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    Chemistry

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    Also known as: 13614-98-7, Minocycline hcl, Arestin, Solodyn, Minomycin, Minocin
    Molecular Formula
    C23H28ClN3O7
    Molecular Weight
    493.9  g/mol
    InChI Key
    WTJXVDPDEQKTCV-VQAITOIOSA-N
    FDA UNII
    0020414E5U
    CAS 13614-98-7
    A TETRACYCLINE analog, having a 7-dimethylamino and lacking the 5 methyl and hydroxyl groups, which is effective against tetracycline-resistant STAPHYLOCOCCUS infections.
    1 2D Structure

    CAS 13614-98-7

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27-28,31,33H,7-8H2,1-4H3,(H2,24,32);1H/t9-,11-,17-,23-;/m0./s1
    2.1.3 InChI Key
    WTJXVDPDEQKTCV-VQAITOIOSA-N
    2.1.4 Canonical SMILES
    CN(C)C1C2CC3CC4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)N(C)C.Cl
    2.1.5 Isomeric SMILES
    CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)N(C)C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    0020414E5U
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Akamin

    2. Akne Puren

    3. Akne-puren

    4. Aknemin

    5. Aknin Mino

    6. Aknin-mino

    7. Aknosan

    8. Apo Minocycline

    9. Apo-minocycline

    10. Arestin

    11. Blemix

    12. Cyclomin

    13. Cyclops

    14. Dentomycin

    15. Dynacin

    16. Hydrochloride, Minocycline

    17. Icht Oral

    18. Icht-oral

    19. Klinomycin

    20. Lederderm

    21. Mestacine

    22. Minakne

    23. Mino Wolff

    24. Mino-wolff

    25. Minocin

    26. Minocin Mr

    27. Minoclir

    28. Minocycline

    29. Minocycline Monohydrochloride

    30. Minocycline, (4r-(4 Alpha,4a Beta,5a Beta,12a Beta))-isomer

    31. Minolis

    32. Minomycin

    33. Minoplus

    34. Minotab

    35. Minox 50

    36. Monohydrochloride, Minocycline

    37. Mynocine

    2.3.2 Depositor-Supplied Synonyms

    1. 13614-98-7

    2. Minocycline Hcl

    3. Arestin

    4. Solodyn

    5. Minomycin

    6. Minocin

    7. Dynacin

    8. Periocline

    9. Ximino

    10. Minocycline (hydrochloride)

    11. Vectrin

    12. Minomax

    13. (4s,4as,5ar,12as)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

    14. Mynocine Hydrochloride

    15. Minocycline (as Hydrochloride)

    16. Minocycline, Hydrochloride

    17. 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride

    18. 0020414e5u

    19. Tri-mino

    20. Nsc-141993

    21. Dsstox_cid_24545

    22. Dsstox_rid_80306

    23. Dsstox_gsid_44545

    24. (4s,4as,5ar,12ar)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;hydrochloride

    25. [4s-(4alpha,4aalpha,5aalpha,12aalpha)]-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-carboxamide Monohydrochloride

    26. Lederderm

    27. Mynocine

    28. Acnez

    29. Minomycin Chloride

    30. Chebi:50697

    31. (4s-(4alpha,4aalpha,5aalpha,12aalpha))-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-carboxamide Monohydrochloride

    32. [4s-(4?,4a?,5a?,12a?)]-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a,tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide

    33. 2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, Hydrochloride (1:2), (4s,4as,5ar,12as)-

    34. Einecs 237-099-7

    35. Minocycline Hydrochloride (internal Use)

    36. C23h27n3o7.hcl

    37. Minocycline, Hcl

    38. Unii-0020414e5u

    39. Ncgc00096006-01

    40. Prestwick_626

    41. Arestin (tn)

    42. Dynacin (tn)

    43. Minocin (tn)

    44. Solodyn (tn)

    45. Minocycline Hydrochloride [usp:jan]

    46. 7-dimethylamino-6-demethyl-6-deoxytetracycline, Hcl

    47. Mfcd00083669

    48. Minocyclinhydrochlorid

    49. Amzeeq

    50. Minolira

    51. Zilxi

    52. Minomycin Hydrochloride

    53. Schembl2537

    54. Cas-13614-98-7

    55. 2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5aalpha,12aalpha))-

    56. Mls002548863

    57. Spectrum1500414

    58. Fxfm-244

    59. Chembl1200881

    60. Chembl4576719

    61. Dtxsid8044545

    62. Hms1568p12

    63. Pharmakon1600-01500414

    64. Bcp06597

    65. Tox21_111250

    66. Tox21_113183

    67. Tox21_301590

    68. Ccg-40107

    69. Nsc757120

    70. S4226

    71. Minocycline Hydrochloride [mi]

    72. Minocycline Hydrochloride, Crystalline

    73. Akos015951312

    74. Minocycline Hydrochloride (jp17/usp)

    75. Tox21_111250_1

    76. Cs-1256

    77. Minocycline Hydrochloride [jan]

    78. Nc00460

    79. Nsc-757120

    80. Minocycline Hydrochloride [mart.]

    81. Minocycline Hydrochloride [vandf]

    82. Ncgc00178854-03

    83. Ncgc00255988-01

    84. Ac-22362

    85. As-75306

    86. Hy-17412

    87. Minocycline Hydrochloride [usp-rs]

    88. Minocycline Hydrochloride [who-dd]

    89. Smr001906766

    90. M2288

    91. D00850

    92. Minocycline Hydrochloride [orange Book]

    93. Minocycline Hydrochloride [usp Monograph]

    94. 614m987

    95. Sr-01000075625

    96. Q-201407

    97. Sr-01000075625-1

    98. Q27104777

    99. Minocycline Hydrochloride, Antibiotic For Culture Media Use Only

    100. Minocycline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    101. Minocycline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    102. Minocycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    103. (4s,12as,4as,5ar)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4,5,6,12a,4a,5a-hexahydronaphthacene-2-carboxamide Hydrochloride

    104. (4s,4as,5ar,12as)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamidehydrochloride

    105. 2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5a.alpha.,12a.alpha.))-

    2.4 Create Date
    2011-12-26
    3 Chemical and Physical Properties
    Molecular Weight 493.9 g/mol
    Molecular Formula C23H28ClN3O7
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count3
    Exact Mass493.1615779 g/mol
    Monoisotopic Mass493.1615779 g/mol
    Topological Polar Surface Area165 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity971
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    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.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Tetracyclines [CS]; Tetracycline-class Drug [EPC]
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