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    Metaradrine Bitartrate

    PharmaCompass
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    2D Structure
    Also known as: Metaraminol bitartrate, 33402-03-8, 3-[(1r,2s)-2-amino-1-hydroxypropyl]phenol;2,3-dihydroxybutanedioic acid, Metaradrine bitartrate, Prestwick_592, Prestwick0_000197
    Molecular Formula
    C13H19NO8
    Molecular Weight
    317.29  g/mol
    InChI Key
    VENXSELNXQXCNT-YDYUUSCQSA-N
    A sympathomimetic agent that acts predominantly at alpha-1 adrenergic receptors. It has been used primarily as a vasoconstrictor in the treatment of HYPOTENSION.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol;2,3-dihydroxybutanedioic acid
    2.1.2 InChI
    InChI=1S/C9H13NO2.C4H6O6/c1-6(10)9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-6,9,11-12H,10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,9-;/m0./s1
    2.1.3 InChI Key
    VENXSELNXQXCNT-YDYUUSCQSA-N
    2.1.4 Canonical SMILES
    CC(C(C1=CC(=CC=C1)O)O)N.C(C(C(=O)O)O)(C(=O)O)O
    2.1.5 Isomeric SMILES
    C[C@@H]([C@@H](C1=CC(=CC=C1)O)O)N.C(C(C(=O)O)O)(C(=O)O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Aramine

    2. Araminol

    3. Bitartrate, Metaraminol

    4. Hydroxyphenylpropanolamine

    5. Isophenylephrine

    6. M Hydroxynorephedrine

    7. M Hydroxyphenylpropanolamine

    8. M-hydroxynorephedrine

    9. M-hydroxyphenylpropanolamine

    10. Meta Hydroxynorephedrine

    11. Meta-hydroxynorephedrine

    12. Metaradrin

    13. Metaraminol

    14. Metaraminol Bitartrate

    15. Metaraminol Bitartrate (1:1)

    16. Metaraminol Tartrate

    17. Tartrate, Metaraminol

    2.2.2 Depositor-Supplied Synonyms

    1. Metaraminol Bitartrate

    2. 33402-03-8

    3. 3-[(1r,2s)-2-amino-1-hydroxypropyl]phenol;2,3-dihydroxybutanedioic Acid

    4. Metaradrine Bitartrate

    5. Prestwick_592

    6. Prestwick0_000197

    7. Prestwick1_000197

    8. Prestwick2_000197

    9. Mls004712030

    10. Spbio_002074

    11. Schembl5564262

    12. Chembl2062262

    13. Amy19471

    14. 3-[(1r,2s)-2-amino-1-hydroxypropyl]phenol; 2,3-dihydroxybutanedioic Acid

    15. Smr003475005

    16. A821761

    17. Sr-01000939828

    18. Sr-01000939828-2

    19. 3-[(1r,2s)-2-azanyl-1-oxidanyl-propyl]phenol; 2,3-bis(oxidanyl)butanedioic Acid

    2.3 Create Date
    2006-04-14
    3 Chemical and Physical Properties
    Molecular Weight 317.29 g/mol
    Molecular Formula C13H19NO8
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count5
    Exact Mass317.11106656 g/mol
    Monoisotopic Mass317.11106656 g/mol
    Topological Polar Surface Area182 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity274
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Sympathomimetics

    Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

    Vasoconstrictor Agents

    Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

    Adrenergic alpha-1 Receptor Agonists

    Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Agonists.)