CEFTIOLENE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H18N8O8S3
Molecular Weight	594.601
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12SCC(\C=C\SC3=NNC(=O)C(=O)N3CC=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C4=CSC(N)=N4)C(O)=O

InChI

InChIKey=WJXAHFZIHLTPFR-JLRJEBFFSA-N

InChI=1S/C20H18N8O8S3/c1-36-26-10(9-7-39-19(21)22-9)13(30)23-11-15(32)28-12(18(34)35)8(6-38-17(11)28)2-5-37-20-25-24-14(31)16(33)27(20)3-4-29/h2,4-5,7,11,17H,3,6H2,1H3,(H2,21,22)(H,23,30)(H,24,31)(H,34,35)/b5-2+,26-10-/t11-,17-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6394571 | https://www.ncbi.nlm.nih.gov/pubmed/3733516 | https://www.ncbi.nlm.nih.gov/pubmed/6739141

Ceftiolene (42980RP) is a new cephalosporin with a broad antibacterial spectrum similar to cefotaxime or ceftriaxone. The affinities of ceftiolene for penicillin-binding proteins are very comparable with those of ceftriaxone and cefotaxime for Escherichia coli, and generally greater than those of latamoxef (moxalactam) for the higher molecular weight PBPs of E. coli. Enterobacter cloacae. The affinity of ceftiolene for PBP1 of Staphylococcus aureus is greater than those of cefotaxime or latamoxef but comparable with these antibiotics for PBP3. The bacteriolytic activity of ceftiolene at defined concentrations against Gram-negative organisms is similar to that of ceftriaxone and significantly better than that of the other third-generation cephalosporins tested.

Originator

Approval Year

PubMed

Title	Date	PubMed
[Comparative effects of 4 cephalosporins on the incorporation of tritiated diaminopimelic acid during bacterial growth].	1984 May	6739141

Patents

Name

Type

Language

CEFTIOLENE

Official Name

English

ceftiolene [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C357