Mezlocillin

Mezlocillin
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy; category	B;
Routes of; administration	Intravenous, intramuscular
ATC code	J01CA10 (WHO) ;
Pharmacokinetic data
Protein binding	16–59%
Metabolism	Hepatic (20–30%)
Elimination half-life	1.3–4.4 hours
Excretion	Renal (50%) and biliary
Identifiers
	IUPAC name (2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-[(3-methylsulfonyl-; 2-oxo-imidazolidine-1-carbonyl)amino]-2-phenyl-acetyl]; amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-; carboxylic acid;
CAS Number	51481-65-3 ;
PubChem CID	656511;
DrugBank	DB00948 ;
ChemSpider	570894 ;
UNII	OH2O403D1G;
KEGG	D05021 ;
ChEBI	CHEBI:6919 ;
ChEMBL	ChEMBL1731 ;
CompTox Dashboard (EPA)	DTXSID1023316 ;
ECHA InfoCard	100.052.013
Chemical and physical data
Formula	C21H25N5O8S2
Molar mass	539.58 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)[C@@H](c1ccccc1)NC(=O)N2C(=O)N(S(=O)(=O)C)CC2)[C@H]4SC3(C)C;
	InChI InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1 ; Key:YPBATNHYBCGSSN-VWPFQQQWSA-N ;
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Mezlocillin is a broad-spectrum penicillin antibiotic. It is active against both Gram-negative and some Gram-positive bacteria. Unlike most other extended spectrum penicillins, it is excreted by the liver, therefore it is useful for biliary tract infections, such as ascending cholangitis.

Clinical data

AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy category	B
Routes of administration	Intravenous, intramuscular
ATC code	J01CA10 (WHO)
Pharmacokinetic data
Protein binding	16–59%
Metabolism	Hepatic (20–30%)
Elimination half-life	1.3–4.4 hours
Excretion	Renal (50%) and biliary
Identifiers
IUPAC name (2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-[(3-methylsulfonyl- 2-oxo-imidazolidine-1-carbonyl)amino]-2-phenyl-acetyl] amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2- carboxylic acid
CAS Number	51481-65-3^Y
PubChem CID	656511
DrugBank	DB00948^Y
ChemSpider	570894^Y
UNII	OH2O403D1G
KEGG	D05021^Y
ChEBI	CHEBI:6919^Y
ChEMBL	ChEMBL1731^Y
CompTox Dashboard (EPA)	DTXSID1023316
ECHA InfoCard	100.052.013
Chemical and physical data
Formula	C₂₁H₂₅N₅O₈S₂
Molar mass	539.58 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)[C@@H](c1ccccc1)NC(=O)N2C(=O)N(S(=O)(=O)C)CC2)[C@H]4SC3(C)C
InChI InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1^Y Key:YPBATNHYBCGSSN-VWPFQQQWSA-N^Y
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