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