1388021-47-3

Basic information

• Product Name: Paliperidone Z-Oxime
• Synonyms: Paliperidone Z-Oxime;3-[2-[4-[(Z)-(2,4-Difluorophenyl)(hydroxyimino) methyl]piperidin-1-yl]ethyl]-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one
• CAS NO: 1388021-47-3
• Molecular Formula: C23H28F2N4O3
• Molecular Weight: 446.4902264
• Mol File: 1388021-47-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Paliperidone Z-Oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Paliperidone Z-Oxime(1388021-47-3)
• EPA Substance Registry System: Paliperidone Z-Oxime(1388021-47-3)

Safety Data

• Hazardous Substances Data: 1388021-47-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Paliperidone Z-Oxime is used as an impurity in the production of Paliperidone, an antipsychotic agent. The presence of this impurity is crucial for the pharmaceutical industry to ensure the quality and safety of the final drug product. It is essential to monitor and control the levels of Paliperidone Z-Oxime during the manufacturing process to maintain the efficacy and safety profile of Paliperidone.
Additionally, understanding the properties and effects of Paliperidone Z-Oxime can help researchers and pharmaceutical companies develop strategies to minimize its formation or mitigate its potential impact on the drug's overall performance. This knowledge can contribute to the ongoing improvement of antipsychotic medications and their delivery systems.

Upstream product

• 130049-82-0 3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one 
• 135634-18-3 (2,4-difluorophenyl)-piperidin-4-yl-methanone oxime hydrochloride 
• 138271-16-6 (Z)-(2,4-difluorophenyl) (4-piperidinyl)methanone, oxime monohydrochloride 
• 1141761-79-6 C₃₀H₃₀F₂N₄O₃ 

Relevant articles and documents

Preparation method of palipefidone

The invention provides a preparation method of palipefidone. The preparation method comprises the following steps: dissolving a palipefidone crude product into a heated alcohol solution; adding active carbon under a heating condition; keeping heat and stirring; filtering when the solution is hot to obtain a filtrate; at a temperature of 45 DEG C to 60 DEG C, adding a reducing agent into the filtrate, and keeping the heat and stirring for 30 to 60 minutes; after stirring, controlling to cool for 8 DEG C to 15 DEG C every hour; slowly cooling and crystallizing; after crystallizing, filtering to obtain a solid and a refined mother solution respectively; performing water washing, alcohol washing and vacuum drying on the obtained solid to obtain palipefidone crystallized powder; decompressing and concentrating the refined mother solution and recycling palipefidone secondary precipitate. The preparation method of the palipefidone is simple in process and convenient to operate, does not need special equipment and is suitable for industrial production; a toxin-free or low-toxin solvent is adopted, so that environmental pollution is lowered; the prepared product has high purity, and the content of 9-keto impurities is reduced to be 0.05 percent, even lower.

Green Synthesis of 3-(2-(4-(6-Fluorobenzo[d]isoxazol-3-yl)piperidin-yl) ethyl-6,7,8,9-tetrahydro-9-hydroxy-2-methylpyridol[1,2-a]pyrimidin-4-one

Paliperidone has been synthesized in high yields by condensation of 3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydropyridol[ 1,2a]pyrimidin-4-one (1) and (2,4-difluoro-phenyl)-piperidin-4-yl-methanone oxime (2) using K2CO3 as a base, refluxing in acetonitrile for 16 h. The novel intermediate (3) underwent internal cyclization in PEG-600 as solvent yielded paliperidone (4). Paliperidone (4) from novel intermediate (3) has also been prepared under microwave condition using PEG-600 and also in presence of a base KOH in toluene at 70 °C for 3 h in higher yields.

Processes for the Preparation of Paliperidone and Pharmaceutically Acceptable Salts Thereof and Intermediates for Use in the Processes

The present invention relates to novel compounds of formula (VIII) and (X), processes for their preparation and their use in the preparation of paliperidone or a salt thereof. There is also provided by the present invention novel processes for preparing intermediates for use in the preparation of paliperidone or a salt thereof, and novel processes for preparing paliperidone or a salt thereof.