Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C28H39N6O8P |
Molecular Weight | 618.6184 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCOC(=O)N1CCN(CC1)C(=O)[C@H](CP(O)(O)=O)NC(=O)C2=NC(=NC(=C2)N3CC[C@@H](C3)OC)C4=CC=CC=C4
InChI
InChIKey=FYXHWMQPCJOJCH-GMAHTHKFSA-N
InChI=1S/C28H39N6O8P/c1-3-4-16-42-28(37)33-14-12-32(13-15-33)27(36)23(19-43(38,39)40)30-26(35)22-17-24(34-11-10-21(18-34)41-2)31-25(29-22)20-8-6-5-7-9-20/h5-9,17,21,23H,3-4,10-16,18-19H2,1-2H3,(H,30,35)(H2,38,39,40)/t21-,23-/m0/s1
Molecular Formula | C28H39N6O8P |
Molecular Weight | 618.6184 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
ACT-281959 (molecular weight 850.9 g/mol), the di-ester prodrug of
ACT-246475 (molecular weight 618.6 g/mol), was developed to improve absorption after oral dosing and is rapidly converted by esterases in vivo to ACT-246475 in two-steps via the formation of ACT-409100 (molecular weight 734.7 g/mol), the mono-ester prodrug. ACT-281959 is a novel potent and selective P2Y12 receptor antagonist with a wider therapeutic window. ACT-281959 showed antithrombotic efficacy after oral administration in the rat ferric chloride model. ACT-281959 entered clinical studies in healthy volunteers. ACT-281959 had been in phase I clinical trials by Actelion for the treatment of thrombosis. But there is no development reported for this study recently.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
4-((R)-2-{[6-((S)-3-Methoxypyrrolidin-1-yl)-2-phenylpyrimidine-4-carbonyl]amino}-3-phosphonopropionyl)piperazine-1-carboxylic Acid Butyl Ester (ACT-246475) and Its Prodrug (ACT-281959), a Novel P2Y12 Receptor Antagonist with a Wider Therapeutic Window in the Rat Than Clopidogrel. | 2015 Dec 10 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25331625
The study had a double-blind, randomized, ascending single-dose design with an oral formulation F1 (i.e., ACT-281959 or placebo) (Part I) and an open-label, randomized, 3-period, crossover design comparing exploratory formulations of ACT-281959 (F2) 70 mg and ACT-246475 (dF) 50 mg to F1 70 mg (Part II). In Part I, doses up to 1,000 mg were tested in 40 healthy subjects.
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:29:46 GMT 2023
by
admin
on
Sat Dec 16 10:29:46 GMT 2023
|
Record UNII |
6DPK7O4PR7
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
59534142
Created by
admin on Sat Dec 16 10:29:46 GMT 2023 , Edited by admin on Sat Dec 16 10:29:46 GMT 2023
|
PRIMARY | |||
|
DB15163
Created by
admin on Sat Dec 16 10:29:46 GMT 2023 , Edited by admin on Sat Dec 16 10:29:46 GMT 2023
|
PRIMARY | |||
|
10877
Created by
admin on Sat Dec 16 10:29:46 GMT 2023 , Edited by admin on Sat Dec 16 10:29:46 GMT 2023
|
PRIMARY | |||
|
100000183604
Created by
admin on Sat Dec 16 10:29:46 GMT 2023 , Edited by admin on Sat Dec 16 10:29:46 GMT 2023
|
PRIMARY | |||
|
1159500-34-1
Created by
admin on Sat Dec 16 10:29:46 GMT 2023 , Edited by admin on Sat Dec 16 10:29:46 GMT 2023
|
PRIMARY | |||
|
C166930
Created by
admin on Sat Dec 16 10:29:46 GMT 2023 , Edited by admin on Sat Dec 16 10:29:46 GMT 2023
|
PRIMARY | |||
|
6DPK7O4PR7
Created by
admin on Sat Dec 16 10:29:46 GMT 2023 , Edited by admin on Sat Dec 16 10:29:46 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
TARGET -> INHIBITOR |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
PRODRUG -> METABOLITE ACTIVE |
IN-VITRO
Scientific Literature
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
Official Title: A Single-center, Double-blind, Randomized, Placebo-controlled, Single-ascending Oral Dose and Food Interaction Study to Investigate the Safety, Tolerability, Pharmacokinetics, and Pharmacodynamics of ACT-281959 / ACT-246475 in Healthy Male Subjects
Purpose: Study Part I is a single-ascending dose study. Healthy male subjects to be included in the study and randomized in 6 dose groups, Groups A-F (8 subjects per group). Of the 8 subjects per group, 6 subjects receive the investigational drug and 2 subjects receive matching placebo. Study Part II is a 3-period, crossover, single dose study. Nine healthy male subjects to be enrolled in one group (Group G). Each subject to receive 2 different formulations of the prodrug and one formulation of the active drug in a randomized sequence.
|