スパルフロキサシン
5-アミノ-1-シクロプロピル-6,8-ジフルオロ-1,4-ジヒドロ-7-(3α,5α-ジメチル-1-ピペラジニル)-4-オキソキノリン-3-カルボン酸 · スパルフロキサシン · 5-アミノ-1-シクロプロピル-7-(cis-3,5-ジメチル-1-ピペラジニル)-6,8-ジフルオロ-4-オキソ-1,4-ジヒドロキノリン-3-カルボン酸 · 5-アミノ-1-シクロプロピル-7-(3α,5α-ジメチル-1-ピペラジニル)-6,8-ジフルオロ-4-オキソ-1,4-ジヒドロキノリン-3-カルボン酸 · 5-アミノ-1-シクロプロピル-6,8-ジフルオロ-1,4-ジヒドロ-7-(3β,5β-ジメチル-1-ピペラジニル)-4-オキソキノリン-3-カルボン酸 · SPFX【スパルフロキサシン】 · スパラ · 5-アミノ-1-シクロプロピル-6,8-ジフルオロ-1,4-ジヒドロ-7-[3β,5α-ジメチル-1-ピペラジニル]-4-オキソキノリン-3-カルボン酸
識別子と物理属性
| CAS No. | 110871-86-8 |
|---|---|
| 分子式 | C19H22F2N4O3 |
| 平均分子量 | 392.4 g/mol |
| 単同位体質量 | 392.165997 g/mol |
| SMILES | C[C@@H]1CN(c2c(F)c(N)c3c(=O)c(C(=O)O)cn(C4CC4)c3c2F)C[C@H](C)N1 |
| InChIKey | DZZWHBIBMUVIIW-DTORHVGOSA-N |
| PubChem CID | 60464 |
| ChEMBL | CHEMBL850 |
| ChEBI | CHEBI:9212 |
| EC No. | 629-019-8 |
| DTXSID | DTXSID9023590 |
| 現地名 | スパルフロキサシン |
化学・物理的性質
| XLogP | 0.1 |
|---|---|
| 極性表面積 | 98.9 |
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 9 |
| 回転可能結合数 | 3 |
| 重原子数 | 28 |
| 形式電荷 | 0 |
| 複雑度 | 691 |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Anti infectives for systemic use -> Antibacterials for systemic usePharmaceuticals -> Antibiotics |
| LogP（分配係数） | 2.5 |
| 溶解度 | Practically insoluble1.13e-01 g/LDMF: 10 mg/mlDMF:PBS(pH 7.2)(1:1): 0.50 mg/mlDMSOに9mg/mlで可溶。水に溶けにくい |
| Human Drugs | Breast FeedingLactationMilk, HumanAnti-Infective AgentsAntibacterial AgentsQuinolonesFluoroquinolonesFDA approved drugs -> Active ingredient |
| Physical Description | Solid |
| Collision Cross Section | 190.2 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID9023590]216.1 Ų [M+K]+ |
| 融点 | 265°C |
| 沸点 | 640℃ |
| 密度 | 1.436±0.06 g/cm3(Predicted) |
| 引火点 | >110°(230°F) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,2-8°C |
| pKa（酸解離定数） | pKa1 6.25, pKa2 9.30(at 25℃) |
| 外観・状態 | 粉 |
| 色 | 白色～淡黄色 |
| 由来生物 | synthetic |
| BRN | 9170271 |
| InChI | InChI=1/C19H22F2N4O3/c1-8-5-24(6-9(2)23-8)17-13(20)15(22)12-16(14(17)21)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6,22H2,1-2H3,(H,27,28)/t8-,9+ |
| InChIKey | DZZWHBIBMUVIIW-DTORHVGONA-N |
| SMILES | N1(C2CC2)C2=C(C(N)=C(F)C(N3C[C@H](C)N[C@H](C)C3)=C2F)C(=O)C(C(O)=O)=C1 |&1:13,16,r| |
| CAS データベース | 110871-86-8(CAS DataBase Reference) |
化学的特性
Light yellow powder
安全性と法規制
| GHS 分類 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)SparfloxacinDILI PositiveDOI:10.1016/j.drudis.2019.09.022 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| 水環境危害等級（WGK） | 2 |
| RTECS 番号 | VB1986500 |
| 税関コード | 29339900 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 26-36 |
| 危険等級 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
説明
Sparfloxacin is the most potent fluoroquinolone antibiotic introduced for the treatment of community acquired infections. It has superior and broad in vitro activity against members of family Enterobacferiaceae and anaerobic bacteria, some of which are resistant toβ-lactam antibiotics or to aminoglycosides. In patients with surgical infections, sparfloxacin shows excellent activity against resistant pathogens. It is effective in treating patients with bladder irritability and is reported to have potential in the treatment of leprosy and Mycobacterium tuberculosis in mice. Favorable pharmacokinetic properties, good intracellular penetration and a lack of transferable resistance have been reported.