ビアペネム
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/09/28 14:45:42」(JST)
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Biapenem
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Systematic (IUPAC) name |
(4R,5S,6S)-3-(6,7-dihydro-5H- pyrazolo[1,2-a][1,2,4]triazol-8- ium-6-ylsulfanyl)- 6-(1-hydroxyethyl)- 4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2- ene-2-carboxylate |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Legal status |
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Routes |
IV |
Identifiers |
CAS number |
120410-24-4 Y |
ATC code |
J01DH05 |
PubChem |
CID 71339 |
ChemSpider |
64442 Y |
UNII |
YR5U3L9ZH1 Y |
ChEBI |
CHEBI:3089 Y |
ChEMBL |
CHEMBL285347 Y |
Chemical data |
Formula |
C15H18N4O4S |
Mol. mass |
350.39 g/mol |
SMILES
- CC1C2C(C(=O)N2C(=C1SC3CN4C=NC=[N+]4C3)C(=O)[O-])C(C)O
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InChI
-
InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1 Y
Key:MRMBZHPJVKCOMA-YJFSRANCSA-N Y
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Y (what is this?) (verify) |
Biapenem (INN) is a carbapenem antibiotic. It has in vitro activity against anaerobes.[1]
Approved in Japan in 2001.
References
- ^ Aldridge KE, Morice N, Schiro DD (April 1994). "In vitro activity of biapenem (L-627), a new carbapenem, against anaerobes". Antimicrob. Agents Chemother. 38 (4): 889–93. doi:10.1128/aac.38.4.889. PMC 284564. PMID 8031067.
External links
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)
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Glycopeptide |
- inhibit PG chain elongation: Vancomycin# (Oritavancin
- Telavancin)
- Teicoplanin (Dalbavancin)
- Ramoplanin
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β-lactams/
(inhibit PBP
cross-links) |
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
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β-lactamase resistant
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- Cloxacillin# (Dicloxacillin
- Flucloxacillin)
- Oxacillin
- Meticillin
- Nafcillin
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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)
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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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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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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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4th (antipseudomonal)
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- Cefepime
- Cefozopran
- Cefpirome
- Cefquinome
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5th
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- Ceftobiprole
- Ceftaroline fosamil
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Veterinary
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- Ceftiofur
- Cefquinome
- Cefovecin
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Monobactams
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- Aztreonam
- Tigemonam
- Carumonam
- Nocardicin A
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β-lactamase inh.
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- penam (Sulbactam
- Tazobactam)
- clavam (Clavulanic acid)
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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
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- #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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English Journal
- Electron microscopic structures, serum resistance, and plasmid restructuring of New Delhi metallo-β-lactamase-1 (NDM-1)-producing ST42 Klebsiella pneumoniae emerging in Japan.
- Yamamoto T, Takano T, Fusegawa T, Shibuya T, Hung WC, Higuchi W, Iwao Y, Khokhlova O, Reva I.SourceDivision of Bacteriology, Department of Infectious Disease Control and International Medicine, Niigata University Graduate School of Medical and Dental Sciences, Niigata, Japan, tatsuoy@med.niigata-u.ac.jp.
- Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy.J Infect Chemother.2012 Sep 14. [Epub ahead of print]
- Enterobacteriaceae, carrying the New Delhi metallo-β-lactamase-1 (NDM-1) gene (bla (NDM-1)), have emerged and posed a threat since 2006. In Japan, bla (NDM-1)-carrying Escherichia coli was first described in 2010. In this study, we characterized NDM-1-posit
- PMID 22971935
- Activity of carbapenems with ME1071 (disodium 2,3-diethylmaleate) against Enterobacteriaceae and Acinetobacter spp. with carbapenemases, including NDM enzymes.
- Livermore DM, Mushtaq S, Morinaka A, Ida T, Maebashi K, Hope R.SourceAntibiotic Resistance Monitoring and Reference Laboratory, Health Protection Agency-Colindale, London NW9 5EQ, UK.
- The Journal of antimicrobial chemotherapy.J Antimicrob Chemother.2012 Sep 3. [Epub ahead of print]
- OBJECTIVES: ME1071 is a maleic acid that inhibits metallo-β-lactamases (MBLs). We examined its ability to potentiate different carbapenems against MBL-producing Enterobacteriaceae in relation to its inhibition kinetics.METHODS: Enterobacteriaceae and Acinetobacter isolates with IMP, VIM and NDM MBL
- PMID 22945917
Japanese Journal
- In vivo efficacy and pharmacokinetics of biapenem in a murine model of ventilator-associated pneumonia with Pseudomonas aeruginosa
- YAMADA Koichi,YAMAMOTO Yoshihiro,YANAGIHARA Katsunori,ARAKI Nobuko,HARADA Yosuke,MORINAGA Yoshitomo,IZUMIKAWA Koichi,KAKEYA Hiroshi,HASEGAWA Hiroo,KOHNO Shigeru,KAMIHIRA Shimeru
- Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 18(4), 472-478, 2012-08-01
- NAID 10030947922
- 重症急性膵炎(SAP)に対する膵局所動注療法の使用抗菌薬に関する検討 : BIPMとIPM/CSの前向き無作為比較試験
- 山崎 繁通,石倉 宏恭,紙谷 孝則,田中 潤一,西澤 新也,高良 真一,東原 秀行,岩下 英之,坂 暁子,吉兼 誠,向坂 彰太郎
- 日本腹部救急医学会雑誌 = Journal of abdominal emergency medicine 31(5), 705-712, 2011-07-31
- NAID 10029879944
- Clinical efficacy and safety of biapenem for febrile neutropenia in patients with underlying hematopoietic diseases : a multi-institutional study
- NAKAGAWA Yasunori,SUZUKI Kenshi,HIROSE Takayuki,CHOU Takaaki,FUJISAWA Shin,KIDA Michiko,USUKI Kensuke,ISHIDA Yoji,TANIGUCHI Shuichi,KOUZAI Yasuji,TOMOYASU Shigeru,MIYAZAKI Koji,HIGASHIHARA Masaaki,ANDO Kiyoshi,AOKI Sadao,ARAI Ayako,AKIYAMA Nobu,HATAKE Kiyohiko,OKAMOTO Shinichiro,DAN Kazuo,OHYASHIKI Kazuma,URABE Akio
- Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 17(1), 58-67, 2011-02-01
- NAID 10027816744
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