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    Demeclocycline Hydrochloride
    Also known as: 64-73-3, Demeclocycline hcl, Declomycin, Clortetrin, Detravis, Demethylchlortetracycline hydrochloride
    Molecular Formula
    C21H22Cl2N2O8
    Molecular Weight
    501.3  g/mol
    InChI Key
    OAPVUSSHCBRCOL-KBHRXELFSA-N
    FDA UNII
    29O079NTYT
    A TETRACYCLINE analog having a 7-chloro and a 6-methyl. Because it is excreted more slowly than TETRACYCLINE, it maintains effective blood levels for longer periods of time.
    1 2D Structure

    Demeclocycline Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H21ClN2O8.ClH/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31;/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31);1H/t6-,7-,14-,15-,21-;/m0./s1
    2.1.3 InChI Key
    OAPVUSSHCBRCOL-KBHRXELFSA-N
    2.1.4 Canonical SMILES
    CN(C)C1C2CC3C(C4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O.Cl
    2.1.5 Isomeric SMILES
    CN(C)[C@H]1[C@@H]2C[C@@H]3[C@@H](C4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    29O079NTYT
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Declomycin

    2. Demeclocycline

    3. Demeclocycline Monohydrochloride

    4. Demeclocycline, 4-epimer

    5. Demeclocycline, Calcium (1:1) Salt

    6. Demeclocycline, Calcium (1:2) Salt

    7. Demethylchlortetracycline

    8. Hydrochloride, Demeclocycline

    9. Ldermycine

    10. Ledermycin

    11. Monohydrochloride, Demeclocycline

    2.3.2 Depositor-Supplied Synonyms

    1. 64-73-3

    2. Demeclocycline Hcl

    3. Declomycin

    4. Clortetrin

    5. Detravis

    6. Demethylchlortetracycline Hydrochloride

    7. Ledermycin

    8. 7-chloro-6-demethyltetracycline Hydrochloride

    9. Demeclocycline (hydrochloride)

    10. Declostatin

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

    12. 6-demethyl-7-chlorotetracycline Hydrochloride

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

    14. Elkamicina

    15. Nsc-756708

    16. Mls000028422

    17. 29o079ntyt

    18. Chebi:59725

    19. 64-73-3 (hcl)

    20. Ledermicina

    21. Ledermycine

    22. Veraciclina

    23. Demeplus

    24. Detracin

    25. Smr000058439

    26. Declomycin Hydrochloride

    27. Dsstox_cid_25252

    28. Dsstox_rid_80775

    29. Dsstox_gsid_45252

    30. Demetraciclina

    31. Demethylchlorotetracycline Hydrochloride

    32. Demeclocycline Hydrochloride Hydrate

    33. Sr-01000075825

    34. Einecs 200-592-2

    35. Mfcd00082371

    36. Unii-29o079ntyt

    37. Demeclocycline Hydrochloride (internal Use)

    38. Declomycin (tn)

    39. (4s,4as,5as,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;hydrochloride

    40. Prestwick_235

    41. Demeclocycline Hydrochloride [usp:ban]

    42. Opera_id_242

    43. Cas-64-73-3

    44. Ncgc00016290-01

    45. Ec 200-592-2

    46. Schembl41286

    47. Mls001076091

    48. Mls001333687

    49. Spectrum1500226

    50. Chembl1200474

    51. Dtxsid0045252

    52. Hms1570g08

    53. Hms1920c20

    54. Pharmakon1600-01500226

    55. Demeclocycline Hydrochloride (usp)

    56. (4s,4as,5as,6s,12ar)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;hydrochloride

    57. Regid_for_cid_54686764

    58. Tox21_110354

    59. Tox21_500421

    60. Nsc756708

    61. S4279

    62. Akos015965080

    63. Tox21_110354_1

    64. Ccg-212562

    65. Lp00421

    66. Nsc 756708

    67. Demeclocycline Hydrochloride [mi]

    68. Ncgc00162149-07

    69. Ncgc00261106-01

    70. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, Monohydrochloride, (4s,4as,5as,6s,12as)-

    71. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-

    72. Hy-17560

    73. Demeclocycline Hydrochloride [mart.]

    74. Demeclocycline Hydrochloride [vandf]

    75. Demeclocycline Hydrochloride [usp-rs]

    76. Demeclocycline Hydrochloride [who-dd]

    77. Eu-0100421

    78. Demethylchlortetracycline Hydrochloride (jp17)

    79. D 6140

    80. D00290

    81. W16711

    82. 064d733

    83. A867835

    84. Demeclocycline Hydrochloride [ep Monograph]

    85. Demeclocycline Hydrochloride [orange Book]

    86. Demeclocycline Hydrochloride [usp Monograph]

    87. Demethylchlortetracycline Hydrochloride [jan]

    88. Sr-01000075825-1

    89. Sr-01000075825-5

    90. W-109265

    91. Demeclocycline Hydrochloride, >=90% (hplc), Powder

    92. Q27887536

    93. Demeclocycline Hydrochloride, Antibiotic For Culture Media Use Only

    94. Demeclocycline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    95. Demeclocycline For System Suitability, Europepharmacopoeia (ep) Reference Standard

    96. Demeclocycline Hcl, Pharmaceutical Secondary Standard; Certified Reference Material

    97. Demeclocycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    98. (4s,4as,5as,6s,12ar)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide,hydrochloride

    99. (4s,4as,5as,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hcl

    100. (4s,4as,5as,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamidehydrochloride

    101. [4s-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide Hydrochloride

    102. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5a.alpha.,6.beta.,12a.alpha.))-

    103. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, Hydrochloride (1:1), (4s,4as,5as,6s,12as)-

    2.4 Create Date
    2011-12-26
    3 Chemical and Physical Properties
    Molecular Weight 501.3 g/mol
    Molecular Formula C21H22Cl2N2O8
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count2
    Exact Mass500.0753211 g/mol
    Monoisotopic Mass500.0753211 g/mol
    Topological Polar Surface Area182 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity961
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameDemeclocycline hydrochloride
    Drug LabelDemeclocycline hydrochloride is an antibiotic isolated from a mutant strain of Streptomyces aureofaciens. Chemically it is 7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12, 12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide monoh...
    Active IngredientDemeclocycline hydrochloride
    Dosage FormTablet
    RouteOral
    Strength300mg; 150mg
    Market StatusPrescription
    CompanyAmneal Pharm; Versapharm; Impax Labs; Barr

    2 of 2  
    Drug NameDemeclocycline hydrochloride
    Drug LabelDemeclocycline hydrochloride is an antibiotic isolated from a mutant strain of Streptomyces aureofaciens. Chemically it is 7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12, 12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide monoh...
    Active IngredientDemeclocycline hydrochloride
    Dosage FormTablet
    RouteOral
    Strength300mg; 150mg
    Market StatusPrescription
    CompanyAmneal Pharm; Versapharm; Impax Labs; Barr

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Tetracyclines [CS]; Tetracycline-class Antimicrobial [EPC]
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