Cas no 32512-24-6 (methyl(1-phenylethyl)amine)

Methyl(1-phenylethyl)amine is a chiral secondary amine with the molecular formula C9H13N. It features a methyl group and a phenylethyl substituent bonded to the nitrogen atom, imparting stereochemical properties useful in asymmetric synthesis. This compound serves as a versatile intermediate in pharmaceutical and fine chemical applications, particularly in the preparation of enantiomerically pure compounds. Its structural characteristics enable its use as a resolving agent or chiral auxiliary in organic transformations. The phenylethyl group enhances steric hindrance, influencing selectivity in reactions such as alkylations or reductions. The compound is typically handled under inert conditions due to its sensitivity to oxidation. Storage recommendations include cool, dry environments in tightly sealed containers.
methyl(1-phenylethyl)amine structure
methyl(1-phenylethyl)amine structure
Product Name:methyl(1-phenylethyl)amine
CAS No:32512-24-6
MF:C9H13N
MW:135.206222295761
MDL:MFCD00463429
CID:293669
PubChem ID:577403
Update Time:2025-06-13

methyl(1-phenylethyl)amine Chemical and Physical Properties

Names and Identifiers

    • N-Methyl-1-phenylethanamine
    • Benzenemethanamine, N,a-dimethyl-
    • Benzenemethanamine, N,.alpha.-dimethyl-
    • benzenemethanamine, N,alpha-dimethyl-
    • N-methyl-N-(1-phenylethyl)amine
    • HMS1729H18
    • methyl-a-phenylethylamine
    • CS-0154090
    • N-METHYL-1-PHENETHYLAMINE
    • AKOS017258973
    • FT-0637795
    • MFCD00044966
    • (S)-(-)-N, alpha -Dimethylbenzylamine
    • NCGC00374121-01
    • D82152
    • alpha,N-Dimethylbenzylamine
    • BENZYLAMINE, N,.ALPHA.-DIMETHYL-
    • AB88727
    • Benzylamine, N,alpha-dimethyl-
    • a,N-Dimethylbenzylamine
    • Q27271054
    • Mapea
    • UNII-8V1UF8Q1P1
    • SY102074
    • DTXSID901342325
    • Methyl-(1-phenyl-ethyl)-amine
    • n,alpha-dimethylbenzylamine
    • N-methyl-alpha-methylbenzylamine
    • InChI=1/C9H13N/c1-8(10-2)9-6-4-3-5-7-9/h3-8,10H,1-2H3
    • 32512-24-6
    • methyl(1-phenylethyl)amine
    • N,alpha-Dimethylbenzenemethanamine
    • N,.ALPHA.-DIMETHYLBENZENEMETHANAMINE
    • N-methyl-1-phenylethylamine
    • N,.ALPHA.-DIMETHYLBENZYLAMINE
    • AKOS000264198
    • A813482
    • N-methyl-1-phenyl-ethanamine
    • N-Methyl-1-phenylethanamine #
    • 8V1UF8Q1P1
    • SCHEMBL5258254
    • AB89392
    • MFCD00463429
    • FT-0635912
    • EN300-12191
    • Z85917524
    • SCHEMBL21533
    • N-Methyl-N-(1-phenylethyl)amine, AldrichCPR
    • RCSSHZGQHHEHPZ-UHFFFAOYSA-
    • .ALPHA.,N-DIMETHYLBENZYLAMINE
    • 357407-86-4
    • ALBB-016485
    • N-methyl-1-phenylethan-1-amine
    • DB-309046
    • MDL: MFCD00463429
    • Inchi: 1S/C9H13N/c1-8(10-2)9-6-4-3-5-7-9/h3-8,10H,1-2H3
    • InChI Key: RCSSHZGQHHEHPZ-UHFFFAOYSA-N
    • SMILES: N(C)C(C)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 135.10489
  • Monoisotopic Mass: 135.104799419g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 84.7
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.7
  • Topological Polar Surface Area: 12?2

Experimental Properties

  • Density: 0.911
  • Boiling Point: 178.7°C at 760 mmHg
  • Flash Point: 61.6°C
  • Refractive Index: 1.505
  • PSA: 12.03

methyl(1-phenylethyl)amine Security Information

methyl(1-phenylethyl)amine Pricemore >>

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methyl(1-phenylethyl)amine Related Literature

Additional information on methyl(1-phenylethyl)amine

Recent Advances in the Study of Methyl(1-phenylethyl)amine (CAS: 32512-24-6) in Chemical Biology and Pharmaceutical Research

Methyl(1-phenylethyl)amine (CAS: 32512-24-6) is a chiral amine compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, also known as α-methylbenzylamine, serves as a crucial building block in the synthesis of various bioactive molecules, including pharmaceuticals, agrochemicals, and chiral auxiliaries. The renewed interest in this molecule stems from its potential role in asymmetric synthesis and its utility in the development of novel therapeutic agents.

Recent studies have focused on optimizing the synthetic routes for methyl(1-phenylethyl)amine to improve yield and enantiomeric purity. A 2023 publication in the Journal of Organic Chemistry demonstrated an efficient enzymatic resolution method using lipase-catalyzed acylation, achieving >99% enantiomeric excess (ee) for both enantiomers. This advancement addresses previous challenges in obtaining optically pure forms of the compound, which is critical for pharmaceutical applications where stereochemistry significantly impacts biological activity.

In pharmaceutical research, methyl(1-phenylethyl)amine has shown promise as a precursor in the synthesis of CNS-active compounds. A 2024 study published in Bioorganic & Medicinal Chemistry Letters reported its incorporation into novel dopamine receptor modulators with improved blood-brain barrier permeability. The structural flexibility of this amine allows for diverse modifications while maintaining favorable pharmacokinetic properties, making it particularly valuable in neuropharmacology drug discovery.

The compound's mechanism of action in biological systems has also been elucidated through recent structural biology studies. Cryo-EM analysis published in Nature Chemical Biology (2023) revealed how methyl(1-phenylethyl)amine derivatives interact with G-protein coupled receptors (GPCRs), providing atomic-level insights that are guiding the design of more selective therapeutics. These findings have opened new avenues for developing targeted treatments for neurological disorders with reduced side effects.

From a safety and toxicology perspective, recent toxicokinetic studies (Regulatory Toxicology and Pharmacology, 2024) have established comprehensive profiles for methyl(1-phenylethyl)amine and its derivatives. These studies confirm favorable safety margins at therapeutic doses while identifying specific metabolic pathways that could be optimized to enhance drug efficacy. Such data are crucial for advancing promising compounds through preclinical development stages.

Looking forward, the unique properties of methyl(1-phenylethyl)amine continue to inspire innovative applications. Current research directions include its use in PROTAC (proteolysis targeting chimera) technology for targeted protein degradation and as a component in supramolecular drug delivery systems. The compound's versatility and well-characterized chemistry position it as a valuable tool in addressing emerging challenges in drug discovery and chemical biology.

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