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SBR00048

Sigma-Aldrich

Ceftolozane sulfate

contains arginine as stabilizer (~50%)

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About This Item

Empirical Formula (Hill Notation):
C23H32N12O12S3
CAS Number:
936111-69-2
Molecular Weight:
764.77
UNSPSC Code:
51285004
NACRES:
NA.76

form

powder

Quality Level

100

contains

arginine as stabilizer (~50%)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

-10 to -25°C

SMILES string

O=S([O-])(O)=O.OC(C1=C(C[N+]2=CC(NC(NCCN)=O)=C(N2C)N)CS[C@@]([C@@H]3NC(/C(C4=NSC(N)=N4)=N\OC(C)(C)C(O)=O)=O)([H])N1C3=O)=O

InChI

1S/C23H30N12O8S2.H2O4S/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;1-5(2,3)4/h7,12,18,25H,4-6,8,24H2,1-3H3,(H7,26,27,28,29,30,32,36,38,39,40,41,42);(H2,1,2,3,4)/b31-11-;/t12-,18-;/m1./s1

InChI key

UJDQGRLTPBVSFN-TVNHLQOTSA-N

General description

Ceftolozane is a novel oxyimino-aminothiazolyl cephalosporin compound. It was formerly known as CXA-101 and FR264205. Ceftolozane is structurally similar to ceftazidime with an amino-thiadiazole ring on the 7-position side chain.

Biochem/physiol Actions

Ceftolozane is an antipseudomonal β-lactam inhibitor. It is also a PBP3 inhibitor with a higher affinity for PBP1b compared with other β-lactam inhibitors. Ceftolozane is stable in human plasma, but a low plasma protein binding (20%). It is primarily excreted through urine unchanged. Ceftolozane is a potent antibiotic against Gram-negative bacteria like P. aeruginosa, and Enterobacteriaceae.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mai-Chi Hong et al.
Infection and drug resistance, 6, 215-223 (2013-12-19)
The management of infections caused by multidrug-resistant Gram-negative bacteria, particularly Pseudomonas aeruginosa, continues to be a significant challenge to clinicians. Ceftolozane/tazobactam is a novel antibacterial and β-lactamase-inhibitor combination that has shown appreciable activity against wild-type Enterobacteriaceae and potent activity against
Fekade B Sime et al.
Antimicrobial agents and chemotherapy, 63(10) (2019-07-31)
Evaluation of dosing regimens for critically ill patients requires pharmacokinetic data in this population. This prospective observational study aimed to describe the population pharmacokinetics of unbound ceftolozane and tazobactam in critically ill patients without renal impairment and to assess the
Jens Martens-Lobenhoffer et al.
Journal of pharmacological and toxicological methods, 103, 106692-106692 (2020-03-17)
Ceftolozane is a newer β-lactam antibiotic drug effective against gram-negative pathogens. Its pharmacokinetic parameters are dominated by the patients' kidney function. Consequently, in patients with impaired kidney function or those who are treated with different forms of renal replacement therapy

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