(S)-(+)-布洛芬 (S)-(+)-Ibuprofen CAS#:51146-56-6

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(S)-(+)-布洛芬

产品纠错

CAS号：51146-56-6 | 英文名称：(S)-(+)-Ibuprofen

分子式 C₁₃H₁₈O₂

分子量 206

EINECS号 610-620-9

MDL MFCD00069289

Smiles C1(=CC=C(CC(C)C)C=C1)[C@H](C)C(=O)O |&1:10,r|

InChIKey HEFNNWSXXWATRW-JQHDBZEONA-N

乙二醇化学百科

基本信息

中文名称	S-布洛芬
英文名称	(S)-(+)-Ibuprofen
CAS号	51146-56-6
分子式	C13H18O2
分子量	206.28
EINECS号	610-620-9

物化性质

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
溶解度	在45%(w/v)aq2-羟丙基-β-环糊精溶解度为：1.5 mg/mL
形态	固体
酸度系数(pKa)	4.41±0.10(Predicted)
颜色	白色
旋光性 (optical activity)	[α]20/D +59°, c = 2 in ethanol
水溶解性	insoluble
BRN	3590022
稳定性	稳定的。与强氧化剂不相容。

安全信息

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

生产及用途

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 )

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.

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.

用途

用作解热镇痛药

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