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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H29N5O6.C2H4O2
Molecular Weight 507.5368
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROXIFIBAN ACETATE

SMILES

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

InChI

InChIKey=WDEMHBVIYZGQCD-KALLACGZSA-N
InChI=1S/C21H29N5O6.C2H4O2/c1-3-4-9-31-21(29)25-17(20(28)30-2)12-24-18(27)11-15-10-16(26-32-15)13-5-7-14(8-6-13)19(22)23;1-2(3)4/h5-8,15,17H,3-4,9-12H2,1-2H3,(H3,22,23)(H,24,27)(H,25,29);1H3,(H,3,4)/t15-,17+;/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
ROXIFIBAN ACETATE
USAN   WHO-DD  
USAN  
Official Name English
ROXIFIBAN ACETATE [USAN]
Common Name English
Roxifiban acetate [WHO-DD]
Common Name English
DMP 754
Code English
DMP-754
Code English
(2S)-3-(2-((5R)-3-(P-AMIDINOPHENYL)-2-ISOXAZOLIN-5-YL)ACETAMIDO)-2-(CARBOXYAMINO)PROPIONIC ACID, 2-BUTYL METHYL ESTER, MONOACETATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1327
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL18301
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
PRIMARY
MESH
C104283
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
PRIMARY
CAS
176022-59-6
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
PRIMARY
USAN
II-76
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
PRIMARY
EPA CompTox
DTXSID90170069
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
PRIMARY
PUBCHEM
164518
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
PRIMARY
FDA UNII
0U90EOD13M
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
PRIMARY
NCI_THESAURUS
C152268
Created by admin on Fri Dec 15 15:45:11 GMT 2023 , Edited by admin on Fri Dec 15 15:45:11 GMT 2023
PRIMARY