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G1421 Sigma-Aldrich

GW405833 hydrochloride

≥98% (HPLC), solid

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

  • CAS Number 180002-83-9

  • Empirical Formula (Hill Notation) C23H24Cl2N2O3 · HCl

  • Molecular Weight 483.82

  •  MDL number MFCD09832650

  •  PubChem Substance ID 329799842

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cannabinoids, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
drug control   regulated under CDSA - not available from Sigma-Aldrich Canada
color   white to pink
solubility   DMSO: soluble >10 mg/mL
  H2O: insoluble <2 mg/mL
storage temp.   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
InChI key   JIQYDHDVNNFPMU-UHFFFAOYSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

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.

Features and Benefits

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.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Cannabinoid Receptors

Cannabinoid receptors derive their name from Δ9-tetrahydrocannabinol (Δ9-THC), the psychoactive principle in Cannabis sativa (marijuana). Although marijuana has been in use for over 4,000 years as a ...
Keywords: AGE, Atomic absorption spectroscopy, Endocannabinoids, Gene expression, Infrared spectroscopy, Ligands, Metabolism, Neurotransmitters, Transduction

Peer-Reviewed Papers
15

References

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