1-Methyl-4-(3-chloropropyl)piperazine Chemical Properties

Melting point:

128-130 °C(Solv: acetone (67-64-1))

Boiling point:

243 ºC

Density 

1.015

refractive index 

1.476

Flash point:

101 ºC

storage temp. 

Sealed in dry,Store in freezer, under -20°C

pka

7?+-.0.10(Predicted)

InChI

InChI=1S/C8H17ClN2/c1-10-5-7-11(8-6-10)4-2-3-9/h2-8H2,1H3

InChIKey

AUERUDPETOKUPT-UHFFFAOYSA-N

SMILES

N1(CCCCl)CCN(C)CC1

Safety Information

HS Code 

2933599590

1-Methyl-4-(3-chloropropyl)piperazine Usage And Synthesis

Uses

1-(3-Chloropropyl)-4-methylpiperazine is a reactant in the synthesis of pyrimidines as a novel sigma-1 receptor antagonist for treating neuropathic pain

Uses

1-Methyl-4-(3-chloropropyl)piperazine can be used in the preparation of many pharmaceutically active compounds such as antiulcer agents, antitumor agents, antibiotics and anxiolytics.

Synthesis

General procedure: 1-bromo-3-chloropropane (0.25 mL) was slowly added dropwise to a solution of N-methylpiperazine (0.55 mL) in toluene (2.5 mL) and the reaction was stirred at 80°C for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and acidified by slowly adding 2 mol/L hydrochloric acid solution. The aqueous phase was separated and the pH was adjusted to 12 with 2 mol/L aqueous sodium hydroxide solution, followed by the addition of ethyl acetate for extraction. The organic phase was collected, washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give 1-(3-chloropropyl)-4-methylpiperazine (187 mg) as a white solid.1H-NMR (CDCl3) δ: 3.59 (2H, t, J = 6.6 Hz), 2.49 (8H, t, J = 7.3 Hz), 2.29 (3H, s), 1.95 (2H, t, J = 6.9 Hz).

References

[1] Pharmazie, 2005, vol. 60, # 6, p. 411 - 414
[2] Synthetic Communications, 2003, vol. 33, # 14, p. 2483 - 2486
[3] Pharmazie, 1980, vol. 35, # 2, p. 69 - 72
[4] Pharmaceutical Chemistry Journal, 1998, vol. 32, # 7, p. 362 - 369
[5] Farmaco, 1993, vol. 48, # 12, p. 1641 - 1648

1-Methyl-4-(3-chloropropyl)piperazine(104-16-5)Related Product Information

• 1-(2-METHOXYPHENYL)-4-(3-CHLOROPROPYL)PIPERAZINE DIHYDROCHLORIDE
• 1-(3-chloropropanoyl)-4-methylpiperazine
• 3-chloro-1-[4-(3-chlorophenyl)piperazin-1-yl]propan-1-one
• 3-chloro-1-(4-phenylpiperazin-1-yl)propan-1-one
• 1-(3-Chloropropyl)-4-methylpiperazine dihydrochloride
• 1-(4-benzylpiperazin-1-yl)-3-chloropropan-1-one
• 1-(3-Chlorophenyl)-4-(3-chloropropyl)piperazine
• 1-(3-chloropropanoyl)-4-ethylpiperazine
• 5-ALLYL-2,5-DICHLORO-4,4-DIMETHOXY-3-(4-METHYLPIPERAZIN-1-YL)CYCLOPENT-2-EN-1-ONE
• 1-(3-CHLOROPROPANOYL)-4-(4-FLUOROPHENYL)PIPERAZINE
• 1-Methyl-4-(3-chloropropyl)piperazine
• 1-(3-CHLOROPROPANOYL)-4-(2-FUROYL)PIPERAZINE
• 1-(3-Chlorophenyl)-4-(3-chloropropyl)piperazine hydrochloride
• 4-(chloropropyl)-1-(2-quinolyl)piperazine
• RARECHEM BG FB 0118