2-Amino-4-phenylbutane

Base Information

• Chemical Name: 2-Amino-4-phenylbutane
• CAS No.: 22374-89-6
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• Hs Code.: 29214980
• European Community (EC) Number: 244-942-2,244-805-7
• NSC Number: 115524
• UNII: 326655W66Z
• DSSTox Substance ID: DTXSID60871334
• Nikkaji Number: J51.151J
• Wikidata: Q27256149
• Mol file: 22374-89-6.mol

Synonyms:Propylamine,1-methyl-3-phenyl- (6CI,7CI,8CI);(3-Aminobutyl)benzene;(RS)-1-Methyl-3-phenylpropylamine;1-Methyl-3-phenylpropylamine;1-Phenyl-3-aminobutane;2-Amino-4-phenylbutane;4-Phenyl-2-aminobutane;4-Phenyl-2-butanamine;DL-1-Methyl-3-phenylpropylamine;NSC 115524;a-Methylbenzenepropanamine;

Chemical Property of 2-Amino-4-phenylbutane

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.107mmHg at 25°C
• Melting Point: -50 °C
• Refractive Index: n20/D 1.514(lit.)
• Boiling Point: 221.5 °C at 760 mmHg
• PKA: pKa 10.0 (Uncertain)
• Flash Point: 97.8 °C
• PSA: 26.02000
• Density: 0.936 g/cm³
• LogP: 2.66670
• Storage Temp.: −20°C
• Sensitive.: Air Sensitive
• Water Solubility.: 8.5 g/L (20 ºC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 95

Purity/Quality:

99% ^*data from raw suppliers

Amphetamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi,T,F
• Hazard Codes: C,Xi,T,F
• Statements: 34-22-39/23/24/25-23/24/25-11
• Safety Statements: 26-36/37/39-45-28A-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC1=CC=CC=C1)N
• Uses: 2-Amino-4-phenylbutane is used in the synthesis of N-substituted derivatives of (1-methyl-3- phenylpropyl)amine.
• Biological Functions: Amphetamine is an indirectly acting adrenomimetic amine that depends for its action on the release of norepinephrine from noradrenergic nerves. Its pharmacological effects are similar to those of ephedrine; however, its CNS stimulant activity is somewhat greater. Both systolic and diastolic blood pressures are increased by oral dosing with amphetamine. The heart rate is frequently slowed reflexively. Cardiac output may remain unchanged in the low- and moderate-dose range. The therapeutic uses of amphetamine are based on its ability to stimulate the CNS. The D-isomer (dextroamphetamine) is three to four times as potent as the L-isomer in producing CNS effects. It has been used in the treatment of obesity because of its anorexic effect, although tolerance to this effect develops rapidly. It prevents or overcomes fatigue and has been used as a CNS stimulant. Amphetamine is no longer recommended for these uses because of its potential for abuse. Amphetamine is useful in certain cases of narcolepsy or minimal brain dysfunction.

Technology Process of 2-Amino-4-phenylbutane

There total 46 articles about 2-Amino-4-phenylbutane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

benzyl N-(1-methyl-3-phenylpropyl)carbamate (1444616-56-1) → (RS)-1-methyl-3-phenylpropylamine (22374-89-6,22148-77-2,1199266-89-1)

Guidance literature:

With hydrogen; In methanol; at 20 ℃; for 7h; chemoselective reaction;

DOI:10.1002/adsc.201700156

Reference yield: 95.0%

[((E)-4-phenylbut-3-en-2-ylidene)amino]hydroxide (61210-87-5) → (RS)-1-methyl-3-phenylpropylamine (22374-89-6,22148-77-2,1199266-89-1)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; at -30 ℃;

Reference yield: 94.0%

(S)-1-methyl-3-phenylpropylamine (4187-57-9,22148-77-2,1199266-89-1) → (RS)-1-methyl-3-phenylpropylamine (22374-89-6,22148-77-2,1199266-89-1)

Guidance literature:

With 2,2,2-trifluoroethanethiol; In toluene; at 22 - 24 ℃; Photolysis;

DOI:10.1021/jo900074w

upstream raw materials:

benzalacetone oxime

4-Phenyl-2-butanone

ammonium formate

(E)-benzalacetone

Downstream raw materials:

4-cyclohexyl-2-butanol

3-(2,4-Dihydroxy-phenyl)-N-(1-methyl-3-phenyl-propyl)-3-phenyl-propionamide

N-(4,4-diphenyl-3-butenyl)-1-methyl-3-phenylpropylamine

6-(4-Phenylbutan-2-yl)-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione

Refernces

• 1、 Ning, Lei,Li, Hengzhao,Lai, Zemin,Szostak, Michal,Chen, Xingyue,Dong, Yanhong,Jin, Shuhui,An, Jie. "Synthesis of α-Deuterated Primary Amines via Reductive Deuteration of Oximes Using D2O as a Deuterium Source". . p. 2907 - 2916. Retrieved 2021/02/27.
• 2、 Yahata, Kenzo,Kaneko, Yuki,Akai, Shuji. "Cobalt-Catalyzed Intermolecular Markovnikov Hydroamination of Nonactivated Olefins: N2-Selective Alkylation of Benzotriazole". . p. 598 - 603. Retrieved 2020/02/04.