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    Chemistry

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    Also known as: 56585-33-2, Bw 72u, Trimethoprim sulphate, E377mf8eq8, Trimethoprim sulfate [usan:usp], Bw-72u
    Molecular Formula
    C28H38N8O10S
    Molecular Weight
    678.7  g/mol
    InChI Key
    UILMMYFRNCCPLK-UHFFFAOYSA-N
    FDA UNII
    E377MF8EQ8
    Trimethoprim Sulfate
    Trimethoprim Sulfate is the sulfate salt form of trimethoprim, a synthetic substituted pyrimidine with antibacterial activity. Trimethoprim sulfate selectively binds to and reversibly inhibits dihydrofolate reductase, thereby blocking the production of tetrahydrofolic acid from dihydrofolic acid. This leads to an inhibition of bacterial synthesis of folic acid, thereby affecting nucleic acid and protein synthesis. Trimethoprim sulfate has a stronger binding affinity for the bacterial enzyme than for the corresponding mammalian enzyme.
    1 2D Structure

    Trimethoprim Sulfate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sulfuric acid;5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine
    2.1.2 InChI
    InChI=1S/2C14H18N4O3.H2O4S/c2*1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-5(2,3)4/h2*5-7H,4H2,1-3H3,(H4,15,16,17,18);(H2,1,2,3,4)
    2.1.3 InChI Key
    UILMMYFRNCCPLK-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N.COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N.OS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    E377MF8EQ8
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 56585-33-2

    2. Bw 72u

    3. Trimethoprim Sulphate

    4. E377mf8eq8

    5. Trimethoprim Sulfate [usan:usp]

    6. Bw-72u

    7. Trimethoprimsulfat

    8. Sulfuric Acid;5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine

    9. Unii-e377mf8eq8

    10. Trimethoprim Sulfate [usan]

    11. 2,4-pyrimidinediamine, 5-((3,4-trimethoxyphenyl)methyl)-, Sulfate (2:1)

    12. Trimethoprim Sulfate (usp)

    13. Chembl2110367

    14. Dtxsid40205138

    15. 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine Sulfate (2:1)

    16. Trimethoprim Sulfate [vandf]

    17. Mfcd28386658

    18. Trimethoprim Sulfate [mart.]

    19. Trimethoprim Sulfate [who-dd]

    20. Trimethoprim Sulfate [orange Book]

    21. Trimethoprim Sulfate [usp Monograph]

    22. Polytrim Component Trimethoprim Sulfate

    23. D06236

    24. Trimethoprim Sulfate Component Of Polytrim

    25. Q27276814

    26. 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine Sulfate (2:1) (salt)

    27. 2,4-pyrimidinediamine, 5-((3,4-trimethoxyphenyl)methyl)-, Sulfate (2:1) (salt)

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 678.7 g/mol
    Molecular Formula C28H38N8O10S
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count18
    Rotatable Bond Count10
    Exact Mass678.24316061 g/mol
    Monoisotopic Mass678.24316061 g/mol
    Topological Polar Surface Area294 Ų
    Heavy Atom Count47
    Formal Charge0
    Complexity388
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3

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