937-52-0 (1-甲基-3-苯基丙胺,(R)-4-Phenyl-2-butanamine)

快速询单

结构式：

1-甲基-3-苯基丙胺MOL文件

CAS号：

937-52-0

中文名称：

1-甲基-3-苯基丙胺

英文名称：

(R)-4-Phenyl-2-butanamine

分子式：

C₁₀H₁₅N

分子量：

149.232802629471

API：

Labetalol

1-甲基-3-苯基丙胺(937-52-0)名称与标识符

名称

中文别名：

1-甲基-3-苯基丙胺;(R)-(-)-1-甲基-3-苯基丙胺;

英文别名：

(R)-4-Phenylbutan-2-amine;(R)-(-)-1-METHYL-3-PHENYLPROPYLAMINE;(R)-1-methyl-3-phenylpropylamine;1-methyl-3-phenylpropionamine;Benzenepropanamine,a-methyl-, (R)-;Propylamine,1-methyl-3-phenyl-, (R)-(-)- (8CI);(-)-1-Methyl-3-phenylpropylamine;(-)-a-Methylbenzenepropanamine;(2R)-2-Amino-4-phenylbutane;(2R)-4-Phenylbutan-2-amine;(R)-4-Phenyl-2-butanamine;(R)-a-Methylbenzenepropanamine;BP-20349;O4F6H42UWQ;937-52-0;Benzenepropanamine, alpha-methyl-, (R)-;Q27285319;4DD;(R)-4-Phenylbutane-2-amine;(R)--Methylbenzenepropanamine;Benzenepropanamine, -methyl-, (R)-;BENZENEPROPANAMINE, .ALPHA.-METHYL-, (R)-;EN300-1865402;4-Phenylbutan-2-amine, (R)-;WECUIGDEWBNQJJ-SECBINFHSA-N;AKOS015840002;F20201;(r)-1-methyl-3-phenyl-propylamine;r-4-phenylbutan-2-amine;UNII-O4F6H42UWQ;SCHEMBL605244;MFCD00145208;(αR)-α-Methylbenzenepropanamine (ACI);Benzenepropanamine, α-methyl-, (R)- (ZCI);Propylamine, 1-methyl-3-phenyl-, (R)-(-)- (8CI);(-)-α-Methylbenzenepropanamine;(R)-α-Methylbenzenepropanamine;A-Methylbenzenepropanamine;DB-005014;(R)-;

标识符

MDL：

MFCD00145208

InChIKey：

WECUIGDEWBNQJJ-SECBINFHSA-N

Inchi：

1S/C10H15N/c1-9(11)7-8-10-5-3-2-4-6-10/h2-6,9H,7-8,11H2,1H3/t9-/m1/s1

SMILES：

N[C@H](C)CCC1C=CC=CC=1

1-甲基-3-苯基丙胺(937-52-0)物化性质

实验特性

LogP : 2.66670
PSA : 26.02000
折射率 : 1.513-1.515
沸点 : 230.33°C (estimate)
熔点 : 143°C (estimate)
闪点 : 97.8°C
颜色与性状 : 无色透明液体
溶解性 : 未确定
比旋光度 : -11 º (neat)
密度 : 0.936

计算特性

精确分子量 : 149.12000
氢键供体数量 : 1
氢键受体数量 : 1
可旋转化学键数量 : 3
同位素质量 : 149.12
重原子数量 : 11
复杂度 : 95
同位素原子数量 : 0
确定原子立构中心数量 : 1
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 2
互变异构体数量 : 无
表面电荷 : 0
拓扑分子极性表面积 : 26A^2

1-甲基-3-苯基丙胺(937-52-0)安全信息

安全说明： S26-S37/39
风险术语： R36/37/38
危险品标志： Xi
危险品运输编号： 2922
储存条件： 0-6°C
危险类别码： R36/37/38

1-甲基-3-苯基丙胺(937-52-0)海关数据

海关编码：

2921499090

海关数据：

中国海关编码：

2921499090

概述：

2921499090 其他芳香单胺及衍生物及它们的盐. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

申报要素：

品名, 成分含量, 用途

Summary：

2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

1-甲基-3-苯基丙胺(937-52-0)推荐厂家更多厂家(20)

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1-甲基-3-苯基丙胺(937-52-0)合成路线

合成路线：1 步

4187-57-9

_100%

937-52-0

反应条件：

1.1 Reagents: Methyl thioglycolate Catalysts: Azobisisobutyronitrile Solvents: Heptane ; 2 h, rt → 80 °C

参考文献：

Process for the partial or total inversion of the configuration of an amine in the presence of thiols

, France, , ,

合成路线：1 步

911372-54-8

_96%

937-52-0

反应条件：

1.1 Reagents: Isopropanol Catalysts: 2-Amino-2-methyl-1-propanol , Ruthenium, di-μ-chlorobis[(1,2,3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]di-,… ; 20 min, 90 °C; 90 °C → 50 °C
1.2 Catalysts: Potassium tert-butoxide Solvents: Isopropanol ; 3.5 h, 50 °C
1.3 Reagents: Hydrochloric acid Solvents: Methanol ; overnight, rt

参考文献：

A Versatile Ru Catalyst for the Asymmetric Transfer Hydrogenation of Both Aromatic and Aliphatic Sulfinylimines

Pablo, Oscar; Guijarro, David; Kovacs, Gabor; Lledos, Agusti; Ujaque, Gregori; et al, Chemistry - A European Journal, 2012, 18(7), 1969-1983

合成路线：1 步

22374-89-6

_93%

937-52-0

参考文献：

The synthesis of (S)-1-methyl-3-phenylpropylamine by inversion of amines

Seljestokken, Bente; Fiksdahl, Anne, Acta Chemica Scandinavica, 1993, 47(10), 1050-2

合成路线：1 步

2550-26-7

_84%

937-52-0

反应条件：

1.1 Reagents: Glucose , NAD Solvents: Dimethyl sulfoxide , Water ; 24 h, pH 1, 30 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 1, rt
1.3 Solvents: Water ; pH 12, rt

参考文献：

Iterative Alanine Scanning Mutagenesis Confers Aromatic Ketone Specificity and Activity of L-Amine Dehydrogenases

Mu, Xiaoqing ; Wu, Tao; Mao, Yong; Zhao, Yilei; Xu, Yan; et al, ChemCatChem, 2021, 13(24), 5243-5253

合成路线：1 步

2550-26-7

_79%

937-52-0

反应条件：

1.1 Reagents: Isopropylamine Catalysts: Aminotransferase Solvents: Isopropyl acetate ; rt → 60 °C; 24 h, 60 °C

参考文献：

Development of an Immobilized Transaminase Capable of Operating in Organic Solvent

Truppo, Matthew D.; Strotman, Hallena; Hughes, Gregory, ChemCatChem, 2012, 4(8), 1071-1074

合成路线：1 步

22148-86-3

_78%

937-52-0

反应条件：

1.1 Catalysts: NAD , Alcohol dehydrogenase , Leucine dehydrogenase Solvents: Water ; 48 h, pH 8.7, 30 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ; acidified
1.3 Reagents: Potassium hydroxide Solvents: Water ; pH 10

参考文献：

Conversion of alcohols to enantiopure amines through dual-enzyme hydrogen-borrowing cascades

Mutti, Francesco G.; Knaus, Tanja; Scrutton, Nigel S.; Breuer, Michael; Turner, Nicholas J., Science (Washington, 2015, 349(6255), 1525-1529

合成路线：1 步

2550-26-7

_75%

937-52-0

反应条件：

1.1 Reagents: Ammonium formate Catalysts: NAD , D-Alanine , Omega transaminase , D-Alanine dehydrogenase Solvents: Dimethyl sulfoxide , Water ; pH 7, rt → 30 °C; 24 h, pH 7, 30 °C
1.2 Reagents: Sodium hydroxide Solvents: Water

参考文献：

Enzymatic biosynthesis of amines

, Austria, , ,

合成路线：1 步

113683-90-2

_46%

937-52-0

反应条件：

1.1 Reagents: Boron, trihydro(4-methyl-5-phenyl-1,3,2-oxazaborolidine-κN3)-, [T-4-(4R-cis)]- Solvents: Tetrahydrofuran ; rt

参考文献：

Norephedrine-borane

Poli, Giovanni; Zaidlewicz, Marek; Krzeminski, Marek, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2014, 1, 1-5

合成路线：1 步

1176888-14-4

_46%

937-52-0

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; rt; 16 h, reflux; cooled
1.2 Reagents: Sodium hydroxide , Water Solvents: Water ; rt
1.3 Reagents: Ceric ammonium nitrate Solvents: Acetonitrile , Water ; 6 h, rt
1.4 Reagents: Hydrochloric acid Solvents: Water ; rt

参考文献：

Asymmetric synthesis of 4H-1,3-oxazines: enantioselective reductive cyclization of N-acylated β-amino enones with trichlorosilane catalyzed by chiral Lewis bases

Sugiura, Masaharu; Kumahara, Mako; Nakajima, Makoto, Chemical Communications (Cambridge, 2009, (24), 3585-3587

合成路线：1 步

22374-89-6

_46%

937-52-0

参考文献：

Fermentative manufacture of (R)-1-methyl-3-phenylpropylamine

, Japan, , ,

合成路线：1 步

113683-90-2

_46%

937-52-0

反应条件：

1.1 Reagents: (-)-Phenylpropanolamine , Borane Solvents: Tetrahydrofuran

参考文献：

Asymmetric reduction of oxime ethers. Distinction of anti and syn isomers leading to enantiomeric amines

Sakito, Yoji; Yoneyoshi, Yukio; Suzukamo, Gohfu, Tetrahedron Letters, 1988, 29(2), 223-4

合成路线：1 步

848129-77-1

_45%

937-52-0

反应条件：

1.1 Reagents: Hydrogen Catalysts: Nickel ; 375 psi, 60 °C

参考文献：

Cerium(III) chloride

Paquette, Leo A.; Sabitha, G.; Yadav, J. S., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2006, 1, 1-12

合成路线：1 步

917-54-4

107381-30-6

_45%

937-52-0

反应条件：

1.1 Reagents: Cerium trichloride Solvents: Tetrahydrofuran ; 2 h, rt; rt → -78 °C
1.2 Solvents: Diethyl ether ; 1 h, -78 °C
1.3 Solvents: Tetrahydrofuran ; 1 h, -78 °C; 2 - 3 h, -78 °C → 20 °C
1.4 Reagents: Methanol Solvents: Tetrahydrofuran ; 20 °C
1.5 Reagents: Hydrogen Catalysts: Nickel Solvents: Methanol ; 375 psi, 60 °C
1.6 Reagents: 4-Nitrobenzaldehyde Solvents: Diethyl ether ; rt
1.7 Reagents: Hydrochloric acid Solvents: Water ; 2 h, rt
1.8 Reagents: Potassium hydroxide Solvents: Water ; basified, rt

参考文献：

Organocerium additions to proline-derived hydrazones: synthesis of enantiomerically enriched amines

Denmark, Scott E.; Edwards, James P.; Weber, Theodor; Piotrowski, David W., Tetrahedron: Asymmetry, 2010, 21(9-10), 1278-1302

合成路线：1 步

917-54-4

107381-30-6

_45%

937-52-0

反应条件：

1.1 Reagents: Cerium trichloride Solvents: Tetrahydrofuran
1.2 Solvents: Tetrahydrofuran
1.3 Reagents: Hydrogen Catalysts: Nickel

参考文献：

Organocerium additions to SAMP-hydrazones: general synthesis of chiral amines

Denmark, Scott E.; Weber, Theodor; Piotrowski, David W., Journal of the American Chemical Society, 1987, 109(7), 2224-5

合成路线：1 步

128442-57-9

_40%

937-52-0

反应条件：

1.1 Catalysts: Amidase Solvents: Water ; 3 h, pH 7.0, 30 °C

参考文献：

Enzymic asymmetric synthesis of α-methyl arylalkylamines and α-methyl aryalkylalcohols by arylalkyl acylamidases

Ogawa, Jun; Shimizu, Sakayu; Yamada, Hideaki, Bioorganic & Medicinal Chemistry, 1994, 2(6), 429-32

合成路线：1 步

2344-70-9

937-52-0

39516-03-5

反应条件：

1.1 Reagents: Pyridoxal 5′-phosphate , FAD , Magnesium chloride Catalysts: NADP , NAD , DNA, (horse liver alcohol dehydrogenase isoenzyme S cDNA plus flanks) Solvents: Isopropanol , Water ; 48 h, pH 8, 30 °C

参考文献：

Stereo-Divergent Enzyme Cascades to Convert Racemic 4-Phenyl-2-Butanol into either (S)- or (R)-Corresponding Chiral Amine

Romero-Fernandez, Maria; Paradisi, Francesca, ChemBioChem, 2022, 23(8),

合成路线：1 步

2550-26-7

937-52-0

反应条件：

1.1 Reagents: Pyridoxal 5′-phosphate , Isopropylamine , Phosphoric acid Catalysts: Omega transaminase Solvents: Water ; 24 h, pH 7.5, 30 °C

参考文献：

Investigation of one-enzyme systems in the ω-transaminase-catalyzed synthesis of chiral amines

Fesko, Kateryna; Steiner, Kerstin; Breinbauer, Rolf; Schwab, Helmut; Schuermann, Martin; et al, Journal of Molecular Catalysis B: Enzymatic, 2013, 96, 103-110

合成路线：1 步

2550-26-7

937-52-0

反应条件：

1.1 Catalysts: NAD , Methylamine dehydrogenase , FDH Solvents: Dimethyl sulfoxide , Water ; 48 h, pH 9, 37 °C
1.2 Reagents: Sodium hydroxide Solvents: Water

参考文献：

One-Pot Synthesis of Chiral N-Arylamines by Combining Biocatalytic Aminations with Buchwald-Hartwig N-Arylation

Cosgrove, Sebastian C.; Thompson, Matthew P.; Ahmed, Syed T.; Parmeggiani, Fabio; Turner, Nicholas J., Angewandte Chemie, 2020, 59(41), 18156-18160

合成路线：1 步

2550-26-7

937-52-0

反应条件：

1.1 Reagents: Glucose , Ammonium chloride Catalysts: NADPH Solvents: Dimethyl sulfoxide , Water ; 24 h, pH 9, 30 °C
1.2 Reagents: Sodium hydroxide Solvents: Water

参考文献：

Asymmetric synthesis of primary amines catalyzed by thermotolerant fungal reductive aminases

Mangas-Sanchez, Juan; Sharma, Mahima; Cosgrove, Sebastian C.; Ramsden, Jeremy I.; Marshall, James R.; et al, Chemical Science, 2020, 11(19), 5052-5057

合成路线：1 步

22374-89-6

937-52-0

反应条件：

1.1 Reagents: Pyridoxal 5′-phosphate , Ammonium formate Solvents: Dimethyl sulfoxide , Water ; 24 h, pH 9.5, 37 °C

参考文献：

Deracemization of racemic amines to enantiopure (R)- and (S)-amines by biocatalytic cascade employing ω-transaminase and amine dehydrogenase

Yoon, Sanghan; Patil, Mahesh D.; Sarak, Sharad; Jeon, Hyunwoo; Kim, Geon-Hee; et al, ChemCatChem, 2019, 11(7), 1898-1902

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1-甲基-3-苯基丙胺(937-52-0) MSDS

基础信息

Name:	(R)-(-)-1-Methyl-3-Phenylpropylamine Material Safety Data Sheet
Synonym:	None known
CAS:	937-52-0

Section 1 - Chemical Product ? MSDS Name:(R)-(-)-1-Methyl-3-Phenylpropylamine Material Safety Data Sheet
Synonym:None known

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
937-52-0	(R)-(-)-1-Methyl-3-Phenylpropylamine	ca 100	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

Section 3 - HAZARDS IDENTIFICATION
? EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

Section 4 - FIRST AID MEASURES
? Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

Section 5 - FIRE FIGHTING MEASURES
? General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
? General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Provide ventilation.

Section 7 - HANDLING and STORAGE
? Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.)

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
? Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 937-52-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
?
Physical State: Clear liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C10H15N
Molecular Weight: 149.24

Section 10 - STABILITY AND REACTIVITY
? Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

Section 11 - TOXICOLOGICAL INFORMATION
? RTECS#:
CAS# 937-52-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(R)-(-)-1-Methyl-3-Phenylpropylamine - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION
?

Section 13 - DISPOSAL CONSIDERATIONS
? Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION
?
IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

Section 15 - REGULATORY INFORMATION
?
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 37/39 Wear suitable gloves and eye/face
protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 937-52-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 937-52-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 937-52-0 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A