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    Chemistry

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    Also known as: 95789-30-3, Cefotiam hexetil dihydrochloride, Ctm-he, Cefotiam hexetil hcl, Cefotiam hexetil hydrochloride [jan], 3n1x7e8cle
    Molecular Formula
    C27H39Cl2N9O7S3
    Molecular Weight
    768.8  g/mol
    InChI Key
    FFSANQNELHESQJ-LWBICVDYSA-N
    FDA UNII
    3N1X7E8CLE
    Cefotiam Hexetil Hydrochloride
    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 Hydrochloride

    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;dihydrochloride
    2.1.2 InChI
    InChI=1S/C27H37N9O7S3.2ClH/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);2*1H/t15?,20-,23-;;/m1../s1
    2.1.3 InChI Key
    FFSANQNELHESQJ-LWBICVDYSA-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.Cl.Cl
    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.Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    3N1X7E8CLE
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cefotiam Hexetil

    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. 95789-30-3

    2. Cefotiam Hexetil Dihydrochloride

    3. Ctm-he

    4. Cefotiam Hexetil Hcl

    5. Cefotiam Hexetil Hydrochloride [jan]

    6. 3n1x7e8cle

    7. Pansporin T

    8. Cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl Ester Dihydrochloride

    9. 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;dihydrochloride

    10. Cefotiam Hexetil (hydrochloride)

    11. Cefotiam Hexetil 2hcl

    12. 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 Dihydrochloride

    13. 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 Dihydrochloride

    14. Sce 2174

    15. Sce-2174

    16. Unii-3n1x7e8cle

    17. Taketiam

    18. Texodil

    19. Pansporin-t (tn)

    20. Ctm-he Hydrochloride

    21. Amy594

    22. Cefotiam Cilexetil Hydrochloride

    23. Schembl9694268

    24. Chebi:31373

    25. Hy-a0110a

    26. S5637

    27. Akos027326844

    28. Ccg-270455

    29. Cefotiam Hexetil Hydrochloride (jp17)

    30. 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-(6-alpha,7-beta))-

    31. Cs-0014039

    32. Cefotiam Hexetil Hydrochloride [who-dd]

    33. D01415

    34. 789c303

    35. Q27114288

    36. Cefotiam Hexetil Hydrochloride (mixture Of Diastereomers)

    37. Cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl Ester Dihydrochloride [mi]

    38. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((2-(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, Hydrochloride (1:2), (6r,7r)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 768.8 g/mol
    Molecular Formula C27H39Cl2N9O7S3
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count16
    Rotatable Bond Count16
    Exact Mass767.1511635 g/mol
    Monoisotopic Mass767.1511635 g/mol
    Topological Polar Surface Area276 Ų
    Heavy Atom Count48
    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 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.)

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