1052187-54-8

Basic information

• Product Name: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]- thiourea
• Synonyms: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]- thiourea
• CAS NO: 1052187-54-8
• Molecular Formula: C₂₇H₃₇N₅OS
• Molecular Weight: 479.68058
• Mol File: 1052187-54-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 634.4±65.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 12.57±0.70(Predicted)
• CAS DataBase Reference: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]- thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]- thiourea(1052187-54-8)
• EPA Substance Registry System: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]- thiourea(1052187-54-8)

Safety Data

• Hazardous Substances Data: 1052187-54-8(Hazardous Substances Data)

Usage

Description

N-[(1R,2R)-2-amino-cyclohexyl]-N'-[(9R)-6'-methoxycinchonan-9-yl]-thiourea is a complex organic thiourea derivative featuring an aminocyclohexyl group and a cinchonan moiety. N-[(1R,2R)-2-aMinocyclohexyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]thiourea is distinguished by its unique stereochemistry and has demonstrated potential therapeutic properties, particularly as an antimalarial agent and a chiral ligand in asymmetric synthesis reactions. Its intriguing structure and biological activities position it as a promising candidate for pharmaceutical research and development.

Uses

Used in Pharmaceutical Industry:
N-[(1R,2R)-2-amino-cyclohexyl]-N'-[(9R)-6'-methoxycinchonan-9-yl]-thiourea is used as an antimalarial agent for its ability to inhibit the growth of the malaria parasite, offering a potential new treatment option for combating this global health issue.
Used in Chemical Synthesis:
In the field of chemical synthesis, N-[(1R,2R)-2-amino-cyclohexyl]-N'-[(9R)-6'-methoxycinchonan-9-yl]-thiourea serves as a chiral ligand, facilitating asymmetric synthesis reactions. Its unique stereochemistry allows for the selective formation of enantiomers, which is crucial in the production of pharmaceuticals and other chiral compounds where stereochemistry impacts biological activity and efficacy.

Relevant articles and documents

Highly enantioselective Michael addition of aldehy des to nitroolefins catalyzed by primary amine thiourea organocatalysts

Asymmetric Michael addition reactions of aldehydes to nitroolefins have been successfully initiated by a series of primary amine thiourea bifunctional catalysts, with high enantioselectivities (90-98% ee) and excellent yields (80-96%).The privileged quini