Naylor, Alan; Judd, Duncan B.; Lloyd, Jane E.; Scopes, David I. C.; Hayes, Ann G.; Birch, Philip J. published an article in Journal of Medicinal Chemistry. The title of the article was 《A potent new class of κ-receptor agonist: 4-substituted 1-(arylacetyl)-2-[(dialkylamino)methyl]piperazines》.Application In Synthesis of (4-Benzylpiperazin-2-yl)methanol The author mentioned the following in the article:
The synthesis of 4-substituted 1-(arylacetyl)-2-[(alkylamino)methyl]piperazines I [R = CO2Me, R1 = R2 = Me; R = CO2Me, R1R2 = CH2CH:CHCH2CH2; R = COR3, R1R2 = (CH2)4, R3 = H, Me, Et, Pr, CH2OMe, CH:CH2, Ph, PhCH2; R = CO2R4, R1R2 = (CH2)4, R4 = Me, Et, Pr, Ph, PhCH2] and II [X = CHOH, CO, C:CHCO2Me-(E), -(Z)] and their activities as κ-opioid receptor agonists are described. This includes a range of 4-acyl and 4-carboalkoxy derivatives with the latter series showing the greatest κ-agonist activity. In particular, Me 4-[3,4-dichlorophenyl)acetyl]-3-[(1-pyrrolidinyl)methyl]-1-piperazinecarboxylate [I; R = CO2Me; R1R2 = (CH2)4] displays exceptional potency and selectivity. It showed the following activities in functional in vitro assays: rabbit vas deferens (κ-specific tissue) IC50 = 0.041 nM, rat vas deferens (μ-specific tissue) IC50 > 10 000 nM, and hamster vas deferens (δ-specific tissue) IC50 > 10 000 nM. Compound I [R = CO2Me; R1R2 = (CH2)4] is also a highly potent antinociceptive agent, as determined in the mouse acetylcholine-induced abdominal constriction test: ED50 = 0.000 52 mg/kg, s.c. The activity of I resides solely in its 3(R)-enantiomer. The κ-agonist activity in both the 4-acyl and the 4-carbamate series is sensitive to the size of the 4-substituent. In addition, it would appear that an appreciable neg. electrostatic potential in this region of the mol. is an important requirement for optimal potency.(4-Benzylpiperazin-2-yl)methanol(cas: 85817-34-1Application In Synthesis of (4-Benzylpiperazin-2-yl)methanol) was used in this study.
(4-Benzylpiperazin-2-yl)methanol(cas: 85817-34-1) belongs to piperazines. Two common salts in the form of which piperazine is usually prepared for pharmaceutical or veterinary purposes are the citrate, 3C4H10N2.2C6H8O7 (i.e. containing 3 molecules of piperazine to 2 molecules of citric acid), and the adipate, C4H10N2.C6H10O4 (containing 1 molecule each of piperazine and adipic acid).Application In Synthesis of (4-Benzylpiperazin-2-yl)methanol
Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics