| Identification | Back Directory | [Name]
Urea, N-(4-chlorophenyl)-N'-[2-(3-chlorophenyl)ethyl]- | [CAS]
551909-15-0 | [Synonyms]
RTICBM-189
Urea, N-(4-chlorophenyl)-N'-[2-(3-chlorophenyl)ethyl]- | [Molecular Formula]
C15H14Cl2N2O | [MOL File]
551909-15-0.mol | [Molecular Weight]
309.19 |
| Chemical Properties | Back Directory | [Boiling point ]
433.1±45.0 °C(Predicted) | [density ]
1.330±0.06 g/cm3(Predicted) | [storage temp. ]
4°C, protect from light | [solubility ]
DMSO : 100 mg/mL (323.43 mM; Need ultrasonic) | [form ]
Solid | [pka]
13.54±0.46(Predicted) | [color ]
White to off-white | [InChI]
1S/C15H14Cl2N2O/c16-12-4-6-14(7-5-12)19-15(20)18-9-8-11-2-1-3-13(17)10-11/h1-7,10H,8-9H2,(H2,18,19,20) | [InChIKey]
PPKIPROVSKBYAT-UHFFFAOYSA-N | [SMILES]
O=C(NCCC1=CC(Cl)=CC=C1)NC2=CC=C(Cl)C=C2 |
| Hazard Information | Back Directory | [Uses]
RTICBM-189 is a potent, brain-penetrant allosteric modulator of the cannabinoid type-1 (CB1) receptor with a pIC50 of 7.54 in Ca2+ mobilization assay. RTICBM-189 has pIC50s of 5.29 and 6.25 for hCB1 and mCB1, respectively. RTICBM-189 significantly and selectively attenuates the reinstatement of the addictive agent-seeking behavior in rats[1]. | [Biological Activity]
RTICBM-189 is a potent, brain-penetrant allosteric modulator of the cannabinoid type-1 (CB1) receptor with a pIC50 of 7.54 in Ca2+ mobilization assay. RTICBM-189 has pIC50s of 5.29 and 6.25 for hCB1 and mCB1, respectively. RTICBM-189 significantly and selectively attenuates the reinstatement of the cocaine-seeking behavior in rats[1].
RTICBM-189 (10 mg/kg; i.p.) significantly and selectively attenuates reinstatement of the cocaine-seeking behavior in rats[1].RTICBM-189 (10 mg/kg; i.p.) rapidly absorbs into systemic circulation, with peak plasma concentration (Cmax,plasma=288.4 ng/mL) observed at tmax,plasma of 0.4 h post-dose. Peak brain levels are also reached at tmax,brain of 0.4 h with a significantly higher Cmax,brain value of 594.6 ng/mL in the brain[1]. | [in vivo]
RTICBM-189 (10 mg/kg; i.p.) rapidly absorbs into systemic circulation, with peak plasma concentration (Cmax,plasma=288.4 ng/mL) observed at tmax,plasma of 0.4 h post-dose. Peak brain levels are also reached at tmax,brain of 0.4 h with a significantly higher Cmax,brain value of 594.6 ng/mL in the brain[1]. | Animal Model: | Adult male Sprague-Dawley rats weighing 280-300 g[1] | | Dosage: | 10 mg/kg | | Administration: | IP | | Result: | Significantly attenuated drug-induced reinstatement of the cocaine-seeking behavior.
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| Animal Model: | Male Sprague-Dawley rats weighing 258-277 g[1] | | Dosage: | 10 mg/kg (Pharmacokinetic Analysis) | | Administration: | IP | | Result: | Plasma: Cmax (288.4 ng/mL), tmax (0.4 hours), CL_F (240.6 mL/min/kg), AUCinf (715.2 ng/mL × h), half-life t1/2 (9.9 hours).
Brain: Cmax (594.6 ng/mL), tmax (0.4 hours), CL_F (120.7 mL/min/kg), AUCinf (1438.2 ng/mL × h).
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| [IC 50]
CB1: 7.54 (pIC50); hCB1: 5.29 (pIC50); mCB1: 6.25 (pIC50) | [References]
[1]. Nguyen T, et al. Development of 3-(4-Chlorophenyl)-1-(phenethyl)urea Analogues as Allosteric Modulators of the Cannabinoid Type-1 Receptor: RTICBM-189 is Brain Penetrant and Attenuates Reinstatement of Cocaine-Seeking Behavior [published online ahead of print, 2021 Dec 20]. J Med Chem. 2021;10.1021/acs.jmedchem.1c01432. |
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| Company Name: |
Merck KGaA
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| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
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