| Identification | Back Directory | [Name]
GAT228 | [CAS]
1446648-15-2 | [Synonyms]
GAT228
GAT228 >=98% (HPLC)
3-[(1R)-2-nitro-1-phenylethyl]-2-phenyl-1H-indole
1H-Indole, 3-[(1R)-2-nitro-1-phenylethyl]-2-phenyl- | [Molecular Formula]
C22H18N2O2 | [MDL Number]
MFCD31382395 | [MOL File]
1446648-15-2.mol | [Molecular Weight]
342.39 |
| Chemical Properties | Back Directory | [Boiling point ]
585.8±50.0 °C(Predicted) | [density ]
1.237±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: 20 mg/ml | [form ]
A solid | [pka]
7.77±0.18(Predicted) | [color ]
white to beige | [Optical Rotation]
[α]/D 80 to 94°, c =1 in methanol | [InChI]
1S/C22H18N2O2/c25-24(26)15-19(16-9-3-1-4-10-16)21-18-13-7-8-14-20(18)23-22(21)17-11-5-2-6-12-17/h1-14,19,23H,15H2/t19-/m1/s1 | [InChIKey]
OHZDCJJHWPHZJD-LJQANCHMSA-N | [SMILES]
O=[N+]([O-])C[C@H](C1=CC=CC=C1)C2=C(C3=CC=CC=C3)NC4=CC=CC=C42 |
| Hazard Information | Back Directory | [Description]
GAT228 is an allosteric agonist of cannabinoid receptor 1 (CB1), the R-(+)-enantiomer of the CB1 positive allosteric modulator (PAM) GAT229 , and a component of the racemic mixture GAT211, which acts as both an agonist and PAM. GAT228 increases β-arrestin recruitment, cAMP inhibition, and ERK1/2 and PLCβ3 phosphorylation in HEK293A cells expressing GFP-tagged human CB1 (hCB1-GFP) in a concentration-dependent manner. Unlike GAT229, GAT228 has no effect on the binding of the CB receptor agonist CP 55,940 to membranes from CHO cells expressing hCB1 when used at concentrations up to 1 μM. It inhibits excitatory postsynaptic currents (EPSCs) in a subset of CB1-expressing murine autaptic hippocampal neurons when used at a concentration of 1 μM. | [Uses]
GAT228, the enantiomer of GAT211, is an allosteric cannabinoid receptor 1 (CB1) ligand[1]. | [in vivo]
GAT228 reduces pain scores in response to capsaicin stimulation[1]. | [References]
[1] Dinesh Thapa, et al. Allosteric Cannabinoid Receptor 1 (CB1) Ligands Reduce Ocular Pain and Inflammation. Molecules. 2020 Jan 20;25(2):417. DOI:10.3390/molecules25020417 |
|
| Company Name: |
BOC Sciences
|
| Tel: |
16314854226 |
| Website: |
www.bocsci.com |
| Company Name: |
Merck KGaA
|
| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
|