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    Chemistry

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    Also known as: Dicloxacillin sodium, 13412-64-1, Dicloxacillin sodium salt monohydrate, Dicloxacillin sodium hydrate, Dynapen, Pathocil
    Molecular Formula
    C19H18Cl2N3NaO6S
    Molecular Weight
    510.3  g/mol
    InChI Key
    SIGZQNJITOWQEF-VICXVTCVSA-M
    FDA UNII
    4HZT2V9KX0
    Sodium Dicloxacillin
    One of the PENICILLINS which is resistant to PENICILLINASE.
    1 2D Structure

    Sodium Dicloxacillin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2S,5R,6R)-6-[[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrate
    2.1.2 InChI
    InChI=1S/C19H17Cl2N3O5S.Na.H2O/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24;;/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1
    2.1.3 InChI Key
    SIGZQNJITOWQEF-VICXVTCVSA-M
    2.1.4 Canonical SMILES
    CC1=C(C(=NO1)C2=C(C=CC=C2Cl)Cl)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].O.[Na+]
    2.1.5 Isomeric SMILES
    CC1=C(C(=NO1)C2=C(C=CC=C2Cl)Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].O.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    4HZT2V9KX0
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cilpen

    2. Dichloroxacillin

    3. Diclocil

    4. Dicloxaciclin

    5. Dicloxacillin

    6. Dicloxacillin Sodium

    7. Dicloxacillin, Monosodium Salt, Anhydrous

    8. Dicloxacillin, Monosodium Salt, Mono-hydrate

    9. Dicloxacycline

    10. Dicloxsig

    11. Distaph

    12. Ditterolina

    13. Dycill

    14. Dynapen

    15. Infectostaph

    16. Pathocil

    17. Posipen

    18. Sodium, Dicloxacillin

    2.3.2 Depositor-Supplied Synonyms

    1. Dicloxacillin Sodium

    2. 13412-64-1

    3. Dicloxacillin Sodium Salt Monohydrate

    4. Dicloxacillin Sodium Hydrate

    5. Dynapen

    6. Pathocil

    7. Dycill

    8. Dicloxacillin Sodium Salt Hydrate

    9. Diclocil

    10. Sodium Dicloxacillin Monohydrate

    11. Dicloxacillin (sodium Hydrate)

    12. Chebi:52019

    13. P-1011

    14. 4hzt2v9kx0

    15. Brispen

    16. Nsc-756726

    17. Monosodium (2s,5r,6r)-6-(3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate Monohydrate

    18. Digloxilline

    19. Biocloxin

    20. Constaphyl

    21. Novapen

    22. Noxaben

    23. Stampen

    24. Ciclex

    25. Clocil

    26. Diflor

    27. P 1011

    28. Pen-sint

    29. Dsstox_cid_28928

    30. Dsstox_rid_83194

    31. Dsstox_gsid_49002

    32. Staphcillin A Banyu

    33. Sodium Dicloxacillin Hydrate

    34. Dichlorstapenor Sodium

    35. Mdi-pc

    36. Bayer 5488

    37. Blp-1011

    38. Smr000875239

    39. Sodium (2s,5r,6r)-6-(3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Hydrate

    40. R 13423

    41. Ncgc00178782-02

    42. 343-55-5

    43. Sodium;(2s,5r,6r)-6-[[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrate

    44. Unii-4hzt2v9kx0

    45. Dycill (tn)

    46. Mfcd00056865

    47. Dicloxacillinum Natricum

    48. Dicloxacillin Sodium [usan:usp:ban:jan]

    49. 3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl Penicillin Sodium Monohydrate

    50. Dicloxacillin Sodium (usp)

    51. Cas-13412-64-1

    52. Schembl41515

    53. Mls001332403

    54. Mls001332404

    55. Mls002153818

    56. Chembl1200701

    57. Dtxsid2049002

    58. Hms2096i22

    59. Hms2234c13

    60. Hms3713i22

    61. Dicloxacillin Sodium [usan]

    62. Bcp28581

    63. Hy-b0977

    64. Dicloxacillin Sodium [vandf]

    65. Tox21_113495

    66. Bdbm50005106

    67. Dicloxacillin Sodium [mart.]

    68. Dicloxacillin Sodium Hydrate (jp17)

    69. S4111

    70. Dicloxacillin Sodium [usp-rs]

    71. Dicloxacillin Sodium [who-ip]

    72. Akos015962897

    73. Tox21_113495_1

    74. Ccg-220450

    75. Ccg-269777

    76. Cs-4467

    77. Nsc 756726

    78. Ncgc00178782-04

    79. Ncgc00180956-01

    80. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, Monohydrate, (2s,5r,6r)-

    81. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, Monohydrate, (2s-(2alpha,5alpha,6beta))-

    82. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, Monosodium Salt, Monohydrate

    83. Ac-18976

    84. Dicloxacillin Sodium [orange Book]

    85. Dicloxacillin Sodium Hydrate [jan]

    86. Dicloxacillin Sodium [ep Monograph]

    87. Dicloxacillin Sodium [usp Impurity]

    88. Dicloxacillin Sodium [usp Monograph]

    89. D02137

    90. D81863

    91. Dicloxacillinum Natricum [who-ip Latin]

    92. Dicloxacillin Sodium Monohydrate [who-dd]

    93. Dicloxacillin Sodium Salt Monohydrate [mi]

    94. Dicloxacillin Sodium Monohydrate [green Book]

    95. Q27887689

    96. Dicloxacillin Sodium, European Pharmacopoeia (ep) Reference Standard

    97. Dicloxacillin Sodium Salt Hydrate, Vetranal(tm), Analytical Standard

    98. Dicloxacillin Sodium, United States Pharmacopeia (usp) Reference Standard

    99. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, Monohydrate, (2s-(2.alpha.,5.alpha.,6.beta.))-

    100. Sodium (2s,5r,6r)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate Hydrate

    101. Sodium 6beta-{[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carboxamido}-2,2-dimethylpenam-3alpha-carboxylate--water (1/1)

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 510.3 g/mol
    Molecular Formula C19H18Cl2N3NaO6S
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count4
    Exact Mass509.0191061 g/mol
    Monoisotopic Mass509.0191061 g/mol
    Topological Polar Surface Area142 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity752
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameDicloxacillin sodium
    Drug LabelDicloxacillin sodium is a semisynthetic antibiotic substance which resists destruction by the enzyme penicillinase(beta - lactamase). It is monosodium (2S,5R,6R)-6-[3-(2,6-dichlorophenyl)- 5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-4-thia-1-...
    Active IngredientDicloxacillin sodium
    Dosage FormCapsule
    RouteOral
    Strengtheq 500mg base; eq 125mg base; eq 250mg base
    Market StatusPrescription
    CompanyTeva; Sandoz

    2 of 2  
    Drug NameDicloxacillin sodium
    Drug LabelDicloxacillin sodium is a semisynthetic antibiotic substance which resists destruction by the enzyme penicillinase(beta - lactamase). It is monosodium (2S,5R,6R)-6-[3-(2,6-dichlorophenyl)- 5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-4-thia-1-...
    Active IngredientDicloxacillin sodium
    Dosage FormCapsule
    RouteOral
    Strengtheq 500mg base; eq 125mg base; eq 250mg base
    Market StatusPrescription
    CompanyTeva; Sandoz

    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
    Penicillins [CS]; Penicillin-class Antibacterial [EPC]

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    Orion Corporation

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    Regulatory Info :

    Registration Country : Norway

    Dicloxacillin

    Brand Name : Dicloxacillin Orion

    Dosage Form : Capsule, hard

    Dosage Strength : 250 mg

    Packaging : Box of plastic

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    Dicloxacillin

    Brand Name : Dicloxacillin Orion

    Dosage Form : Capsule, hard

    Dosage Strength : 500 mg

    Packaging : Box of plastic

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    Regulatory Info :

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    Dicloxacillin

    Brand Name : Dicloxacillin Orion

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    Dosage Strength : 500 mg

    Packaging : Box of plastic

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    Alphapharm PTY Ltd

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    dicloxacillin

    Brand Name : Dicloxacillin Mylan 250

    Dosage Form : capsule

    Dosage Strength : 250 mg

    Packaging : 24

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    Registration Country : Australia

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    dicloxacillin

    Brand Name : Distaph 250

    Dosage Form : capsule

    Dosage Strength : 250 mg

    Packaging : 24

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    Registration Country : Australia

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    Alphapharm PTY Ltd

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    dicloxacillin

    Brand Name : DICLOXACILLIN VIATRIS 500

    Dosage Form : capsule

    Dosage Strength : 500 mg

    Packaging : 24

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    DICLOXACILLIN SODIUM

    Brand Name : DICLOXACILLIN SODIUM

    Dosage Form : FOR SUSPENSION;ORAL

    Dosage Strength : EQ 62.5MG BASE/5ML

    Packaging :

    Approval Date : 1982-01-01

    Application Number : 61455

    Regulatory Info : DISCN

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    Dicloxacillin

    Brand Name : Diclocil

    Dosage Form : Capsule, hard

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    Packaging : Blister

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    Regulatory Info : DISCN

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    DICLOXACILLIN SODIUM

    Brand Name : DYCILL

    Dosage Form : CAPSULE;ORAL

    Dosage Strength : EQ 250MG BASE

    Packaging :

    Approval Date : 1982-01-01

    Application Number : 60254

    Regulatory Info : DISCN

    Registration Country : USA

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    Amoxicillin Trihydrate; Dicloxacillin; Lactobacillus sporogenes

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    Dosage Form : Capsule

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