AZIDOCILLIN

• CAT Number: M082979
• CAS Number: 17243-38-8
• Molecular Formula: C16H17N5O4S
• Molecular Weight: 375.403
• Purity: ≥95%
• Storage: Store at -20°C
• IUPAC Name: (2S,5R,6R)-6-[[(2R)-2-azido-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• InChI: InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1
• InChIKey: ODFHGIPNGIAMDK-NJBDSQKTSA-N
• SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N=[N+]=[N-])C(=O)O)C

Azidocillin is a penicillin antibiotic similar to ampicillin. Azidocillin is a narrow-spectrum, semisynthetic penicillin derivative with antibacterial activity. Azidocillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall.

Reference

1:Methods for the assessment of quality and stability of azidocillin. Płotkowiak Z, Popielarz-Brzezińska M, Serafin M.Acta Pol Pharm. 2003 Mar-Apr;60(2):112-5. PMID: 13678317 Free Article2:Intestinal absorption kinetics of a series of aminopenicillins and azidocillin. A comparative study in the rat. Margarit F, Moreno-Dalmau J, Obach R, Peraire C, Plá-Delfina JM.Eur J Drug Metab Pharmacokinet. 1991;Spec No 3:102-7. PMID: 1820862 3:[Azidocillin and streptococcal infections: pharmacokinetics and clinical aspects]. Mignone F, Sardella ML, Leone N, Sciolla N, Vianzone M, Bona F, Ciravegna P, Martina A.Minerva Pediatr. 1983 Jun 15;35(11):587-95. Italian. No abstract available. PMID: 6688654 4:[Comparative study of the antibacterial activity of water and ether extracts of fosfomycin and azidocillin]. Pase U, Fusetti F, Nicolin T.G Stomatol Ortognatodonzia. 1983 Apr-Jun;2(2):57-9. Italian. No abstract available. PMID: 6441786 5:[Clinical use of azidocillin in pediatrics. Evaluation of the clinical effectiveness and tolerance in respiratory and otorhinolaryngologic infections]. Barbato G, Cavalieri S, Salerno A.Minerva Pediatr. 1982 May 31;34(10):469-74. Italian. No abstract available. PMID: 6897099 6:[Oral treatment of the acute attack in chronic bronchitis. Comparison of azidocillin and amoxicillin]. Wieser O, Weuta H.Med Welt. 1982 May 28;33(21):794-6. German. No abstract available. PMID: 6896550 7:[Treatment of chronic bronchitis with azidocillin and co-trimoxazole]. Gonschewski HH, Stempel G.Fortschr Med. 1981 Mar 12;99(10):357-60. German. PMID: 6971244 8:Treatment of acute maxillary sinusitis. V. Amoxicillin azidocillin, phenylpropanolamine and pivampicillin. Axelsson A, Jensen C, Melin O, Singer F, von Sydow C.Acta Otolaryngol. 1981 Mar-Apr;91(3-4):313-8. PMID: 6894819 9:A comparison of the effect of phenoxymethylpenicillin and azidocillin on postoperative complications after surgical removal of impacted mandibular third molars. Bystedt H, von Konow L, Nord CE.Swed Dent J. 1981;5(5-6):225-34. PMID: 6800046 10:[Clinical use of azidocillin in chronic bronchopneumopathy in the aged re-manifesting acutely]. Bergamini A, Vivarelli R, Gualtieri R, Vandelli MR.G Ital Chemioter. 1980 Jul-Dec;27(2):91-6. Italian. No abstract available. PMID: 6896192