145232-89-9

Usage

General Description

1,3-Benzodioxole-5-carboxamide, N-(((2-(1-(phenylmethyl)-4-piperdinyl) ethyl)amino)thioxomethyl)-, also known as Tadalafil, is a pharmaceutical compound used to treat erectile dysfunction and pulmonary arterial hypertension. It belongs to the class of drugs called phosphodiesterase type 5 inhibitors, which work by increasing blood flow to the penis during sexual stimulation. Tadalafil is typically taken orally and its effects can last for up to 36 hours.

InChI:InChI=1/C23H27N3O3S/c27-22(19-6-7-20-21(14-19)29-16-28-20)25-23(30)24-11-8-17-9-12-26(13-10-17)15-18-4-2-1-3-5-18/h1-7,14,17H,8-13,15-16H2,(H2,24,25,27,30)

Upstream product

• 86945-25-7 4-(2-aminoethyl)-1-(phenylmethyl)piperidine 
• 25054-53-9 3,4-(methylenedioxy)benzoyl chloride 

Relevant academic research and scientific papers

Novel [2-(4-piperidinyl)ethyl](thio)ureas: Synthesis and antiacetylcholinesterase activity

A series of 1-ar(o)yl-3-[2-(1-benzyl-4-piperidinyl)ethyl](thio)urea derivatives was synthesized and evaluated for antiacetylcholinesterase activity. Most aroyl(thio)urea derivatives showed potent inhibitory activity in the sub-micromolar range. A comparable potency was obtained with the aryl(thio)urea analogues by replacing the phenyl with a 2-pyridyl group. The substituted guanidine variations proved to be almost inactive whereas the nitroethylene analogues appeared to be quite efficient. These results were interpreted in terms of the preferential cis-trans conformation of the aroyl(thio)urea and 2-pyridyl(thio)urea moieties involving the existence of hydrogen bonding. In vivo experiments showed that compound 7m had maximal antiamnestic activity at 0.03 mg/kg with a therapeutic ratio greater than 1000, while cholinergic side effects were only seen at doses 100-fold the maximally effective antiamnestic dose. Compound 7m represents a potentially interesting antidementia agent.