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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/10/09 07:12:09」(JST)

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Latamoxef (or moxalactam) is an oxacephem antibiotic usually grouped with the cephalosporins. In oxacephems such as latamoxef, the sulfur atom of the cephalosporin core is replaced with an oxygen atom.

Latamoxef has been associated with prolonged bleeding time, and several cases of coagulopathy, some fatal, were reported during the 1980s.^[1]^[2] Latamoxef is no longer available in the United States. As with other cephalosporins with a methylthiotetrazole side chain, latamoxef causes an antabuse reaction when mixed with alcohol. Additionally, the methylthiotetrazole side chain inhibits γ-carboxylation of glutamic acid; this can interfere with the actions of vitamin K.

It has been described as a third-generation cephalosporin.^[3]

References

^ Weitekamp MR, Aber RC (1983). "Prolonged bleeding times and bleeding diathesis associated with moxalactam administration". JAMA 249 (1): 69–71. doi:10.1001/jama.249.1.69. PMID 6217353.
^ Brown RB, Klar J, Lemeshow S, Teres D, Pastides H, Sands M (1986). "Enhanced bleeding with cefoxitin or moxalactam. Statistical analysis within a defined population of 1493 patients". Arch Intern Med 146 (11): 2159–64. doi:10.1001/archinte.146.11.2159. PMID 3778044.
^ Salem RR, McIndoe A, Matkin JA, Lidou AC, Clarke A, Wood CB (June 1987). "The hematologic effects of latamoxef sodium when used as a prophylaxis during surgical treatment". Surg Gynecol Obstet 164 (6): 525–9. PMID 3296254.

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English Journal

Crystal Structure of Mox-1, a Unique Plasmid-Mediated Class C β-Lactamase with Hydrolytic Activity towards Moxalactam.

Oguri T1, Furuyama T1, Okuno T1, Ishii Y2, Tateda K2, Bonomo RA3, Shimizu-Ibuka A4.
Antimicrobial agents and chemotherapy.Antimicrob Agents Chemother.2014 Jul;58(7):3914-20. doi: 10.1128/AAC.02363-13. Epub 2014 Apr 28.
Mox-1 is a unique plasmid-mediated class C β-lactamase that hydrolyzes penicillins, cephalothin, and the expanded-spectrum cephalosporins cefepime and moxalactam. In order to understand the unique substrate profile of this enzyme, we determined the X-ray crystallographic structure of Mox-1 β-lacta
PMID 24777102

Candidate agents for pancreatic ductal adenocarcinoma identified by a sub-pathway based method.

Lin Y1, Jin Y1, Lin LJ1, Cao Y1, Zhang Y1, Chen SF1, Zheng CQ2.
Gene.Gene.2014 May 1;540(2):232-7. doi: 10.1016/j.gene.2014.01.081. Epub 2014 Feb 18.
AIM: Pancreatic ductal adenocarcinoma (PDAC) is a leading cause of cancer death worldwide. This study aims to explore the molecular mechanism of PDAC and identify biologically active small molecules capable of targeting the sub-pathways which were dysregulated in the development of PDAC.METHODS: The
PMID 24561286

[Interferon-gamma receptor 1 deficiency in a 19-month-old child: case report and literature review].

Wang Q1, Xia W1, Zhao D2.
Zhonghua er ke za zhi. Chinese journal of pediatrics.Zhonghua Er Ke Za Zhi.2014 May;52(5):387-91.
OBJECTIVE: To analyze the clinical manifestation of interferon gamma receptor 1 deficiency (IFN-γR1 deficiency) and to improve the recognition of this disease in children, decrease diagnostic errors and missed diagnosis.METHOD: The information of one case with IFN-γR1 deficiency (past history of i
PMID 24969940

Japanese Journal

β-Lactam 薬によるヒト口腔由来7種 Prevotella β-lactamase の誘導

山本憲二,松本和浩
歯科医学 62(1), 28-40, 1999-03-25
… CMZ, latamoxef; …
NAID 110001724089

市中病院におけるMycobacterium kansasiiの分離状況 : 微生物検査室からの報告

田澤節子,丸茂健治,中村良子
結核 74(1), 19-25, 1999-01-15
… were detected from the sputum of 1 patient with nephrosis, for which steroid (predonin) and antibiotics (piperacillin and latamoxef) were administrated, however, this patient was not diagnosed as a case of <I>M. …
NAID 10005035310

β-Lactam薬によるPorphyromonasとPrevotella細胞の伸長

小西康三,尾上孝利,佐川寛典
歯科医学 61(2), 91-104, 1998-06-25
… β-Lactam薬による歯周病原菌の細胞伸長とその伸長細胞のマクロファージによる貧食をあきらかにするために9種β-lactam薬, 5種Porphyromonas(6菌株)と6種Prevotella(6菌株)およびラット腹腔マクロファージを用いて検討した.6種Prevotella細胞はsubMICの1/64〜1/2MICのAZTで, また, 4種Porphyromonas細胞(5菌株)はsubMICのlatamoxef, piperacillinおよびcefteramで著しく伸長した.供試全β-lactam薬処理でP. …
NAID 110001723948

Related Pictures

★リンクテーブル★

リンク元	「ラタモキセフ」「moxalactam」
拡張検索	「latamoxef sodium」

「ラタモキセフ」

Latamoxef
Systematic (IUPAC) name
	(6R,7R)-7-{[carboxy(4-hydroxyphenyl)acetyl]amino}-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)thio]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	?
Routes	Intramuscular, intravenous
Pharmacokinetic data
Protein binding	35 to 50%
Metabolism	Nil
Half-life	2 hours
Excretion	Mostly renal, unchanged; also biliary
Identifiers
CAS number	64952-97-2
ATC code	J01DD06
PubChem	CID 47499
DrugBank	DB04570
ChemSpider	43215
UNII	VUF6C936Z3
KEGG	D08109
ChEBI	CHEBI:599928
ChEMBL	CHEMBL74632
Chemical data
Formula	C20H20N6O9S
Mol. mass	520.474 g/mol
	SMILES O=C2N1/C(=C(\CO[C@@H]1[C@]2(OC)NC(=O)C(c3ccc(O)cc3)C(=O)O)CSc4nnnn4C)C(=O)O;
	InChI InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1 ; Key:JWCSIUVGFCSJCK-CAVRMKNVSA-N ;
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