セフメタゾール
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/04/26 01:23:45」(JST)
[Wiki en表示]
Cefmetazole
|
Systematic (IUPAC) name |
(6R,7S)-7-(2-(cyanomethylthio)acetamido)-7-methoxy-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
MedlinePlus |
a601206 |
Identifiers |
CAS Registry Number
|
56796-20-4 Y |
ATC code
|
J01DC09 |
PubChem |
CID 42008 |
DrugBank |
DB00274 Y |
ChemSpider |
38311 Y |
UNII |
3J962UJT8H Y |
KEGG |
D00910 Y |
ChEBI |
CHEBI:3489 Y |
ChEMBL |
CHEMBL1201195 N |
Chemical data |
Formula |
C15H17N7O5S3 |
Molecular mass
|
471.538 g/mol |
SMILES
- O=C2N1/C(=C(\CS[C@@H]1[C@]2(OC)NC(=O)CSCC#N)CSc3nnnn3C)C(=O)O
|
InChI
-
InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1 Y
Key:SNBUBQHDYVFSQF-HIFRSBDPSA-N Y
|
N (what is this?) (verify) |
Cefmetazole is a cephamycin antibiotic, usually grouped with the second-generation cephalosporins.
Adverse effects
The chemical structure of cefmetazole, like that of several other cephalosporins, contains an N-methylthiotetrazole (NMTT or 1-MTT) side chain. As the antibiotic is broken down in the body, it releases free NMTT, which can cause hypoprothrombinemia (likely due to inhibition of the enzyme vitamin K epoxide reductase) and a reaction with ethanol similar to that produced by disulfiram (Antabuse), due to inhibition of aldehyde dehydrogenase.[1]
Spectrum of bacterial susceptibility
Cefmetazole is a broad-spectrum cephalosporin antimicrobial and has been effective in treating bacteria responsible for causing urinary tract and skin infections. The following represents MIC susceptibility data for a few medically significant microorganisms.
- Bacteroides fragilis: 0.06 - >256 µg/ml
- Clostridium difficile: 8 - >128 µg/ml
- Staphylococcus aureus: 0.5 - 256 µg/ml (includes MRSA)
[2]
References
- ^ Stork CM (2006). "Antibiotics, antifungals, and antivirals". In Nelson LH, Flomenbaum N, Goldfrank LR, Hoffman RL, Howland MD, Lewin NA (eds.). Goldfrank's toxicologic emergencies. New York: McGraw-Hill. p. 847. ISBN 0-07-143763-0. Retrieved 2009-07-03.
- ^ http://www.toku-e.com/Assets/MIC/Cefmetazole%20free%20acid.pdf
Antibacterials: cell envelope antibiotics (J01C-J01D)
|
|
Intracellular |
- inhibit peptidoglycan subunit synthesis and transport: NAM synthesis inhibition (Fosfomycin)
- DADAL/AR inhibitors (Cycloserine)
- bactoprenol inhibitors (Bacitracin)
|
|
Glycopeptide |
- inhibit PG chain elongation: Vancomycin# (Oritavancin
- Telavancin)
- Teicoplanin (Dalbavancin)
- Ramoplanin
|
|
β-lactams/
(inhibit PBP
cross-links) |
|
|
Other |
- polymyxins/detergent
- depolarizing
- hydrolyze NAM-NAG
- Gramicidin
- Isoniazid
- Teixobactin
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of bacterial disease
|
|
Description |
|
|
Disease |
- Gram-positive firmicutes
- Gram-positive actinobacteria
- Gram-negative proteobacteria
- Gram-negative non-proteobacteria
- Cholera
- Tuberculosis
|
|
Treatment |
- Antibiotics
- cell wall
- nucleic acid
- mycobacteria
- protein synthesis
- other
- Antibodies
- Vaccines
|
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- The efficacy of cefmetazole against pyelonephritis caused by extended-spectrum beta-lactamase-producing Enterobacteriaceae.
- Doi A, Shimada T, Harada S, Iwata K, Kamiya T.SourceDepartment of Infectious Diseases, Rakuwakai Otowa Hospital, Otowachinji-cho 2, Yamashina-ku, Kyoto, Japan. asakodoi@gmail.com
- International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases.Int J Infect Dis.2013 Mar;17(3):e159-63. doi: 10.1016/j.ijid.2012.09.010. Epub 2012 Nov 8.
- OBJECTIVES: Urinary tract infections (UTIs) caused by extended-spectrum beta-lactamase (ESBL)-producing Enterobacteriaceae are on the increase. Although cefmetazole is stable in vitro against the hydrolyzing activity of ESBLs, no clinical study has ever evaluated its role in infections caused by the
- PMID 23140947
- Serum concentrations of antibiotics during severe invasive surgery such as esophagectomy for esophageal cancer.
- Owaki T, Okumura H, Uchikado Y, Sasaki K, Matsumoto M, Omoto I, Setoyama T, Kita Y, Sakurai T, Matsushita D, Ishigami S, Ueno S, Natsugoe S.SourceEducation Center for Doctors in Remote Islands and Rural Areas Graduate School of Medical and Dental Sciences, and.
- International surgery.Int Surg.2013 Jan;98(1):1-5. doi: 10.9738/CC164.1.
- Abstract This study was performed to confirm the antibiotic regimen during a severe invasive surgery, such as esophagectomy, with a long procedure and a large amount of normal volumes of infusion. Ten patients with esophageal cancer were enrolled in this study, and cefmetazole sodium concentration
- PMID 23438269
- Nationwide surveillance of antimicrobial susceptibility patterns of pathogens isolated from surgical site infections (SSI) in Japan.
- Takesue Y, Watanabe A, Hanaki H, Kusachi S, Matsumoto T, Iwamoto A, Totsuka K, Sunakawa K, Yagisawa M, Sato J, Oguri T, Nakanishi K, Sumiyama Y, Kitagawa Y, Wakabayashi G, Koyama I, Yanaga K, Konishi T, Fukushima R, Seki S, Imai S, Shintani T, Tsukada H, Tsukada K, Omura K, Mikamo H, Takeyama H, Kusunoki M, Kubo S, Shimizu J, Hirai T, Ohge H, Kadowaki A, Okamoto K, Yanagihara K.SourceSurveillance Committee of JSC, JAID and JSCM, Tokyo, Japan. takesuey@hyo-med.ac.jp
- Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy.J Infect Chemother.2012 Dec;18(6):816-26. doi: 10.1007/s10156-012-0509-1. Epub 2012 Nov 10.
- To investigate the trends of antimicrobial resistance in pathogens isolated from surgical site infections (SSI), a Japanese surveillance committee conducted the first nationwide survey. Seven main organisms were collected from SSI at 27 medical centers in 2010 and were shipped to a central laborator
- PMID 23143280
Japanese Journal
- Screening of Antibiotics That Interact with Organic Anion-Transporting Polypeptides 1B1 and 1B3 Using Fluorescent Probes
- Yamaguchi Hiroaki,Takeuchi Toshiko,Okada Masahiro,Kobayashi Minako,Unno Michiaki,Abe Takaaki,Goto Junichi,Hishinuma Takanori,Shimada Miki,Mano Nariyasu
- Biological & Pharmaceutical Bulletin 34(3), 389-395, 2011
- … Moreover, OATP1B3 was involved in the transport of ceftriaxone, cefmetazole, cefoperazone, and cefotaxime. …
- NAID 130000657818
- 薬剤供給方法の変更による術中抗菌薬予防投与の適正化
- 小井土 啓一,島田 知子,平松 玉江
- 日本環境感染学会誌 = Japanese journal of environmental infections 24(6), 395-399, 2009-11-25
- … 手術部位感染予防には抗菌薬の予防投与が重要である.当院感染対策チームでは,手術時のcefazolin(CEZ)およびcefmetazole(CMZ)の3時間毎投与を推奨してきたが,長時間手術では追加投与が適切に行われていないケースがみられた.そこで,抗菌薬供給方法を処方せんによる個人セット払いから手術室への定数配置へ変更し,追加投与実施状況の改善を試みた.併せて術前・術中投与の指示出し用スタンプを各病棟に …
- NAID 10026902015
Related Links
- Cefmetazole. From Wikipedia, the free encyclopedia. Jump to: navigation, search ... Cefmetazole is a cephalosporin antibiotic, usually grouped with the second- generation cephalosporins.
- Cefmetazole [CMZ]. セフメタゾール, セフェム系(Cephamycin型 MTT基). 1. 商品名. 先発品. セフメタゾン筋注用0.5g 【第一三共】; セフメタゾン静注用0.25g/セフメタゾン 静注用0.5g/セフメタゾン静注用1g/セフメタゾン静注用2g/セフメタゾンキット点滴静 ...
Related Pictures
★リンクテーブル★
[★]
- 英
- cefmetazole CMZ
- ラ
- cefmetazolum
- 化
- セフメタゾールナトリウム cefmetazole sodium
- 商
- セフメタゾン、セフルトール、ピレタゾール、リリアジン
- 関
- 抗菌薬
[★]
セフメタゾール cefmetazole
[★]
- 関
- cefmetazole