ซัลทามิซิลลิน

Sultamicillin, sold under the brand name Unasyn among others, is an oral form of the penicillin antibiotic combination ampicillin/sulbactam. It is used for the treatment of bacterial infections of the upper and lower respiratory tract, the kidneys and urinary tract, skin and soft tissues, among other organs. More specifically, it is an ester codrug of ampicillin and sulbactam.

Chemical data

Formula: C25H30N4O9S2
Molecular weight: 594.7 g/mol
IUPAC name: [(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
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
InChIKey: OPYGFNJSCUDTBT-PMLPCWDUSA-N
XLogP: 0.7
Polar surface area: 216 Å²
H-bond donors: 2
H-bond acceptors: 11
Formal charge: 0

via PubChem

Research

659 papers

Sultamicillin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use.Drugs · 1989
The pharmacokinetics of sultamicillin.APMIS. Supplementum · 1989
Worldwide clinical experience with sultamicillin.APMIS. Supplementum · 1989
Use of ampicillin/sulbactam and sultamicillin in pediatric infections: a re-evaluation.The Journal of international medical research · 2001
Role of sultamicillin and ampicillin/sulbactam in the treatment of upper and lower bacterial respiratory tract infections.International journal of antimicrobial agents · 2001

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 594.145421

Show 5 more facts

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
chemical formula: C₂₅H₃₀N₄O₉S₂
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
subject has role: antibiotic
Commons category: Sultamicillin

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