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Key Documents

SBR00048

Sigma-Aldrich

Ceftolozane sulfate

contains arginine as stabilizer (~50%)

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About This Item

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

form

powder

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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

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