Chemistry:Sulbenicillin

Short description: Chemical compound

Sulbenicillin

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01CA16 (WHO)
Identifiers
IUPAC name (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenyl-2-sulfoacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number	41744-40-5 Y 28002-18-8
PubChem CID	39031
ChemSpider	16736045 N
UNII	Q2VYF0562D
KEGG	D08534 Y
ChEMBL	ChEMBL564107 N
Chemical and physical data
Formula	C16H18N2O7S2
Molar mass	414.45 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c3ccccc3)S(=O)(=O)O)C(=O)O)C
InChI InChI=1S/C16H18N2O7S2/c1-16(2)11(15(21)22)18-13(20)9(14(18)26-16)17-12(19)10(27(23,24)25)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,17,19)(H,21,22)(H,23,24,25)/t9-,10-,11+,14-/m1/s1 N Key:JETQIUPBHQNHNZ-NJBDSQKTSA-N N
NY (what is this?)  (verify)

Sulbenicillin (INN) is a penicillin antibiotic, notable for its combination use with dibekacin. Penicillins, crucial in primary healthcare for potent bactericidal properties and wide distribution, include oral options for enhanced accessibility. Post-World War II, synthetic penicillins like sulbenicillin broadened efficacy, leading to new groups that diversified treatment. This evolution reflects a dynamic interplay between science and clinical needs, emphasizing enduring value in managing infectious diseases in primary care.

Structure and mechanism of action

Characterized by a distinctive beta-lactam ring, penicillins inhibit bacterial cell wall synthesis, leading to cell destruction. This mechanism is effective against a broad spectrum of bacteria.