19178-84-8

Usage

General Description

1-methyl-4-(9H-xanthen-9-yl)piperazine is a chemical compound that consists of a piperazine ring with a methyl group at position 1 and a xanthen-9-yl group at position 4. It is commonly used in the synthesis of fluorescent dyes and as a building block in the creation of various pharmaceutical compounds. The xanthen-9-yl group confers properties of fluorescence and has been utilized in the development of molecular probes for biological imaging and detection. The compound has also been studied for its potential as a therapeutic agent in the treatment of various medical conditions. It is important to handle 1-methyl-4-(9H-xanthen-9-yl)piperazine with caution, as it may pose risks to human health and the environment.

InChI:InChI=1/C18H20N2O/c1-19-10-12-20(13-11-19)18-14-6-2-4-8-16(14)21-17-9-5-3-7-15(17)18/h2-9,18H,10-13H2,1H3

Upstream product

• 109-01-3 1-methyl-piperazine 
• 28447-91-8 9-chloro-9H-xanthene 
• 90-46-0 9-hydroxyxanthene 
• 35598-76-6 9-hydroxy-9H-xanthenyl acetate 

Relevant academic research and scientific papers

Steric structure–activity relationship of cyproheptadine derivatives as inhibitors of histone methyltransferase Set7/9

Set7/9 is a histone lysine methyltransferase, but it is also thought to be involved in a wide variety of pathophysiological functions. We previously identified cyproheptadine, which has a characteristic butterfly-like molecular conformation with bent tricyclic dibenzosuberene and chair-form N-methylpiperidine moieties, as a Set7/9 inhibitor. In this work, we synthesized several derivatives in order to examine the steric structure–inhibitory activity relationship. We found that even a small change of molecular shape due to reduction or replacement of the 10,11-olefinic bond of the tricyclic ring generally resulted in a drastic decrease of the inhibitory activity. Our results should be useful not only for development of more potent and selective inhibitors, but also for the construction of novel inhibitor scaffolds.

Gastric antisecretory 9H-xanthen-9-amines

A series of 9H-xanthen-9-amines possessing a wide variety of nitrogen substituents at C-9 was prepared for evaluation of gastric antisecretory activity. These substituents included the acetamidine, imidate, pyrimidine, thiazoline, quinuclidine, 2-hydrazinopyridine, aminopiperidine, aminoalkylimidazole, and aminoalkylpyridine moieties. The majority of compounds in this series inhibited gastric acid secretion when tested orally in the pylorus-ligated rat. Potency was increased by intraduodenal administration and diminished by incubation with gastric juice, suggesting partial degradation of the compounds in the gastric environment. A representative example, 3-(9H-xanthen-9-ylamino)-1-ethylpiperidine, exhibited similar activity in dogs, although no free compound could be detected in the blood. It is therefore hypothesized that this compound is either rapidly bound to tissue and/or metabolized to an active species.