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    Pivmecilinamo Clorhidrato

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
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    2D Structure
    Also known as: Pivmecilinamo clorhidrato, Chebi:51213, Schembl1650614, [(2,2-dimethylpropanoyl)oxy]methyl 6beta-[(azepan-1-ylmethylidene)amino]-2,2-dimethylpenam-3alpha-carboxylate hydrochloride, 2,2-dimethylpropanoyloxymethyl (2s,5r,6r)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydron;chloride
    Molecular Formula
    C21H34ClN3O5S
    Molecular Weight
    476.0  g/mol
    InChI Key
    UHPXMYLONAGUPC-WKLLBTDKSA-N
    Pivaloyloxymethyl ester of amdinocillin that is well absorbed orally, but broken down to amdinocillin in the intestinal mucosa. It is active against gram-negative organisms and used as for amdinocillin.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,2-dimethylpropanoyloxymethyl (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydron;chloride
    2.1.2 InChI
    InChI=1S/C21H33N3O5S.ClH/c1-20(2,3)19(27)29-13-28-18(26)15-21(4,5)30-17-14(16(25)24(15)17)22-12-23-10-8-6-7-9-11-23;/h12,14-15,17H,6-11,13H2,1-5H3;1H/t14-,15+,17-;/m1./s1
    2.1.3 InChI Key
    UHPXMYLONAGUPC-WKLLBTDKSA-N
    2.1.4 Canonical SMILES
    [H+].CC1(C(N2C(S1)C(C2=O)N=CN3CCCCCC3)C(=O)OCOC(=O)C(C)(C)C)C.[Cl-]
    2.1.5 Isomeric SMILES
    [H+].CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N=CN3CCCCCC3)C(=O)OCOC(=O)C(C)(C)C)C.[Cl-]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Amdinocillin Pivoxil

    2. Fl 1039

    3. Fl-1039

    4. Fl1039

    5. Hydrochloride, Pivmecillinam

    6. Mecillinam Pivaloyl Ester

    7. Pivaloyl Ester, Mecillinam

    8. Pivamdinocillin

    9. Pivmecillinam

    10. Pivmecillinam Hydrochloride

    11. Pivoxil, Amdinocillin

    2.2.2 Depositor-Supplied Synonyms

    1. Pivmecilinamo Clorhidrato

    2. Chebi:51213

    3. Schembl1650614

    4. [(2,2-dimethylpropanoyl)oxy]methyl 6beta-[(azepan-1-ylmethylidene)amino]-2,2-dimethylpenam-3alpha-carboxylate Hydrochloride

    5. 2,2-dimethylpropanoyloxymethyl (2s,5r,6r)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydron;chloride

    2.3 Create Date
    2009-01-30
    3 Chemical and Physical Properties
    Molecular Weight 476.0 g/mol
    Molecular Formula C21H34ClN3O5S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count8
    Exact Mass475.1907701 g/mol
    Monoisotopic Mass475.1907701 g/mol
    Topological Polar Surface Area114 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity710
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    Anti-Infective Agents, Urinary

    Substances capable of killing agents causing urinary tract infections or of preventing them from spreading. (See all compounds classified as Anti-Infective Agents, Urinary.)