CAS 312637-48-2

(3R)-N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide

Description:

The chemical substance with the name "(3R)-N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide" and CAS number "312637-48-2" is a complex organic compound characterized by its multi-cyclic structure and various functional groups. It features a tetrahydroisoquinoline core, which is a bicyclic structure known for its presence in numerous biologically active compounds. The presence of a carboxamide functional group suggests potential for hydrogen bonding, influencing its solubility and interaction with biological targets. Additionally, the compound contains a triazole ring, which is often associated with antifungal and antimicrobial properties. The chlorophenyl and cyclohexyl substituents contribute to its lipophilicity, potentially affecting its pharmacokinetics. Overall, this compound's intricate structure and diverse functional groups indicate potential applications in medicinal chemistry, particularly in the development of therapeutic agents. However, specific biological activity and safety profiles would require further investigation through empirical studies.

Formula: C₃₃H₄₁ClN₆O₂

InChI: InChI=1S/C33H41ClN6O2/c34-28-12-10-24(11-13-28)18-30(38-31(41)29-19-25-6-4-5-7-26(25)20-36-29)32(42)39-16-14-33(15-17-39,21-40-23-35-22-37-40)27-8-2-1-3-9-27/h4-7,10-13,22-23,27,29-30,36H,1-3,8-9,14-21H2,(H,38,41)/t29-,30-/m1/s1

InChI key: InChIKey=HLCHESOMJVGDSJ-LOYHVIPDSA-N

SMILES: C(C1(CCN(C([C@@H](CC2=CC=C(Cl)C=C2)NC(=O)[C@H]3CC=4C(CN3)=CC=CC4)=O)CC1)C5CCCCC5)N6C=NC=N6

Synonyms:

• 3-Isoquinolinecarboxamide, N-[(1R)-1-[(4-chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-, (3R)-
• THIQ
• (3R)-N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide
• 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

THIQ

CAS: 312637-48-2

Formula: C₃₃H₄₁ClN₆O₂

Purity: 98.11%

Color and Shape: Solid

Molecular weight: 589.1706

Ref: IN-DA00C2DW

THIQ

CAS: 312637-48-2

THIQ

Purity: ≥95%

Molecular weight: 589.17g/mol

Ref: 54-BUP04328

(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

(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

Purity: 98%

Molecular weight: 589.17g/mol

Ref: 54-OR1023290

THIQ

CAS: 312637-48-2

Formula: C₃₃H₄₁ClN₆O₂

Molecular weight: 589.19

Ref: 4Z-T-188001

THIQ-d7

CAS: 312637-48-2

Formula: C₃₃H₃₄ClN₆O₂D₇

Molecular weight: 596.23

Ref: 4Z-T-188002

THIQ

CAS: 312637-48-2

THIQ is a selective melanocortin-4 receptor (MC4R) agonist (hMC4R and rMC4R with IC50 of 1.2 nM and 0.6 nM , respectively).

Formula: C₃₃H₄₁ClN₆O₂

Purity: 98.93%

Color and Shape: Solid

Molecular weight: 589.17

Ref: TM-T8485

(3R)-N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide

Controlled Product

CAS: 312637-48-2

Applications Melanocortin 4 receptors play important roles in the regulation of energy homeostasis, eating behavior and sexual functions (1). (3R)-N-[(1R)-1-[(4-Chlorophenyl)methyl]-2-[4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidinyl]-2-oxoethyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide is a potent and selective melanocortin 4 receptor agonist (2,3). It inhibits parasympathetic preganglionic neurons in the brainstem and regulates sympathetic and parasympathetic preganglionic neurons.
References (1) Link, R., et al.: Eur J Pharmacol. 799, 58 (2017) (2) Sohn, J.W., et al.: Cell. 152, 612 (2013) (3) Martin, et al.: Eur. J. Pharmacol., 71, 454, (2002)

Formula: C₃₃H₄₁ClN₆O₂

Color and Shape: Neat

Molecular weight: 589.171

Ref: TR-C380165