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    Chemistry

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    Also known as: 64-75-5, Tetracycline hcl, Achromycin hydrochloride, Bristacycline, Sustamycin, Tetracycline.hcl
    Molecular Formula
    C22H25ClN2O8
    Molecular Weight
    480.9  g/mol
    InChI Key
    YCIHPQHVWDULOY-FMZCEJRJSA-N
    FDA UNII
    P6R62377KV
    Tetracycline Hydrochloride
    A naphthacene antibiotic that inhibits AMINO ACYL TRNA binding during protein synthesis.
    1 2D Structure

    Tetracycline Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25-26,29,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1
    2.1.3 InChI Key
    YCIHPQHVWDULOY-FMZCEJRJSA-N
    2.1.4 Canonical SMILES
    CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.Cl
    2.1.5 Isomeric SMILES
    C[C@@]1([C@H]2C[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.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    P6R62377KV
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4 Epitetracycline

    2. 4-epitetracycline

    3. Achromycin

    4. Achromycin V

    5. Hostacyclin

    6. Sustamycin

    7. Tetrabid

    8. Tetracycline

    9. Tetracycline Monohydrochloride

    10. Topicycline

    2.3.2 Depositor-Supplied Synonyms

    1. 64-75-5

    2. Tetracycline Hcl

    3. Achromycin Hydrochloride

    4. Bristacycline

    5. Sustamycin

    6. Tetracycline.hcl

    7. Cyclopar

    8. Sumycin

    9. Tetracycline (hydrochloride)

    10. Achromycin V

    11. Neocycline B

    12. Vetquamycin 324

    13. Achromycin

    14. Supramycin

    15. Telotrex

    16. Nci-c55561

    17. Nsc-757338

    18. Quatrex

    19. P6r62377kv

    20. Dumocyclin

    21. (4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

    22. 64-75-5 (hcl)

    23. Dsstox_cid_1321

    24. Dsstox_rid_76081

    25. Dsstox_gsid_21321

    26. (4s,4as,5as,6s,12as)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride

    27. Hostacycline

    28. Mephacyclin

    29. Quadracycline

    30. Remicyclin

    31. Stilciclina

    32. Tetrabakat

    33. Tetracompren

    34. Tetralution

    35. Tetramavan

    36. Topicycline

    37. Triphacyclin

    38. Actisite

    39. Artomycin

    40. Diacycine

    41. Partrex

    42. Piracaps

    43. Ricycline

    44. Subamycin

    45. Tefilin

    46. Tetrabid

    47. Tetrablet

    48. Tetracaps

    49. Tetrakap

    50. Tetramed

    51. Tetrosol

    52. Paltet

    53. Qidtet

    54. Retet

    55. Teline

    56. Unicin

    57. Tetra-wedel

    58. Neocyclin B

    59. Ro-cycline

    60. Polyotic Ointment

    61. Tetrasure

    62. Tet-cy

    63. Tetra-d

    64. Vetquamycin-324

    65. Cancycline-250

    66. (4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

    67. 2-naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride,(4s,4as,5as,6s,12as)-

    68. Cefracycline Tablets

    69. Tetracycline Chloride

    70. Panmycin Hydrochloride

    71. Sentry Av Ornacycline

    72. T-250 Capsules

    73. Tetracyn Hydrochloride

    74. Tetraciclina Cloridrato

    75. Ala Tet

    76. Polycycline Hydrochloride

    77. Chlorowodorku Tetracykliny

    78. Mfcd00078142

    79. Chlorhydrate De Tetracycline

    80. Unii-p6r62377kv

    81. Ccris 2351

    82. Sr-01000000212

    83. Sr-05000001723

    84. (-)-tetrahcycline Hydrochloride

    85. Tetracycline Hydrochloride [jan]

    86. Tetraciclina Cloridrato [italian]

    87. Chlorowodorku Tetracykliny [polish]

    88. (4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

    89. Prestwick_434

    90. Einecs 200-593-8

    91. Bristacycline (tn)

    92. Chlorhydrate De Tetracycline [french]

    93. Tetracycline Hydrochloride [usp:jan]

    94. Tetracycline Hydrochloride (internal Use)

    95. Ai3-50120

    96. Cas-64-75-5

    97. Ncgc00016291-01

    98. Tetracyclini Hydrochloridum

    99. Ec 200-593-8

    100. U-5965

    101. Schembl34248

    102. Spectrum1500566

    103. Chembl454950

    104. Dtxsid6021321

    105. Nci-c55561;tetracycline Hcl

    106. Tetracycline Hydrochloride, Powder

    107. Hms1568k22

    108. Hms1921c19

    109. Pharmakon1600-01500566

    110. Hy-b0474

    111. Tox21_110355

    112. Tox21_200516

    113. Ccg-39267

    114. Nsc757338

    115. S2574

    116. Akos015951263

    117. Tox21_110355_1

    118. Bcp9000227

    119. Ks-1431

    120. Nsc 757338

    121. Tetracycline Hydrochloride (jp17/usp)

    122. Tetracycline Hydrochloride [mi]

    123. Ncgc00017323-08

    124. Ncgc00180907-01

    125. Ncgc00180907-02

    126. Ncgc00258070-01

    127. (4s,6s,12as,4as,5as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,1 1-dioxo-4,5,6,12a,4a,5a-hexahydronaphthacene-2-carboxamide, Chloride

    128. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s,4as,5as,6s,12as)-

    129. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-

    130. Tetracycline Hydrochloride [mart.]

    131. Tetracycline Hydrochloride [vandf]

    132. Bcp0726000161

    133. Tetracycline Hydrochloride [usp-rs]

    134. Tetracycline Hydrochloride [who-dd]

    135. Tetracycline Hydrochloride [who-ip]

    136. Sw196293-4

    137. D02122

    138. D92606

    139. Tetracycline Hydrochloride [green Book]

    140. Tetracycline Hydrochloride [orange Book]

    141. Tetracycline Hydrochloride [ep Monograph]

    142. Apt T3x Component Tetracycline Tetracycline

    143. Apt-t3x Component Tetracycline Tetracycline

    144. Helidac Component Tetracycline Hydrochloride

    145. Tetracycline Hydrochloride [usp Monograph]

    146. Tetracyclini Hydrochloridum [who-ip Latin]

    147. Sr-01000000212-4

    148. Sr-05000001723-2

    149. Q27286287

    150. Tetracycline Hydrochloride 1000 Microg/ml In Ethanol

    151. Tetracycline Hydrochloride Component Of Helidac

    152. Tetracycline Tetracycline Component Of Apt T3x

    153. Tetracycline Hydrochloride 100 Microg/ml In Acetonitrile

    154. Tetracycline Hydrochloride, Meets Usp Testing Specifications

    155. Tetracycline Hydrochloride, Vetranal(tm), Analytical Standard

    156. Tetracycline Hydrochloride, >=95% (european Pharmacopoeia Hplc Assay)

    157. Tetracycline Hydrochloride, British Pharmacopoeia (bp) Reference Standard

    158. Tetracycline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    159. Tetracycline Hydrochloride, Powder, Bioreagent, Suitable For Cell Culture

    160. Tetracycline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    161. Tetracycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    162. (4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboxamide Hydrochloride

    163. (4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamidehydrochloride

    164. (4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Hydrochloride

    165. (4s,4as,5as,6s,12as,z)-2-(amino(hydroxy)methylene)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2h,4h,5h)-trione Hydrochloride

    166. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Hydrochloride (1:1), (4s,4as,5as,6s,12as)-

    167. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5a.alpha.,6.beta.,12a.alpha.))-

    168. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5aalpha,6beta,12alpha))-

    2.4 Create Date
    2011-12-26
    3 Chemical and Physical Properties
    Molecular Weight 480.9 g/mol
    Molecular Formula C22H25ClN2O8
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count2
    Exact Mass480.1299435 g/mol
    Monoisotopic Mass480.1299435 g/mol
    Topological Polar Surface Area182 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity971
    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 NameTetracycline hydrochloride
    Drug LabelTetracycline is a yellow, odorless, crystalline powder. Tetracycline is stable in air but exposure to strong sunlight causes it to darken. Its potency is affected in solutions of pH below 2 and is rapidly destroyed by alkali hydroxide solutions. Tetr...
    Active IngredientTetracycline hydrochloride
    Dosage FormCapsule
    RouteOral
    Strength250mg; 500mg; 100mg
    Market StatusPrescription
    CompanyWatson Labs; Ivax Sub Teva Pharms; Impax Labs

    2 of 2  
    Drug NameTetracycline hydrochloride
    Drug LabelTetracycline is a yellow, odorless, crystalline powder. Tetracycline is stable in air but exposure to strong sunlight causes it to darken. Its potency is affected in solutions of pH below 2 and is rapidly destroyed by alkali hydroxide solutions. Tetr...
    Active IngredientTetracycline hydrochloride
    Dosage FormCapsule
    RouteOral
    Strength250mg; 500mg; 100mg
    Market StatusPrescription
    CompanyWatson Labs; Ivax Sub Teva Pharms; Impax Labs

    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.)

    Protein Synthesis Inhibitors

    Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)

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

    API Reference Price

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    22-Jan-2021
    31-Aug-2024
    KGS
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