基本情報
- CAS
124858-35-1- 標準SMILES
CC1CCc2c(N3CCC(O)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23- InChIKey
JYJTVFIEFKZWCJ-UHFFFAOYSA-N- 分子式
- C19H21FN2O4
- 平均分子量
- 360.4 g/mol
- 単同位体質量
- 360.14853532
概要
Nadifloxacin is a pyridoquinoline, a heteroarylpiperidine, a hydroxypiperidine and a quinolone antibiotic. It has a role as an antibacterial drug.
名称と識別子
- 優先名称
- Nadifloxacin
- IUPAC
- 7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
- 現地名
- ナジフロキサシン
- 英語名
- Nadifloxacin
- 分子式
- C19H21FN2O4
- 分子量
- 360.38
名称と別名
nadifloxacin124858-35-1jinofloxacinAcuatimNadifloxacineOPC-7251NadixaNadifloxacinoOpc 7251NadifloxacinumNDFXDTXSID5046483
名称をさらに表示
ナジフロキサシンナジフロキサミンrac-(5R*)-9-フルオロ-6,7-ジヒドロ-8-(4-ヒドロキシピペリジノ)-5-メチル-1-オキソ-1H,5H-ベンゾ[ij]キノリジン-2-カルボン酸アクアチムrac-9-フルオロ-6,7-ジヒドロ-8-(4-ヒドロキシ-1-ピペリジル)-5α*-メチル-1-オキソ-1H,5H-ベンゾ[ij]キノリジン-2-カルボン酸ナジロキサンナジフロrac-9-フルオロ-6,7-ジヒドロ-8-(4-ヒドロキシピペリジノ)-5α*-メチル-1-オキソ-1H,5H-ベンゾ[ij]キノリジン-2-カルボン酸9-フルオロ-8-(4-ヒドロキシ-1-ピペリジニル)-5-メチル-1-オキソ-1,5,6,7-テトラヒドロピリド[3,2,1-ij]キノリン-2-カルボン酸ナジフロキサシン (JAN)Acuatiopc7251NadifloNafloxacinNadiroxisanNadifiloxacin
6CL9Y5YZEQNSC-759622CHEBI:318891H,5H-Benzo[ij]quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-DTXCID30264831H,5H-Benzo(ij)quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (+-)-7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid1H,5H-Benzo(ij)quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-
物性
構造計算による物性
- XLogP
- 2.9
- 極性表面積
- 81.1 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 7
- 回転可能結合数
- 2
- 重原子数
- 26
- 形式電荷
- 0
- 複雑度
- 631
実験および物理化学的性質
Drugs
Pharmaceuticals -> Anti infectives for systemic use -> Antibacterials for systemic use
Pharmaceuticals -> Antibiotics
Pharmaceuticals
LogP1.89
物理化学的性質
- 融点
- 245 · 245-2470C (dec)
- 沸点
- 624.9 · 624.9±55.0 °C(Predicted)
- 比重(密度)
- 1.46 · 1.46±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- 溶解性
- DMSO（微量）、メタノール（微量、加温）
- 酸解離定数(Pka)
- 5.55 · 5.55±0.40(Predicted)
- 外見
- 白色から黄色の結晶性固体。
- 色
- ホワイトからオフホワイト
- 由来生物
- synthetic (Organic)
- Merck
- 14 · 14,6345
- InChI
- InChI=1S/C19H21FN2O4/c1-10-2-3-12-16-13(18(24)14(19(25)26)9-22(10)16)8-15(20)17(12)21-6-4-11(23)5-7-21/h8-11,23H,2-7H2,1H3,(H,25,26)
- InChIKey
- JYJTVFIEFKZWCJ-UHFFFAOYSA-N
- SMILES
- C12=CC(F)=C(N3CCC(O)CC3)C3=C1N(C(C)CC3)C=C(C(O)=O)C2=O
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H362 (100%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]
P203, P260, P263, P264, P270, P318, P319, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
危険有害性情報
Hazard Classes and CategoriesLact. (100%)
安全データ
- wgk
- WGK 3
- 毒性
- LD50 male, female mice and rats (mg/kg): 376.5, 420.6, 225.7, 240.5 i.v. (Hashimoto)
- hs_code
- 2933.99.7500
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
ATC Code
D - Dermatologicals
QD - Dermatologicals
PharmacodynamicsNadifloxacin has anti-inflammatory properties. It attenuated the release of proinflammatory cytokines by human peripheral blood mononuclear cells and normal human keratinocytes.
Mechanism of ActionThe exact mechanism of action of nadifloxacin has not been fully elucidated.
MeSH Pharmacological Classification
Substances that inhibit the growth or reproduction of BACTERIA.
Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II.
用途と製造
UsesUse (kg; approx.) in Germany (2009): >10
応用分野
用途ニューキノロン系抗菌剤です。 DNA ジャイレースを阻害します。抗菌スペ クトルは非常に広く、アクネ菌及び表皮ブド ウ菌球菌を含むグラム陽性菌、グラム陰性菌 に対して、強い抗菌作用を示します。MRSA、 キノロン耐性 MRSA に対しても抗菌作用を示 します。
説明Nadifloxacin, one of the three new fluoroquinolone antibiotics launched in 1993 is indicated for topical treatment of acne vulgaris and other skin infections. Nadifloxacin has a potent and broad spectrum of activity against aerobic Gram-positive and -negative bacteria and against anaerobic bacteria. It produces significant improvement in patients with Propionibacterium acnes infection and does not appear to cause cross-resistance to other antibiotic agents. Its potent antimicrobial activity has also been demonstrated in the Pseudomonas aeruginosa burn wound infection model in mice. Nadifloxacin exerts its antibiotic activity by inhibiting the formation of supercoiled DNA by DNA gyrase.
Nadifloxacin is a topical fluorinated quinolone antibacterial used to treat skin conditions such as acne and other dermal infections caused by bacteria. This drug belongs to a class of calcium salt of polyacrylic acid crosslinked with divinyl glycol with minimal AEs.
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