Cas no 192725-49-8 ((2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane)

(2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane structure
192725-49-8 structure
Product Name:(2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane
CAS No:192725-49-8
MF:C28H34N2O3
MW:446.581167697906
CID:95366
PubChem ID:10961286
Update Time:2025-07-16

(2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane Chemical and Physical Properties

Names and Identifiers

    • N-((2S,3S,5S)-5-Amino-3-hydroxy-1,6-diphenylhexan-2-yl)-2-(2,6-dimethylphenoxy)acetamide
    • [1S-(1R*,2R*,4R*)]-N-[4-amino-2-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-2-(2,6-dimethylphenoxy)-Acetamide
    • N-[(1S,2S,4S)-4-amino-2-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-2-(2,6-dimethylphenoxy)acetamide
    • (2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane
    • N-[(2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl]-2-(2,6-dimethylphenoxy)acetamide
    • S21JGQ154U
    • AC-8897
    • J-012469
    • Acetamide, N-((1S,2S,4S)-4-amino-2-hydroxy-5-phenyl-1-(phenylmethyl)pentyl)-2-(2,6-dimethylphenoxy)-
    • (2S, 3S, 5S) -2-(2,6-Dimethylphenoxyacetyl) amino-3-hydroxy-5-amino-1,6-diphenylhexane
    • Acetamide, N-[(1S,2S,4S)-4-amino-2-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-2-(2,6-dimethylphenoxy)-
    • UNII-S21JGQ154U
    • J-523292
    • LOPINAVIR IMPURITY, LOPINAVIR PHENOXYACETAMIDE- [USP IMPURITY]
    • AKOS015909344
    • DTXSID10172868
    • (2S,3S,5S) -2-(2,6-Dimethylphenoxyacetyl) amino-3-hydroxy-5-amino-1,6-diphenylhexane
    • (2S, 3S, 5S)-2-(2,6-Dimethylphenoxyacetyl) amino-3-hydroxy-5-amino-1,6-diphenylhexane
    • LWXUXIDLCWPHIW-GSDHBNRESA-N
    • Lopinavir phenoxyacetamide
    • LOPINAVIR IMPURITY E [EP IMPURITY]
    • 192725-49-8
    • N-((1S,2S,4S)-4-Amino-1-benzyl-2-hydroxy-5-phenylpentyl)-2-(2,6-dimethylphenoxy)acetamide
    • Lopinavir impurity, lopinavir phenoxyacetamide- [USP]
    • SCHEMBL672415
    • Lopinavir impurity E [EP]
    • Q27288469
    • MDL: MFCD09835124
    • Inchi: 1S/C28H34N2O3/c1-20-10-9-11-21(2)28(20)33-19-27(32)30-25(17-23-14-7-4-8-15-23)26(31)18-24(29)16-22-12-5-3-6-13-22/h3-15,24-26,31H,16-19,29H2,1-2H3,(H,30,32)/t24-,25-,26-/m0/s1
    • InChI Key: LWXUXIDLCWPHIW-GSDHBNRESA-N
    • SMILES: O[C@@H](C[C@H](CC1C=CC=CC=1)N)[C@H](CC1C=CC=CC=1)NC(COC1C(C)=CC=CC=1C)=O

Computed Properties

  • Exact Mass: 446.25700
  • Monoisotopic Mass: 446.25694295g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 33
  • Rotatable Bond Count: 12
  • Complexity: 549
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.8
  • Topological Polar Surface Area: 84.6?2

Experimental Properties

  • Melting Point: 124-126°C
  • PSA: 84.58000
  • LogP: 4.82190

(2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane Pricemore >>

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(2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane Production Method

Additional information on (2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane

Compound Introduction: (2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane (CAS No. 192725-49-8)

The compound (2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane, identified by its CAS number 192725-49-8, represents a significant advancement in the field of chiral chemistry and pharmaceutical research. This molecule, characterized by its complex stereochemistry and functional groups, has garnered attention for its potential applications in drug development and molecular recognition.

At the core of this compound's structure lies its stereochemical configuration, specifically the (2S,3S,5S) arrangement of its chiral centers. This precise three-dimensional arrangement is crucial for its biological activity and interaction with target molecules. The presence of multiple stereocenters makes this compound a valuable scaffold for studying enantioselective processes in biochemical systems.

The pharmacophoric features of (2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane include the hydroxyl and amino groups, which contribute to its solubility and reactivity. Additionally, the 2-(2,6-Dimethylphenoxyacetyl) moiety introduces a phenolic component that can participate in hydrogen bonding interactions, enhancing its binding affinity to biological targets. These structural elements make it a promising candidate for further exploration in medicinal chemistry.

In recent years, there has been a growing interest in the development of chiral drugs due to their improved efficacy and reduced side effects compared to their racemic counterparts. The compound CAS No. 192725-49-8 exemplifies this trend by incorporating advanced stereochemical design principles. Its synthesis requires precise control over reaction conditions to ensure the correct stereochemical outcome, highlighting the importance of high-quality synthetic methodologies in modern drug discovery.

Recent studies have demonstrated the potential of this compound as a building block for more complex molecules. Researchers have leveraged its structural features to develop novel derivatives with enhanced pharmacological properties. For instance, modifications to the phenolic group have been shown to modulate receptor binding affinity and metabolic stability. These findings underscore the versatility of (2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane in addressing diverse therapeutic challenges.

The< strong>1,6-diphenylhexane backbone provides a rigid framework that can be exploited for optimizing drug-like properties such as lipophilicity and solubility. This structural motif has been extensively studied in the context of CNS drug delivery due to its ability to cross the blood-brain barrier efficiently. By incorporating functional groups like hydroxyl and amino moieties at specific positions along this backbone, researchers can fine-tune the pharmacokinetic profile of their lead compounds.

The< strong>hydroxyl and< strong>amino groups present in this compound are particularly noteworthy for their role in mediating interactions with biological targets. Hydroxyl groups are known to participate in hydrogen bonding networks, which are critical for enzyme-substrate binding and receptor-ligand interactions. Similarly,< strong.amino groups can engage in ionic or polar interactions depending on the local environment within a biological system.

The< strong>Dimethylphenol moiety at position 2 introduces additional complexity to the molecule's behavior. This aromatic group can influence electronic properties through conjugation with adjacent functional units and may contribute to hydrophobic interactions with lipid environments. Such features are often exploited in designing molecules that require specific solubility profiles or target tissue penetration capabilities.

In conclusion,< strong>(2S,3S,5S)-2-(2,6-Dimethylphenoxyacetyl)amino-3-hydroxy-5-amino-1,6-diphenylhexane, with its CAS number< strong>CAS No. 192725-49-8, represents a sophisticated example of how stereochemical design can be leveraged to develop novel pharmaceutical candidates. Its multifaceted structural features offer opportunities for further exploration across various therapeutic areas.

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