| Identification | More | [Name]
N-Methyl-4-piperidinol | [CAS]
106-52-5 | [Synonyms]
1-HYDROXY-4-METHYLPIPERIDINE
1-METHYL-4-HYDROXYPIPERIDINE
1-METHYL-4-PIPERIDINOL
1-METHYL-4-PIPERIDINOL HCL
1-METHYL-4-PIPERIDINOLHYDROCHOLORIDE
4-HYDROXY-1-METHYLPIPERIDINE
4-HYDROXY-N-METHYLPIPERIDINE
NM4PPOL
N-METHYL-4-HYDROXY PIPERIDINE
N-METHYL-4-PIPERIDINOL
TIMTEC-BB SBB004301
1-methyl-4-piperidino
1-Methylpiperidinol-(4)
4-Piperidinol, 1-methyl-
N-Methylpiperidol
1-methylpiperidin-4-ol
N-Methyl-4-hydroxy
4-Hydroxy-1-methylpiperidine 98%
4-Hydroxy-l-methylpiperidine
1-Methyl-4-piperidinol, 4-Hydroxy-1-methylpiperidine | [EINECS(EC#)]
203-406-8 | [Molecular Formula]
C6H13NO | [MDL Number]
MFCD08061316 | [Molecular Weight]
115.17 | [MOL File]
106-52-5.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to yellowish liquid after melting | [Melting point ]
29-31 °C(lit.)
| [Boiling point ]
200 °C(lit.)
| [density ]
0.98 g/mL at 20 °C(lit.)
| [vapor pressure ]
8.13-11Pa at 25℃ | [refractive index ]
n20/D 1.479
| [Fp ]
190 °F
| [storage temp. ]
2-8°C | [form ]
Liquid After Melting | [pka]
14.87±0.20(Predicted) | [color ]
Clear colorless to brown | [Water Solubility ]
MISCIBLE | [Sensitive ]
Hygroscopic | [Detection Methods]
GC,NMR | [BRN ]
103024 | [Henry's Law Constant]
1.3×103 mol/(m3Pa) at 25℃, Du et al. (2017) | [InChI]
1S/C6H13NO/c1-7-4-2-6(8)3-5-7/h6,8H,2-5H2,1H3 | [InChIKey]
BAUWRHPMUVYFOD-UHFFFAOYSA-N | [SMILES]
CN1CCC(O)CC1 | [LogP]
-0.14-0.756 at 25℃ | [CAS DataBase Reference]
106-52-5(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Hydroxy-N-methylpiperidine(106-52-5) | [Storage Precautions]
Moisture sensitive;Air sensitive | [EPA Substance Registry System]
106-52-5(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS05,GHS07 | [Signal word ]
Danger | [Hazard statements ]
H315-H318-H335 | [Precautionary statements ]
P280-P302+P352-P305+P351+P338+P310 | [Hazard Codes ]
Xi,C | [Risk Statements ]
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29333999 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to yellowish liquid after melting | [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 | [Flammability and Explosibility]
Notclassified | [Synthesis]
The general procedure for the synthesis of 1-methyl-4-piperidinol from N-methyl-4-piperidone was as follows: in standard experiments, the catalyst complex 1 (6.1 mg, 10 mol%) and the hydrogenation reagent H[BAr'4]-(Et2O)2 (10.1 mg, 10 mol%) were dissolved in a 100 mL thick-walled glass reactor fitted with a TEFLON stopper and stirring bar of THF (2.0 mL). Subsequently, the substrate to be hydrogenated (0.5 mmol) was added. The reaction system was degassed by a freeze-pump-thaw cycle and then charged with hydrogen (1 or 4 atm). The reaction mixture was stirred at a set temperature (25-60 °C) until the reaction was complete. At the end of the reaction, the solvent was removed by evaporation and the residue was initially purified by passing through a silica gel column. After removal of solvent under reduced pressure, the crude product was dissolved in CDCl3 and analyzed by 1H NMR. The final product was further purified by column chromatography or preparative thin layer chromatography (TLC) using hexane/ethyl acetate (3:1, v/v) as eluent. The purified products were characterized by 1H NMR and GC-MS, and the spectral data were consistent with those reported in the literature or real samples. | [References]
[1] Journal of Medicinal Chemistry, 1997, vol. 40, # 16, p. 2474 - 2481
[2] Patent: US2015/336862, 2015, A1. Location in patent: Paragraph 0038; 0054
[3] Patent: US2767190, 1950,
[4] Patent: US2776293, 1950,
[5] Journal of the American Chemical Society, 1948, vol. 70, p. 1826 |
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J & K SCIENTIFIC LTD.
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Alfa Aesar
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400-6106006 |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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Jia Xing Isenchem Co.,Ltd
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