2208-51-7

Usage

Uses

Antihypertensive; vasodilator (serotonin S2and 1adrenergic receptor blocker).

InChI:InChI=1/C21H24N4O2/c26-20-18-9-4-5-10-19(18)22-21(27)25(20)12-6-11-23-13-15-24(16-14-23)17-7-2-1-3-8-17/h1-5,7-10H,6,11-16H2,(H,22,27)

Upstream product

• 20529-19-5 3-(4-phenylpiperazin-1-yl)propan-1-amine 
• 201230-82-2 carbon monoxide 
• 118-92-3 anthranilic acid 
• 118-48-9 isatoic anhydride 
• 18505-84-5 3-[4-(phenyl)-piperazin-1-yl]-propionitrile 
• 92-54-6 4-phenyl-1-piperazine 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 13667-64-6 1-(3'-o-amino-N-benzamido)-propyl-4-phenylpiperazine 
• 6919-61-5 N-methoxy-N-methylbenzamide 

Relevant academic research and scientific papers

Pd(ii)-Catalyzed [4 + 1 + 1] cycloaddition of simple: O -aminobenzoic acids, CO and amines: Direct and versatile synthesis of diverse N -substituted quinazoline-2,4(1 H,3 H)-diones

The mild, efficient, and straightforward synthesis of pharmaceutically and biologically active N3-substituted and N1,N3-disubstituted quinazoline-2,4-(1H,3H)-diones from simple and readily available substrates has been a huge challenge. Described here is a Pd(ii)-catalyzed [4 + 1 + 1] modular synthesis of diverse quinazoline-2,4-(1H,3H)-diones through one-pot cascade reactions of cyclocondensation of o-(alkyl)aminobenzoic acids with CO, amidation of the intermediate isatoic anhydrides with amines, and unprecedented carbonylation of the resulting o-aminobenzamides with CO under 1 atm and 60 °C conditions. The chemoselective and versatile multicomponent reaction allows for the diversities of the products including N3-substituted and N1,N3-disubstituted products, and even makes the substituents on N1,N3 the same or different from each other, which cannot be achieved by most traditional synthetic strategies. This journal is

Iridium-Catalyzed C-H Amination of Weinreb Amides: A Facile Pathway toward Anilines and Quinazolin-2,4-diones

C-H amination of arenes directed by weakly coordinating Weinreb amides has been achieved with an iridium catalyst and 2,2,2-trichloroethoxycarbonyl (Troc) azide as an aminating agent, providing a robust method of producing synthetic useful ortho-TrocNH aryl Weinreb amides. Taking advantage of the reactivity of Weinreb amide and Troc groups in the amination products, selective hydrolysis was achieved as an attractive process for the synthesis of ortho-NH2 aryl Weinreb amides, which are the building blocks useful in the synthesis of bioactive compounds, and cascade aminocyclization with primary amines was successful and provided an efficient pathway for the construction of quinazolin-2,4-diones, which are present in various alkaloids and natural products.

Synthesis of deuterium-labeled antihypertensive 3-(4'-phenyl-1- piperazlnyl)-propyl-2,4-quinazolinedione

Synthesis of deuterium-labeled 3-(4-phenyl-1-piperazinyl)-propyl- 2,4quinazolinedione (Pelanserine) an anti-hypertensive agent.