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G1421

Sigma-Aldrich

GW405833 -hydrochlorid

≥98% (HPLC), solid

Synonym(e):

1-(2,3-Dichlorobenzoyl)-5-methoxy-2-methyl-(3-(morpholin-4-yl)ethyl)-1H-indole -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C23H24Cl2N2O3 · HCl
CAS-Nummer:
180002-83-9
Molekulargewicht:
483.82
MDL-Nummer:
MFCD09832650
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329799842
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

Lagerbedingungen

desiccated

Farbe

white to pink

Löslichkeit

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

Lagertemp.

2-8°C

SMILES String

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

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

InChIKey

JIQYDHDVNNFPMU-UHFFFAOYSA-N

Anwendung

GW405833 hydrochloride has been used as a lysosomal transient receptor potential mucolipin 1 (TRPML1) specific inhibitor to validate if TRPML1 mediates tau release in neurons and also to verify if it mediates the release of lysosomal tau. It has also been used as a TRPML channel blocker to study the effect of mucolipin transient receptor potential cation channel 3 (MCOLN3/TRPML3) function and trafficking on autophagy in HeLa cells.

Biochem./physiol. Wirkung

GW405833 hydrochloride, also known as ML-SI1, is a cell-permeable lysosomal transient receptor potential cation channel, mucolipin subfamily (TRPML) blocker.
GW405833 is a selective cannabanoid CB2 receptor agonist; analgesic. GW405833 binds with high affinity at both human and rat CB2 receptors (Ki′s 3.9 and 3.6 nM); acts as a partial agonist (50% inhibition of forskolin-stimulated cAMP formation compared to full agonist CP55,940). GW405833 has potent analgesic activity in rat models of inflammatory, neuropathic and incisional pain; devoid of CNS effects common with CB1 agonists.

Leistungsmerkmale und Vorteile

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301 - H413

Gefahreneinstufungen

Acute Tox. 3 Oral - Aquatic Chronic 4

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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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
So Woon Kim et al.
Autophagy, 15(2), 327-340 (2018-09-15)
MCOLN3/TRPML3 is a Ca2+-permeable cation channel that is expressed in multiple subcellular compartments with dynamic localization. Our previous studies suggest that upon macroautophagy/autophagy induction MCOLN3/TRPML3 is recruited and provides Ca2+ for the fusion process in autophagosome biogenesis. However, how intracellular

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