Azidocillin

Azidocillin
Clinical data
Routes of; administration	Oral, IV, IM
ATC code	J01CE04 (WHO) ;
Pharmacokinetic data
Bioavailability	57–64%
Elimination half-life	0.6-1.1 hrs
Excretion	37–50% active substance in urine
Identifiers
	IUPAC name 6-[(2-azido-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;
CAS Number	17243-38-8 ;
PubChem CID	71886;
DrugBank	DB08795 ;
ChemSpider	16735689 ;
UNII	R8XDP7L3SL;
KEGG	D07235 ;
ChEBI	CHEBI:51758 ;
ChEMBL	ChEMBL2105907 ;
CompTox Dashboard (EPA)	DTXSID20938154 ;
ECHA InfoCard	100.037.510
Chemical and physical data
Formula	C16H17N5O4S
Molar mass	375.40 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)[C@@H]2N3C(=O)[C@@H](NC(=O)[C@H](\N=[N ]=[N-])c1ccccc1)[C@H]3SC2(C)C;
	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 ; Key:ODFHGIPNGIAMDK-NJBDSQKTSA-N ;
	(what is this?) (verify)

Azidocillin is a type of penicillin.^[1]^[2]

References

^ Axelsson A, Jensen C, Melin O, Singer F, von Sydow C (1981). "Treatment of acute maxillary sinusitis. V. Amoxicillin azidocillin, phenylpropanolamine and pivampicillin". Acta Oto-Laryngologica. 91 (3–4): 313–8. doi:10.3109/00016488109138513. PMID 6894819.3–4&rft.pages=313-8&rft.date=1981&rft_id=info:doi/10.3109/00016488109138513&rft_id=info:pmid/6894819&rft.aulast=Axelsson&rft.aufirst=A&rft.au=Jensen, C&rft.au=Melin, O&rft.au=Singer, F&rft.au=von Sydow, C&rfr_id=info:sid/en.wikipedia.org:Azidocillin" class="Z3988">
^ Bergan T, Sørensen G (1980). "Pharmacokinetics of azidocillin in healthy adults". Arzneimittel-Forschung. 30 (12): 2185–91. PMID 6894241.2185-91&rft.date=1980&rft_id=info:pmid/6894241&rft.aulast=Bergan&rft.aufirst=T&rft.au=Sørensen, G&rfr_id=info:sid/en.wikipedia.org:Azidocillin" class="Z3988">

Clinical data

Routes of administration	Oral, IV, IM
ATC code	J01CE04 (WHO)
Pharmacokinetic data
Bioavailability	57–64%
Elimination half-life	0.6-1.1 hrs
Excretion	37–50% active substance in urine
Identifiers
IUPAC name 6-[(2-azido-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number	17243-38-8^Y
PubChem CID	71886
DrugBank	DB08795^Y
ChemSpider	16735689^Y
UNII	R8XDP7L3SL
KEGG	D07235^Y
ChEBI	CHEBI:51758^Y
ChEMBL	ChEMBL2105907^N
CompTox Dashboard (EPA)	DTXSID20938154
ECHA InfoCard	100.037.510
Chemical and physical data
Formula	C₁₆H₁₇N₅O₄S
Molar mass	375.40 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(O)[C@@H]2N3C(=O)[C@@H](NC(=O)[C@H](\N=[N ]=[N-])c1ccccc1)[C@H]3SC2(C)C
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^Y Key:ODFHGIPNGIAMDK-NJBDSQKTSA-N^Y
^NY (what is this?) (verify)