Sulbenicillin

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 28002-18-8;
PubChem CID	39031;
ChemSpider	16736045 ;
UNII	Q2VYF0562D;
KEGG	D08534 ;
ChEMBL	ChEMBL564107 ;
CompTox Dashboard (EPA)	DTXSID20873379 DTXSID90873381, DTXSID20873379 ;
ECHA InfoCard	100.050.462
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 ; Key:JETQIUPBHQNHNZ-NJBDSQKTSA-N ;
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Sulbenicillin (INN) is a penicillin antibiotic, notable for its combination use with dibekacin. ^[1] 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.^[2]

References

^ Aonuma S, Ariji F, Oizumi K, Konno K (June 1987). "Electron microscopy of Pseudomonas aeruginosa treated with sulbenicillin and dibekacin". Tohoku J. Exp. Med. 152 (2): 119–28. doi:10.1620/tjem.152.119. PMID 3114912.
^ PubChem. "CID 5317". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-12-20.

[pmid3114912-1] Aonuma S, Ariji F, Oizumi K, Konno K (June 1987). "Electron microscopy of Pseudomonas aeruginosa treated with sulbenicillin and dibekacin". Tohoku J. Exp. Med. 152 (2): 119–28. doi:10.1620/tjem.152.119. PMID 3114912.

[2] PubChem. "CID 5317". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-12-20.

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