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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H27N5O6
Molecular Weight 433.4583
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XV-459

SMILES

CCCCOC(=O)N[C@@H](CNC(=O)C[C@H]1CC(=NO1)C2=CC=C(C=C2)C(N)=N)C(O)=O

InChI

InChIKey=SRRJCHGGTPFZSS-ZBFHGGJFSA-N
InChI=1S/C20H27N5O6/c1-2-3-8-30-20(29)24-16(19(27)28)11-23-17(26)10-14-9-15(25-31-14)12-4-6-13(7-5-12)18(21)22/h4-7,14,16H,2-3,8-11H2,1H3,(H3,21,22)(H,23,26)(H,24,29)(H,27,28)/t14-,16+/m1/s1

HIDE SMILES / InChI
Roxifiban (also known as DMP754), a potent antiplatelet agent in inhibiting platelet aggregation, and has a high specificity and affinity for human platelet glycoprotein IIb/IIIa complex (GPIIb/IIIa) receptors. Roxifiban participated in clinical trials phase III for the treatment of peripheral arterial disorders. This drug was also well tolerated in patients with chronic stable angina pectoris and was studied in the treatment of heparin-induced thrombocytopenia, and thrombosis. However, the development of this drug appears to have been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Oral antiplatelet efficacy of the platelet GPIIb/IIIa antagonist, DMP754 in non-human primates.
1998 Mar 1
Comparative efficacy between the glycoprotein IIb/IIIa antagonists roxifiban and orbofiban in inhibiting platelet responses in flow models of thrombosis.
2002 Apr
The use of roxifiban (DMP754), a novel oral platelet glycoprotein IIb/IIIa receptor inhibitor, in patients with stable coronary artery disease.
2003
[Long-lasting thrombocytopenia induced by glycoprotein IIb/IIIa inhibitor].
2017 Nov
Patents

Patents

Sample Use Guides

Ninety-eight patients were randomized to receive either a placebo or 1 of 8 oral dosages of roxifiban. Twenty-two patients were enrolled in multiple-dose regimens, bringing the total study population to 120. The oral dosages were 0.25, 0.5, 0.75, 1, 1.25, 1.5, 2, or 2.5 mg/day for up to 30 days.
Route of Administration: Oral
Name Type Language
XV-459
Code English
3-[[2-[(5R)-3-[4-(Aminoiminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl]acetyl]amino]-N-(butoxycarbonyl)-L-alanine
Systematic Name English
L-Alanine, 3-[[2-[(5R)-3-[4-(aminoiminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl]acetyl]amino]-N-(butoxycarbonyl)-
Systematic Name English
XV459
Code English
(2S)-2-[(Butoxycarbonyl)amino]-3-{2-[(5R)-3-(4-carbamimidoylphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetamido}propanoic acid
Systematic Name English
Code System Code Type Description
CAS
170902-52-0
Created by admin on Sat Dec 16 19:51:25 UTC 2023 , Edited by admin on Sat Dec 16 19:51:25 UTC 2023
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PUBCHEM
177231
Created by admin on Sat Dec 16 19:51:25 UTC 2023 , Edited by admin on Sat Dec 16 19:51:25 UTC 2023
PRIMARY
FDA UNII
R96EWZ6KUZ
Created by admin on Sat Dec 16 19:51:25 UTC 2023 , Edited by admin on Sat Dec 16 19:51:25 UTC 2023
PRIMARY