Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C28H27N5O5 |
| Molecular Weight | 513.5445 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(=C(C=C1C=C)C(=O)NC2=CC=C(C=C2)C(N)=N)C3=C(N=C(C=C3)C(=O)NCC4CC4)C(O)=O
InChI
InChIKey=TUWMKPVJGGWGNL-UHFFFAOYSA-N
InChI=1S/C28H27N5O5/c1-3-16-12-21(26(34)32-18-8-6-17(7-9-18)25(29)30)20(13-23(16)38-2)19-10-11-22(33-24(19)28(36)37)27(35)31-14-15-4-5-15/h3,6-13,15H,1,4-5,14H2,2H3,(H3,29,30)(H,31,35)(H,32,34)(H,36,37)
| Molecular Formula | C28H27N5O5 |
| Molecular Weight | 513.5445 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Avoralstat, a small molecule inhibitor of plasma kallikrein, participated in clinical trials phase III to prevent hereditary angioedema, but these studied were discontinued due to insufficient efficacy study. Recently published article has described that avoralstat could improve the quality of life in C1‐INH‐HAE patients. Hereditary angioedema (HAE) with C1 inhibitor deficiency (C1‐INH‐HAE) is an autosomal dominant disorder characterized by recurrent episodes of swelling of the skin, pharynx, gastrointestinal tract, genitals, and is due primarily to mutations in the SERPING1 gene that results in insufficient production of the natural plasma kallikrein inhibitor, C1 inhibitor (C1‐INH).
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Evaluation of avoralstat, an oral kallikrein inhibitor, in a Phase 3 hereditary angioedema prophylaxis trial: The OPuS-2 study. | 2018-09 |
|
| Safety, pharmacokinetics, and pharmacodynamics of avoralstat, an oral plasma kallikrein inhibitor: phase 1 study. | 2016-12 |
|
| Prophylaxis of hereditary angioedema attacks: A randomized trial of oral plasma kallikrein inhibition with avoralstat. | 2016-09 |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT02670720
avoralstat capsules (100 mg) is taken three times daily by mouth
Route of Administration:
Oral
| Substance Class |
Chemical
Created
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Edited
Mon Mar 31 18:46:34 GMT 2025
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Mon Mar 31 18:46:34 GMT 2025
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| Record UNII |
UX17773O15
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| Record Status |
Validated (UNII)
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FDA ORPHAN DRUG |
457114
Created by
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EU/3/15/1431(WITHDRAWN)
Created by
admin on Mon Mar 31 18:46:34 GMT 2025 , Edited by admin on Mon Mar 31 18:46:34 GMT 2025
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PRIMARY | Please note that this product was withdrawn from the Community Register of designated Orphan Medicinal Products in March 2017 on request of the Sponsor. On 12 February 2015, orphan designation (EU/3/15/1431) was granted by the European Commission to BioCryst UK Ltd., the United Kingdom, for 3-[2-(4-carbamimidoyl-phenylcarbamoyl)-5-methoxy-4-vinyl-phenyl]-6-(cyclopropylmethyl-carbamoyl)-pyridine-2-carboxylic acid for the treatment of hereditary angioedema. This medicine is now known as avoralstat. | ||
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