ChemicalBook > CAS DataBase List > N-Methyl-4-piperidinol

N-Methyl-4-piperidinol

Product Name
N-Methyl-4-piperidinol
CAS No.
106-52-5
Chemical Name
N-Methyl-4-piperidinol
Synonyms
1-methylpiperidin-4-ol;1-METHYL-4-PIPERIDINOL;4-Piperidinol, 1-methyl-;H431;NM4PPOL;-4-piperidinoL;N-Methylpiperidol;N-Methyl-4-hydroxy;TIMTEC-BB SBB004301;1-methyl-4-piperidino
CBNumber
CB8852683
Molecular Formula
C6H13NO
Formula Weight
115.17
MOL File
106-52-5.mol
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N-Methyl-4-piperidinol Property

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
Flash point:
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
BRN 
103024
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)
EPA Substance Registry System
4-Piperidinol, 1-methyl- (106-52-5)
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Safety

Hazard Codes 
Xi,C
Risk Statements 
37/38-41-36/37/38-34
Safety Statements 
26-37/39-45-36/37/39-27
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29333999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H42206
Product name
N-Methyl-4-piperidinol
Purity
98%
Packaging
100g
Price
$92.3
Updated
2025/07/31
TCI Chemical
Product number
M0933
Product name
4-Hydroxy-1-methylpiperidine
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$28
Updated
2025/07/31
TCI Chemical
Product number
M0933
Product name
4-Hydroxy-1-methylpiperidine
Purity
>98.0%(GC)(T)
Packaging
500g
Price
$221
Updated
2025/07/31
TRC
Product number
H972453
Product name
4-Hydroxy-1-methylpiperidine
Packaging
25g
Price
$70
Updated
2021/12/16
TRC
Product number
H972453
Product name
4-Hydroxy-1-methylpiperidine
Packaging
50g
Price
$95
Updated
2021/12/16
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N-Methyl-4-piperidinol Chemical Properties,Usage,Production

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

Uses

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.

Flammability and Explosibility

Not classified

Synthesis

1445-73-4

106-52-5

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

N-Methyl-4-piperidinol Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Methyl-4-piperidinol Suppliers

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View Lastest Price from N-Methyl-4-piperidinol manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
N-Methyl-4-piperidinol 106-52-5
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2024-08-05
Anhui Ruihan Technology Co., Ltd
Product
1-Methyl-4-piperidinol 106-52-5
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000t/year
Release date
2023-09-21
Jinan Ande Pharmaceutical Co.,Ltd.
Product
N-Methyl-4-piperidinol 106-52-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100
Release date
2021-12-20

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