曲伐沙星
|
|
- CAS号:
- 147059-72-1
- 英文名:
- TROVAFLOXACIN
- 英文别名:
- CP-99219;TROVAFLOXACIN;Trovan:CP-99219-27;TROVAFLOXACIN USP/EP/BP;Trovafloxacin (CP-99219);7-[(1R,5S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid;7-[(1R,5S)-6-azanyl-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid;7-[(1R,5S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-keto-1,8-naphthyridine-3-carboxylic acid;(1α,5α,6α)-7-(6-Amino-3-azabi-cyclo[3.1.0]hex-3-y1)-1-(2,4-difluomphenyl)-6-fluom-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid;1,8-Naphthyridine-3-carboxylic acid, 7-[(1α,5α,6α)-6-amino-3-azabicyclo[3.1.0]hex-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-
- 中文名:
- 曲伐沙星
- 中文别名:
- 曲氟沙星;特伐沙星;曲伐沙星;曲伐沙星杂质;聚苯乙烯磺酸钙;曲伐沙星,曲氟沙星;(1Α,5Α,6Α)-7-(6-氨基-3-氮杂二环[3.1.0]己-3-基)-1-(2,4-二氟苯基)-6-氟-1,4-二氢-4-氧-1,8-萘啶-3-羧酸
- CBNumber:
- CB1777404
- 分子式:
- C20H15F3N4O3
- 分子量:
- 416.36
- MOL File:
- 147059-72-1.mol
|
|
|
曲伐沙星化学性质
-
熔点:
-
>195oC (dec.)
-
|
-
沸点:
-
630.5±55.0 °C(Predicted)
-
|
-
密度:
-
1.612±0.06 g/cm3(Predicted)
-
|
-
储存条件:
-
-20°C Freezer, Under inert atmosphere
-
|
-
溶解度:
-
Acetonitrile (Slightly), DMSO (Slightly)
-
|
-
形态:
-
Solid
-
|
-
酸度系数(pKa):
-
5.80±0.70(Predicted)
-
|
-
颜色:
-
Pale Beige to Light Beige
-
|
-
CAS 数据库:
-
147059-72-1
-
|
曲伐沙星性质、用途与生产工艺
Trovafloxacin 是一种广谱喹诺酮类抗生素,对革兰氏阳性,革兰氏阴性和厌氧菌具有有效的活性。Trovafloxacin 可阻断 DNA 促旋酶 (DNA gyrase) 和拓扑异构酶 IV (topoisomerase IV) 的活性。Trovafloxacin 也是一种有效的,选择性的,口服活性的 Pannexin 1 通道 (PANX1) 抑制剂,对 PANX1 内向电流的 IC50 为 4 μM。Trovafloxacin 不抑制 connexin 43 gap junction 或 PANX2。Trovafloxacin 通过抑制 PANX1 导致凋亡细胞碎片失调。
IC50: 4 μM (Pannexin 1 channel (PANX1))
Gram-positive, Gram-negative and anaerobic organisms
DNA gyrase
Topoisomerase IV
Trovafloxacin (20 µM; 24 hours; HepG2 cells) and tumor necrosis factor (TNF; 4 ng/mL) incubation induces apoptosis and increases leakage of lactate dehydrogenase (LDH) in HepG2 cells.
Trovafloxacin (20 µM; 24 hours; HepG2 cells) and TNF (4 ng/mL) incubation increases expression of early NF-κB-related factors A20 and IκBα.
Trovafloxacin prolongs TNF-induced activation of MAPKs and IKKα/β activation in HepG2.
Trovafloxacin is a potent inhibitor of TO-PRO-3 uptake by apoptotic cells. Trovafloxacin also inhibits ATP release from apoptotic cells. Trovafloxacin does not inhibit caspase 3/7 activation, or caspase-mediated PANX1 cleavage during apoptosis.
Trovafloxacin is equally active against both penicillin-susceptible and -resistant pneumococci, with MICs of 0.06-0.25 mg/mL reported for more than 700 isolates. The MICs of Trovafloxacin at which 90% of isolates are inhibited for 55 isolates of pneumococci is 0.125 μg/mL.
Apoptosis Analysis
Cell Line:
|
HepG2 cells
|
Concentration:
|
20 µM
|
Incubation Time:
|
24 hours
|
Result:
|
Showed a gradual increase of Annexin V-staining and an increased leakage of lactate dehydrogenase (LDH) at 24 h.
|
RT-PCR
Cell Line:
|
HepG2 cells
|
Concentration:
|
20 µM
|
Incubation Time:
|
24 hours
|
Result:
|
Caused a higher increase in the transcription of A20 and IκBα in HepG2 cells.
|
Trovafloxacin (150 mg/kg; oral administration; male C57BL/6 J mice) treatment disrupts TNF-induced p65 nuclear translocation. Trovafloxacin treatment increases expression of early NF-κB-related factors A20 and IκBα.
Trovafloxacin, when administered in combination with lipopolysaccharide (LPS) or TNF to mice induces severe liver toxicity associated with vast apoptotic areas in the liver, increased serum levels of alanine amino transferases (ALT) and pro-inflammatory cytokines.
Animal Model:
|
Male C57BL/6 J mice (9-11-week-old) injected with recombinant murine TNF ion
|
Dosage:
|
150 mg/kg
|
Administration:
|
Oral administration
|
Result:
|
Showed a greater number of cells with increased nuclear/cytoplasmic p65 ratio in liver.
|
化学性质
盐酸特伐沙星(Trovafloxacin Hydrochloride):C20H15F3N4O3?HCl。 [146961-34-4]。从乙腈-甲醇得淡黄色结晶,熔点246℃(分解)。
用途
喹诺酮类抗菌药。
生产方法
450ml THF、50ml水、127ml甲磺酸和7-氯-1-(2,4-二氟苯基)-7-氟-1,4-二氢-4-氧代-1,8-喹啉-3-羧酸乙酯一起回流1h,冷至25℃。过滤收集结晶,用THF洗,真空干燥,得7-氯-1-(2,4-二氟苯基)-7-氟-1,4-二氢-4-氧代-1,8-喹啉-3-羧酸,收率89%,mp 250℃。
500mg 7-氯-1-(2,4-二氟苯基)-7-氟-1,4-二氢-4-氧代-1,8-喹啉-3-羧酸、624mg(1α,5α,6α)-6-氨基-3-氮杂二环[3.1.0]己烷二甲苯磺酸盐、0.6ml三乙胺和5ml甲醇,一起回流16h。过滤收集形成的白色固体,在THF中回流,再过滤收集。得450ml特伐沙星,收率75%,mp 225~228℃(分解)。
曲伐沙星
上下游产品信息
上游原料
下游产品
更新日期 | 产品编号 | 产品名称 | CAS编号 | 包装 | 价格 |
---|
2024/08/19 | HY-A0170 | Trovafloxacin | | 1 mg | 360元 |
2024/08/19 | HY-A0170 | Trovafloxacin | | 5 mg | 900元 |
曲伐沙星
生产厂家
全球有 68家供应商
曲伐沙星国内生产厂家
147059-72-1, 曲伐沙星 相关搜索:
- API
- 现货
- 精细化工原料
- 合成抗菌药
- 药物
- 喹诺酮类药物
- 抗病源性微生物药
- C20H15F3N4O3
- 曲伐沙星杂质
- 曲氟沙星
- 聚苯乙烯磺酸钙
- 曲伐沙星,曲氟沙星
- (1Α,5Α,6Α)-7-(6-氨基-3-氮杂二环[3.1.0]己-3-基)-1-(2,4-二氟苯基)-6-氟-1,4-二氢-4-氧-1,8-萘啶-3-羧酸
- 特伐沙星
- 曲伐沙星
- 147059-72-1
- rel-7-((1R,5S,6s)-6-Amino-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
- NF-κB,inhibit,Topoisomerase,PANX1,DNA,gyrase,Antibiotic,LPS,pro-inflammatory,hepatotoxicity,topoisomerase-IV,Inhibitor,pneumococci,Trovafloxacin,Bacterial,broad-spectrum,TNF
- Trovafloxacin (CP-99219)
- TROVAFLOXACIN USP/EP/BP
- 1,8-Naphthyridine-3-carboxylic acid, 7-[(1α,5α,6α)-6-amino-3-azabicyclo[3.1.0]hex-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-
- 7-[(1R,5S)-6-azanyl-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
- 7-[(1R,5S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
- 7-[(1R,5S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-keto-1,8-naphthyridine-3-carboxylic acid
- Trovan:CP-99219-27
- CP-99219
- (1α,5α,6α)-7-(6-Amino-3-azabi-cyclo[3.1.0]hex-3-y1)-1-(2,4-difluomphenyl)-6-fluom-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
- 1,8-Naphthyridine-3-carboxylic acid, 7-(1.alpha.,5.alpha.,6.alpha.)-6-amino-3-azabicyclo3.1.0hex-3-yl-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-
- TROVAFLOXACIN