関: cefapirin sodium、cephapirin

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2017/02/14 17:20:36」(JST)

wiki en

Cefapirin (INN, also spelled cephapirin) is an injectable, first-generation cephalosporin antibiotic. It is marketed under the trade name Cefadyl. Production for use in humans has been discontinued in the United States.^[1]

It also has a role in veterinary medicine as Metricure, an intrauterine preparation, and combined with prednisolone in Mastiplan, an intramammary preparation. Both are licensed in cattle.

Synthesis

Cephapirin synthesis:^[2] U.S. Patent 3,422,100 U.S. Patent 3,503,967 U.S. Patent 3,578,661

In one of the syntheses, 7-aminocephalosporanic acid (7-ACA) is reacted with bromoacetyl chloride to give the amide. The halo group is then displaced by 4-thiopyridine.^[2]

References

^ http://www.accessdata.fda.gov/scripts/cder/drugsatfda/index.cfm?fuseaction=Search.Overview&DrugName=CEFADYL
^ ^a ^b Crast, L. B.; Graham, R. G.; Cheney, L. C. (1973). "Synthesis of cephapirin and related cephalosporins from 7-(.alpha.-bromoacetamido)cephalosporanic acid". Journal of Medicinal Chemistry. 16 (12): 1413. doi:10.1021/jm00270a025.

This systemic antibacterial-related article is a stub. You can help Wikipedia by expanding it.

English Journal

Effect of heat treatments on stability of β-lactams in milk.

Roca M, Villegas L, Kortabitarte ML, Althaus RL, Molina MP.SourceInstituto de Ciencia y Tecnologia Animal, Universidad Politecnica de Valencia, Camino de Vera 14, Apartado 46022 Valencia, Spain.
Journal of dairy science.J Dairy Sci.2011 Mar;94(3):1155-64.
The presence of residues of antimicrobial substances in milk may have serious toxicological and technical consequences. To date, few studies have been done to evaluate the effect of heat treatments on β-lactam residues in milk. However, the few studies that have been conducted estimate losses of an
PMID 21338781

Analysis of Veterinary Drugs and Metabolites in Milk Using Quadrupole Time-of-Flight Liquid Chromatography-Mass Spectrometry.

Turnipseed SB, Storey JM, Clark SB, Miller KE.SourceAnimal Drugs Research Center and ‡Denver Science Branch, U.S. Food and Drug Administration , Denver, Colorado 80225, United States.
Journal of agricultural and food chemistry.J Agric Food Chem.2011 Feb 1. [Epub ahead of print]
A quadrupole time-of-flight (Q-TOF) liquid chromatography-mass spectrometry (LC-MS) method was developed to analyze veterinary drug residues in milk. Milk samples were extracted with acetonitrile. A molecular weight cutoff filter was the only cleanup step in the procedure. Initially, a set of target
PMID 21284383

Japanese Journal

食肉中に残留する抗菌性物質の微生物学的簡易検査法

堀江正一,小林晴美,石井里枝,井部明広,藤田和弘,丹野憲二,中澤裕之
食品衛生学雑誌 49(3), 168-176, 2008-06-25
畜産食品中に残留するペニシリン系抗生物質(PCs)，セファロスポリン系抗生物質(CEs)，テトラサイクリン系抗生物質(TCs)，マクロライド系抗生物質(MLs)，キノロン系抗菌剤(QNs)などを中心とした，より多くの抗菌性物質を同時に検出できる微生物学的試験法を検討した．食肉からメタノールでホモジナイズ抽出し，10分間遠心分離後，その上清を微生物学的試験法に供した．市販芽胞菌を含めた4種の検査用平 …
NAID 10024453643

微生物学的試験法による畜産物中に残留する抗菌性物質の高感度測定法(<特集>安心と安全に役立つ分析化学)

堀江正一,小林晴美,石井里枝,中澤裕之
分析化学 56(12), 1097-1103, 2007-12-05
畜産食品中に残留するペニシリン系抗生物質(PCs),セファロスポリン系抗生物質(CEs),テトラサイクリン系抗生物質(TCs),マクロライド系抗生物質(MLs),アミノグリコシド系抗生物質(AGs),キノロン系抗菌剤(QNs)などを中心とした,より多くの抗菌性物質を一括して検出できる微生物学的試験法を検討した.畜産食品から0.5%メタリン酸-メタノール-アセトニトリル(6:2:2)で除タンパクと同 …
NAID 110006570403

Related Pictures

★リンクテーブル★

リンク元	「セファピリン」「cephapirin」
拡張検索	「cefapirin sodium」

「セファピリン」

Cefapirin
Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a601206
Pregnancy; category	US: B (No risk in non-human studies); ;
Routes of; administration	Intravenous, intramuscular
ATC code	J01DB08 (WHO) QG51AA05 (WHO) QJ51DB08 (WHO)
Legal status
Legal status	US: ℞-only;
Identifiers
CAS Number	21593-23-7
PubChem (CID)	30699
DrugBank	DB01139
ChemSpider	28486
UNII	89B59H32VN
KEGG	D07636
ChEBI	CHEBI:554446
ChEMBL	CHEMBL1599
ECHA InfoCard	100.040.409
Chemical and physical data
Formula	C17H17N3O6S2
Molar mass	423.466 g/mol
3D model (Jmol)	Interactive image
	SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)CSc3ccncc3)COC(=O)C)C(=O)O ;
	InChI InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1 ; Key:UQLLWWBDSUHNEB-CZUORRHYSA-N ;
(verify)