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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2018/01/10 16:44:10」(JST)

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Cefacetrile (INN, also spelled cephacetrile) is a broad-spectrum first generation cephalosporin antibiotic effective in gram-positive and gram-negative bacterial infections. It is a bacteriostatic antibiotic.^[1]^[2] Cefacetrile is marketed under the trade names Celospor, Celtol, and Cristacef,^[3] and as Vetimast for the treatment of mammary infections in lactating cows.^[2]

Synthesis

Cefacetrile synthesis: NL 6600586 (1966 to Ciba-Geigy).

It was made by reacting 7-ACA (7-aminocephalosporanic acid) with cyanoacetyl chloride in the presence of tributylamine.

References

^ "Cefacetrile Summary Report" (PDF). European Medicines Agency, Committee for Veterinary Medicinal Products. 1998.
^ ^a ^b Haberfeld, H, ed. (2007). Austria-Codex (in German) (2007/2008 ed.). Vienna: Österreichischer Apothekerverlag. ISBN 3-85200-183-8.
^ Horiuchi, N.; Oyakawa, Y.; Oka, R.; Fujiwara, T. (1980). "Clinical evaluation of cephacetrile (Celtol) for respiratory infections (author's transl)". The Japanese journal of antibiotics. 33 (10): 1145–1155. PMID 7206219.

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English Journal

Molecular epidemiology of Neisseria gonorrhoeae isolates from Saskatchewan, Canada: utility of NG-MAST in predicting antimicrobial susceptibility regionally.

Thakur SD1, Levett PN2, Horsman GB2, Dillon JA3.
Sexually transmitted infections.Sex Transm Infect.2014 Jun;90(4):297-302. doi: 10.1136/sextrans-2013-051229. Epub 2014 Feb 6.
OBJECTIVES: To investigate the molecular epidemiology of isolates of Neisseria gonorrhoeae from Saskatchewan, Canada, using Neisseria gonorrhoeae multi antigen sequence typing (NG-MAST), and to assess associations between antimicrobial susceptibility (AMS) and specific strain types (STs).METHODS: 32
PMID 24503900

Molecular characterization of an invasive phenotype of group A Streptococcus arising during human infection using whole genome sequencing of multiple isolates from the same patient.

Flores AR1, Sahasrabhojane P, Saldaña M, Galloway-Peña J, Olsen RJ, Musser JM, Shelburne SA.
The Journal of infectious diseases.J Infect Dis.2014 May 15;209(10):1520-3. doi: 10.1093/infdis/jit674. Epub 2013 Dec 4.
Invasive group A streptococcal (GAS) strains often have genetic differences compared to GAS strains from nonsterile sites. Invasive, "hypervirulent" GAS strains can arise from a noninvasive progenitor following subcutaneous inoculation in mice, but such emergence has been rarely characterized in hum
PMID 24307742

The Escherichia coli phylogenetic group B2 with integrons prevails in childhood recurrent urinary tract infections.

Kõljalg S1, Truusalu K, Stsepetova J, Pai K, Vainumäe I, Sepp E, Mikelsaar M.
APMIS : acta pathologica, microbiologica, et immunologica Scandinavica.APMIS.2014 May;122(5):452-8. doi: 10.1111/apm.12167. Epub 2013 Sep 11.
The aim of our study was to characterize the phylogenetic groups of Escherichia coli, antibiotic resistance, and containment of class 1 integrons in the first attack of pyelonephritis and in subsequent recurrences in young children. Altogether, 89 urine E. coli isolates from 41 children with urinary
PMID 24033434

Japanese Journal

イオンクロマトグラフィーによる3-アセトキシメチルセファロスポリン注射液中の酢酸の定量

伊藤久昭,新堀義夫,田村典洋
分析化学 32(10), 571-575, 1983-10-05
3-アセトキシメチルセファロスポリン注射液は3位のアルコールに結合したアセチル基の脱離により,酢酸を遊離して低活性体となることから,その安定性を検討する目的で,イオンクロマトグラフィーによる注射液中の酢酸の定量を試みた.分離カラムにAmberlite XAD-4樹脂{(100〜200)メッシュ}カラムを用い,サプレッサーとして陰イオン分析用サプレッサーカラムと銀型陽イオン交換樹脂カラムを用いること …
NAID 110002908639

産婦人科領域におけるCefacetrile(CEC)の組織移行性について-2-

岩砂真一 [他]
産婦人科の世界 34(7), p759-766, 1982-07
NAID 40001498703

In vitroにおける胆汁中SulbenicillinおよびCefacetrileの安定性

吉田雋 [他]
The Japanese journal of antibiotics 33(4), p472-477, 1980-04
NAID 40000016744

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★リンクテーブル★

リンク元	「セファセトリル」「cephacetrile」
拡張検索	「cefacetrile sodium」

「セファセトリル」

Cefacetrile
Clinical data
Trade names	Celospor, Celtol, Cristacef
AHFS/Drugs.com	International Drug Names
Routes of; administration	Intravenous, intramuscular, intramammary
ATC code	J01DB10 (WHO) QJ51DB10 (WHO);
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Protein binding	23 to 38%
Biological half-life	1.2 hours
Excretion	Renal (72%)
Identifiers
	IUPAC name (6R,7R)-3-(acetyloxymethyl)-7-[(2-cyanoacetyl)amino]-; 8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-; carboxylic acid;
CAS Number	10206-21-0 ;
PubChem CID	91562;
DrugBank	DB01414 ;
ChemSpider	82675 ;
UNII	FDM21QQ344;
KEGG	D07629 ;
ChEMBL	CHEMBL2104099;
ECHA InfoCard	100.030.449
Chemical and physical data
Formula	C13H13N3O6S
Molar mass	339.325 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)CC#N)COC(=O)C)C(=O)O ;
	InChI InChI=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 ; Key:RRYMAQUWDLIUPV-BXKDBHETSA-N ;
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