3605-01-4 Usage
Description
2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine is a chemical compound with a complex molecular structure, characterized by a pyrimidine core with a piperazine ring attached to it. The piperazine ring has a benzodioxole group connected to it via a methylene bridge. 2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine is a white solid and is known for its various applications in the pharmaceutical industry.
Uses
Used in Pharmaceutical Industry:
2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine is used as an active pharmaceutical ingredient for the treatment of various neurological disorders. It acts as a dopamine agonist, specifically targeting dopamine receptors in the brain, which helps in the management of Parkinson's disease symptoms. 2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine also exhibits α2-adrenergic antagonist properties, which can be beneficial in treating other related conditions.
Additionally, 2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine has been shown to counteract age-related memory impairment. It improves memory and attention by enhancing the velocity of psychomotor reactions and the lability of nervous processes, making it a potential candidate for the development of drugs targeting cognitive decline and related conditions.
Originator
Trivastal, Eutherapie ,France,1969
Manufacturing Process
To a solution of 21 g of 1-(3':4'-methylenedioxybenzyl)-piperazine in solution in 300 cc of anhydrous xylene there were added 28 g of anhydrous potassium carbonate and then 11.3 g of 2-chloropyrimidine. The suspension was then heated for 9 hours at boiling point (130°C). After this time, the mixture was cooled and extracted several times with 10% hydrochloric acid. The acid solution obtained was washed with ether and then rendered alkaline with potassium carbonate; the oily product which was separated was extracted with chloroform and this, after drying with potassium carbonate and evaporation, gave an oily residue weighing 20 g. By dissolution in boiling ethanol and crystallization, 15 g of crystals melting at 96°C were recovered.
Therapeutic Function
Vasodilator
Check Digit Verification of cas no
The CAS Registry Mumber 3605-01-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,0 and 5 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3605-01:
(6*3)+(5*6)+(4*0)+(3*5)+(2*0)+(1*1)=64
64 % 10 = 4
So 3605-01-4 is a valid CAS Registry Number.
InChI:InChI=1/C16H18N4O2.CH4O3S/c1-4-17-16(18-5-1)20-8-6-19(7-9-20)11-13-2-3-14-15(10-13)22-12-21-14;1-5(2,3)4/h1-5,10H,6-9,11-12H2;1H3,(H,2,3,4)
3605-01-4Relevant articles and documents
A new method for the preparation of piribedil - A dopaminergic drug
Chilmonczyk,Cybulski,Krajewski,Szelejewski
, p. 241 - 242 (1993)
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Bisulfite Addition Compounds as Substrates for Reductive Aminations in Water
Bailey, J. Daniel,Iyer, Karthik S.,Leahy, David K.,Li, Xiaohan,Lipshutz, Bruce H.,Thakore, Ruchita R.
supporting information, p. 7205 - 7208 (2021/09/22)
Highly valued products resulting from reductive aminations utilizing shelf-stable bisulfite addition compounds of aldehydes can be made under aqueous micellar catalysis conditions. Readily available α-picolineborane serves as the stoichiometric hydride source. Recycling of the aqueous reaction medium is easily accomplished, and several applications to targets in the pharmaceutical industry are documented.
Large-steric-hindrance N-heterocyclic carbene palladium complex, preparation method and application thereof, and synthesis method of sonidegib based on large-steric-hindrance N-heterocyclic carbene palladium complex
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Paragraph 0195; 0205-0207, (2021/01/24)
The invention belongs to the technical field of organic synthesis and chemical catalysis, and discloses a large-steric-hindrance N-heterocyclic carbene palladium complex, a preparation method thereof,an application of the complex in efficient catalysis of a C-N coupling reaction under a room-temperature air condition, and a synthesis method of sonidegib based on the complex. According to the large-steric-hindrance N-heterocyclic carbene palladium complex, diphenyl imidazole serves as a main ligand framework, functionalized allyl serves as an auxiliary ligand, the functionalized allyl is introduced beside a metal center of a catalyst to serve as an auxiliary ligand, the catalytic activity and stability are remarkably improved, the large-steric-hindrance N-heterocyclic carbene palladium complex can be applied to efficient catalysis of a CN coupling reaction, particularly, the CN coupling reaction can be efficiently catalyzed under the room temperature condition, and the yield can reachup to 99%. The invention also provides a method for synthesizing sonidegib by taking aryl/aliphatic amine and aryl chloride as reactants and a three-step method at room temperature under the catalysisof a palladium catalytic system, the synthetic method has few steps, and the total yield can reach 74.5%.