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    Amikacin Sulfate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

    DIGITAL CONTENT

    GLOBAL SALES INFORMATION

    MARKET PLACE

    PATENTS & EXCLUSIVITIES

    REF. STANDARDS & IMPURITIES

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    $ API Ref.Price (USD/KG) : 164Xls

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    2D Structure
    Also known as: Amikacin disulfate, 39831-55-5, Pierami, Amikin, Amikacin bis(sulphate), Kaminax
    Molecular Formula
    C22H47N5O21S2
    Molecular Weight
    781.8  g/mol
    InChI Key
    FXKSEJFHKVNEFI-GCZBSULCSA-N
    FDA UNII
    N6M33094FD
    A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide;sulfuric acid
    2.1.2 InChI
    InChI=1S/C22H43N5O13.2H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21;2*1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);2*(H2,1,2,3,4)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;;/m0../s1
    2.1.3 InChI Key
    FXKSEJFHKVNEFI-GCZBSULCSA-N
    2.1.4 Canonical SMILES
    C1C(C(C(C(C1NC(=O)C(CCN)O)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
    2.1.5 Isomeric SMILES
    C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    N6M33094FD
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. A.m.k

    2. Amikacin

    3. Amikacina Medical

    4. Amikacina Normon

    5. Amikafur

    6. Amikalem

    7. Amikason's

    8. Amikayect

    9. Amikin

    10. Amiklin

    11. Amukin

    12. Bb K 8

    13. Bb K8

    14. Bb-k 8

    15. Bb-k8

    16. Bbk 8

    17. Bbk8

    18. Biclin

    19. Biklin

    20. Gamikal

    21. Kanbine

    22. Medical, Amikacina

    23. Normon, Amikacina

    24. Oprad

    25. Sulfate, Amikacin

    26. Yectamid

    2.3.2 Depositor-Supplied Synonyms

    1. Amikacin Disulfate

    2. 39831-55-5

    3. Pierami

    4. Amikin

    5. Amikacin Bis(sulphate)

    6. Kaminax

    7. Bb-k8

    8. Arikayce

    9. Amikacin Sulphate

    10. Amikacin Disulphate

    11. Amikacin (disulfate)

    12. Amikacin (as Sulfate)

    13. Amikacin Sulfate Salt

    14. Amikacin Disulfate Salt

    15. N6m33094fd

    16. Nsc-755846

    17. Amikafur

    18. Amitrex

    19. Biodacyn

    20. Chemacin

    21. Fabianol

    22. Likacin

    23. Biklin

    24. Kancin-gap

    25. Antibiotic Bb-k8 Sulfate

    26. (2s)-4-amino-n-[(1r,2s,3s,4r,5s)-5-amino-2-(3-amino-3-deoxy-alpha-d-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-d-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide Disulfate

    27. Amikacin (sulfate)

    28. O-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1->4)-o-(6-amino-6-deoxy-alpha-d-glucopyranosyl-(1->6))-n(3)-(4-amino-l-2-hydroxybutyryl)-2-deoxy-l-streptamine Sulfate (1:2)

    29. Nn-k 8

    30. Einecs 254-648-6

    31. Amikan

    32. Unii-n6m33094fd

    33. Amikacini Sulfas

    34. Amikacin Sulfate [usan:usp:jan]

    35. Amikin (tn)

    36. Amikin In Sodium Chloride 0.9% In Plastic Container

    37. (2s)-4-amino-n-[(1r,2s,3s,4r,5s)-5-amino-2-[(2s,3r,4s,5s,6r)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2r,3r,4s,5s,6r)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]

    38. Amikacin Sulfate In Sodium Chloride 0.9% In Plastic Container

    39. Bay-416651 Sulfate

    40. Amikacin Sulfate [mi]

    41. Amikacin Sulfate [jan]

    42. Amikacin Sulfate (jp17/usp)

    43. Chebi:2638

    44. Schembl1649432

    45. Amikacin Sulfate [usan]

    46. Amikacin Sulfate [vandf]

    47. Chembl4208954

    48. Hy-b0509b

    49. Amikacin Sulfate [mart.]

    50. Amikacin Sulfate [usp-rs]

    51. Amikacin Sulfate [who-dd]

    52. Amikacini Sulfas [who-ip]

    53. Dtxsid601045247

    54. Mfcd00167475

    55. S3065

    56. Amikacin Sulfate [green Book]

    57. Akos025310105

    58. Amikacin Sulfate [ep Impurity]

    59. Amikacin Sulfate [orange Book]

    60. Amikacin Sulfate [ep Monograph]

    61. Ccg-270466

    62. Cs-3493

    63. Nsc 755846

    64. Amikacin Sulfate [usp Monograph]

    65. As-13777

    66. D-streptamine, O-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-6)-o-(6-amino-6-deoxy-alpha-d-glucopyranosyl-(1-4))-n(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (s)-, Sulfate (1:2)(salt)

    67. O-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-4)-o-(6-amino-6-deoxy-alpha-d-glucopyranosyl-(1-6))-n(sup 3)-(4-amino-l-2-hydroxybutyryl)-2-deoxy-l-streptamine Sulfate (1:2)

    68. D00865

    69. 831a555

    70. Q27105754

    71. Amikacin Sulfate, European Pharmacopoeia (ep) Reference Standard

    72. Amikacin Disulfate Salt, Potency: 674-786 Mug Per Mg (as Amikacin Base)

    73. Amikacin Sulfate, United States Pharmacopeia (usp) Reference Standard

    74. Amikacin For System Suitability, European Pharmacopoeia (ep) Reference Standard

    75. Amikacin Sulfate, Pharmaceutical Secondary Standard; Certified Reference Material

    76. (2s)-4-amino-n-{(1r,2s,3s,4r,5s)-5-amino-2-[(3-amino-3-deoxy-alpha-d-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-alpha-d-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide Sulfate (1:2)

    77. (s)-4-amino-n-((1r,2s,3s,4r,5s)-5-amino-2-(((2s,3r,4s,5s,6r)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)-4-(((2r,3r,4s,5s,6r)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2h-pyran-2-yl)oxy)-3-hydroxycyclohexyl)-2-hydroxybutanamide Bis(sulfate)

    78. D-streptamine, O-3-amino-3-deoxy-.alpha.-d-glucopyranosyl-(1->6)-o-(6-amino-6-deoxy-.alpha.-d-glucopyranosyl-(1->4))-n(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (s)-, Sulfate (1:2) (salt)

    79. D-streptamine, O-3-amino-3-deoxy-.alpha.-d-glucopyranosyl-(1->6)-o-(6-amino-6-deoxy-.alpha.-d-glucopyranosyl-(1->4))-n(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (s)-, Sulphate (1:2) (salt)

    80. D-streptamine, O-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1.fwdarw.6)-o-(6-amino-6-deoxy-alpha-d-glucopyranosyl-(1.fwdarw.4))-n1-((2s)-4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, Sulfate (1:2) (salt)

    81. O-3-amino-3-deoxy-.alpha.-d-glucopyranosyl-(1->4)-o-(6-amino-6-deoxy-.alpha.-d-glucopyranosyl-(1->6))-n(sup 3)-(4-amino-l-2-hydroxybutyryl)-2-deoxy-l-streptamine Sulfate (1:2)

    82. O-3-amino-3-deoxy-.alpha.-d-glucopyranosyl-(1->4)-o-(6-amino-6-deoxy-.alpha.-d-glucopyranosyl-(1->6))-n(sup 3)-(4-amino-l-2-hydroxybutyryl)-2-deoxy-l-streptamine Sulphate (1:2)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 781.8 g/mol
    Molecular Formula C22H47N5O21S2
    Hydrogen Bond Donor Count17
    Hydrogen Bond Acceptor Count25
    Rotatable Bond Count10
    Exact Mass781.22049587 g/mol
    Monoisotopic Mass781.22049587 g/mol
    Topological Polar Surface Area498 Ų
    Heavy Atom Count50
    Formal Charge0
    Complexity900
    Isotope Atom Count0
    Defined Atom Stereocenter Count16
    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 NameAmikacin sulfate
    Drug LabelAmikacin Sulfate Injection USP is a semi-synthetic aminoglycoside antibiotic derived from kanamycin. D-Streptamine,O-3-amino-3-deoxy--D-glucopyranosyl-(16)-O-[6-amino-6-deoxy--D-glucopyranosyl-(14)]-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy...
    Active IngredientAmikacin sulfate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 50mg base/ml; eq 250mg base/ml
    Market StatusPrescription
    CompanyEmcure Pharms; Teva Pharms Usa; Eurohlth Intl

    2 of 2  
    Drug NameAmikacin sulfate
    Drug LabelAmikacin Sulfate Injection USP is a semi-synthetic aminoglycoside antibiotic derived from kanamycin. D-Streptamine,O-3-amino-3-deoxy--D-glucopyranosyl-(16)-O-[6-amino-6-deoxy--D-glucopyranosyl-(14)]-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy...
    Active IngredientAmikacin sulfate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 50mg base/ml; eq 250mg base/ml
    Market StatusPrescription
    CompanyEmcure Pharms; Teva Pharms Usa; Eurohlth Intl

    4.2 Drug Indication

    Treatment of nontuberculous mycobacterial lung infection, Treatment of Pseudomonas aeruginosa pulmonary infection / colonisation in patients with cystic fibrosis

    Arikayce liposomal is indicated for the treatment of non-tuberculous mycobacterial (NTM) lung infections caused by Mycobacterium avium Complex (MAC) in adults with limited treatment options who do not have cystic fibrosis.

    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
    Aminoglycosides [CS]; Aminoglycoside Antibacterial [EPC]
    5.3 ATC Code

    J01GB06