32352-07-1

Usage

Uses

Used in Pharmaceutical Research:
1-(2-ALLYL-PHENOXY)-3-AMINO-PROPAN-2-OL is used as a compound with potential biological activity for pharmaceutical research. Its unique structure suggests that it may be valuable in drug development, particularly for targeting specific biological systems.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(2-ALLYL-PHENOXY)-3-AMINO-PROPAN-2-OL is used as a building block or intermediate for creating more complex molecules. Its functional groups, including the allyl and phenoxy groups, can be manipulated to synthesize a variety of organic compounds with diverse applications.

Upstream product

• 13655-52-2 alprenolol 

Downstream Products

• 112169-45-6 N-[3-(2-Allyl-phenoxy)-2-hydroxy-propyl]-benzamide 

Relevant academic research and scientific papers

Cytochrome P450 isozymes involved in aromatic hydroxylation and side- chain N-desisopropylation of alprenolol in rat liver microsomes

Alprenolol 4-hydroxylation and N-desisopropylation in liver microsomes from male Wistar rats were kinetically analyzed to be biphasic. In the 4- hydroxylation at a low substrate concentration (5 μM), significant strain [Wistar > Dark Agouti (DA)] and sex (male > female) differences were observed, and the differences decreased at a high substrate concentration (1 mM). In the N-desisopropylation, only a strain difference (Wistar > DA) was observed at the low substrate concentration. Cytochrome P450BTL (P450BTL, corresponding to CYP2D2) in a reconstituted system with 5 μM alprenolol had high 4-hydroxylase activity, which was about 10 times that of P450ml corresponding to CYP2C11, and N-desisopropylase activity at a similar extent to P450ml. The two microsomal activities at 5 μM alprenolol were efficiently decreased by antibodies against P450BTL and by sparteine, a typical substrate of the CYP2D subfamily. Polyclonal antibodies against P450ml and P450PB-1 (corresponding to CYP3A2) partially suppressed only N-desalkylation at 5 μM, whereas they reduced the two activities at 1 mM. P450ml showed a high N- desisopropylase activity at a substrate concentration of 1 mM, where the sex difference was not observed. Furthermore, P450PB-2 corresponding to CYP2C6, which is one of the major P450 isozymes in female rats, also had 4- hydroxylase and N-desalkylase activities. These results suggest that a CYP2D isozyme(s) is the primary enzyme in alprenolol 4-hydroxylation and N- desisopropylation in a lower substrate concentration range, and that the involvement of some male-specific P450 isozyme(s) other than CYP2C11 or CYP3A2 may cause the sex difference in the 4-hydroxylation. In a higher substrate concentration range, CYP2C11 is thought to play a major role particularly in N-desisopropylation in male rats. In female rats, some major constitutive P450 isozyme(s) with a relatively high K(m) value (e.g., CYP2C6) may be involved in the metabolism of alprenolol, resulting in the disappearance of the sex difference.