63-75-2

Basic information

• Product Name: arecoline
• Synonyms: NICOTINICACID,1,2,5,6-TETRAHYDRO-1-METHYL-,METHYLESTER;1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic Acid Methyl Ester;1-Methyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic Acid Methyl Ester;Arecaidine Methyl Ester;Arecolin;Methylarecaidine;NSC 56321;1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid methyl
• CAS NO: 63-75-2
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.196
• EINECS: 200-565-5
• Product Categories: Heterocyclic Compounds;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals
• Mol File: 63-75-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: <25℃
• Boiling Point: 209℃
• Flash Point: 81.1°C
• Appearance: Yellow Oil
• Density: 1.0504 g/cm3 (20 ºC)
• Vapor Pressure: 0.208mmHg at 25°C
• Refractive Index: 1.4860 (589.3 nm 20℃)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 6.84(at 25℃)
• CAS DataBase Reference: arecoline(CAS DataBase Reference)
• NIST Chemistry Reference: arecoline(63-75-2)
• EPA Substance Registry System: arecoline(63-75-2)

Safety Data

• Hazardous Substances Data: 63-75-2(Hazardous Substances Data)

Usage

Chemical Description

Arecoline is a natural alkaloid found in the areca nut and is used as a substrate in the reaction.

Upstream product

• 499-04-7 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid 
• 5657-66-9 3-cyano-1-methyl-1,2,5,6-tetrahydropyridine 
• 144-62-7 oxalic acid 
• 86343-57-9 N-Methyl-3-carbomethoxy-4-hydroxypiperidine 
• 59-67-6 nicotinic acid 
• 74-88-4 methyl iodide 
• 6315-60-2 3,3'-methylimino-di-propionic acid diethyl ester 
• 25012-72-0 ethyl 1-methyl-4-oxo-piperidin-3-carboxylate 
• 37673-66-8 4-hydroxy-1-methyl-piperidine-3-carboxylic acid ethyl ester 
• 94008-32-9 4-(p-chlorothiophenoxy)-1-methylpiperidine-3-carbonitrile 
• 300-08-3 arecoline hydrobromide 
• 67-56-1 methanol 
• 117912-07-9 (3S,4S)-4-(4-Chloro-phenylsulfanyl)-1-methyl-piperidine-3-carboxylic acid methyl ester 
• 4685-10-3 3-(methoxycarbonyl)-1-methylpyridinium iodide 

Downstream Products

• 102206-67-7 1-Methyl-3-diphenylmethyl-piperidein-(3) 
• 499-04-7 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid 
• 5809-87-0 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxamide 
• 500562-32-3 4-amino-1-methyl-piperidine-3-carboxylic acid amide 
• 82820-63-1 Toluene-4-sulfonate5-methoxycarbonyl-1-methyl-1-methylamino-1,2,3,6-tetrahydro-pyridinium; 
• 98942-82-6 methyl 1-methyl-5-(phenylhydrazono)-1,2,5,6-tetrahydropyridine-3-carboxylate 
• 98942-81-5 (3RS)-methyl 1-methyl-3-(phenyldiazo)-1,2,3,6-tetrahydropyridine-3-carboxylate 
• 98942-92-8 (5RS,1'RS)-methyl 5-(1'hydroxy-1'-methylbenzyl)-1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate 
• 98942-93-9 (5RS,1'SR)-methyl 5-(1'hydroxy-1'-methylbenzyl)-1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 117912-07-9 (3R,4S)-4-(4-Chloro-phenylsulfanyl)-1-methyl-piperidine-3-carboxylic acid methyl ester 
• 117912-07-9 (3S,4S)-4-(4-Chloro-phenylsulfanyl)-1-methyl-piperidine-3-carboxylic acid methyl ester 
• 98942-79-1 (3RS)-methyl 1-methyl-3-phenyl-1,2,3,6-tetrahydropyridine-3-carboxylate 
• 1690-72-8 dihydroarecoline 

Relevant articles and documents

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Preparation method of arecoline

The invention provides a preparation method of arecoline. On the presence of organic base, reaction raw materials such as nicotinic acid and the like have esterification and alkylation reactions with a compound capable of providing alkyl in the organic solvent, and arecoline can be prepared through a reduction reaction and aftertreatment. Two procedures including esterification and N-methylation are combined, and the process route of preparation of arecoline is shortened. According to the method, the operation conditions are simple, and the intermediate treatment is more convenient; expensive alkyl halide (such as methyl iodide) cannot be used as a reaction raw material, cheaper sulfolipid or phosphate ester compounds are selected, a good implementation effect is also obtained, and the product has a cost advantage.

CYCLIC AMINE AZAHETEROCYCLIC CARBOXAMIDES

The invention provides novel cyclic amine azaheterocyclic carboxamide according to Formula (I), Formula (II) and Formula (III) their manufacture and use for the treatment of hyperproliferative diseases, such as cancer.