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    Methacycline Hydrochloride

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    Methacycline Hydrochloride
    Also known as: 3963-95-9, Metacycline hydrochloride, Methacycline hcl, Rondomycin, Adriamicina, Ciclobiotic
    Molecular Formula
    C22H23ClN2O8
    Molecular Weight
    478.9  g/mol
    InChI Key
    VXPSARQTYDZXAO-CCHMMTNSSA-N
    FDA UNII
    9GJ0N7ZAP0
    A broad-spectrum semisynthetic antibiotic related to TETRACYCLINE but excreted more slowly and maintaining effective blood levels for a more extended period.
    1 2D Structure

    Methacycline Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C22H22N2O8.ClH/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-6,10,14-15,17,25-27,30,32H,1H2,2-3H3,(H2,23,31);1H/t10-,14-,15+,17+,22+;/m1./s1
    2.1.3 InChI Key
    VXPSARQTYDZXAO-CCHMMTNSSA-N
    2.1.4 Canonical SMILES
    CN(C)C1C2C(C3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O.Cl
    2.1.5 Isomeric SMILES
    CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    9GJ0N7ZAP0
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Lysocline

    2. Metacycline

    3. Methacycline

    4. Methacycline Monohydrochloride

    5. Methyleneoxytetracycline

    6. Monohydrochloride, Methacycline

    7. Physiomycine

    8. Rondomycin

    2.3.2 Depositor-Supplied Synonyms

    1. 3963-95-9

    2. Metacycline Hydrochloride

    3. Methacycline Hcl

    4. Rondomycin

    5. Adriamicina

    6. Ciclobiotic

    7. Germiciclin

    8. Metadomus

    9. Londomycin

    10. Methacycline (hydrochloride)

    11. Nsc-356465

    12. Nsc-757835

    13. 9gj0n7zap0

    14. Chebi:6806

    15. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, (4s,4ar,5s,5ar,12as)-

    16. 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride

    17. Globociclina

    18. Metilenbiotic

    19. Physiomycine

    20. Megamycine

    21. Optimycin

    22. Rindex

    23. Dsstox_cid_25382

    24. Dsstox_rid_80840

    25. Dsstox_gsid_45382

    26. Metacycline Hydrochloride 100 Microg/ml In Acetonitrile

    27. Metacycline Hcl

    28. Methacycline Monohydrochloride

    29. C22h23cln2o8

    30. Einecs 223-568-3

    31. Unii-9gj0n7zap0

    32. Nsc 356465

    33. Sr-05000001769

    34. Methacycline Hydrochloride [usp]

    35. Rondomycin (tn)

    36. Methacycline Hydrochloride (physiomycine)

    37. (4s,4ar,5s,5ar,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylidene-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

    38. 2-naphthacenecarboxamide,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,12a.alpha.))-

    39. 2-naphthacenecarboxamide,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, [4s-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,12a.alpha.)]-

    40. Metacyclin Hydrochloride

    41. Ncgc00016645-01

    42. Cas-3963-95-9

    43. Metacycline Hydrochloride Rs

    44. Mls000766829

    45. Schembl127702

    46. Spectrum1501104

    47. Chembl2146123

    48. Doxycycline Impurity B Hcl Salt

    49. Dtxsid5045382

    50. Methacycline Hcl (physiomycine)

    51. Dtxsid10947932

    52. Hms1571a09

    53. Hms1921d15

    54. Pharmakon1600-01501104

    55. (4s,4ar,5s,5ar,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

    56. 6-demethyl-6-deoxy-6-methyleneoxytetracycline Monohydrochloride

    57. Hy-b0449

    58. Tox21_110542

    59. Ccg-39016

    60. Mfcd04972012

    61. Nsc356465

    62. Nsc757835

    63. S2527

    64. Methacycline Hydrochloride (jan/usp)

    65. Akos015924655

    66. Tox21_110542_1

    67. Ac-4567

    68. Ks-1240

    69. Methacycline Hydrochloride [mi]

    70. Methacycline Hydrochloride [jan]

    71. Ncgc00179358-04

    72. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-

    73. 2507-30-4

    74. Metacycline Hydrochloride [who-dd]

    75. Methacycline Hydrochloride [mart.]

    76. Methacycline Hydrochloride [vandf]

    77. Methacycline Hydrochloride [usp-rs]

    78. C08029

    79. D00849

    80. Methacycline Hydrochloride [orange Book]

    81. 963m959

    82. Methacycline Hydrochloride [usp Monograph]

    83. Sr-05000001769-2

    84. Q27107336

    85. Methacycline Hydrochloride, Vetranal(tm), Analytical Standard

    86. Methacycline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    87. Methacycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    88. (4s,4ar,5s,5ar,12ar)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

    89. 2-naphthacenecarboxamide,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, [4s-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,12a.alpha.)]

    90. 4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboximidic Acid--hydrogen Chloride (1/1)

    2.4 Create Date
    2011-12-26
    3 Chemical and Physical Properties
    Molecular Weight 478.9 g/mol
    Molecular Formula C22H23ClN2O8
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count2
    Exact Mass478.1142934 g/mol
    Monoisotopic Mass478.1142934 g/mol
    Topological Polar Surface Area182 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity998
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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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