Cefpiramide

{{No footnotes|date=November 2024}}

{{cs1 config|name-list-style=vanc}}

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| verifiedrevid = 460024380

| IUPAC_name = (6R)-7-{[(2R)-2-(4-hydroxyphenyl)-2-[(6-methyl-
4-oxo-1H-pyridine-3-carbonyl)amino]acetyl]amino}-
3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-
5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

| image = Cefpiramide.svg

| tradename =

| Drugs.com = {{drugs.com|international|cefpiramide}}

| pregnancy_AU =

| pregnancy_US =

| pregnancy_category =

| legal_AU =

| legal_UK =

| legal_US =

| legal_status =

| routes_of_administration = Intravenous, intramuscular

| bioavailability =

| protein_bound = 93% to 99.3%

| metabolism =

| elimination_half-life = 4.44 hours

| excretion = Renal and fecal

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 70797-11-4

| ATC_prefix = J01

| ATC_suffix = DD11

| ATC_supplemental =

| PubChem = 636405

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank = DB00430

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 552192

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = P936YA152N

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = D03428

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 59213

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1201204

| C=25 | H=24 | N=8 | O=7 | S=2

| smiles = O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@@H](c3ccc(O)cc3)NC(=O)C\4=C\N\C(=C/C/4=O)C)CSc5nnnn5C)C(=O)O

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C25H24N8O7S2/c1-11-7-16(35)15(8-26-11)20(36)27-17(12-3-5-14(34)6-4-12)21(37)28-18-22(38)33-19(24(39)40)13(9-41-23(18)33)10-42-25-29-30-31-32(25)2/h3-8,17-18,23,34H,9-10H2,1-2H3,(H,26,35)(H,27,36)(H,28,37)(H,39,40)/t17-,18-,23-/m1/s1

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = PWAUCHMQEXVFJR-PMAPCBKXSA-N

| melting_point = 213

| melting_high = 215

| melting_notes = (dec.)

}}

Cefpiramide is a third-generation cephalosporin antibiotic.{{cn|date=January 2023}}