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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H15N7O5S4
Molecular Weight 513.594
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CEFUZONAM

SMILES

[H][C@]12SCC(CSC3=CN=NS3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C4=CSC(N)=N4)C(O)=O

InChI

InChIKey=CXHKZHZLDMQGFF-ZSDSSEDPSA-N
InChI=1S/C16H15N7O5S4/c1-28-21-9(7-5-31-16(17)19-7)12(24)20-10-13(25)23-11(15(26)27)6(4-30-14(10)23)3-29-8-2-18-22-32-8/h2,5,10,14H,3-4H2,1H3,(H2,17,19)(H,20,24)(H,26,27)/b21-9-/t10-,14-/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H15N7O5S4
Molecular Weight 513.594
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/3322588

Cefuzoname (CZON, L-105) is a second-generation cephalosporin antibiotic, has broad spectrum on Gram-positive or -negative bacteria and may also be effective against Staphylococcus aureus against which third generation cephalosporins are largely ineffective.

CNS Activity

Curator's Comment: CNS penetrant in rabbits and humans http://www.ncbi.nlm.nih.gov/pubmed/3613085

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Klebsiella pneumoniae growth
Target ID: Escherichia coli growth
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Clinical studies on cefuzonam for acute peritonitis due to perforated appendicitis. Tissue concentration and clinical efficacy].
1991 Sep
Patents

Sample Use Guides

In Vivo Use Guide
Cefuzonam in a dose of 1 g was administered by intravenous bolus injection or intravenous drip infusion for 60 minutes.
Route of Administration: Intravenous
In Vitro Use Guide
Curator's Comment: The MIC80's against Serratia marcescens and Enterobacter aerogenes were both 6.25 ug/ml, and that against Pseudomonas aeruginosa was 100 ug/ml. The MIC80's against Staphy-lococcus epidermidis were 25 and 6.25 ug/ml, respectively. Approximately 70% of strains of S. aureus were inhibited at concentrations less than 1.56 ug/ml.
The MIC80's of cefuzonam against Streptococcus pneumoniae, Escherichia coli, Klebsiella pneumoniae, Proteus mirabilis, Proteus vulgaris, Haemophilus influenzae and Citrobacter spp. were less than 0.20 ug/ml.
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:46:51 GMT 2023
Edited
by admin
on Sat Dec 16 15:46:51 GMT 2023
Record UNII
860MT00T7T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEFUZONAM
INN   MART.   MI   WHO-DD  
INN  
Official Name English
cefuzonam [INN]
Common Name English
CEFUZONAM [MART.]
Common Name English
CEFUZONAM [MI]
Common Name English
Cefuzonam [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C357
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
Code System Code Type Description
INN
5888
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
SMS_ID
100000082043
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
FDA UNII
860MT00T7T
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
MERCK INDEX
m1062
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY Merck Index
MESH
C049934
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID8048282
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
CAS
82219-78-1
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
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NCI_THESAURUS
C76179
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
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WIKIPEDIA
CEFUZONAM
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
CHEBI
55488
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
PUBCHEM
6336505
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL1689069
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
EVMPD
SUB07434MIG
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
DRUG CENTRAL
3077
Created by admin on Sat Dec 16 15:46:51 GMT 2023 , Edited by admin on Sat Dec 16 15:46:51 GMT 2023
PRIMARY
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