362611-66-3

Basic information

• Product Name: ((4S,4aS,8aR)-decahydroisoquinolin-4-yl)(4-(3,4-difluorophenyl)piperazin-1-yl)methanone
• Synonyms: ((4S,4aS,8aR)-decahydroisoquinolin-4-yl)(4-(3,4-difluorophenyl)piperazin-1-yl)methanone
• CAS NO: 362611-66-3
• Molecular Formula: C₂₀H₂₇F₂N₃O
• Molecular Weight: 363.4446864
• Mol File: 362611-66-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ((4S,4aS,8aR)-decahydroisoquinolin-4-yl)(4-(3,4-difluorophenyl)piperazin-1-yl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: ((4S,4aS,8aR)-decahydroisoquinolin-4-yl)(4-(3,4-difluorophenyl)piperazin-1-yl)methanone(362611-66-3)
• EPA Substance Registry System: ((4S,4aS,8aR)-decahydroisoquinolin-4-yl)(4-(3,4-difluorophenyl)piperazin-1-yl)methanone(362611-66-3)

Safety Data

• Hazardous Substances Data: 362611-66-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
((4S,4aS,8aR)-decahydroisoquinolin-4-yl)(4-(3,4-difluorophenyl)piperazin-1-yl)methanone is used as a potential therapeutic agent for the treatment of anxiety and psychosis. Its antagonistic action on certain serotonin receptors and the presence of the 3,4-difluorophenyl group contribute to its anxiolytic and antipsychotic properties, offering a new approach to managing psychiatric disorders.
However, it is important to note that ((4S,4aS,8aR)-decahydroisoquinolin-4-yl)(4-(3,4-difluorophenyl)piperazin-1-yl)methanone also has the potential for abuse and misuse due to its psychoactive properties. Therefore, strict regulations and guidelines should be implemented to ensure its safe and effective use in the development of psychiatric medications.

Upstream product

• 646518-37-8 (4S,4aS,8aR)-Octahydro-isoquinoline-2,4-dicarboxylic acid 2-tert-butyl ester 4-ethyl ester 
• 362611-63-0 (4S,4aS,8aR)-decahydro-isoquinoline-4-carboxylic acid ethyl ester 
• 255893-57-3 1-(3,4-difluoro-phenyl)-piperazine 
• 348-61-8 1-bromo-3,4-difluorobenzene 
• 646518-39-0 (4S,4aS,8aR)-4-[4-(3,4-Difluoro-phenyl)-piperazine-1-carbonyl]-octahydro-isoquinoline-2-carboxylic acid tert-butyl ester 
• 362611-65-2 (4S,4aS,8aR)-octahydro-isoquinoline-2,4-dicarboxylic acid 2-tert-butyl ester 
• 646518-38-9 1-benzyl-4-(3,4-difluorophenyl)-piperazine 

Downstream Products

• 362611-79-8 C₃₁H₃₉F₂N₃O₃ 
• 362612-32-6 C₃₁H₄₃F₂N₅O 
• 362612-30-4 C₃₁H₄₂F₂N₄O₂ 
• 362611-72-1 [4-(3,4-Difluoro-phenyl)-piperazin-1-yl]-[(4S,4aS,8aR)-2-(2(S)-methyl-3-quinoxalin-6-yl-propyl)-decahydro-isoquinolin-4-yl]-methanone 
• 362612-33-7 C₃₁H₄₀F₂N₆O 
• 1221509-59-6 C₃₀H₃₈F₂N₆O 
• 1221509-57-4 C₃₂H₄₁F₂N₅O 
• 362611-92-5 C₃₀H₃₇F₂N₅OS 
• 362612-21-3 C₃₂H₄₀F₂N₄O₂ 
• 362612-11-1 C₃₁H₃₈F₂N₄O₂ 

Relevant articles and documents

Decahydroisoquinoline derivatives as novel non-peptidic, potent and subtype-selective somatostatin sst3 receptor antagonists

Starting from non-peptidic sst1-selective somatostatin receptor antagonists, first compounds with mixed sst1/sst3 affinity were identified by directed structural modifications. Systematic optimization of these initial leads afforded novel, enantiomerically pure, highly potent and sst3-subtype selective somatostatin antagonists based on a (4S,4aS,8aR)-decahydroisoquinoline-4-carboxylic acid core moiety. These compounds can efficiently be synthesized and show promising PK properties in rodents.

The development of a practical synthesis of the potent and selective somatostatin sst3 receptor antagonist [4-(3,4-difluoro-phenyl)- piperazine-1-yl]-{(4S,4aS,8aR)-2[(S)-3-(6-methoxy-pyridin-3-yl)-2-methyl-propyl] -decahydroisoquinoline-4-yl}-methanone (NVP-ACQ090)

The decahydroisoquinoline derivative NVP-ACQ090 is a potent and selective antagonist at the somatostatin sst3 receptor. The original research synthesis of NVP-ACQ090 comprises a main chain of nine linear steps and two side chains of three and steps, respectively. This synthesis is highly convergent, but very complex and expensive, and involves several reagents that are not acceptable for a large scale synthesis. In chemical development, all the unacceptables could be replaced, and the overall efficiency of the synthesis was much improved.