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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 of CEFTIOLENE

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

Molecular Formula C20H18N8O8S3
Molecular Weight 594.601
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 2
Optical Activity UNSPECIFIED

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Comparative effects of 4 cephalosporins on the incorporation of tritiated diaminopimelic acid during bacterial growth].
1984 May
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:24:05 UTC 2023
Edited
by admin
on Fri Dec 15 16:24:05 UTC 2023
Record UNII
28TV2P33KF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEFTIOLENE
INN  
INN  
Official Name English
ceftiolene [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C357
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
Code System Code Type Description
EVMPD
SUB07427MIG
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
CAS
77360-52-2
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
INN
5291
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
CHEBI
140116
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
PUBCHEM
6537430
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
ChEMBL
CHEMBL2106102
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
EPA CompTox
DTXSID101024597
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
NCI_THESAURUS
C76175
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
SMS_ID
100000081854
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
WIKIPEDIA
CEFTIOLENE
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
FDA UNII
28TV2P33KF
Created by admin on Fri Dec 15 16:24:05 UTC 2023 , Edited by admin on Fri Dec 15 16:24:05 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY