Sultamicillin

Sultamicillin

Clinical data
Trade names	Unasyn, Unacid PD oral
AHFS/Drugs.com	International Drug Names
Routes of administration	By mouth
ATC code	J01CR04 (WHO)
Pharmacokinetic data
Bioavailability	80%
Excretion	Mainly via kidney
Identifiers
IUPAC name [(2R)-3,3-Dimethyl-4,4,7-trioxy-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl(2R)-6-{[(2S)-2-amino-2-phenyl-acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
CAS Number	76497-13-7 N
PubChem CID	444022
ChemSpider	392048 Y
UNII	65DT0ML581
KEGG	D05972 Y
ChEBI	CHEBI:51770 Y
ChEMBL	ChEMBL506110 Y
CompTox Dashboard (EPA)	DTXSID501010077
Chemical and physical data
Formula	C25H30N4O9S2
Molar mass	594.65 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(OCOC(=O)[C@@H]2N1C(=O)C[C@H]1S(=O)(=O)C2(C)C)[C@@H]4N5C(=O)[C@@H](NC(=O)[C@@H](c3ccccc3)N)[C@H]5SC4(C)C
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 Y Key:OPYGFNJSCUDTBT-PMLPCWDUSA-N Y
NY (what is this?)  (verify)

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. It contains esterified ampicillin and sulbactam.^[1]

Sultamicillin is better absorbed from the gut than ampicillin/sulbactam, decreasing the chances of diarrhea and dysentery. The inclusion of sulbactam extends ampicillin's spectrum of action to beta-lactamase producing strains of bacteria.^[2] Oral sulbactam with the intravenous form provides a regimen of continuous sulbactam therapy throughout the treatment, resulting in better clinical results.^{[citation needed]}

It was patented in 1979 and approved for medical use in 1987.^[3]