35342
2,5-二甲基-塞来昔布
VETRANAL®, analytical standard
别名:
2,5-二甲基塞来昔布, 4- [5-（2,5-二甲基苯基）-3-（三氟甲基）-1H-吡唑-1-基]-苯磺酰胺
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关于此项目
经验公式（希尔记法）:
C18H16F3N3O2S
化学文摘社编号:
分子量:
395.40
MDL编号:
UNSPSC代码:
41116107
PubChem化学物质编号:
NACRES:
NA.24
等级
analytical standard
质量水平
产品线
VETRANAL®
保质期
limited shelf life, expiry date on the label
技术
HPLC: suitable
gas chromatography (GC): suitable
应用
forensics and toxicology
pharmaceutical (small molecule)
包装形式
neat
储存温度
2-8°C
SMILES字符串
Cc1ccc(C)c(c1)-c2cc(nn2-c3ccc(cc3)S(N)(=O)=O)C(F)(F)F
InChI
1S/C18H16F3N3O2S/c1-11-3-4-12(2)15(9-11)16-10-17(18(19,20)21)23-24(16)13-5-7-14(8-6-13)27(22,25)26/h3-10H,1-2H3,(H2,22,25,26)
InChI key
NTFOSUUWGCDXEF-UHFFFAOYSA-N
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一般描述
2,5-Dimethyl-celecoxib is a derivative of the anti-inflammatory drug, celecoxib.
应用
2,5-Dimethyl-celecoxib may be used as an internal standard for the determination of celecoxib in human plasma samples by liquid chromatography coupled to electrospray ionization and time of flight mass spectrometry (LC-ESI-TOF-MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
生化/生理作用
塞来昔布和无活性的类似物2'，5'-二甲基塞来昔布都通过下调生存素的表达诱导许多分子系相互作用。这种活性是通过 AKT 介导的途径介导的，并且是这一类环氧合酶抑制剂所特有的，因为非选择性 NSAID 或其他 COX-2 特异性抑制剂（如罗非昔布）不会影响生存素的表达。与塞来昔布不同，2′，5′-二甲基塞来昔布对 COX-2 无任何抑制活性。
缺乏COX-2抑制剂活性的塞来昔布类似物通过抑制生存素的表达诱导细胞凋亡。
法律信息
VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
警示用语：
Danger
危险声明
危险分类
Acute Tox. 3 Oral
储存分类代码
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Determination of Celecoxib in human plasma using liquid chromatography with high resolution time of flight-mass spectrometry
Dongari N, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 955(4), 86-92 (2014)
Calcium-activated endoplasmic reticulum stress as a major component of tumor cell death induced by 2, 5-dimethyl-celecoxib, a non-coxib analogue of celecoxib.
Pyrko P, et al.
Molecular Cancer Therapeutics, 6(4), 1262-1275 (2007)
Dai Tamura et al.
International journal of oncology, 46(3), 1393-1404 (2015-01-13)
Celecoxib plays antitumor roles via multiple mechanisms in a variety of human cancers. The aim of this study was to clarify the mechanism of action of celecoxib in canine mammary tumors. We examined the antitumor effects of celecoxib in AZACB
So-Jung Kim et al.
Experimental cell research, 330(2), 451-459 (2014-09-15)
In the present study, we investigated whether celecoxib could induce the expression of NKG2D ligands in clonogenic colon cancer cells, and increase their susceptibility to NK cell-mediated cell death. Celecoxib and its non-coxib analog, 2,5-dimethyl celecoxib, induced ULBP-1 and DR5
Mark J Henderson et al.
Molecular biology of the cell, 25(18), 2828-2839 (2014-07-18)
Endoplasmic reticulum (ER) calcium homeostasis is disrupted in diverse pathologies, including neurodegeneration, cardiovascular diseases, and diabetes. Temporally defining calcium dysregulation during disease progression, however, has been challenging. Here we describe secreted ER calcium-monitoring proteins (SERCaMPs), which allow for longitudinal monitoring
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