CAS 40004-29-3

4-[3-(Trifluoromethyl)phenyl]-1-piperazineethanol

Description:

4-[3-(Trifluoromethyl)phenyl]-1-piperazineethanol, identified by its CAS number 40004-29-3, is a chemical compound characterized by its piperazine core, which is a six-membered ring containing two nitrogen atoms. The presence of a trifluoromethyl group (-CF3) on the phenyl ring significantly influences its chemical properties, enhancing lipophilicity and potentially affecting its biological activity. This compound typically exhibits a hydroxyl (-OH) functional group, which can participate in hydrogen bonding, influencing solubility and reactivity. It is often studied in medicinal chemistry for its potential pharmacological applications, particularly in the development of psychoactive drugs or as a scaffold for further chemical modifications. The trifluoromethyl group is known for its electron-withdrawing properties, which can stabilize certain reactive intermediates and alter the compound's interaction with biological targets. Overall, 4-[3-(Trifluoromethyl)phenyl]-1-piperazineethanol is of interest in both synthetic and medicinal chemistry due to its unique structural features and potential applications.

Formula: C₁₃H₁₇F₃N₂O

InChI: InChI=1S/C13H17F3N2O/c14-13(15,16)11-2-1-3-12(10-11)18-6-4-17(5-7-18)8-9-19/h1-3,10,19H,4-9H2

InChI key: InChIKey=FTMNSXDJPJHNSF-UHFFFAOYSA-N

SMILES: C(F)(F)(F)C=1C=C(C=CC1)N2CCN(CCO)CC2

Synonyms:

• 4-[3-(Trifluoromethyl)phenyl]-1-piperazineethanol
• N-(2-Hydroxyethyl)-N′-(3-trifluoromethylphenyl)piperazine
• 2-[4-(3-Trifluoromethylphenyl)-1-piperazinyl]propanol
• 1-Piperazineethanol, 4-[3-(trifluoromethyl)phenyl]-
• 2-[4-[3-(Trifluoromethyl)phenyl]piperazin-1-yl]ethan-1-ol

2-[4-(3-Trifluoromethylphenyl)-1-piperazinyl]propanol

Controlled Product

CAS: 40004-29-3

Applications 2-[4-(3-Trifluoromethylphenyl)-1-piperazinyl]propanol is an intermediate in the synthesis of Antrafenine (A697800), a phenylpiperazine derivative drug used as an analgesic and anti-inflammatory.
References Meguro, K., et al.: Chem. Pharma. Bull., 33, 3787 (1985);

Formula: C₁₃H₁₇F₃N₂O

Color and Shape: Neat

Molecular weight: 274.28

Ref: TR-T791580