SML2710

ZCZ011

≥98% (HPLC)

• Synonym(s): 6-Methyl-3-(2-nitro-1-(thiophen-2-yl)ethyl)-2-phenyl-1H-indole, 6-Methyl-3-[2-nitro-1-(2-thienyl)ethyl]-2-phenyl-1H-indole, ZCZ 011, ZCZ-011
• Empirical Formula (Hill Notation): C₂₁H₁₈N₂O₂S
• CAS Number: 1998197-39-9
• Molecular Weight: 362.44
• MDL number: MFCD31692973
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: [s]1c(ccc1)C(C[N+](=O)[O-])c2c3c([nH]c2c4ccccc4)cc(cc3)C
• InChI key: RJSPNRDBWHHFMH-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Brain-penetrant, cannabinoid receptor CB1-selective positive allosteric modulator (PAM) that blocks neuropathic pain without cannabimimetic side-effects.

ZCZ011 is a brain-penetrant, cannabinoid receptor CB1-selective positive allosteric modulator (PAM) that enhances orthosteric agonist CP55,940, while reduces orthosteric inverse agonist SR141716A, CB1 binding. ZCZ011 potentiates AEA-stimulated GTPγS binding (Emax = 46.5% without vs. 115.2% with 100 nM ZCZ011; mouse brain membranes) and cellular signaling (β-arrestin Emax = 100% without vs.157% with 100 nM ZCZ011, pERK pIC50 = 6.5 without vs. 8.3 with 10 nM ZCZ011; hCB1 cells). ZCZ011 exhibits antinociceptive efficay in murine chronic constriction injury (CCI) model of neuropathic pain & carrageenan model of inflammatory pain (40 mg/kg i.p.) without cannabimimetic side-effects.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable