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{{Short description|Chemical compound}}
{{Unreferenced stub|auto=yes|date=December 2009}}
{{Drugbox {{Drugbox
| Watchedfields = changed
| verifiedrevid = 443508901 | verifiedrevid = 447440132
| IUPAC_name = (6''R'',7''R'')-3-(acetyloxymethyl)-7--<br>8-oxo-5-thia-1-azabicyclooct-2-ene-2-<br>carboxylic acid | IUPAC_name = (6''R'',7''R'')-3-(acetyloxymethyl)-7--<br>8-oxo-5-thia-1-azabicyclooct-2-ene-2-<br>carboxylic acid
| image = Cefacetrile.svg | image = Cefacetrile.svg

<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename = Celospor, Celtol, Cristacef
| Drugs.com = {{drugs.com|international|cefacetrile}} | Drugs.com = {{drugs.com|international|cefacetrile}}
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X --> | pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category = | pregnancy_category =
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S8 --> | legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S8 -->
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII --> | legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C --> | legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> | legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status = | legal_status = Rx-only
| routes_of_administration = ], ] | routes_of_administration = ], ], intra]

<!--Pharmacokinetic data--> <!--Pharmacokinetic data-->
| bioavailability = | bioavailability =
| protein_bound = 23 to 38% | protein_bound = 23 to 38%
| metabolism = | metabolism =
| elimination_half-life = 1.2 hours | elimination_half-life = 1.2 hours
| excretion = ] (72%) | excretion = ] (72%)

<!--Identifiers--> <!--Identifiers-->
| CASNo_Ref = {{cascite|correct|CAS}} | CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 10206-21-0 | CAS_number = 10206-21-0
| ATC_prefix = J01 | ATC_prefix = J01
| ATC_suffix = DB10 | ATC_suffix = DB10
| ATC_supplemental = {{ATCvet|J51|DA34}} | ATC_supplemental = {{ATCvet|J51|DB10}}
| PubChem = 91562 | PubChem = 91562
| ChEMBL = 2104099
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01414 | DrugBank = DB01414
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| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07629 | KEGG = D07629

<!--Chemical data--> <!--Chemical data-->
| C=13 | H=13 | N=3 | O=6 | S=1 | C=13 | H=13 | N=3 | O=6 | S=1
| molecular_weight = 339.325 g/mol
| smiles = O=C2N1/C(=C(\CS12NC(=O)CC#N)COC(=O)C)C(=O)O | smiles = O=C2N1/C(=C(\CS12NC(=O)CC#N)COC(=O)C)C(=O)O
| InChI = 1/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1
| InChIKey = RRYMAQUWDLIUPV-BXKDBHETBM
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1 | StdInChI = 1S/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1
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| StdInChIKey = RRYMAQUWDLIUPV-BXKDBHETSA-N | StdInChIKey = RRYMAQUWDLIUPV-BXKDBHETSA-N
}} }}
'''Cefacetrile''' (], also spelled cephacetrile) is a ] first generation ] ] effective in ] and ] bacterial infections. It is a ] antibiotic. Cefacetrile is marketed under the trade names '''Celospor''', '''Celtol''', and '''Cristacef'''. '''Cefacetrile''' (], also spelled cephacetrile) is a ] first generation ] ] effective in ] and ] bacterial infections. It is a ] antibiotic.<ref>{{cite web|url=http://www.emea.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500011465.pdf|publisher=], Committee for Veterinary Medicinal Products|title=Cefacetrile Summary Report|year=1998|access-date=2012-01-25|archive-date=2020-05-26|archive-url=https://web.archive.org/web/20200526024746/https://www.ema.europa.eu/en/documents/mrl-report/cefacetrile-summary-report-1-committee-veterinary-medicinal-products_en.pdf|url-status=dead}}</ref><ref name="AC">{{cite book |title= Austria-Codex | veditors = Haberfeld H |publisher=Österreichischer Apothekerverlag |location=Vienna |year=2007 |edition=2007/2008 |isbn=978-3-85200-183-8 |language=German}}</ref> Cefacetrile is marketed under the trade names '''Celospor''', '''Celtol''', and '''Cristacef''',<ref>{{cite journal | vauthors = Horiuchi N, Oyakawa Y, Oka R, Fujiwara T | title = | journal = The Japanese Journal of Antibiotics | volume = 33 | issue = 10 | pages = 1145–55 | date = October 1980 | pmid = 7206219 }}</ref> and as '''Vetimast''' for the treatment of ] infections in lactating cows.<ref name="AC" />
==Synthesis==
]).]]
It was made by reacting ] (7-aminocephalosporanic acid) with cyanoacetyl chloride in the presence of ].{{cn|date=March 2023}}

== References ==
{{Reflist}}


{{CephalosporinAntiBiotics}} {{CephalosporinAntiBiotics}}
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] ]
]

]
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{{Antibiotic-stub}} {{Antibiotic-stub}}

]