基本情報
- CAS
61270-58-4- 標準SMILES
O=C(O)C1=C(CSc2nnnn2CS(=O)(=O)O)CS[C@@H]2[C@H](NC(=O)C(O)c3ccccc3)C(=O)N12- InChIKey
DYAIAHUQIPBDIP-UJBKNGIVSA-N- 分子式
- C18H18N6O8S3
- 平均分子量
- 542.6 g/mol
- 単同位体質量
- 542.03482507
名称と識別子
- 優先名称
- (6R,7R)-7-[(2-hydroxy-2-phenyl-acetyl)amino]-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- IUPAC
- (6R,7R)-7-[(2-hydroxy-2-phenylacetyl)amino]-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 現地名
- セフォニシド
- 英語名
- Cefonicid
- 分子式
- C18H18N6O8S3
- 分子量
- 542.57
名称と別名
SCHEMBL537693AKOS015909693(6R,7R)-7-[(2-hydroxy-2-phenyl-acetyl)amino]-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(7R)-7-(2-Hydroxy-2-phenylacetylamino)-6-oxo-3-{[1-(sulfomethyl)(1,2,3,4-tetraazol-5-ylthio)]methyl}-2H,7H,7aH-azetidino[2,1-b]1,3-thiazine-4-carboxylic acid(6R,7R)-7α-[[(R)-ヒドロキシフェニルアセチル]アミノ]-8-オキソ-3-[[[1-(スルホメチル)-1H-テトラゾール-5-イル]チオ]メチル]-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸セホニシドセフォニシド(6R,7R)-7-[(2R)-2-ヒドロキシ-2-フェニルアセトアミド]-8-オキソ-3-({[1-(スルホメチル)-1H-1,2,3,4-テトラゾール-5-イル]スルファニル}メチル)-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸MonocidCefodiePratledMonocidur
名称をさらに表示
CEFONICIDSKF-750737-beta(r*)))-Cefonicid USP/EP/BPCefonicid (free base)amino)-8-oxo-3-(((1-sulfomethyl)-1h-tetrazol-5-yl)thio)methyl)-,(6r-(6-alpha,
物性
構造計算による物性
- XLogP
- -1.9
- 極性表面積
- 264 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 13
- 回転可能結合数
- 9
- 重原子数
- 35
- 形式電荷
- 0
- 複雑度
- 999
物理化学的性質
- 比重(密度)
- 1.92 · 1.92±0.1 g/cm3(Predicted)
- 酸解離定数(Pka)
- -1.23 · -1.23±0.50(Predicted)
化学と産業
応用分野
説明Cefonicid has an unesterified D-mandelic acid moiety at C-7 and a methylsulfothiotetrazole group at C-3. The latter is related to the MTT moiety mentioned above under cefamandole nafate; however, the clotting problems and Antabuse-like side effects associated with MTT have not been reported with cefonicid. The extra acid group in the C-3 side chain leads to this molecule being sold as an injectable disodium salt. Pain and discomfort at IM sites is experienced by some patients, as is a burning sensation and phlebitis. Cefonicid has a longer half-life than the other members of its group but achieves this at the price of somewhat lower potency against Gram-positive bacteria and aerobes. The drug is somewhat unstable, needs to be protected from light and heat, and may yellow or darken. If modest, however, this does not necessarily mean that the potency has decreased significantly, but overt precipitation does. Kirby-Bauer disk testing may overestimate the sensitivity of β-lactamase–producing bacteria to this agent, so some extra caution in interpretation of laboratory results is required.
使用A semi-synthetic cephalosporin antibiotic related to Cefamandole. Antibacterial
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