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    Technical details about Doxycycline Hyclate, learn more about the structure, uses, toxicity, action, side effects and more

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    Doxycycline Hyclate

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    2D Structure
    Also known as: Doxycycline hyclate, 24390-14-5, Atridox, Periostat, Vibra-tabs, Doxyprex
    Molecular Formula
    C46H58Cl2N4O18
    Molecular Weight
    1025.9  g/mol
    InChI Key
    UHHHTIKWXBRCLT-VDBOFHIQSA-N
    FDA UNII
    19XTS3T51U
    A synthetic tetracycline derivative with similar antimicrobial activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;ethanol;hydrate;dihydrochloride
    2.1.2 InChI
    InChI=1S/2C22H24N2O8.C2H6O.2ClH.H2O/c2*1-7-8-5-4-6-9(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;1-2-3;;;/h2*4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31);3H,2H2,1H3;2*1H;1H2/t2*7-,10+,14+,15-,17-,22-;;;;/m00..../s1
    2.1.3 InChI Key
    UHHHTIKWXBRCLT-VDBOFHIQSA-N
    2.1.4 Canonical SMILES
    CCO.CC1C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.CC1C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.O.Cl.Cl
    2.1.5 Isomeric SMILES
    CCO.C[C@@H]1[C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.C[C@@H]1[C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.O.Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    19XTS3T51U
    2.3 Synonyms
    2.3.1 MeSH Synonyms

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

    2. Alpha 6 Deoxyoxytetracycline

    3. Alpha-6-deoxyoxytetracycline

    4. Atridox

    5. Bmy 28689

    6. Bmy-28689

    7. Bmy28689

    8. Bu 3839t

    9. Bu-3839t

    10. Bu3839t

    11. Doxycycline

    12. Doxycycline Calcium

    13. Doxycycline Calcium Salt (1:2)

    14. Doxycycline Chinoin

    15. Doxycycline Hemiethanolate

    16. Doxycycline Hyclate

    17. Doxycycline Monohydrate

    18. Doxycycline Monohydrochloride, 6 Epimer

    19. Doxycycline Monohydrochloride, 6-epimer

    20. Doxycycline Monohydrochloride, Dihydrate

    21. Doxycycline Phosphate (1:1)

    22. Doxycycline-chinoin

    23. Hydramycin

    24. Oracea

    25. Periostat

    26. Vibra Tabs

    27. Vibra-tabs

    28. Vibramycin

    29. Vibramycin Novum

    30. Vibravenos

    2.3.2 Depositor-Supplied Synonyms

    1. Doxycycline Hyclate

    2. 24390-14-5

    3. Atridox

    4. Periostat

    5. Vibra-tabs

    6. Doxyprex

    7. Monodoks

    8. Tetraclean

    9. Doxy-lemmon

    10. Doxychel Hyclate

    11. Vibramycin

    12. Acticlate

    13. Mespafin

    14. Tetradox

    15. Doxy

    16. Doxycycline Hydrochloride Hemiethanolate Hemihydrate

    17. Retens

    18. Doxicrisol

    19. Vibraveineuse

    20. Vibravenos

    21. Azudoxat

    22. Clinofug

    23. Diocimex

    24. Duradoxal

    25. Granudoxy

    26. Ronaxan

    27. Zadorin

    28. Spanor

    29. Unacil

    30. Acticlate Cap

    31. 19xts3t51u

    32. Nsc-741421

    33. 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride, Compound With Ethyl Alcohol (2:1), Monohydrate

    34. Vivox

    35. 6-deoxy-5-hydroxytetracycline Hydrochloride Hemihydrate

    36. (4s,4ar,5s,5ar,6r,12ar)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;ethanol;hydrate;dihydrochloride

    37. Dentista

    38. Doxteric

    39. Doxy 100

    40. 10592-13-9

    41. Mfcd07357237

    42. Doxy 200

    43. Doxycycline Hyclate (internal Use)

    44. Unii-19xts3t51u

    45. Doryx Mpc

    46. Doxycycline Hyclate [usan:usp]

    47. Doxycyclini Hyclas

    48. Periostat (tn)

    49. (4s,4ar,5s,5ar,6r,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;ethanol;hydrate;dihydrochloride

    50. Vibra-tabs (tn)

    51. Lymepak (tn)

    52. Doxylar

    53. Lymepak

    54. Doryx (tn)

    55. Wc 2031

    56. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Hydrochloride, (4s,4ar,5s,5ar,6r,12as)-, Compd. With Ethanol, Hydrate (2:2:1:1)

    57. Doxycycline Hyclate (usp)

    58. Chembl3989740

    59. Doxycycline Hyclate [vandf]

    60. (4s,4ar,5s,5ar,6r,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Compound With Ethanol (2:1) Dihydrochloride Hydrate

    61. Amy32700

    62. Doxycycline Hyclate [usp-rs]

    63. Doxycycline Hyclate [who-dd]

    64. Doxycycline Hyclate [who-ip]

    65. S4163

    66. Wc2031

    67. Akos025402170

    68. Ac-6017

    69. Ccg-270611

    70. Ds-9077

    71. Nsc 741421

    72. Doxycycline Hyclate [green Book]

    73. Doxycycline Hyclate [ep Impurity]

    74. Doxycycline Hyclate [orange Book]

    75. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, Compd. With Ethanol (2:1), Monohydrate, (4s-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha))-

    76. 2-naphthacenecarboxamide, 4beta-(dimeethylamino)-1,4,4abeta,5,5abeta,6,11,12a-octahydro-3,5beta,10,12,12abeta-pentahydroxy-6beta-methyl-1,11-dioxo-, Monohydrochloride, Compd. With Ethyl Alcohol (2:1), Monohydrate

    77. Bd166236

    78. Doxycycline Hyclate [ep Monograph]

    79. Doxycycline Hydrochloride Hydrate (jp17)

    80. Doxycyclini Hyclas [who-ip Latin]

    81. Ethanol, Compd. With (4s,4ar,5s,5ar,6r,12as)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride (1:2), Monohydrate

    82. Doxycycline Hyclate [usp Monograph]

    83. Doxycycline, Hyclate - Cas 24390-14-5

    84. Sw219440-1

    85. Sw219440-2

    86. D02129

    87. Doxycycline Hydrochloride Hydrate [jan]

    88. Doxycycline Hyclate 100 Microg/ml In Acetonitrile

    89. Q27116248

    90. Z2791720087

    91. Doxycycline Hydrochloride Hemiethanolate Hemihydrate [mi]

    92. Doxycycline Hyclate Is Known As A Broad-spectrum Tetracycline Antibiotic.

    93. (4s,4ar,5s,5ar,6r,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide - Ethanol (2:1) Dihydrochloride Hydrate

    94. Bis((4s,4ar,5s,5ar,6r,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide) Ethanol Hydrate Dihydrochloride

    2.4 Create Date
    2011-12-26
    3 Chemical and Physical Properties
    Molecular Weight 1025.9 g/mol
    Molecular Formula C46H58Cl2N4O18
    Hydrogen Bond Donor Count16
    Hydrogen Bond Acceptor Count20
    Rotatable Bond Count4
    Exact Mass1024.3123164 g/mol
    Monoisotopic Mass1024.3123164 g/mol
    Topological Polar Surface Area385 Ų
    Heavy Atom Count70
    Formal Charge0
    Complexity958
    Isotope Atom Count0
    Defined Atom Stereocenter Count12
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count6
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 10  
    Drug NameAtridox
    Drug LabelDORYX Capsules contain specially coated pellets of doxycycline hyclate, a broad-spectrum antibiotic synthetically derived from oxytetracycline, in a delayed-release formulation for oral administration.The structural formula for doxycycline hyclate is...
    Active IngredientDoxycycline hyclate
    Dosage FormSystem, extended release
    RoutePeriodontal
    Strength50mg
    Market StatusPrescription
    CompanyTolmar

    2 of 10  
    Drug NameDoryx
    Active IngredientDoxycycline hyclate
    Dosage FormTablet, delayed release
    RouteOral
    Strengtheq 100mg base; eq 80mg base; eq 200mg base; eq 150mg base; eq 75mg base
    Market StatusPrescription
    CompanyMayne Pharma

    3 of 10  
    Drug NameDoxy 100
    PubMed HealthDoxycycline (Injection)
    Drug ClassesAntibiotic, Antimalarial, Antiprotozoal
    Drug LabelDoxycycline for Injection, USP is a sterile, lyophilized powder prepared from a solution of doxycycline hyclate, ascorbic acid and mannitol in Water for Injection. Doxycycline hyclate is a broad spectrum antibiotic derived from oxytetracycline. It is...
    Active IngredientDoxycycline hyclate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 100mg base/vial
    Market StatusPrescription
    CompanyFresenius Kabi Usa

    4 of 10  
    Drug NameDoxy 200
    PubMed HealthDoxycycline (Subgingival)
    Drug ClassesAntibacterial
    Drug LabelDoxycycline hyclate is a broad-spectrum antibiotic synthetically derived from oxytetracycline. The structural formula is as follows:with a molecular formula of C22H24N2O8H2O and a molecular weight of 462.46. The chemical designation for doxycycline i...
    Active IngredientDoxycycline hyclate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 200mg base/vial
    Market StatusPrescription
    CompanyFresenius Kabi Usa

    5 of 10  
    Drug NameDoxycycline hyclate
    Active IngredientDoxycycline hyclate
    Dosage FormTablet; Capsule, delayed release; Capsule; Tablet, delayed release
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 150mg base; eq 20mg base; eq 75mg base
    Market StatusPrescription
    CompanyCorepharma; Mutual Pharma; Vintage Pharms; Hikma Intl Pharms; Mylan Pharms; Blu Caribe; Ivax Sub Teva Pharms; Actavis Elizabeth; Larken Labs; Lannett; Mutual Pharm; Actavis Labs Fl; Medicis; Chartwell Life Sci; Mylan; Impax Labs; Heritage Pharms

    6 of 10  
    Drug NameDoryx
    Active IngredientDoxycycline hyclate
    Dosage FormTablet, delayed release
    RouteOral
    Strengtheq 100mg base; eq 80mg base; eq 200mg base; eq 150mg base; eq 75mg base
    Market StatusPrescription
    CompanyMayne Pharma

    7 of 10  
    Drug NameDoxy 100
    PubMed HealthDoxycycline (Injection)
    Drug ClassesAntibiotic, Antimalarial, Antiprotozoal
    Drug LabelDoxycycline for Injection, USP is a sterile, lyophilized powder prepared from a solution of doxycycline hyclate, ascorbic acid and mannitol in Water for Injection. Doxycycline hyclate is a broad spectrum antibiotic derived from oxytetracycline. It is...
    Active IngredientDoxycycline hyclate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 100mg base/vial
    Market StatusPrescription
    CompanyFresenius Kabi Usa

    8 of 10  
    Drug NameDoxy 200
    PubMed HealthDoxycycline (Subgingival)
    Drug ClassesAntibacterial
    Drug LabelDoxycycline hyclate is a broad-spectrum antibiotic synthetically derived from oxytetracycline. The structural formula is as follows:with a molecular formula of C22H24N2O8H2O and a molecular weight of 462.46. The chemical designation for doxycycline i...
    Active IngredientDoxycycline hyclate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 200mg base/vial
    Market StatusPrescription
    CompanyFresenius Kabi Usa

    9 of 10  
    Drug NameDoxycycline hyclate
    Active IngredientDoxycycline hyclate
    Dosage FormTablet; Capsule, delayed release; Capsule; Tablet, delayed release
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 150mg base; eq 20mg base; eq 75mg base
    Market StatusPrescription
    CompanyCorepharma; Mutual Pharma; Vintage Pharms; Hikma Intl Pharms; Mylan Pharms; Blu Caribe; Ivax Sub Teva Pharms; Actavis Elizabeth; Larken Labs; Lannett; Mutual Pharm; Actavis Labs Fl; Medicis; Chartwell Life Sci; Mylan; Impax Labs; Heritage Pharms

    10 of 10  
    Drug NameAtridox
    Drug LabelDORYX Capsules contain specially coated pellets of doxycycline hyclate, a broad-spectrum antibiotic synthetically derived from oxytetracycline, in a delayed-release formulation for oral administration.The structural formula for doxycycline hyclate is...
    Active IngredientDoxycycline hyclate
    Dosage FormSystem, extended release
    RoutePeriodontal
    Strength50mg
    Market StatusPrescription
    CompanyTolmar

    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.)

    Antimalarials

    Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) (See all compounds classified as Antimalarials.)

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