N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-trazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide
(R)-N-((R)-1-(4-((1H-1,2,4-Triazol-1-yl)methyl)-4-cyclohexylpiperidin-1-yl)-3-(4-chlorophenyl)-1-oxopropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
CAS: 312637-48-2
Molecular Formula: C33H41ClN6O2
N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-trazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide - Names and Identifiers
N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-trazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide - Physico-chemical Properties
| Molecular Formula | C33H41ClN6O2 |
| Molar Mass | 589.17 |
| Density | 1.33±0.1 g/cm3(Predicted) |
| pKa | 13.82±0.20(Predicted) |
| Storage Condition | Store at -20°C |
| MDL | MFCD09970598 |
| In vitro study | THIQ maintains low potency at human MC1R, MC3R and MC5R with IC 50 s of 2067, 761, 326 nM and EC 50 s of 2850, 2487, 737 nM, resepectively. THIQ maintains low potency at rat MC3R and MC5R with IC 50 s 1883 and 1575 nM, and EC 50 s of 1325 and >3000 nM, respectively. THIQ (10 μM; 24 hours) decreases the signal intensity of WT MC4R by approximately 50% whereas increases that of three mutants (N62S, C84R, and C271Y) in HEK293 cells. |
| In vivo study | THIQ (0.3-10 mg/kg; i.v.) dose-dependently increases erections (ED 50 =0.87 mg/kg) in sexually mature male Sprague Dawley rats. The maximal increase in the number of erections (60%) is detected at 5 mg/kg but was not significantly different from that produced by 1 mg/kg. THIQ (20 mg/kg; p.o.) also produces statistically significant increases in erectile responses with a mean increase of 31±4%. THIQ treatment shows the t 1/2 is 0.6 hours in Sprague-Dawley rats (1 mg/kg, i.v. and 10 mg/kg, p.o.). |
N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-trazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide - Reference Information
| biological activity | THIQ is the first selected agonist of MC4R for hMC4R (IC50=1.2 nM; EC50 = 2.1 nM) and rMC4R(IC50 = 0.6 nM; EC50 = 2.9 nM) have high affinity and potency. THIQ has a lower valency for MC1R, MC3R and MC5R and plays a role in causing erectile activity in rodents. THIQ, as a drug peroxisome of MC4R, rescued cell surface expression and signaling of some of the MC4R mutants retained in cells. |
Last Update：2024-04-10 22:29:15
![N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-trazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide](http://res.chembk.com/assets/str/2d/3/31/312637-48-2.png)