cefazedone

CHEBI:131731 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A first-generation cephalosporin antibiotic having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and [(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido side-groups located at positions 3 and 7 respectively. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:20485 CHEBI:20485
CHEBI:23066 CHEBI:23066
CHEBI:33575 CHEBI:33575
CHEBI:38099 CHEBI:38099
CHEBI:72588 CHEBI:72588
ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties
Molecular formula	C18H15Cl2N5O5S3
Charge	0
Average mass	548.455 Da
Monoisotopic mass	546.96124 Da
Source	ChEBI
InChIKey	VTLCNEGVSVJLDN-MLGOLLRUSA-N

SMILES

[H][C@]12SCC(CSc3nnc(C)s3)=C(C(=O)O)N1C(=O)[C@@]2([H])NC(=O)Cn1cc(Cl)c(=O)c(Cl)c1

InChI

InChI=1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1

Also called

Refosporen (BRAND_NAME)— chebi
Refosporene (BRAND_NAME)— chebi
cefazedona (INN)— chebi
cefazedonum (INN)— chebi
céfazédone (INN)— chebi
7-{[3,5-dichloro-4-oxopyridin-1(4H)-yl]acetamido}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid (EXACT_SYNONYM)— chebi
(6R,7R)-7-[2-(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido]-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
EMD-30087 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3009110
cas:56187-47-4
drugcentral:3071
kegg.drug:D07237
patent:DE2345402
patent:DE2621011
patent:DE2626026
patent:DE2627204
patent:US4153693
reaxys:5399221
wikipedia.en:Cefazedone
chembl:CHEMBL2107636
pubchem.compound:71736

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281
CHEBI:36047 CHEBI:36047

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
ARO	`ARO:3009110`	cefazedone	`antibioticmech:aro-249d5b2183`	2026-08-30
CHEBI	`CHEBI:131731`	cefazedone	`antibioticmech:chebi-953aceeb05`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.