51462-38-5

Basic information

• Product Name: N,N’-(2-chloroacetamidyl)-3,6-acridine
• Synonyms: N,N’-(2-chloroacetamidyl)-3,6-acridine
• CAS NO: 51462-38-5
• Molecular Weight: 362.215
• Mol File: 51462-38-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N,N’-(2-chloroacetamidyl)-3,6-acridine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N’-(2-chloroacetamidyl)-3,6-acridine(51462-38-5)
• EPA Substance Registry System: N,N’-(2-chloroacetamidyl)-3,6-acridine(51462-38-5)

Safety Data

• Hazardous Substances Data: 51462-38-5(Hazardous Substances Data)

Upstream product

• 952-23-8 proflavine hydrochloride 
• 79-04-9 chloroacetyl chloride 
• 92-62-6 proflavine 
• 51462-62-5 3,6-bis-(hexamethyleneimino-acetylamino)-acridine 
• 51462-79-4 3,6-bis-(pyrrolidino-acetylamino)-acridine 
• 541-88-8 Chloroacetic anhydride 

Relevant articles and documents

To Loop or Not to Loop: Influence of Hinge Flexibility on Self-Assembly Outcomes for Acridine-Based Triazolylpyridine Chelates with Zinc(II), Iron(II), and Copper(II)

Coordination-driven self-assembly has been established as an effective strategy for the efficient construction of intricate architectures in both natural and artificial systems, for applications ranging from gene regulation to metal–organic frameworks. Central to these systems is the need for carefully designed organic ligands, generally with rigid components, that can undergo self-assembly with metal ions in a predictable manner. Herein, we report the synthesis and study of three novel organic ligands that feature 3,6-disubstituted acridine as a rigid spacer connected to two 2-(1,2,3-triazol-4-yl)pyridine “click” chelates through hinges of the same length but differing flexibility. The flexibility of these “three-atom” hinges was modulated by i) moving from secondary to tertiary amide functional groups and ii) replacing an sp2 amide carbon with an sp3 methylene carbon. In an effort to understand the role of hinge flexibility in directing self-assembly into mononuclear loops or dinuclear cylinders, the impact of these changes on self-assembly outcomes with zinc(II), iron(II), and copper(II) ions is described.

Synthesis and binding of proflavine diazides as functional intercalators for directed assembly on DNA

Proflavine diazide (PD) with amido-azide substituents on the amine groups and its N-methylated analogue (MePD) bind strongly to DNA by nearest-neighbour intercalation with little sequence selectivity, presenting reactive azide groups in the major groove. PD is neutral in aqueous solution but experiences binding-coupled protonation on interaction with DNA with an apparent pK a shift of 2.5 units. MePD can be click modified in situ on DNA with alkyne-functionalised thienyl-pyrrole as a precursor for conducting polymer synthesis, and remains intercalated after reaction with the substituents aligned in the groove. The Royal Society of Chemistry.

3,6-Bis-(heterocyclic aminoacyl-amino)-acridines and salts thereof

Compounds of the formula STR1 wherein R1 is hydrogen or methyl, R2 and R3, together with each other and the nitrogen atom to which they are attached, form a saturated or unsaturated heterocyclic ring system which may optionally contain one or more additional heteroatoms, and A is lower alkylene or aryl-lower alkylene, and nontoxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as inducers of the formation of interferon.