2-Phenyl-2-(1-piperidinyl)propane Property

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

form 

Oil

color 

Colourless to Light Yellow

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-Phenyl-2-(1-piperidinyl)propane Chemical Properties,Usage,Production

Description

2-Phenyl-2-(1-piperidinyl)propane is an analog of phencyclidine that acts as a mechanism-based inactivator of human cytochrome P450 (CYP) 2B6 (K_i = 5.6 μM; IC₅₀ = 5.1 μM). It is 15-fold more selective for inhibition of CYP2B6 over CYP2D6 and 40-60-fold more selective for CYP2B6 over CYP1A2, CYP2A6, CYP2Cs, and CYP3A.

Chemical Properties

Colorless to Light Yellow Oil

Uses

Enzyme inhibitor. A selective inactivator of CYP2B6.

in vitro

previous study found that 2-phenyl-2-(1-piperidinyl)propane could inactivate the 7-(benzyloxy)resorufin o-dealkylation activity of liver microsomes obtained from phenobarbital-induced rats. the 7-ethoxy-4-(trifluoromethyl)coumarin o-deethylation activity of purified rat liver p450 2b1 and expressed human p450 2b6 was also inactivated by 2-phenyl-2-(1-piperidinyl)propane in a reconstituted system. with nadph, the loss of activity was founf to be both time- and concentration-dependent, and followed pseudo first order kinetics. the time for 50% of the p450 2b1 to become inactivated at saturating concentrations of 2-phenyl-2-(1-piperidinyl)propane was ~2.5 min. p450 2b6 was inactivated by 2-phenyl-2-(1-piperidinyl)propane with a k(inact) of 0.07 min(-1), a k(i) of 1.2 microm, and a t(1/2) of 9.5 min. the inactivated p450s 2b1 and 2b6 lost about 25 and 15%, respectively, indicating that the loss of activity was caused by a 2-phenyl-2-(1-piperidinyl)propane modification of the apoprotein rather than the heme [1].

References

[1] chun j, kent um, moss rm, sayre lm, hollenberg pf. mechanism-based inactivation of cytochromes p450 2b1 and p450 2b6 by 2-phenyl-2-(1-piperidinyl)propane. drug metab dispos. 2000 aug;28(8):905-11.