1-(3-HYDROXYPROPYL)-4-METHYLPIPERAZINE Chemical Properties

Melting point:

30 °C

Boiling point:

75-78°C/0.5mm

Density 

0.988±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly)

form 

Solid

pka

15.10±0.10(Predicted)

color 

White to Off-White

InChI

InChI=1S/C8H18N2O/c1-9-4-6-10(7-5-9)3-2-8-11/h11H,2-8H2,1H3

InChIKey

IIXZEUJZLXHPLB-UHFFFAOYSA-N

SMILES

N1(CCCO)CCN(C)CC1

CAS DataBase Reference

5317-33-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

24/25-26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933599590

1-(3-HYDROXYPROPYL)-4-METHYLPIPERAZINE Usage And Synthesis

Uses

4-Methyl-1-piperazinepropanol is a useful synthetic organic compound used in the synthesis of S-Alkyl-N-alkylisothiourea compounds.

Synthesis

General procedure for the synthesis of 1-(3-hydroxypropyl)-4-methylpiperazine from N-methylpiperazine and 3-bromo-1-propanol: Intermediate 7: 3-(4-methylpiperazin-1-yl)-propan-1-ol. Dissolve N-methylpiperazine (6.99 mL, 63 mmol) in toluene (30 mL). 3-Bromo-1-propanol (2.62 mL, 30 mmol) was added slowly and the reaction mixture was stirred at room temperature overnight. Subsequently, the reaction mixture was heated to 80 °C and kept for 2 h, and then cooled to room temperature. The reaction mixture was filtered and the filter cake was washed thoroughly with toluene. After removal of toluene under reduced pressure, the residue was subjected to Kugelrohr distillation (boiling point: 180 °C/2 mbar) to give a colorless oily product (4.08 g, 25.8 mmol, 86% yield). 1H NMR (CDCl3): δ= 1.70 (pseudo quintuple peak, J = 5.8 Hz, 2H), 2.26 (s, 3H), 2.35-2.60 (m, 8H), 2.60 (pseudo triple peak, J = 5.8 Hz, 2H), 3.77 (pseudo triple peak, J = 5.3 Hz, 2H), 4.09 (broad single peak, 1H).

References

[1] Patent: EP1674467, 2006, A1. Location in patent: Page/Page column 26
[2] Patent: EP1674466, 2006, A1. Location in patent: Page/Page column 27
[3] Patent: US2006/142570, 2006, A1. Location in patent: Page/Page column 17
[4] Patent: US2006/135782, 2006, A1. Location in patent: Page/Page column 26
[5] Patent: EP1746096, 2007, A1. Location in patent: Page/Page column 25

1-(3-HYDROXYPROPYL)-4-METHYLPIPERAZINE(5317-33-9)Related Product Information

• Dropropizine
• eprozinol
• 1-(3-HYDROXYPROPYL)-4-METHYLPIPERAZINE
• 1-Piperazinepropanol
• Naftopidil dihydrochloride
• VERRUCULOGEN
• Doxazosin
• Centpropazine
• 1,4-BIS(2-CARBOXYETHYL)PIPERAZINE
• 1-[3-(3,4-METHYLENEDIOXYPHENOXY)PROPYL]-4-PHENYL-PIPERAZINE MALEATE
• 3-(4-methylpiperazin-1-yl)propanoic acid
• 1,4-BIS(2-HYDROXYPROPYL)-2-METHYLPIPERAZINE
• 3-HYDROXY-1-(IODOMETHYL)-3,8-DIMETHYL-8-AZA-5-AZONIASPIRO[4.5]DECANE IODIDE
• 1-METHYL-4-OXIRANYLMETHYL-PIPERAZINE
• 1-(BENZYLOXY)-3-(4-METHYLPIPERAZIN-1-YL)PROPAN-2-OL DIHYDROCHLORIDE
• ZERENEX ZX000053
• 1-(4-ETHYLPHENOXY)-3-(4-METHYLPIPERAZIN-1-YL)PROPAN-2-OL DIHYDROCHLORIDE
• SALOR-INT L120286-1EA