S-布洛芬
中文名称:
S-布洛芬
中文同义词:
S-布洛芬;S-布洛芬 5G;雷美替胺杂质G;(S)-(+)-布洛芬, 95+%;(S)-(+)-布洛芬, COX抑制剂;(S)-(+)-布洛芬 [(S)-(+)-2-(4-异丁基苯)丙酸];(2S)-2-(4-异丁基苯)丙酸;S-布洛芬/右旋布洛芬
英文名称:
(S)-(+)-Ibuprofen
英文同义词:
DEXIBUPROFEN;(S)-(+)-2-(4-ISOBUTYLPHENYL)PROPIONIC ACID;(S)-(+)-4-ISOBUTYL-ALPHA-METHYLPHENYLACETIC ACID;(S)-(+)-IBUPROFEN;(S)-IBUPROFEN;(2s)-2-[4-(2-methylpropyl)phenyl]propionic acid;(S)-(+)-Ibuprofen ReagentPlus(R), 99%;(S)-2-(4-Isobutylphenyl)propanoic acid, 95+%
CAS号:
51146-56-6
分子式:
C13H18O2
分子量:
206.28
EINECS号:
610-620-9
相关类别:
医药中间体;羧酸;化合物：原料药;原料药;医药 解热镇痛;小分子抑制剂;医药原料;神经系统用药;Chiral Reagents;Chiral Compound;Inhibitors;Intermediates Fine Chemicals;Pharmaceuticals;解热镇痛药;医药与生物化工;AMIDATE;有机砌块;对照品-杂质对照品;医药原料药-科研原料;医用原料;医用原料;原料
Mol文件:
51146-56-6.mol
熔点
49-53 °C(lit.)
比旋光度
57 º (c=2, EtOH)
沸点
285.14°C (rough estimate)
密度
1.0364 (rough estimate)
折射率
59 ° (C=2, EtOH)
闪点
>230 °F
储存条件
Store at RT
溶解度
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.5 mg/mL
酸度系数(pKa)
4.41±0.10(Predicted)
形态
solid
颜色
white
旋光性 (optical activity)
[α]20/D +59°, c = 2 in ethanol
水溶解性
insoluble
BRN
3590022
稳定性
Stable. Incompatible with strong oxidizing agents.
InChIKey
HEFNNWSXXWATRW-JTQLQIEISA-N
CAS 数据库
51146-56-6(CAS DataBase Reference)
生物活性
(S)-(+)-Ibuprofen ((S)-Ibuprofen)，一种 Ibuprofen 的 S(+)-对映异构体，是一种有效的 COX-1 和 COX-2 抑制剂，IC50 分别为 2.1μM 和 1.6 μM。(S)-(+)-Ibuprofen 具有止痛，抗炎，抗癌和退热作用。
靶点
COX-1
2.1 μM (IC 50 )
COX-2
1.6 μM (IC 50 )
COX-1
2.1 μM (IC 50 )
COX-2
1.6 μM (IC 50 )
体外研究
(S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 0-1000 µM; 8 days) treatment reduces concentration dependently cell survival in both cell lines to a similar extent.
(S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 0-1000 µM; 20-72 hours) treatment causes a G0/G1 phase block as well as apoptosis.
(S)-(+)-Ibuprofen (HCT-15 and HCA-7 cells; 900 µM; 4-72 hours) treatment shows a down regulation of cyclin A and B and an increase of the cell cycle inhibitory protein p27Kip-1.
(S)-(+)-Ibuprofen inhibits COX activity, thromboxane formation, and platelet aggregation.
(S)-(+)-Ibuprofen inhibits the activation of NF-κB in response to T-cell stimulation with an IC 50 of 61.7 μM.
Cell Proliferation Assay
Cell Line: HCT-15 and HCA-7 cells
Concentration: 0 µM, 200 µM, 400 µM, 600 µM, 700 µM, 800 µM, 900 µM, and 1000 µM
Incubation Time: 8 days
Result: Reduced concentration dependently cell survival in both cell lines to a similar extent.
Cell Cycle Analysis
Cell Line: HCT-15 and HCA-7 cells
Concentration: 0 µM, 200 µM, 400 µM, 600 µM, 800 µM, 900 µM, and 1000 µM
Incubation Time: 24 hours (HCT-15) or 20 hours (HCA-7)
Result: Caused a G0/G1 phase block.
Apoptosis Analysis
Cell Line: HCT-15 and HCA-7 cells
Concentration: 0 µM, 200 µM, 400 µM, 600 µM, 800 µM, 900 µM, and 1000 µM
Incubation Time: 72 hours
Result: Induced cell apoptosis.
Western Blot Analysis
Cell Line: HCT-15 and HCA-7 cells
Concentration: 900 µM
Incubation Time: 4 hours, 8 hours, 16 hours, 24 hours, 32 hours, 48 hours and 72 hours
Result: Decreased levels of Cyclin D1 protein.
Cell Line:
HCT-15 and HCA-7 cells
Concentration:
0 µM, 200 µM, 400 µM, 600 µM, 700 µM, 800 µM, 900 µM, and 1000 µM
Incubation Time:
8 days
Result:
Reduced concentration dependently cell survival in both cell lines to a similar extent.
Cell Line:
HCT-15 and HCA-7 cells
Concentration:
0 µM, 200 µM, 400 µM, 600 µM, 800 µM, 900 µM, and 1000 µM
Incubation Time:
24 hours (HCT-15) or 20 hours (HCA-7)
Result:
Caused a G0/G1 phase block.
Cell Line:
HCT-15 and HCA-7 cells
Concentration:
0 µM, 200 µM, 400 µM, 600 µM, 800 µM, 900 µM, and 1000 µM
Incubation Time:
72 hours
Result:
Induced cell apoptosis.
Cell Line:
HCT-15 and HCA-7 cells
Concentration:
900 µM
Incubation Time:
4 hours, 8 hours, 16 hours, 24 hours, 32 hours, 48 hours and 72 hours
Result:
Decreased levels of Cyclin D1 protein.
体内研究
(S)-(+)-Ibuprofen (15 mg/kg/day; intraperitoneal injection; five days a week; for 4 weeks) treatment inhibits tumor growth of HCA-7 and HCT-15 xenografts in the nude mice model.
Animal Model: NMRI (nu/nu) male mice (6-8 week old ) injected with HCA-7 and HCT-15 cells
Dosage: 15 mg/kg/day
Administration: Intraperitoneal injection; five days a week; for 4 weeks
Result: Inhibited tumor growth of HCA-7 and HCT-15 xenografts in mice.
Animal Model:
NMRI (nu/nu) male mice (6-8 week old ) injected with HCA-7 and HCT-15 cells
Dosage:
15 mg/kg/day
Administration:
Intraperitoneal injection; five days a week; for 4 weeks
Result:
Inhibited tumor growth of HCA-7 and HCT-15 xenografts in mice.
用途
用作解热镇痛药
危险品标志
Xn
危险类别码
63-22
安全说明
45-36/37
WGK Germany
3
海关编码
29163990
