Guvacoline

Base Information

• Chemical Name: Guvacoline
• CAS No.: 495-19-2
• Molecular Formula: C7H11 N O2
• Molecular Weight: 141.17
• UNII: YT3OF85P98
• DSSTox Substance ID: DTXSID20197805
• Nikkaji Number: J11.505C
• Wikipedia: Guvacoline
• Wikidata: Q27149807
• Metabolomics Workbench ID: 129945
• ChEMBL ID: CHEMBL268808
• Mol file: 495-19-2.mol

Synonyms:norarecoline

Chemical Property of Guvacoline

Chemical Property:

• Vapor Pressure: 0.207mmHg at 25°C
• Melting Point: 144°C
• Boiling Point: 209.1°Cat760mmHg
• Flash Point: 80.2°C
• PSA: 38.33000
• Density: 1.074g/cm³
• LogP: 1.36600
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 163

Purity/Quality:

98%Min ^*data from raw suppliers

GuvacolineHydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CCCNC1
• Uses: 3-Pyridinecarboxylic acid can be used as a useful tool in the identification of muscarinic receptors.

Technology Process of Guvacoline

There total 7 articles about Guvacoline 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: 95.0%

arecoline (63-75-2) → norarecoline (495-19-2)

Guidance literature:

arecoline; With carbonochloridic acid 1-chloro-ethyl ester; In toluene; for 3h; Heating;

In methanol; at 20 ℃;

DOI:10.1016/S0968-0896(00)00291-1

Reference yield: 93.0%

1-(9H-fluoren-9-yl)methyl 3-methyl 1,2,5,6-tetrahydropyridine-1,3-dicarboxylate → norarecoline (495-19-2)

Guidance literature:

With diethylamine; In acetonitrile; at 20 ℃; for 2.5h;

DOI:10.1016/j.ejmech.2020.112623

Reference yield: 85.0%

1-(1-chloroethyl) 3-methyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate (92600-27-6) → norarecoline (495-19-2)

Guidance literature:

1-(1-chloroethyl) 3-methyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate; In methanol; for 2h; Reflux;

With potassium carbonate; In water; for 0.5h;

DOI:10.1002/anie.201301341

upstream raw materials:

2-methoxycarbonylpenta-2,4-dienylamine

methanol

arecoline

arecoline hydrobromide

Downstream raw materials:

methyl 1-(4,4-diphenylbut-3-en-1-yl)-1,2,5,6-tetrahydropyridine-3-carboxylate

1-<2-ethyl>-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid methyl ester

1,2,5,6-tetrahydro-1-<2-methoxy>ethyl>-3-pyridinecarboxylic acid methyl ester

Z-Val-Ser-Leu-[methyl (3RS,4RS)-3,4-epoxypiperidine-3-carboxylate]