Cas no 434307-26-3 ((R)-Cyclopropyl(phenyl)methanamine)

(R)-Cyclopropyl(phenyl)methanamine is a chiral amine compound featuring a cyclopropyl group and a phenyl moiety attached to a stereogenic center. This structurally distinct molecule is valued in organic synthesis and pharmaceutical research for its role as a versatile building block in the preparation of enantiomerically pure compounds. The cyclopropyl ring contributes to conformational rigidity, while the phenyl group enhances aromatic interactions, making it useful in medicinal chemistry for probing steric and electronic effects. Its high enantiopurity ensures precise stereochemical control in asymmetric synthesis. The compound is typically employed in the development of bioactive molecules, including potential therapeutics targeting central nervous system disorders or enzyme inhibition.
(R)-Cyclopropyl(phenyl)methanamine structure
434307-26-3 structure
Product Name:(R)-Cyclopropyl(phenyl)methanamine
CAS No:434307-26-3
MF:C10H13N
MW:147.216922521591
MDL:MFCD23704669
CID:834864
PubChem ID:7048376
Update Time:2025-06-08

(R)-Cyclopropyl(phenyl)methanamine Chemical and Physical Properties

Names and Identifiers

    • (R)-Cyclopropyl(phenyl)methanamine
    • (R)-1-cyclopropyl-1-phenylmethanamine
    • (1R)CYCLOPROPYLPHENYLMETHYLAMINE HCl
    • (1R)CYCLOPROPYLPHENYLMETHYLAMINE-HCL
    • [(R)-Cyclopropyl(phenyl)methyl]amine
    • (R)-C-CYCLOPROPYL-C-PHENYL-METHYLAMINE
    • (R)-CYCLOPROPYL(PHENYL)METHYL]AMINE
    • 434307-26-3
    • DTXSID60427572
    • A872698
    • SCHEMBL5945366
    • CS-0372331
    • MFCD06762121
    • BS-49572
    • (1R)-1-CYCLOPROPYL-1-PHENYLMETHANAMINE
    • AKOS006343289
    • Y10344
    • (R)-alpha-Cyclopropylbenzylamine
    • DS-019418
    • MDL: MFCD23704669
    • Inchi: 1S/C10H13N/c11-10(9-6-7-9)8-4-2-1-3-5-8/h1-5,9-10H,6-7,11H2/t10-/m0/s1
    • InChI Key: UCRSQPUGEDLYSH-JTQLQIEISA-N
    • SMILES: N[C@@H](C1C=CC=CC=1)C1CC1

Computed Properties

  • Exact Mass: 147.10500
  • Monoisotopic Mass: 147.104799419g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 123
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.6
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • Density: 1.082
  • Melting Point: NA
  • PSA: 26.02000
  • LogP: 2.79670

(R)-Cyclopropyl(phenyl)methanamine Security Information

(R)-Cyclopropyl(phenyl)methanamine Customs Data

  • HS CODE:2921499090
  • Customs Data:

    China Customs Code:

    2921499090

    Overview:

    2921499090 Other aromatic monoamines and derivatives and their salts. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    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%

(R)-Cyclopropyl(phenyl)methanamine Pricemore >>

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Additional information on (R)-Cyclopropyl(phenyl)methanamine

Chemical Profile of (R)-Cyclopropyl(phenyl)methanamine (CAS No. 434307-26-3)

(R)-Cyclopropyl(phenyl)methanamine, identified by its Chemical Abstracts Service number CAS No. 434307-26-3, is a chiral amine compound that has garnered significant attention in the field of pharmaceutical chemistry and drug discovery. This compound belongs to the class of secondary amines and features a cyclopropyl group attached to a phenyl ring, which contributes to its unique structural and functional properties. The enantiomeric purity of this compound, specifically the (R)-configuration, makes it a valuable building block for the synthesis of biologically active molecules.

The significance of chiral compounds in pharmaceuticals cannot be overstated. The (R)-configuration of (R)-Cyclopropyl(phenyl)methanamine plays a crucial role in determining the biological activity and pharmacokinetic behavior of the final drug candidates. Recent advancements in asymmetric synthesis have enabled the efficient production of enantiomerically pure compounds like this one, which is essential for developing drugs with improved efficacy and reduced side effects.

In the context of drug discovery, (R)-Cyclopropyl(phenyl)methanamine has been explored as a key intermediate in the synthesis of various pharmacologically relevant molecules. Its structural motif, combining a cyclopropyl group with a phenyl ring, is known to enhance binding affinity and metabolic stability, making it an attractive scaffold for medicinal chemists. For instance, studies have demonstrated its utility in the development of novel central nervous system (CNS) agents, where the cyclopropyl group contributes to blood-brain barrier penetration.

Recent research has highlighted the potential of (R)-Cyclopropyl(phenyl)methanamine in the treatment of neurological disorders. The compound has been investigated for its ability to modulate neurotransmitter systems, particularly serotonin and dopamine pathways, which are implicated in conditions such as depression and schizophrenia. Preclinical studies have shown promising results in animal models, indicating that derivatives of this compound may exhibit therapeutic potential.

The synthesis of complex pharmaceuticals often requires multi-step organic transformations, and (R)-Cyclopropyl(phenyl)methanamine serves as a versatile intermediate in such processes. Advanced synthetic methodologies, including transition-metal-catalyzed cross-coupling reactions and enzymatic resolutions, have been employed to achieve high yields and enantiomeric purity. These techniques not only improve the efficiency of drug synthesis but also reduce environmental impact by minimizing waste generation.

The pharmacological properties of (R)-Cyclopropyl(phenyl)methanamine have been further explored through computational modeling and molecular dynamics simulations. These studies have provided insights into its interactions with biological targets, such as receptors and enzymes, which are critical for understanding its mechanism of action. By integrating experimental data with computational approaches, researchers can optimize the structure-activity relationships (SAR) of drug candidates derived from this compound.

In addition to its applications in CNS disorders, (R)-Cyclopropyl(phenyl)methanamine has shown promise in other therapeutic areas. For example, it has been investigated as a precursor for anti-inflammatory agents, where its structural features contribute to modulating immune responses. The cyclopropyl group is particularly noteworthy for its ability to engage with specific binding pockets on target proteins, leading to enhanced drug potency.

The development of novel synthetic routes for (R)-Cyclopropyl(phenyl)methanamine continues to be an active area of research. Innovations in flow chemistry and continuous manufacturing have enabled scalable production processes that meet the demands of industrial applications. These advancements not only enhance cost-effectiveness but also ensure consistent quality control throughout the synthesis process.

The safety and regulatory aspects of working with (R)-Cyclopropyl(phenyl)methanamine are also critical considerations. While it is not classified as a hazardous material under current regulations, proper handling procedures must be followed to ensure workplace safety. This includes using appropriate personal protective equipment (PPE) and maintaining controlled environments to prevent contamination.

Ethical considerations in pharmaceutical research are paramount, particularly when dealing with chiral compounds that can exhibit different biological activities depending on their configuration. Responsible research practices ensure that all synthetic processes are conducted with minimal environmental impact and that intellectual property rights are respected throughout drug development.

The future prospects for (R)-Cyclopropyl(phenyl)methanamine in pharmaceutical applications appear promising. Ongoing research aims to expand its utility in diverse therapeutic areas by developing novel derivatives with enhanced pharmacological profiles. Collaborative efforts between academia and industry will be essential in translating these findings into clinical reality.

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