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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H30N12O8S2
Molecular Weight 666.69
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CEFTOLOZANE

SMILES

CN1C(N)=C(NC(=O)NCCN)C=[N+]1CC2=C(N3[C@H](SC2)[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C4=NSC(N)=N4)C3=O)C([O-])=O

InChI

InChIKey=JHFNIHVVXRKLEF-DCZLAGFPSA-N
InChI=1S/C23H30N12O8S2/c1-23(2,20(40)41)43-31-11(15-30-21(26)45-32-15)16(36)29-12-17(37)35-13(19(38)39)9(8-44-18(12)35)6-34-7-10(14(25)33(34)3)28-22(42)27-5-4-24/h7,12,18,25H,4-6,8,24H2,1-3H3,(H7,26,27,28,29,30,32,36,38,39,40,41,42)/b31-11-/t12-,18-/m1/s1

HIDE SMILES / InChI

Description

Ceftolozane is a novel a cephalosporin-class antibacterial drug. In combination with a beta-lactamase inhibitor tazobactam (ZERBAXA, ceftolozane/tazobactam ) ceftolozane, is currently indicated for the treatment of the adult patients with complicated intra-abdominal infections caused by designated Gram-negative and Gram-positive microorganisms and complicated urinary tract infections caused by certain Gram-negative bacteria, including those caused by multi-drug resistant Pseudomonas aeruginosa. To reduce the development of drug-resistant bacteria and maintain the effectiveness of ZERBAXA and other antibacterial drugs, ZERBAXA should be used only to treat infections that are proven or strongly suspected to be caused by susceptible bacteria. Safety and effectiveness in pediatric patients have not been established.

CNS Activity

Originator

Approval Year

Target Info

Target Info

Condition Info

Condition Info

PMID

PMID

TitleDatePMID
Apremilast, a cAMP phosphodiesterase-4 inhibitor, demonstrates anti-inflammatory activity in vitro and in a model of psoriasis.
2010 Feb
Ceftolozane/Tazobactam: a new option in the treatment of complicated gram-negative infections.
2014 Dec
Ceftolozane/tazobactam: a novel cephalosporin/β-lactamase inhibitor combination with activity against multidrug-resistant gram-negative bacilli.
2014 Jan
Patent

Patent

Sample Use Guides

In Vivo Use Guide
1.5 gram (g) (ceftolozane 1 g and tazobactam 0.5 g) for injection, every 8 hours by intravenous infusion administered over 1 hour for patients 18 years or older with creatinine clearance (CrCl) greater than 50 mL/min
Route of Administration: Intravenous
In Vitro Use Guide
Minimum inhibitory concentrations (MIC) were obtained for ceftolozane and tazobactam in the susceptibility testing using fixed 4 ug/mL concentration of tazobactam and less then 8 ug/mL for susceptible bacteria
Name Type Language
CEFTOLOZANE
DASH   INN   MI   USAN   VANDF   WHO-DD  
INN   USAN  
Official Name English
CXA-101 FREE BASE
Code English
CEFTOLOZANE [MI]
Common Name English
CEFTOLOZANE [WHO-DD]
Common Name English
(6R,7R)-3-((5-AMINO-4-(((2-AMINOETHYL)CARBAMOYL)AMINO)-1-METHYL-1H-PYRAZOL-2-IUM-2-YL)METHYL)-7-((2Z)-2-(5-AMINO-1,2,4-THIADIAZOL-3-YL)-2-(((2-CARBOXYPROPAN-2-YL)OXY)IMINO)ACETAMIDO)-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLATE
Common Name English
CEFTOLOZANE [USAN]
Common Name English
CEFTOLOZANE [INN]
Common Name English
CEFTOLOZANE [VANDF]
Common Name English
Classification Tree Code System Code
WHO-ATC J01DI54
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
Code System Code Type Description
CAS
689293-68-3
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY
ChEMBL
CHEMBL2103872
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY
WIKIPEDIA
Ceftolozane
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY
EVMPD
SUB167762
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY
RXCUI
1597609
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY RxNorm
PUBCHEM
53234134
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY SWITZERF
INN
9426
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY
MERCK INDEX
M3224
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY Merck Index
DRUG BANK
DB09050
Created by admin on Tue Mar 06 11:14:37 UTC 2018 , Edited by admin on Tue Mar 06 11:14:37 UTC 2018
PRIMARY