セフジトレン
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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/05/05 20:05:17」(JST)
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Cefditoren
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| Systematic (IUPAC) name |
| (7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-((Z)-2-(4-methylthiazol-5-yl)vinyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
| Clinical data |
| Trade names |
Spectracef |
| AHFS/Drugs.com |
monograph |
| MedlinePlus |
a605003 |
| Legal status |
? |
| Identifiers |
| CAS number |
104145-95-1 N |
| ATC code |
J01DD16 |
| PubChem |
CID 9870843 |
| DrugBank |
DB01066 |
| ChemSpider |
8046534 Y |
| UNII |
81QS09V3YW Y |
| KEGG |
D07639 N |
| ChEBI |
CHEBI:59343 Y |
| Chemical data |
| Formula |
C19H18N6O5S3 |
| Mol. mass |
506.58 g/mol |
SMILES
- O=C3N2/C(=C(/C=C\c1scnc1C)CS[C@@H]2[C@@H]3NC(=O)C(=N\OC)/c4nc(sc4)N)C(=O)O
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InChI
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InChI=1S/C19H18N6O5S3/c1-8-11(33-7-21-8)4-3-9-5-31-17-13(16(27)25(17)14(9)18(28)29)23-15(26)12(24-30-2)10-6-32-19(20)22-10/h3-4,6-7,13,17H,5H2,1-2H3,(H2,20,22)(H,23,26)(H,28,29)/b4-3-,24-12-/t13-,17-/m1/s1 Y
Key:KMIPKYQIOVAHOP-YLGJWRNMSA-N Y
|
| N (what is this?) (verify) |
Cefditoren is a third-generation cephalosporin antibiotic for oral use. It is commonly marketed under the trade name Spectracef by Vansen Pharma Inc.
Cefditoren is also marketed under the name Meiact.[1]
Contents
- 1 Spectrum of bacterial susceptibility
- 2 Clinical use
- 2.1 Indications
- 2.2 Formulations
- 3 References
- 4 External links
Spectrum of bacterial susceptibility
Cefditoren has a broad spectrum of activity and has been used to treat bacterial infections of the skin and respiratory tract including bronchitis, pneumonia, and tonsillitis. The following represents MIC susceptibility data for a few medically significant microorganisms.
- Haemophilus influenzae: ≥0.063 μg/ml - 0.25 μg/ml
- Staphylcoccus aureus: 0.25 μg/ml - >128 μg/ml (includes MRSA)
- Streptococcus pyogenes: ≤0.004 μg/ml - 2 μg/ml
[2]
Clinical use
Main article: Cephalosporin
Indications
Cefditoren is used to treat uncomplicated skin and skin structure infections, community-acquired pneumonia, acute bacterial exacerbation of chronic bronchitis (ABECB), pharyngitis, and tonsillitis.
Formulations
Cefditoren is available as 200 and 400 mg tablets. It can be formulated as the prodrug cefditoren pivoxil.
Chemical structure of cefditoren pivoxil
References
- ^ Meiact Full Description
- ^ http://www.toku-e.com/Assets/MIC/Cefditoren%20sodium.pdf
External links
- Manufacturer's Product website
- Manufacturer's prescribing information for Spectracef
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Antibacterials: cell envelope antibiotics (J01C-J01D)
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|
| 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
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β-lactams/
(inhibit PBP
cross-links) |
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Penicillins
(penams)
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Extended sp.
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- aminopenicillins: Amoxicillin#
- Ampicillin# (Pivampicillin
- Hetacillin
- Bacampicillin
- Metampicillin
- Talampicillin)
- Epicillin
- carboxypenicillins: Carbenicillin (Carindacillin)
- Ticarcillin
- Temocillin
- ureidopenicillins: Azlocillin
- Piperacillin
- Mezlocillin
- other: Mecillinam (Pivmecillinam)
- Sulbenicillin
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|
|
Narrow sp.
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β-lactamase sensitive
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- Benzylpenicillin (G)#: Clometocillin
- Benzathine benzylpenicillin#
- Procaine benzylpenicillin#
- Azidocillin
- Penamecillin
- Phenoxymethylpenicillin (V)#: Propicillin
- Benzathine phenoxymethylpenicillin
- Pheneticillin
|
|
|
β-lactamase resistant
|
- Cloxacillin# (Dicloxacillin
- Flucloxacillin)
- Oxacillin
- Meticillin
- Nafcillin
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|
|
|
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Penems
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Carbapenems
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- Biapenem
- Ertapenem
- antipseudomonal (Doripenem
- Imipenem
- Meropenem)
- Panipenem
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|
|
Cephalosporins/Cephamycins
(cephems)
|
|
1st (PEcK)
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- Cefazolin#
- Cefacetrile
- Cefadroxil
- Cefalexin
- Cefaloglycin
- Cefalonium
- Cefaloridine
- Cefalotin
- Cefapirin
- Cefatrizine
- Cefazedone
- Cefazaflur
- Cefradine
- Cefroxadine
- Ceftezole
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|
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2nd (HEN)
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- Cefaclor
- Cefamandole
- Cefminox
- Cefonicid
- Ceforanide
- Cefotiam
- Cefprozil
- Cefbuperazone
- Cefuroxime
- Cefuzonam
- cephamycin (Cefoxitin
- Cefotetan
- Cefmetazole)
- carbacephem (Loracarbef)
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|
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3rd
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- Cefixime#
- Ceftriaxone#
- antipseudomonal (Ceftazidime#
- Cefoperazone)
- Cefcapene
- Cefdaloxime
- Cefdinir
- Cefditoren
- Cefetamet
- Cefmenoxime
- Cefodizime
- Cefotaxime
- Cefpimizole
- Cefpiramide
- Cefpodoxime
- Cefsulodin
- Cefteram
- Ceftibuten
- Ceftiolene
- Ceftizoxime
- oxacephem (Flomoxef
- Latamoxef ‡)
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|
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4th (antips-)
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- Cefepime
- Cefozopran
- Cefpirome
- Cefquinome
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|
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5th
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- Ceftobiprole
- Ceftaroline fosamil
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|
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Veterinary
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- Ceftiofur
- Cefquinome
- Cefovecin
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|
|
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Monobactams
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- Aztreonam
- Tigemonam
- Carumonam
- Nocardicin A
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|
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β-lactamase inh.
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- penam (Sulbactam
- Tazobactam)
- clavam (Clavulanic acid)
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|
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Combinations
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- Amoxicillin/clavulanic acid#
- Imipenem/cilastatin#
- Ampicillin/flucloxacillin
- Ampicillin/sulbactam (Sultamicillin)
- Piperacillin/tazobactam
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|
|
| Other |
- polymyxins/detergent (Colistin
- Polymyxin B)
- depolarizing (Daptomycin)
- hydrolyze NAM-NAG (Lysozyme)
- Gramicidin
- Isoniazid
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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gr+f/gr+a (t)/gr-p (c)/gr-o
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drug (J1p, w, n, m, vacc)
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|
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UpToDate Contents
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English Journal
- Novel carbapenem antibiotics for parenteral and oral applications: in vitro and in vivo activities of 2-aryl carbapenems and their pharmacokinetics in laboratory animals.
- Fujimoto K, Takemoto K, Hatano K, Nakai T, Terashita S, Matsumoto M, Eriguchi Y, Eguchi K, Shimizudani T, Sato K, Kanazawa K, Sunagawa M, Ueda Y.SourceDrug Research Division, Dainippon Sumitomo Pharma Co, Ltd, Osaka, Japan.
- Antimicrobial agents and chemotherapy.Antimicrob Agents Chemother.2013 Feb;57(2):697-707. doi: 10.1128/AAC.01051-12. Epub 2012 Nov 12.
- SM-295291 and SM-369926 are new parenteral 2-aryl carbapenems with strong activity against major causative pathogens of community-acquired infections such as methicillin-susceptible Staphylococcus aureus, Streptococcus pneumoniae (including penicillin-resistant strains), Streptococcus pyogenes, Ente
- PMID 23147735
- A case of fitz-hugh-curtis syndrome complicated by appendicitis conservatively treated with antibiotics.
- Kazama I, Nakajima T.SourceDepartment of Physiology I, Tohoku University Graduate School of Medicine, Seiryo-cho, Aoba-ku, Sendai, Miyagi, Japan.
- Clinical medicine insights. Case reports.Clin Med Insights Case Rep.2013;6:35-40. doi: 10.4137/CCRep.S11522. Epub 2013 Mar 4.
- A 27-year-old woman developed a low grade fever and increased vaginal discharge that persisted for 2 weeks. Intermittent abdominal pain in the right upper quadrant had been experienced over the previous few days. Due to her clinical manifestations and typical abdominal computed tomography (CT) findi
- PMID 23515004
Japanese Journal
- Cefditoren pivoxil 細粒高用量の小児における細菌性肺炎, 急性中耳炎, 急性鼻副鼻腔炎を対象とした臨床試験
- 砂川 慶介,尾内 一信,鈴木 賢二,堀 誠治
- 日本化学療法学会雜誌 = Japanese journal of chemotherapy 60(4), 478-491, 2012-07-10
- NAID 10030787998
- 薬物 急性副鼻腔炎の成人例に対するCDTR-PIの高用量投与治療(200mg/回×3回/日)の有用性の検討
- 萩野 幸治,石原 明子,角 卓郎,畑中 章生,和佐野 有紀,戸叶 尚史,喜多村 健
- 耳鼻咽喉科臨床 105(10), 999-1009, 2012
- … In contrast, Cefditoren Pivoxil (CDTR-PI) still preserves high antibacterial activity against both PRSP and BLNAR which are common drug-resistant bacteria, and high-dose medication with this drug is recommended at the time of acute sinusitis or acute aggravation of chronic sinusitis. …
- NAID 130002141429
- 小児急性A群β溶血性レンサ球菌性咽頭・扁桃炎に対する抗菌薬療法 : cefditoren pivoxil 5 日間投与と amoxicillin 10 日間投与の臨床効果, 細菌学的効果, 口腔内常在菌叢への影響の比較検討
- 津村 直幹,長井 健祐,日高 秀信,大津 寧,田中 悠平,池澤 滋,本間 真一,進藤 静生,生方 公子
- The Japanese journal of antibiotics 64(3), 179-190, 2011-06-25
- NAID 10029695556
Related Links
- Cefditoren. From Wikipedia, the free encyclopedia. Jump to: navigation, search ... Cefditoren is used to treat uncomplicated skin and skin structure infections, community-acquired pneumonia, acute bacterial exacerbation of chronic bronchitis ...
Related Pictures
★リンクテーブル★
[★]
- 英
- cefditoren CDTR
- 化
- セフジトレンピボキシル cefditoren pivoxil CDTR-PI
- 商
- メイアクト
- 関
- 抗菌薬
- 第三世代セフェム系抗生物質
- 経口用セフェム系抗生物質製剤
効能又は効果
- メイアクトMS錠100mg
適応菌種
- セフジトレンに感性のブドウ球菌属、レンサ球菌属、肺炎球菌、モラクセラ（ブランハメラ）・カタラーリス、大腸菌、シトロバクター属、クレブシエラ属、エンテロバクター属、セラチア属、プロテウス属、モルガネラ・モルガニー、プロビデンシア属、インフルエンザ菌、ペプトストレプトコッカス属、バクテロイデス属、プレボテラ属、アクネ菌
適応症
- 表在性皮膚感染症、深在性皮膚感染症、リンパ管・リンパ節炎、慢性膿皮症、外傷・熱傷及び手術創等の二次感染、乳腺炎、肛門周囲膿瘍、咽頭・喉頭炎、扁桃炎（扁桃周囲炎、扁桃周囲膿瘍を含む）、急性気管支炎、肺炎、肺膿瘍、慢性呼吸器病変の二次感染、膀胱炎、腎盂腎炎、胆嚢炎、胆管炎、バルトリン腺炎、子宮内感染、子宮付属器炎、眼瞼膿瘍、涙嚢炎、麦粒腫、瞼板腺炎、中耳炎、副鼻腔炎、歯周組織炎、歯冠周囲炎、顎炎
薬効薬理
- メイアクトMS錠100mg
- (1) セフジトレン ピボキシルは、吸収時に腸管壁で代謝を受けてセフジトレンとなり、抗菌力を示す。
- (2) セフジトレンは、試験管内でグラム陽性・陰性菌に対し幅広い抗菌スペクトルを有し、特に、グラム陽性のブドウ球菌属、レンサ球菌属、肺炎球菌、グラム陰性の大腸菌、モラクセラ（ブランハメラ）・カタラーリス、クレブシエラ属、プロテウス属、インフルエンザ菌及び嫌気性菌のペプトストレプトコッカス属、アクネ菌、バクテロイデス属、プレボテラ属等に対して強い抗菌力を示した。また、β-ラクタマーゼ非産生アンピシリン耐性インフルエンザ菌（BLNAR）に対しても強い抗菌力を示した。
- (3) セフジトレンは、試験管内で各種細菌の産生するβ-ラクタマーゼに対して安定で、β-ラクタマーゼ産生株に対しても強い抗菌力を示した。
- セフジトレンの作用機序は細菌細胞壁の合成阻害である。各種細菌のペニシリン結合蛋白（PBP）への親和性が高く、殺菌的に作用する。
- 3. 実験的感染症に対する治療効果29,30,32）
セフジトレン ピボキシルは、黄色ブドウ球菌、肺炎球菌、大腸菌、肺炎桿菌、プロテウス属等によるマウス実験的感染症に対して、優れた治療効果を示し、また、β-ラクタマーゼ産生株感染に対する治療効果も、類薬と同等もしくは優れていた。
添付文書
- http://www.info.pmda.go.jp/go/pack/6132015F1037_1_04/6132015F1037_1_04?view=body