Cas no 114606-60-9 (2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol)

2-Amino-2-(3,4-dimethoxyphenyl)ethan-1-ol is a chiral β-amino alcohol derivative featuring a dimethoxy-substituted aromatic ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and fine chemicals. Its structural motif, combining an amino group and a hydroxyl group on a β-carbon, makes it valuable for asymmetric synthesis and ligand design in catalytic applications. The electron-rich 3,4-dimethoxyphenyl group enhances its utility in constructing bioactive molecules, such as adrenergic receptor modulators or CNS-active compounds. The compound’s well-defined stereochemistry and functional group compatibility further support its use in complex molecular frameworks. Proper handling under inert conditions is recommended due to potential sensitivity to oxidation.
2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol structure
114606-60-9 structure
Product Name:2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol
CAS No:114606-60-9
MF:C10H15NO3
MW:197.231003046036
CID:5018571
PubChem ID:19102694
Update Time:2025-10-29

2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • 2-amino-2-(3,4-dimethoxyphenyl)ethanol
    • 2-(3,4-Dimethoxyphenyl)-2-aminoethanol
    • 2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol
    • Inchi: 1S/C10H15NO3/c1-13-9-4-3-7(8(11)6-12)5-10(9)14-2/h3-5,8,12H,6,11H2,1-2H3
    • InChI Key: JVZVUXBFNRPOAY-UHFFFAOYSA-N
    • SMILES: O(C)C1=C(C=CC(=C1)C(CO)N)OC

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 165
  • XLogP3: -0.3
  • Topological Polar Surface Area: 64.7

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Enamine
EN300-1853458-0.05g
2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol
114606-60-9
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$563.0 2023-09-18
Enamine
EN300-1853458-0.1g
2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol
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Enamine
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Enamine
EN300-1853458-0.5g
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$645.0 2023-09-18
Enamine
EN300-1853458-1.0g
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$914.0 2023-06-02
Enamine
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Enamine
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$2650.0 2023-06-02
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Enamine
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2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol Related Literature

Additional information on 2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol

2-Amino-2-(3,4-Dimethoxyphenyl)Ethan-1-Ol: A Comprehensive Overview

2-Amino-2-(3,4-Dimethoxyphenyl)Ethan-1-Ol (CAS No. 114606-60-9) is a versatile organic compound with a unique structure that has garnered significant attention in both academic and industrial research. This compound is characterized by its amino group (-NH?) and a hydroxyl group (-OH), which are attached to a central ethane carbon. The aromatic ring, specifically the 3,4-dimethoxyphenyl group, introduces additional complexity and functionality to the molecule. Recent studies have highlighted its potential applications in drug discovery, materials science, and biotechnology.

The molecular structure of 2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol is defined by its ability to participate in various chemical reactions due to the presence of reactive functional groups. The amino group is known for its nucleophilic properties, while the hydroxyl group can act as a hydrogen bond donor or acceptor. The 3,4-dimethoxyphenyl substituent adds electronic and steric effects, making this compound a valuable building block in organic synthesis. Researchers have explored its role in synthesizing bioactive molecules, such as antioxidants and anti-inflammatory agents.

Recent advancements in synthetic chemistry have enabled the development of efficient methods for the preparation of 2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol. One notable approach involves the use of palladium-catalyzed cross-coupling reactions, which allow for precise control over the substitution patterns on the aromatic ring. This method has been optimized to achieve high yields and selectivity, making it suitable for large-scale production. Additionally, green chemistry principles have been integrated into these processes to minimize environmental impact.

The biological activity of 2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol has been extensively studied in recent years. Preclinical studies have demonstrated its potential as an antioxidant agent due to its ability to scavenge free radicals. Furthermore, this compound has shown promise in modulating cellular signaling pathways involved in inflammation and neurodegenerative diseases. Collaborative efforts between chemists and biologists have led to the identification of novel targets for drug development using this compound as a lead molecule.

In the field of materials science, 2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol has been utilized as a precursor for synthesizing advanced materials with tailored properties. For instance, it has been employed in the synthesis of stimuli-responsive polymers that exhibit reversible changes in their physical properties under specific conditions. These materials hold potential applications in drug delivery systems and smart textiles.

From an environmental perspective, researchers have investigated the biodegradability and toxicity of 2-amino-2-(3,4-dimethoxyphenyl)ethan-1-ol to ensure its safe use in industrial processes. Studies conducted under controlled laboratory conditions suggest that this compound undergoes rapid degradation under aerobic conditions, minimizing its persistence in aquatic ecosystems.

Looking ahead, the future of 2-amino-2-(3,4-dimethoxyphenyl)ethan-1-oL lies in its continued exploration as a versatile platform molecule for diverse applications. Ongoing research is focused on optimizing its synthesis pathways and expanding its utility in emerging fields such as nanotechnology and green chemistry.

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