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    Carbenicillin Indanyl

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: Carindacillin sodium, 26605-69-6, Indanyl carbenicillin sodium salt, Sodium indanylcarbinicillin, Sodium 5-indanylcarbenicillin, Carindacillin (sodium)
    Molecular Formula
    C26H25N2NaO6S
    Molecular Weight
    516.5  g/mol
    InChI Key
    QFWPXOXWAUAYAB-XZVIDJSISA-M
    FDA UNII
    4OUL81K2RT
    Carbenicillin Indanyl Sodium is the sodium salt of indanyl carbenicillin, a broad-spectrum, semi-synthetic carboxypenicillin antibiotic with bactericidal activity. Carbenicillin acylates C-terminal domain of penicillin-sensitive transpeptidase, resulting in opening the lactam ring of the antibiotic. This inactivation prevents the formation of the cross-linkage of peptidoglycan strands, thereby inhibiting the third and last stage of bacterial cell wall synthesis. As a result, cell wall integrity is compromised and cell lysis may follow. This agent is used mainly for gram-negative infections, and has limited gram-positive coverage.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2S,5R,6R)-6-[[3-(2,3-dihydro-1H-inden-5-yloxy)-3-oxo-2-phenylpropanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C26H26N2O6S.Na/c1-26(2)20(24(31)32)28-22(30)19(23(28)35-26)27-21(29)18(15-7-4-3-5-8-15)25(33)34-17-12-11-14-9-6-10-16(14)13-17;/h3-5,7-8,11-13,18-20,23H,6,9-10H2,1-2H3,(H,27,29)(H,31,32);/q;+1/p-1/t18?,19-,20+,23-;/m1./s1
    2.1.3 InChI Key
    QFWPXOXWAUAYAB-XZVIDJSISA-M
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)OC4=CC5=C(CCC5)C=C4)C(=O)[O-])C.[Na+]
    2.1.5 Isomeric SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)OC4=CC5=C(CCC5)C=C4)C(=O)[O-])C.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    4OUL81K2RT
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Carbenicillin Indanyl

    2. Carbenicillin Indanyl, 2s-(2alpha,5alpha,6beta)-isomer

    3. Carindacillin

    4. Carindacillin Sodium

    5. Carindapen

    6. Cp 15,464-2

    7. Cp 15464

    8. Cp-15,464-2

    9. Cp-15464

    10. Geocillin

    11. Indanyl Carbenicillin

    12. N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamate

    13. Sodium Carindacillin

    2.3.2 Depositor-Supplied Synonyms

    1. Carindacillin Sodium

    2. 26605-69-6

    3. Indanyl Carbenicillin Sodium Salt

    4. Sodium Indanylcarbinicillin

    5. Sodium 5-indanylcarbenicillin

    6. Carindacillin (sodium)

    7. Carindacillin Sodium Salt

    8. Carindacillin Sodium (jan)

    9. Carindacillin Sodium [jan]

    10. 4oul81k2rt

    11. I-cbpc

    12. Chebi:31358

    13. Cp-15,464-2

    14. Cp-15464-2

    15. 1-(5-indanyl)(2s,5r,6r)-n-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamate Monosodium Salt

    16. Sodium;(2s,5r,6r)-6-[[3-(2,3-dihydro-1h-inden-5-yloxy)-3-oxo-2-phenylpropanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    17. Urobac

    18. Gu-pen

    19. Unii-4oul81k2rt

    20. Geocillin (tn)

    21. Einecs 247-845-3

    22. Carbenicillin Indanyl Sodium [usan]

    23. Carbenicillin Indanyl Sodium [usan:usp]

    24. Cp 15464-2

    25. Schembl33856

    26. Chembl1200991

    27. Carbenicillin Indanyl Sodium (usp)

    28. Carindacillin Sodium [mart.]

    29. Carindacillin Sodium [who-dd]

    30. Carindacillin Sodium Salt [mi]

    31. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((3-((2,3-dihydro-1h-inden-5-yl)oxy)-1,3-dioxo-2-phenylpropyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, (2s-(2alpha,5alpha,6beta))-

    32. Carbenicillin Indanyl Sodium [vandf]

    33. Hy-108880

    34. Carbenicillin Indanyl Sodium [usp-rs]

    35. Cs-0031237

    36. D01283

    37. Carbenicillin Indanyl Sodium [orange Book]

    38. Carbenicillin Indanyl Sodium [usp Impurity]

    39. Q3658672

    40. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((3-((2,3-dihydro-1h-inden-5-yl)oxy)-1,3-dioxo-2-phenylpropyl)amino)-3,3-dimethyl-7-oxo-, Monosodium Salt, (2s-(2.alpha.,5.alpha.,6.beta.))-.

    41. Malonamic Acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenyl-, 1-(5-indanyl) Ester, Monosodium Salt

    42. Sodium (2s,5r,6r)-6-{[3-(2,3-dihydro-1h-inden-5-yloxy)-3-oxo-2-phenylpropanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    43. Sodium 6beta-[3-(2,3-dihydro-1h-inden-5-yloxy)-3-oxo-2-phenylpropanamido]-2,2-dimethylpenam-3alpha-carboxylate

    44. Sodium 6beta-{2-[(2,3-dihydro-1h-inden-5-yloxy)carbonyl]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 516.5 g/mol
    Molecular Formula C26H25N2NaO6S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count7
    Exact Mass516.13310198 g/mol
    Monoisotopic Mass516.13310198 g/mol
    Topological Polar Surface Area141 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity894
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

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