| Title : Synthesis and antimuscarinic activity of 2-[N-(ethyl)-(N-beta- hydroxyethyl)]aminoethyl 2,2-diphenylpropionate, a metabolite of aprophen - Brown_1993_J.Pharm.Sci_82_563 |
| Author(s) : Brown ND , Leader H , Phillips LR , Smejkal RM , Gordon RK , Chiang PK |
| Ref : J Pharm Sci , 82 :563 , 1993 |
|
Abstract :
The preparation of 2-[N-(ethyl)-(N-beta-hydroxyethyl)]amino-ethyl 2,2-diphenylpropionate (1), a metabolite of aprophen [2-diethylaminoethyl 2,2-diphenylpropionate], is described. Hydrolysis of [2-(2-chloroethyl)ethylamino]ethyl acetate hydrochloride (2) in a basic solution, followed by acidic pH adjustment, gave the ethylcholineaziridinium ion (3) that upon treatment with 2,2-diphenylpropionic acid produced 1 in a 56% yield. Synthetic 1 was found to possess antimuscarinic activities, but was approximately 10-fold less potent than the parent compound aprophen. |
| PubMedSearch : Brown_1993_J.Pharm.Sci_82_563 |
| PubMedID: 8331525 |
| Inhibitor | Aprophen |
Brown ND, Leader H, Phillips LR, Smejkal RM, Gordon RK, Chiang PK (1993)
Synthesis and antimuscarinic activity of 2-[N-(ethyl)-(N-beta- hydroxyethyl)]aminoethyl 2,2-diphenylpropionate, a metabolite of aprophen
J Pharm Sci
82 :563
Brown ND, Leader H, Phillips LR, Smejkal RM, Gordon RK, Chiang PK (1993)
J Pharm Sci
82 :563