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)
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 |
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Safety, pharmacokinetics, and pharmacodynamics of avoralstat, an oral plasma kallikrein inhibitor: phase 1 study. | 2016 Dec |
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Prophylaxis of hereditary angioedema attacks: A randomized trial of oral plasma kallikrein inhibition with avoralstat. | 2016 Sep |
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Evaluation of avoralstat, an oral kallikrein inhibitor, in a Phase 3 hereditary angioedema prophylaxis trial: The OPuS-2 study. | 2018 Sep |
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
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FDA ORPHAN DRUG |
457114
Created by
admin on Fri Dec 15 17:27:01 GMT 2023 , Edited by admin on Fri Dec 15 17:27:01 GMT 2023
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EU/3/15/1431(WITHDRAWN)
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admin on Fri Dec 15 17:27:01 GMT 2023 , Edited by admin on Fri Dec 15 17:27:01 GMT 2023
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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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ACTIVE MOIETY