., Cough, Shortness of breath, Headache, Nausea
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large
fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or
spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of
water.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13). Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Specific end use(s)
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection
tested and approved under appropriate government standards such as NIOSH (US) or EN
166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: clear, liquid
Colour: light yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and 74 - 76 °C at 15 hPa - lit.
boiling range
g) Flash point 61 °C - closed cup
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 0,924 g/cm3 at 20 °C
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
Heat, flames and sparks.
Incompatible materials
acids, Acid chlorides, Strong oxidizing agents, Carbon dioxide (CO2)
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation Harmful if inhaled. Material is extremely destructive to the tissue of the
mucous membranes and upper respiratory tract.
Ingestion Harmful if swallowed. Causes burns.
Skin Harmful if absorbed through skin. Causes skin burns.
Eyes Causes eye burns.
Signs and Symptoms of Exposure
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., Cough, Shortness of breath, Headache, Nausea
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
This combustible material may be burned in a chemical incinerator equipped with an afterburner and
scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: 2619 IMDG: 2619 IATA: 2619
UN proper shipping name
ADR/RID: BENZYLDIMETHYLAMINE
IMDG: BENZYLDIMETHYLAMINE
IATA: Benzyldimethylamine
Transport hazard class(es)
ADR/RID: 8 (3) IMDG: 8 (3) IATA: 8 (3)
Packaging group
ADR/RID: II IMDG: II IATA: II
Environmental hazards
ADR/RID: no IMDG Marine Pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  R-N-甲基-苯乙胺 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 联苯 、 potassium iodide 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 N-methyl-N-(1-phenylethyl)amine
  参考文献：
  名称：

  手性胺的催化消旋作用及其在动态动力学拆分中的应用

  摘要：

  已经开发了一种温和而有效的光学活性胺外消旋方法，并将其应用于外消旋胺的动态动力学拆分（DKR）。溶解在常规溶剂中的五甲基环戊二烯基铱（III）碘化二聚体是可与伯，仲或叔胺原位反应形成SCRAM催化剂的预催化剂。这能够使底物胺脱氢形成亚胺，然后根据反应条件将其还原成胺。当光学活性胺与铱预催化剂混合时，观察到外消旋化。SCRAM催化剂在与合适的酶和酰基供体相容的温和条件下使用，因此已经实现了胺的DKR，与单独使用酶相比，产率明显更高。

  DOI：

  10.1021/op060233w
• 作为产物：
  描述：

  (+)-(R)-ethyl N-(1-phenylethyl)carbamate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以63%的产率得到R-N-甲基-苯乙胺
  参考文献：
  名称：

  由 ( R )-(+)-α-甲基苄胺和 (+)-柠檬烯 1,2-环氧化物合成柠檬烯 β-氨基醇

  摘要：

  以( R )-(+)-α-甲基苄胺为起始原料，转化为两种胺，得到两种新的β-氨基醇化合物。在作为催化剂的水的存在下，这些化合物中的每一种都与顺式和反式-柠檬烯氧化物的1:1混合物过量反应。获得的产物表明，获得了衍生自反式-柠檬烯氧化物的β-氨基醇，并且获得了来自反应混合物的未反应的顺式-柠檬烯氧化物以及胺。而在水的存在下，将合成的相同伯胺的氨基甲酸酯添加到顺式和反式柠檬烯氧化物的 1:1 混合物中会导致水解产物和未反应的回收反式柠檬烯氧化物。

  DOI：

  10.1016/j.molstruc.2021.130691
• 作为试剂：
  描述：

  1-苯基-1,2-丙二酮 在 (R)-selective-ω-transaminase from Aspergillus terreus 、 R-N-甲基-苯乙胺 作用下， 生成 (R)-2-氨基-1-苯基丙烷-1-酮
  参考文献：
  名称：

  高效的两步生物催化策略，用于合成所有正（伪）麻黄碱异构体

  摘要：

  手性1,2-氨基醇是化学和药学的重要组成部分。在这里，我们开发了两种不同的生物催化两步级联反应，用于合成所有四种正（伪）麻黄碱（N（P）E）立体异构体。在第一个中，（R）选择性硫胺素二磷酸（ThDP）依赖的碳连接酶与（S）或（R）选择性ω-转氨酶的结合导致形成（1 R，2 S）- NE或（1 R，2 R）-NPE具有优异的光学纯度（ee> 99％，de> 98％）。对于（1 R，2 R）-NPE的合成，时空产率高达〜26 g L -1 d -1已经实现。由于目前尚无高度（S）选择性的羰基化酶可用于该反应，因此采用了另一种策略来补充去甲伪麻黄碱平台。在此，（S）-选择性转氨酶与（S）-选择性醇脱氢酶的组合产生（1S，2S）-NPE，其ee＞ 98％且de＞ 99％。尽管冻干的全细胞制备便宜并且显示出适合用作生物催化剂，但是用纯化的酶观察到更高的光学纯度。这些合成酶级联反应使N（P）E产物仅需

  DOI：

  10.1039/c4gc00100a

文献信息

• Synthesis of Sulfonimidamides from Sulfenamides via an Alkoxy‐amino‐λ ⁶ ‐sulfanenitrile Intermediate
  作者：Edward L. Briggs、Arianna Tota、Marco Colella、Leonardo Degennaro、Renzo Luisi、James A. Bull

  DOI：10.1002/anie.201906001

  日期：2019.10

  few operationally simple methods for their preparation. Here, the synthesis of NH-sulfonimidamides is achieved directly from sulfenamides, themselves readily formed in one step from amines and disulfides. A highly chemoselective and one-pot NH and O transfer is developed, mediated by PhIO in iPrOH, using ammonium carbamate as the NH source, and in the presence of 1 equivalent of acetic acid. A wide

  磺酰胺类药物在医学和农业化学领域是一个令人着迷的新主题，并为磺酰胺类提供了有吸引力的生物等排体。但是，几乎没有操作上简单的方法来准备它们。在此，NH-亚磺酰胺的合成直接由亚磺酰胺完成，它们很容易在一个步骤中由胺和二硫化物形成。使用氨基甲酸铵作为NH源，在1当量的乙酸存在下，由iPrOH中的PhIO介导了高度化学选择性和一锅式NH和O转移。在发达的反应条件下可耐受多种官能团，这也使抗抑郁药desipramine和fluoxetine官能化，并制备了丙磺舒的氮杂类似物。该反应显示出通过不同且同时发生的机理途径进行，包括形成新型的S≡N磺腈作为中间体。用不同的醇制备了几种烷氧基-氨基-λ6-亚磺腈，并且显示出它们是一系列亲核试剂的烷基化剂。
• PYRAZOLYL-CONTAINING TRICYCLIC DERIVATIVE, PREPARATION METHOD THEREFOR AND USE THEREOF
  申请人：Jiangsu Hansoh Pharmaceutical Group Co., Ltd.

  公开号：US20200247815A1

  公开（公告）日：2020-08-06

  The present invention relates to pyrazolyl-containing tricyclic derivative, a preparation method therefor and the use thereof. In particular, the present invention relates to a compound as shown in the general formula (I), a preparation method therefor and a pharmaceutical composition containing the compound, and the use thereof as a protease such as ERK (MAPK) inhibitor in the treatment of cancers, bone diseases, inflammatory diseases, immunological diseases, nervous system diseases, metabolic diseases, respiratory diseases and heart diseases, wherein the definition of each substituent in the general formula (1) is the same as defined in the description.

  本发明涉及吡唑基含有的三环衍生物，其制备方法及其用途。具体而言，本发明涉及一种如通式(I)所示的化合物，其制备方法及含有该化合物的药物组合物，以及将其用作蛋白酶，如ERK（MAPK）抑制剂，用于治疗癌症、骨疾病、炎症性疾病、免疫疾病、神经系统疾病、代谢性疾病、呼吸系统疾病和心脏疾病，其中通式（1）中每个取代基的定义与描述中定义的相同。
• SUBSTITUTED BIPIPERIDINYL DERIVATIVES
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：US20160318866A1

  公开（公告）日：2016-11-03

  The invention relates to novel substituted bipiperidinyl derivatives, to processes for their preparation, to their use for the treatment and/or prevention of diseases and to their use for preparing medicaments for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of diabetic microangiopathies, diabetic ulcers on the extremities, in particular for promoting wound healing of diabetic foot ulcers, diabetic heart failure, diabetic coronary microvascular heart disorders, peripheral and cardiac vascular disorders, thromboembolic disorders and ischaemias, peripheral circulatory disturbances, Raynaud's phenomenon, CREST syndrome, microcirculatory disturbances, intermittent claudication, and peripheral and autonomous neuropathies.

  该发明涉及新型取代的双哌啶衍生物，涉及它们的制备方法，涉及它们用于治疗和/或预防疾病以及用于制备治疗和/或预防疾病的药物的用途，特别是用于治疗和/或预防糖尿病微血管病变、四肢糖尿病溃疡，特别是促进糖尿病足溃疡愈合、糖尿病心力衰竭、糖尿病冠状微血管心脏疾病、外周和心脏血管疾病、血栓栓塞疾病和缺血、外周循环障碍、雷诺现象、CREST综合征、微循环障碍、间歇性跛行以及外周和自主神经病变的治疗和/或预防。
• Disulfonimide‐Catalyzed Asymmetric Reduction of <i>N</i> ‐Alkyl Imines
  作者：Vijay N. Wakchaure、Philip S. J. Kaib、Markus Leutzsch、Benjamin List

  DOI：10.1002/anie.201504052

  日期：2015.9.28

  A chiral disulfonimide (DSI)‐catalyzed asymmetric reduction of N‐alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O has been developed. The reaction delivers Boc‐protected N‐alkyl amines with excellent yields and enantioselectivity. The method tolerates a large variety of alkyl amines, thus illustrating potential for a general reductive cross‐coupling of ketones with diverse

  在Boc 2 O存在的情况下，已开发出一种以Hantzsch酯为氢源的手性二磺酰亚胺（DSI）催化N烷基亚胺的不对称还原。该反应可提供具有出色收率和对映选择性的Boc保护的N-烷基胺。该方法可耐受多种烷基胺，从而说明了酮与各种胺的一般还原性交叉偶联的潜力，并已用于药物（S）-利伐斯的明，NPS R-568盐酸盐的合成，以及（R）-芬迪林。
• [EN] ANTIBACTERIAL BENZOIC ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDES BENZOIQUES ANTIBACTERIENS
  申请人：UPJOHN CO

  公开号：WO2004018428A1

  公开（公告）日：2004-03-04

  The invention provides antimicrobial agents and methods of using the agents for sterilization, sanitation, antisepsis, disinfection, and treatment of infections in mammals.

  这项发明提供了抗菌剂和使用这些剂进行哺乳动物的消毒、卫生、防腐、消毒和治疗感染的方法。