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    Chemistry

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    Also known as: (s,s)-reboxetine, 98819-76-2, S,s-reboxetine, (2s)-2-[(s)-(2-ethoxyphenoxy)-phenylmethyl]morpholine, L8s50zy490, (2s)-2-[(s)-2-ethoxyphenoxy(phenyl)methyl]morpholine
    Molecular Formula
    C19H23NO3
    Molecular Weight
    313.4  g/mol
    InChI Key
    CBQGYUDMJHNJBX-OALUTQOASA-N
    FDA UNII
    L8S50ZY490
    Reboxetine Mesylate
    Esreboxetine has been used in trials studying the treatment and basic science of Fibromyalgia.
    1 2D Structure

    Reboxetine Mesylate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2-[(S)-(2-ethoxyphenoxy)-phenylmethyl]morpholine
    2.1.2 InChI
    InChI=1S/C19H23NO3/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18/h3-11,18-20H,2,12-14H2,1H3/t18-,19-/m0/s1
    2.1.3 InChI Key
    CBQGYUDMJHNJBX-OALUTQOASA-N
    2.1.4 Canonical SMILES
    CCOC1=CC=CC=C1OC(C2CNCCO2)C3=CC=CC=C3
    2.1.5 Isomeric SMILES
    CCOC1=CC=CC=C1O[C@H]([C@@H]2CNCCO2)C3=CC=CC=C3
    2.2 Other Identifiers
    2.2.1 UNII
    L8S50ZY490
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (+)-(2s)-2-((s)-(2-ethoxyphenoxy)phenylmethyl)morpholine

    2.3.2 Depositor-Supplied Synonyms

    1. (s,s)-reboxetine

    2. 98819-76-2

    3. S,s-reboxetine

    4. (2s)-2-[(s)-(2-ethoxyphenoxy)-phenylmethyl]morpholine

    5. L8s50zy490

    6. (2s)-2-[(s)-2-ethoxyphenoxy(phenyl)methyl]morpholine

    7. (s)-2-((s)-(2-ethoxyphenoxy)(phenyl)methyl)morpholine

    8. (+)-(2s)-2-((s)-(2-ethoxyphenoxy)phenylmethyl)morpholine

    9. Morpholine, 2-((s)-(2-ethoxyphenoxy)phenylmethyl)-, (2s)-

    10. Esreboxetine [usan]

    11. Esreboxetine (usan/inn)

    12. Esreboxetine [usan:inn]

    13. Unii-l8s50zy490

    14. S-reboxetine

    15. Pnu 165442g

    16. Tocris-1982

    17. Ncgc00025335-01

    18. Esreboxetine [inn]

    19. (s,s)-(+)-reboxetine

    20. Schembl34534

    21. Esreboxetine [who-dd]

    22. Chembl180101

    23. Gtpl4808

    24. Zinc6923

    25. Bdbm35226

    26. (2s)-2-[(s)-(2-ethoxyphenoxy)-phenyl-methyl]morpholine

    27. Chebi:125535

    28. Dtxsid601009938

    29. Db12395

    30. D09340

    31. 819s762

    32. Q5399299

    33. Brd-k32814891-001-01-1

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 313.4 g/mol
    Molecular Formula C19H23NO3
    XLogP33
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass313.16779360 g/mol
    Monoisotopic Mass313.16779360 g/mol
    Topological Polar Surface Area39.7 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity333
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 Metabolism/Metabolites

    Reboxetine has known human metabolites that include O-desethylreboxetine, Phenol A, and Phenol B.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

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