loader
Please Wait
Applying Filters...

AbbVie Header AbbVie Header

X
menu

    Market Place

    Market Place

    Post Enquiry

    Post Enquiry
    menu

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

    Client Email Product
    Menu

    Sultamicillin

    PRICE INFORMATION

    DOSSIERs // Finished Dosage Forms

    GLOBAL SALES INFORMATION

    MARKET PLACE

    REF. STANDARDS & IMPURITIES

    PharmaCompass

    Naprod is a top player in Oncology & Anesthesia FDF through excellent innovation, discovery of new processes & high-quality production.

    Skyepharma, an Expert and Innovative CDMO Partner for tailor-made solutions in complex oral solids and bioproduction.

    2D Structure
    1. Also known as: 76497-13-7, Sultamicilina, Sultamicillinum, Sultamicillin tosylate, Vd 1827, Cp-49,952
    Molecular Formula
    C25H30N4O9S2
    Molecular Weight
    594.7  g/mol
    InChI Key
    OPYGFNJSCUDTBT-PMLPCWDUSA-N
    FDA UNII
    65DT0ML581
    Sultamicillin is a combination formulation of the sodium salts of the antibiotic ampicillin and the beta-lactamase inhibitor sulbactam with antibacterial activity. Ampicillin, a broad-spectrum, semisynthetic penicillin, binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall, thereby interfering with the cross-linking of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. As a result, the cell wall is weakened and the cell lyses. The sulbactam component irreversibly binds to bacterial beta-lactamase at or near its active site, thereby interfering with substrate binding and inhibiting bacterial metabolism of penicillin and cephalosporin beta-lactam antibiotics, effectively extending their antibiotic spectrum to include many beta-lactam-resistant bacteria.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(2S,5R)-3,3-dimethyl-4,4,7-trioxo-46-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C25H30N4O9S2/c1-24(2)17(29-20(32)16(21(29)39-24)27-19(31)15(26)12-8-6-5-7-9-12)22(33)37-11-38-23(34)18-25(3,4)40(35,36)14-10-13(30)28(14)18/h5-9,14-18,21H,10-11,26H2,1-4H3,(H,27,31)/t14-,15-,16-,17+,18+,21-/m1/s1
    2.1.3 InChI Key
    OPYGFNJSCUDTBT-PMLPCWDUSA-N
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)OCOC(=O)C4C(S(=O)(=O)C5N4C(=O)C5)(C)C)C
    2.1.5 Isomeric SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)OCOC(=O)[C@H]4C(S(=O)(=O)[C@H]5N4C(=O)C5)(C)C)C
    2.2 Other Identifiers
    2.2.1 UNII
    65DT0ML581
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ampicillin-sulbactam

    2. Combisid

    3. Cp 49,952

    4. Cp 49952

    5. Unasyn

    2.3.2 Depositor-Supplied Synonyms

    1. 76497-13-7

    2. Sultamicilina

    3. Sultamicillinum

    4. Sultamicillin Tosylate

    5. Vd 1827

    6. Cp-49,952

    7. Chebi:51770

    8. 65dt0ml581

    9. 76497-13-7 (free)

    10. Unacid

    11. Vd-1827

    12. Cp-49952

    13. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-,[[[(2s,5r)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methylester, (2s,5r,6r)-

    14. Hydroxymethyl (2s,5r,6r)-6-((r)-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate, (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate (ester) S,s-dioxide

    15. (((2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl)oxy)methyl (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide

    16. ({6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carbonyl}oxy)methyl 2,2-dimethylpenam-3alpha-carboxylate 1,1-dioxide

    17. [(2,2-dimethyl-1,1-dioxidopenam-3alpha-carbonyl)oxy]methyl 6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate

    18. Sultamicilina [spanish]

    19. Sultamicillinum [latin]

    20. Cp 49952

    21. Unii-65dt0ml581

    22. Sultamicillin [usan:inn:ban]

    23. Sultamicillin [mi]

    24. Sultamicillin [inn]

    25. Sultamicillin (usan/inn)

    26. Sultamicillin [usan]

    27. Schembl34392

    28. Sultamicillin [mart.]

    29. Sultamicillin [who-dd]

    30. Chembl506110

    31. Dtxsid501010077

    32. Hy-n7115

    33. Sultamicillin [ep Monograph]

    34. Sultamicillin For Peak Identification

    35. S5411

    36. Zinc42834847

    37. Akos015963376

    38. Ccg-270182

    39. Db12127

    40. (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo(3.2.0)heptan-2-carbonyloxymethyl (2s,5r,6r)-6-((r)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptan-2-carboxylat

    41. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (((3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-2-yl)carbonyl)oxy)methyl Ester, S,s-dioxide, (2s-(2alpha(2r*,5s*),5alpha,6beta(s*)))-

    42. As-14087

    43. Cs-0082687

    44. D05972

    45. 497s137

    46. 6'-(2-amino-2-phenylacetamido)penicillanoyloxymethyl Penicillanate 1,1-dioxide

    47. [(2s,5r)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    48. 1,1-dioxopenicillanoyloxymethyl 6-(d-.alpha.-amino-.alpha.-phenylacetamido)penicillanate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 594.7 g/mol
    Molecular Formula C25H30N4O9S2
    XLogP30.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count9
    Exact Mass594.14542089 g/mol
    Monoisotopic Mass594.14542089 g/mol
    Topological Polar Surface Area216 Ų
    Heavy Atom Count40
    Formal Charge0
    Complexity1240
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    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.)

    4.2 ATC Code

    J - Antiinfectives for systemic use

    J01 - Antibacterials for systemic use

    J01C - Beta-lactam antibacterials, penicillins

    J01CR - Combinations of penicillins, incl. beta-lactamase inhibitors

    J01CR04 - Sultamicillin

    Post Enquiry
    POST ENQUIRY