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Merck
CN

G1421

GW405833 盐酸盐

≥98% (HPLC), Selective cannabinoid CB2 receptor agonist, solid

别名:

1-(2,3-二氯苯甲酰基)-5-甲氧基-2-甲基-(3-(吗啉-4-基)乙基)-1H-吲哚 盐酸盐, 242 盐酸盐, L-768, L-768242 盐酸盐, L768242 盐酸盐, ML-SI1盐酸盐

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关于此项目

经验公式（希尔记法）:
C23H24Cl2N2O3 · HCl
化学文摘社编号:
180002-83-9
分子量:
483.82
UNSPSC Code:
12352200
PubChem Substance ID:
329799842
NACRES:
NA.77
MDL number:
MFCD09832650

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产品名称

GW405833 盐酸盐, ≥98% (HPLC), solid

SMILES string

Cl.COc1ccc2n(c(C)c(CCN3CCOCC3)c2c1)C(=O)c4cccc(Cl)c4Cl

InChI key

JIQYDHDVNNFPMU-UHFFFAOYSA-N

InChI

1S/C23H24Cl2N2O3.ClH/c1-15-17(8-9-26-10-12-30-13-11-26)19-14-16(29-2)6-7-21(19)27(15)23(28)18-4-3-5-20(24)22(18)25;/h3-7,14H,8-13H2,1-2H3;1H

assay

≥98% (HPLC)

form

solid

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

storage condition

desiccated

color

white to pink

solubility

DMSO: soluble >10 mg/mL
H2O: insoluble <2 mg/mL

storage temp.

2-8°C

Quality Level

100

相关类别

Application

GW405833盐酸盐被用作溶酶体瞬时受体电位粘脂素1 (TRPML1)特异性抑制剂，以验证TRPML1是否介导神经元中tau蛋白的释放，并验证其是否介导溶酶体tau蛋白的释放。也用作TRPML通道阻断剂，以研究粘脂素瞬时受体电位阳离子通道3 (MCOLN3/TRPML3)功能和运输对海拉细胞自噬的影响。

Biochem/physiol Actions

GW405833是一种选择性的大麻素CB2受体激动剂；止痛药。 GW405833可以高亲和力结合人和大鼠CB2受体（Ki′s 3.9和3.6 nM）；充当部分激动剂（与完全激动剂CP55，940相比，对福司可林刺激的cAMP形成的抑制率为50％）。GW405833在炎性、神经性和切口疼痛的大鼠模型中具有有效的镇痛作用；缺乏CB1激动剂常见的CNS效应。
GW405833盐酸盐，又称ML-SI1，是一种细胞可渗透溶酶体瞬时受体电位阳离子通道、粘脂素亚家族(TRPML)阻断剂。
选择性大麻素CB2受体激动剂；止痛药。

Features and Benefits

《受体分类和信号转导》手册的大麻素受体页有该化合物的介绍。想要浏览手册的其他页面， 请单击此处。

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H413

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000451034
0000451033
0000451033
0000451034
0000379873

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I Dando et al.
Cell death & disease, 4, e664-e664 (2013-06-15)
The anti-tumoral effects of cannabinoids have been described in different tumor systems, including pancreatic adenocarcinoma, but their mechanism of action remains unclear. We used cannabinoids specific for the CB1 (ACPA) and CB2 (GW) receptors and metabolomic analyses to unravel the
M Donadelli et al.
Cell death & disease, 2, e152-e152 (2011-04-29)
Gemcitabine (GEM, 2',2'-difluorodeoxycytidine) is currently used in advanced pancreatic adenocarcinoma, with a response rate of < 20%. The purpose of our work was to improve GEM activity by addition of cannabinoids. Here, we show that GEM induces both cannabinoid receptor-1
Charlotte Leser et al.
European journal of medicinal chemistry, 210, 112966-112966 (2020-11-15)
The members of the TRPML subfamily of non-selective cation channels (TRPML1-3) are involved in the regulation of important lysosomal and endosomal functions, and mutations in TRPML1 are associated with the neurodegenerative lysosomal storage disorder mucolipidosis type IV. For in-depth investigation
Bethan S Kilpatrick et al.
Journal of cell science, 129(20), 3859-3867 (2016-09-01)
Transient receptor potential (TRP) mucolipins (TRPMLs), encoded by the MCOLN genes, are patho-physiologically relevant endo-lysosomal ion channels crucial for membrane trafficking. Several lines of evidence suggest that TRPMLs mediate localised Ca2+ release but their role in Ca2+ signalling is not
Yin Xu et al.
Molecular psychiatry, 26(10), 5925-5939 (2020-05-06)
Neurofibrillary tangles (NFTs) composed of hyperphosphorylated and misfolded tau protein are a pathological hallmark of Alzheimer's disease and other tauopathy conditions. Tau is predominantly an intraneuronal protein but is also secreted in physiological and pathological conditions. The extracellular tau has
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