| Identification | Back Directory | [Name]
2-Phenyl-2-(1-piperidinyl)propane | [CAS]
92321-29-4 | [Synonyms]
PPP
Benzhexol Impurity 13
α-Dimethylbenzyl)piperidine
1-(a,a-dimethylbenzyl)piperidine
1-(α,α-DiMethylbenzyl)piperidine
2-Phenyl-2-(1-piperdinyl)propane
1-(2-Phenylpropan-2-yl)piperidine
2-phenyl-2-(1-piperidinyl)propane
1-(1-Methyl-1-phenylethyl)piperidine
Piperidine, 1-(1-methyl-1-phenylethyl)-
1-(1-METHYL-1-PHENYLETHYL)PIPERIDINE; 1-(Α;Α-DIMETHYLBENZYL)PIPERIDINE;
Poly(2,5-bis(3-sulfonatopropoxy)-1,4-phenylene, disodium salt-alt-1,4-phenylene) light emitting, fluorescence lambdaem 424 nm in H2O | [Molecular Formula]
C14H21N | [MDL Number]
MFCD07783011 | [MOL File]
92321-29-4.mol | [Molecular Weight]
203.32 |
| Chemical Properties | Back Directory | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Oil | [color ]
Colourless to Light Yellow | [InChI]
InChI=1S/C14H21N/c1-14(2,13-9-5-3-6-10-13)15-11-7-4-8-12-15/h3,5-6,9-10H,4,7-8,11-12H2,1-2H3 | [InChIKey]
HORGQLWAZQOQNU-UHFFFAOYSA-N | [SMILES]
N1(C(C)(C2=CC=CC=C2)C)CCCCC1 |
| Hazard Information | Back Directory | [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 (Ki = 5.6 μM; IC50 = 5.1 μM).1 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.1 | [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]. | [IC 50]
CYP2B6: 5.1 μM (IC50); CYP2B6: 5.6 μM (Ki); CYP2D6: 74 μM (IC50); CYP3A: 200 μM (IC50); CYP1A2: >300 μM (IC50); CYP2A6: >300 μM (IC50); CYP2C8: >300 μM (IC50); CYP2C9: >300 μM (EC50); CYP2C19: >300 μM (IC50); CYP2E1: >300 μM (IC50) | [storage]
Store at -20°C | [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. |
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