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    Also known as: 95761-91-4, Cefotiam hexetil ester, Cefotiam hexetil hydrochloride, Pansporin t, Chebi:59211, J92a81y99t
    Molecular Formula
    C27H37N9O7S3
    Molecular Weight
    695.8  g/mol
    InChI Key
    VVFDMWZLBPUKTD-ZKRNHDOASA-N
    FDA UNII
    J92A81Y99T
    Cefotiam Hexetil
    Cefotiam Hexetil Hydrochloride is the hydrochloride salt of cefotiam hexetil, an ester prodrug of cefotiam for parenteral use. Cefotiam is a semi-synthetic, beta-lactam cephalosporin antibiotic with antibacterial activity. After administration of cefotiam hexetil hydrochloride the ester bond is cleaved, releasing active cefotiam.
    1 2D Structure

    Cefotiam Hexetil

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-cyclohexyloxycarbonyloxyethyl (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C27H37N9O7S3/c1-15(42-27(40)43-18-7-5-4-6-8-18)41-24(39)21-16(13-46-26-31-32-33-35(26)10-9-34(2)3)12-44-23-20(22(38)36(21)23)30-19(37)11-17-14-45-25(28)29-17/h14-15,18,20,23H,4-13H2,1-3H3,(H2,28,29)(H,30,37)/t15?,20-,23-/m1/s1
    2.1.3 InChI Key
    VVFDMWZLBPUKTD-ZKRNHDOASA-N
    2.1.4 Canonical SMILES
    CC(OC(=O)C1=C(CSC2N1C(=O)C2NC(=O)CC3=CSC(=N3)N)CSC4=NN=NN4CCN(C)C)OC(=O)OC5CCCCC5
    2.1.5 Isomeric SMILES
    CC(OC(=O)C1=C(CS[C@H]2N1C(=O)[C@H]2NC(=O)CC3=CSC(=N3)N)CSC4=NN=NN4CCN(C)C)OC(=O)OC5CCCCC5
    2.2 Other Identifiers
    2.2.1 UNII
    J92A81Y99T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cefotiam Hexetil Hydrochloride

    2. Cefotiam Hexetil, (6r-(3(r*),6alpha,7beta))-isomer

    3. Cefotiam Hexetil, (6r-(3(s*),6alpha,7beta))-isomer

    4. Cefotiam Hexetil, (6r-(6alpha,7beta))-isomer

    2.3.2 Depositor-Supplied Synonyms

    1. 95761-91-4

    2. Cefotiam Hexetil Ester

    3. Cefotiam Hexetil Hydrochloride

    4. Pansporin T

    5. Chebi:59211

    6. J92a81y99t

    7. Sce 2174

    8. 95789-30-3

    9. Cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl Ester

    10. 1-cyclohexyloxycarbonyloxyethyl (6r,7r)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    11. 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl (6r,7r)-7-{[(2-amino-1,3-thiazol-4-yl)acetyl]amino}-3-[({1-[2-(dimethylamino)ethyl]-1h-tetrazol-5-yl}sulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    12. 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 7beta-(2-amino-1,3-thiazol-4-yl)acetamido-3-[({1-[2-(dimethylamino)ethyl]-1h-tetrazol-5-yl}sulfanyl)methyl]-3,4-didehydrocepham-4-carboxylate

    13. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid, 7-[[(2-amino-4-thiazolyl)acetyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-1h-tetrazol-5-yl]thio]methyl]-8-oxo-, 1-[[(cyclohexyloxy)carbonyl]oxy]ethyl Ester, (6r,7r)-

    14. Sce-2174

    15. Unii-j92a81y99t

    16. Cefotiam Cilexetil

    17. Cefotiamhexetilester

    18. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, 1-(((cyclohexyloxy)carbonyl)oxy)ethyl Ester, (6r,7r)-

    19. Schembl193201

    20. Chembl3137675

    21. Dtxsid20914817

    22. Ncgc00483046-01

    23. A900158

    24. Q27126537

    25. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, 1-(((cyclohexyloxy)carbonyl)oxy)ethyl Ester, (6r-(6alpha,7beta))-

    26. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2- Carboxylic Acid,7-[[(2-amino-4-thiazolyl)- Acetyl]amino]-3-[[[1-[2-(dimethylamino)- Ethyl]-1h-tetrazol-5-yl]thio]methyl]-8-oxo-,1-[[(cyclohexyloxy)carbonyl]oxy]ethyl Ester,dihydrochloride,(6r,7r)-

    27. N-{2-[(1-{[(cyclohexyloxy)carbonyl]oxy}ethoxy)carbonyl]-3-[({1-[2-(dimethylamino)ethyl]-1h-tetrazol-5-yl}sulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl}-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)ethanimidic Acid

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 695.8 g/mol
    Molecular Formula C27H37N9O7S3
    XLogP32.8
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count16
    Rotatable Bond Count16
    Exact Mass695.19780807 g/mol
    Monoisotopic Mass695.19780807 g/mol
    Topological Polar Surface Area276 Ų
    Heavy Atom Count46
    Formal Charge0
    Complexity1160
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    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.)

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