558444-72-7

Basic information

• Product Name: 2-[4-[((S)-5,6,7,8-Tetrahydroquinolin-8-yl)amino]butyl]isoindole-1,3-dione
• Synonyms: 2-[4-[((S)-5,6,7,8-Tetrahydroquinolin-8-yl)amino]butyl]isoindole-1,3-dione;(S)-2-(4-(5,6,7,8-tetrahydroquinolin-8-ylaMino)butyl)isoindoline-1,3-dione
• CAS NO: 558444-72-7
• Molecular Formula: C21H23N3O2
• Molecular Weight: 349.42622
• Mol File: 558444-72-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[4-[((S)-5,6,7,8-Tetrahydroquinolin-8-yl)amino]butyl]isoindole-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[4-[((S)-5,6,7,8-Tetrahydroquinolin-8-yl)amino]butyl]isoindole-1,3-dione(558444-72-7)
• EPA Substance Registry System: 2-[4-[((S)-5,6,7,8-Tetrahydroquinolin-8-yl)amino]butyl]isoindole-1,3-dione(558444-72-7)

Safety Data

• Hazardous Substances Data: 558444-72-7(Hazardous Substances Data)

Usage

General Description

The chemical "2-[4-[((S)-5,6,7,8-Tetrahydroquinolin-8-yl)amino]butyl]isoindole-1,3-dione" is a complex compound with a structure that includes a tetrahydroquinoline group, an amino butyl group, and an isoindole-1,3-dione group. 2-[4-[((S)-5,6,7,8-Tetrahydroquinolin-8-yl)amino]butyl]isoindole-1,3-dione may have potential pharmaceutical applications due to the presence of the isoindole-1,3-dione group, which is known for its biological and pharmacological activities. Additionally, the tetrahydroquinoline group is commonly found in pharmaceutical compounds and may confer specific properties to the molecule. The amino butyl group suggests that the compound may have a role in binding to specific molecular targets. Further research is needed to fully understand the potential uses and properties of this chemical compound.

Upstream product

• 3598-60-5 4-phthalimidobutanal 
• 369656-57-5 (S)-(+)-8-amino-5,6,7,8-tetrahydroquinoline 
• 85-44-9 phthalic anhydride 
• 10314-06-4 4-phthalimidobutyryl chloride 
• 24697-70-9 N-(4-hydroxybutyl)phthalimide 
• 3130-75-4 4-phthalimidobutyric acid 

Downstream Products

• 558447-26-0 AMD₀₇₀ 

Relevant articles and documents

AMD070, a CXCR4 chemokine receptor antagonist: Practical large-scale laboratory synthesis

An efficient and convergent four-step synthetic route to the CXCR4 chemokine receptor antagonist AMD070 (1) has been developed which employs only a single chromatographic step in the entire sequence. Novel reductive amination methods have been developed for the coupling of 2 and 3 in which a dehydrative imine formation is followed by reduction with an attenuated borohydride reagent (zinc chloride and sodium borohydride). Selective extraction methods were employed to purify synthetic intermediates and remove reagents and impurities. A procedure has also been developed to isolate 1 in a pure crystalline form.

Process for the synthesis of CXCR4 antagonist

This invention relates to a process for synthesizing heterocyclic pharmaceutical compound which binds to the CXCR4 chemokine receptor. In one embodiment, the process comprises: a) reacting a 5,6,7,8-tetrahydroquinolinylamine and an alkyl aldehyde bearing a phthalimide or a di-tertiary-butoxycarbonyl (di-BOC) protecting group to form an imine; b) reducing the imine to form a secondary amine; c) reacting the secondary amine with a haloalkyl substituted heterocyclic compound, to form a phthalimido-protected or di-tert-butoxycarbonyl protected tertiary amine; and d) hydrolyzing the protected amine to obtain a compound having Formula I′