1-Methylpiperidin-4-ol

Base Information

• Chemical Name: 1-Methylpiperidin-4-ol
• CAS No.: 106-52-5
• Molecular Formula: C6H13NO
• Molecular Weight: 115.175
• Hs Code.: 29333999
• European Community (EC) Number: 203-406-8
• NSC Number: 60705
• DSSTox Substance ID: DTXSID9059339
• Nikkaji Number: J1.828.792G,J14K
• Wikidata: Q72495845
• ChEMBL ID: CHEMBL22332
• Mol file: 106-52-5.mol

Synonyms:1-Methylpiperidin-4-ol;106-52-5;N-Methyl-4-piperidinol;4-Hydroxy-1-methylpiperidine;1-Methyl-4-piperidinol;4-Hydroxy-N-methylpiperidine;N-Methyl-4-hydroxypiperidine;4-Piperidinol, 1-methyl-;1-Methyl-4-hydroxypiperidine;N-Methylpiperidol;n-methyl-4-hydroxy piperidine;NSC 60705;CHEMBL22332;4-hydroxy-1-methyl-piperidine;EINECS 203-406-8;AI3-27594;MFCD00006500;NSC60705;1-methylpiperidine-4-ol;1-Methyl-piperidin-4-ol;1-Methylpiperidinol-(4);4-hydroxy-methylpiperidine;1-methyl-piperidine-4-ol;4-hydroxy-1methylpiperidine;SCHEMBL7928;4-hydroxy-l-methylpiperidine;4-hydroxy-N-methyl-piperidine;N-methyl-4-hydroxy-piperidine;4-hydroxy-1-methyl piperidine;N-Methyl-4-piperidinol, 98%;DTXSID9059339;1alpha-Methylpiperidine-4beta-ol;BAUWRHPMUVYFOD-UHFFFAOYSA-;BCP05292;BBL012985;BDBM50561633;NSC-60705;STL163859;AKOS000119437;CS-W019412;LF-0531;PB18398;SB10213;AM802881;A2034;FT-0618725;FT-0671842;M0933;EN300-18965;4-Hydroxy-N-methylpiperidine 1-Methyl-4-piperidinol;4-hydroxy-n-methylpiperidine;1-methyl-4-piperidinol;W-108767;F0001-0126

Chemical Property of 1-Methylpiperidin-4-ol

Chemical Property:

• Appearance/Colour: clear colorless to yellowish liquid after melting
• Vapor Pressure: 0.00834mmHg at 25°C
• Melting Point: 29-31 °C
• Refractive Index: n20/D 1.479
• Boiling Point: 200 °C at 760 mmHg
• PKA: 14.87±0.20(Predicted)
• Flash Point: 87.8 °C
• PSA: 23.47000
• Density: 1.005 g/cm³
• LogP: 0.01080
• Storage Temp.: 2-8°C
• Water Solubility.: MISCIBLE
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.099714038
• Heavy Atom Count: 8
• Complexity: 66.9

Purity/Quality:

99.9% ^*data from raw suppliers

4-Hydroxy-1-methylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1CCC(CC1)O
• Uses: Reactant for:? ;Optimization of Novobiocin scaffold to product antitumor agents1? ;Substitution about the rigidifying ring for histamine H4 receptor antagonist synthesis2Reactant for synthesis of:? ;CaMKII inhibitors3? ;VEGFR and FGFR kinase inhibitors4? ;Phosphoinositide-3-kinase inhibitors5? ;Protein lysine methyltransferase G9a inhibitors6 4-Hydroxy-1-methylpiperidine is used as reactant for optimization of Novobiocin scaffold to product antitumor agents, substitution about the rigidifying ring for histamine H4 receptor antagonist synthesis. It is also used as a reactant in the synthesis of CaMKII, VEGFR and FGFR kinase inhibitors and Phosphoinositide-3-kinase, Protein lysine methyltransferase G9a inhibitors.

Technology Process of 1-Methylpiperidin-4-ol

There total 28 articles about 1-Methylpiperidin-4-ol 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%

4-HYDROXYPIPERIDINE (5382-16-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → N-methyl-4-hydroxypiperidine (106-52-5)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; water; pH=2 - 3;

Reference yield: 87.0%

1-(2-chloroethyl)imidazolidin-2-one (2387-20-4) + 5-chloro-1-(4-fluorophenyl)-3-(4-piperidinyl)-1H-indole (138900-27-3) → Sertindole (106516-24-9)

Guidance literature:

With potassium carbonate; potassium iodide; In various solvent(s); for 16h; Heating;

DOI:10.1021/jm00084a014

Reference yield: 83.2%

1-[2-[4-[5-chloro-1-(4-fluorophenyl)-1-H-indol-3-yl]-1-piperidinyl]ethyl]-2-imidazolidinone, tartrate → Sertindole (106516-24-9)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; for 1h; pH=9;

upstream raw materials:

4-HYDROXYPIPERIDINE

formaldehyd

N-methyl-4-pyridone

1-methyl-pyrrolidin-2-one

Downstream raw materials:

hydroxy-phenyl-thiazol-2-yl-acetic acid 1-methyl-piperidin-4-yl ester

1-methylpiperidin-4-yl 3-methylflavone-8-carboxylate

1-Methyl-4-(2-(phenylthio)phenoxy)piperidine

1-Methyl-4-(4-(phenylthio)phenoxy)piperidine

Refernces

• 1、 Andrau, Laura,White, Jonathan. "Conformation of N-methyl-4-piperidyl 2,4-dinitrobenzoate". . p. o60-o61. Retrieved 2003.
• 2、 Newgas, Sophie A.,Jeffries, Jack W. E.,Moody, Thomas S.,Ward, John M.,Hailes, Helen C.. "Discovery of New Carbonyl Reductases Using Functional Metagenomics and Applications in Biocatalysis". . p. 3044 - 3052. Retrieved 2021.
• 3、 Lapa, Gennady B.,Lapa, Alla A.. "Synthesis and biological evaluation of new N-substituted 4-(arylmethoxy)piperidines as dopamine transporter inhibitors". . p. 203 - 205. Retrieved 2019/04/25.