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545395-94-6

中文名稱 (2E)-N-(2,3-二氫-1,4-苯并二噁英-6-基)-3-[4-(1,1-二甲基乙基)苯基]-2-丙酰胺
英文名稱 AMG 9810
CAS 545395-94-6
分子式 C21H23NO3
分子量 337.41
MOL 文件 545395-94-6.mol
更新日期 2024/06/25 17:15:59
545395-94-6 結(jié)構(gòu)式 545395-94-6 結(jié)構(gòu)式

基本信息

中文別名
(2E)-N-(2,3-二氫-1,4-苯并二噁英-6-基)-3-[4-(1,1-二甲基乙基)苯基]-2-丙酰胺
英文別名
9810
CS-2548
AMG 9810
AMG™
AMG™
9810
AMG 9810
AMG-9810
AMG 9810 >=98% (HPLC), powder
3-[4-(TERT-BUTYL)PHENYL]-N-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)ACRYLAMIDE
3-(4-tert-Butyl-phenyl)-N-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-acrylamide
(2E)-N-(2,3-Dihydro-1,4-benzodioxin-6-yl)-3-[4-(1,1-dimethylethyl)phenyl]-2-propanamide

物理化學(xué)性質(zhì)

沸點(diǎn)512.5±50.0 °C(Predicted)
密度1.175±0.06 g/cm3(Predicted)
儲存條件2-8°C
溶解度二甲基亞砜:>5mg/mL
酸度系數(shù)(pKa)12.22±0.20(Predicted)
形態(tài)粉末
顏色白色至米色

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險性描述H302-H413
危險品標(biāo)志Xn
危險類別碼22
WGK Germany3

常見問題列表

生物活性
AMG-9810 是一種有效的、競爭性和選擇性的 vanilloid receptor 1 (TRPV1) 的拮抗劑,可抑制辣椒素capsaicin的活化,對人TRPV1和大鼠TRPV1的IC50值分別為24.5 nM和85.6 nM。AMG-9810 可阻止所有已知模式的TRPV1激活,包括protons-,heat-和endogenous ligands,例如anandamide,N-arachidonyl dopamine和oleoyldopamine。AMG-9810 可顯著降低 TLR2 和 TLR4 的mRNA表達(dá)。AMG-9810 還可通過 EGFR/Akt/mTOR 信號通路來促進(jìn)小鼠皮膚腫瘤發(fā)生的緩解。
靶點(diǎn)
TargetValue
TLR2
()
TLR4
()
hTRPV1
(Cell-free assay)
24.5 nM
rTRPV1
(Cell-free assay)
85.6 nM
體外研究

AMG9810 is a competitive antagonist of capsaicin activation (IC 50 value for human TRPV1, 24.5±15.7 nM; rat TRPV1, 85.6±39.4 nM) and blocks all known modes of TRPV1 activation, including protons (IC 50 value for rat TRPV1, 294±192 nM; human TRPV1, 92.7±72.8 nM), heat (IC 50 value for rat TRPV1, 21±17 nM; human TRPV1, 15.8±10.8 nM), and endogenous ligands, such as anandamide, N-arachidonyl dopamine, and oleoyldopamine. AMG9810 blocks capsaicin-evoked depolarization and calcitonin gene-related peptide release in cultures of rat dorsal root ganglion primary neurons. AMG9810 inhibits capsaicin-, proton-, heat-, and endogenous ligand-induced uptake of 45 Ca 2+ into TRPV1-expressing cells.

體內(nèi)研究

AMG9810 is effective at preventing capsaicin-induced eye wiping in a dose-dependent manner, and it reverses thermal and mechanical hyperalgesia in a model of inflammatory pain induced by intraplantar injection of complete Freund's adjuvant. At effective doses, AMG9810 does not show any significant effects on motor function. AMG9810 is the first cinnamide TRPV1 antagonist reported to block capsaicin-induced eye wiping behavior and reverse hyperalgesia in an animal model of inflammatory pain. AMG9810, promotes mouse skin tumor development. The topical application of AMG9810 results in a significant increase in the expression level of the epidermal growth factor receptor (EGFR) and its downstream Akt/mammalian target of rapamycin (mTOR)-signaling pathway.

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