Cas no 100131-97-3 (2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol)

2-Amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol is a chiral β-amino alcohol derivative featuring a methoxy-substituted aromatic ring. This compound is of interest in organic synthesis and pharmaceutical research due to its potential as a building block for bioactive molecules. The presence of both amino and hydroxyl functional groups on adjacent carbons allows for versatile reactivity, including chelation and participation in asymmetric catalysis. The methoxy and methyl substituents on the phenyl ring may influence electronic and steric properties, making it useful for fine-tuning ligand design or drug intermediates. Its structural features suggest applicability in the development of adrenergic receptor modulators or other pharmacologically active compounds requiring rigid, substituted phenethylamine frameworks.
2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol structure
100131-97-3 structure
Product Name:2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol
CAS No:100131-97-3
MF:C10H15NO2
MW:181.231602907181
CID:123968
PubChem ID:16767683
Update Time:2025-05-26

2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • Benzenemethanol, a-(aminomethyl)-2-methoxy-5-methyl-
    • 2-Amino-1-(2-methoxy-5-methylphenyl)ethanol
    • 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol
    • EN300-1147264
    • DTXSID60588011
    • 100131-97-3
    • AKOS000123223
    • Inchi: 1S/C10H15NO2/c1-7-3-4-10(13-2)8(5-7)9(12)6-11/h3-5,9,12H,6,11H2,1-2H3
    • InChI Key: PVJJWHPKKFAAEF-UHFFFAOYSA-N
    • SMILES: OC(CN)C1C=C(C)C=CC=1OC

Computed Properties

  • Exact Mass: 181.11035
  • Monoisotopic Mass: 181.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 152
  • 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: 0.5
  • Topological Polar Surface Area: 55.5?2

Experimental Properties

  • PSA: 55.48
  • LogP: 1.69600

2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol Pricemore >>

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Additional information on 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol

Recent Advances in the Study of 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol (CAS: 100131-97-3)

The compound 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol (CAS: 100131-97-3) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This molecule, characterized by its unique structural features, has shown promising potential in various therapeutic applications. Recent studies have focused on elucidating its pharmacological properties, synthetic pathways, and potential as a lead compound in drug discovery.

One of the key areas of investigation has been the compound's role as a precursor or intermediate in the synthesis of more complex bioactive molecules. Researchers have explored its utility in the development of novel adrenergic receptor modulators, given its structural resemblance to known adrenergic agonists. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol exhibit selective binding to β2-adrenergic receptors, suggesting potential applications in the treatment of respiratory disorders such as asthma and chronic obstructive pulmonary disease (COPD).

Another significant development involves the compound's potential neuroprotective effects. Preliminary in vitro studies have indicated that 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol may modulate oxidative stress pathways in neuronal cells, offering a possible avenue for the treatment of neurodegenerative diseases. These findings were recently presented at the 2024 International Conference on Chemical Biology and remain under further investigation.

From a synthetic chemistry perspective, recent advancements have been made in optimizing the production of 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol. A team at the University of Cambridge developed a novel catalytic asymmetric synthesis method that improves both the yield and enantiomeric purity of the compound, as detailed in their 2023 publication in Angewandte Chemie. This breakthrough has important implications for scaling up production while maintaining the high purity required for pharmaceutical applications.

Pharmacokinetic studies of 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol have also progressed significantly. Recent animal model studies have provided valuable data on the compound's absorption, distribution, metabolism, and excretion (ADME) profile. These studies, conducted by a collaborative team from several pharmaceutical companies, suggest that the molecule has favorable bioavailability and metabolic stability characteristics, though further optimization may be required to improve its blood-brain barrier penetration for potential CNS applications.

Looking forward, researchers anticipate that 2-amino-1-(2-methoxy-5-methylphenyl)ethan-1-ol and its derivatives will continue to be an area of active investigation. Current research directions include exploring its potential as a scaffold for developing new antimicrobial agents, as well as investigating its possible anti-inflammatory properties. The compound's versatility and the recent methodological advances in its synthesis and modification suggest it will remain an important focus of chemical biology research in the coming years.

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