1-Methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate

Base Information

• Chemical Name: 1-Methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate
• CAS No.: 499-04-7
• Molecular Formula: C7H11NO2
• Molecular Weight: 141.17
• Hs Code.: 2933399090
• Mol file: 499-04-7.mol

Synonyms:

Chemical Property of 1-Methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.00245mmHg at 25°C
• Melting Point: 232oC (dec.)
• Refractive Index: 1.5026 (estimate)
• Boiling Point: 266.7oC at 760 mmHg
• PKA: pKa 9.07(H2O t=25)(Approximate)
• Flash Point: 115.1oC
• PSA: 40.54000
• Density: 1.166g/cm3
• LogP: 0.27080
• Storage Temp.: Store at RT
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 169

Purity/Quality:

99%, ^*data from raw suppliers

Arecaidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[NH+]1CCC=C(C1)C(=O)[O-]
• Uses: A metabolite of Arecoline, a cholinergic agonist. Arecaidine but-2-ynyl ester tosylate is a potent, selective mAChR M2 activator.

Technology Process of 1-Methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate

There total 19 articles about 1-Methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

arecoline hydrobromide (300-08-3) → 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid (499-04-7)

Guidance literature:

arecoline hydrobromide; With sodium carbonate; In water; pH=10 - 11;

With water; Reflux;

DOI:10.1002/anie.201301341

Reference yield:

potassium methyl sulfate (562-54-9) → 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid (499-04-7)

Guidance literature:

With sodium methylate; at 140 - 150 ℃;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) → 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid (499-04-7)

Guidance literature:

With formic acid; at 155 - 160 ℃; im Rohr;

upstream raw materials:

3-cyano-1-methyl-1,2,5,6-tetrahydropyridine

arecoline

1-methyl-4-oxo-piperidine-3-carboxylic acid methyl ester

4-hydroxy-1-methyl-piperidine-3-carboxylic acid ethyl ester

Downstream raw materials:

Arecaidinpropylester

1-methyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid isopropyl ester

Arecaidin-n-butylester

arecoline

Refernces

• 1、 -. "THERAPEUTIC COMPOUNDS AND USES THEREOF". Page/Page column 95. . Retrieved 2008/06/13.
• 2、 Wolf-Pflugmann,Lambrecht,Wess,Mutschler. "Synthesis and muscarinic activity of a series of tertiary and quaternary N-substituted guvacine esters structurally related to arecoline and arecaidine propargyl ester". . p. 539 - 544. Retrieved 2007/10/02.