Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C21H21ClF2N4O4 |
| Molecular Weight | 466.866 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(=N)C1=CC=C(CNC(=O)[C@@H]2CCN2C(=O)[C@H](O)C3=CC(Cl)=CC(OC(F)F)=C3)C=C1
InChI
InChIKey=QTUUCFVBSVJGOH-DLBZAZTESA-N
InChI=1S/C21H21ClF2N4O4/c22-14-7-13(8-15(9-14)32-21(23)24)17(29)20(31)28-6-5-16(28)19(30)27-10-11-1-3-12(4-2-11)18(25)26/h1-4,7-9,16-17,21,29H,5-6,10H2,(H3,25,26)(H,27,30)/t16-,17+/m0/s1
| Molecular Formula | C21H21ClF2N4O4 |
| Molecular Weight | 466.866 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Atecegetran metoxil (more widely known as AZD0837), an anticoagulant and a prodrug, converted to a selective and reversible direct thrombin inhibitor (AR-H067637). Atecegetran metoxil participated in phase II clinical trials to prevent the stroke and systemic embolism in patients with non-valvular atrial fibrillation. The development of atecegetran metoxil was discontinued, due to a limitation identified in the long-term stability of the extended-release drug product.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Exposure-response for biomarkers of anticoagulant effects by the oral direct thrombin inhibitor AZD0837 in patients with atrial fibrillation. | 2015-12 |
|
| Evaluation of AR-H067637, the active metabolite of the new direct thrombin inhibitor AZD0837, in models of venous and arterial thrombosis and bleeding in anaesthetised rats. | 2010-12 |
|
| Oral direct thrombin inhibitor AZD0837 for the prevention of stroke and systemic embolism in patients with non-valvular atrial fibrillation: a randomized dose-guiding, safety, and tolerability study of four doses of AZD0837 vs. vitamin K antagonists. | 2009-12 |
|
| Biochemical and pharmacological effects of the direct thrombin inhibitor AR-H067637. | 2009-06 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:12:11 GMT 2025
by
admin
on
Mon Mar 31 20:12:11 GMT 2025
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| Record UNII |
497U7679T0
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| Record Status |
Validated (UNII)
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433937-74-7
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9163
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917904-13-3
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NON-SPECIFIC STEREOCHEMISTRY | |||
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300000034114
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497U7679T0
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C166740
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9811290
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TARGET -> INHIBITOR |
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PRODRUG -> METABOLITE ACTIVE |
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ACTIVE MOIETY |
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