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GW 311616A
- GW 311616 hydrochloride
- Parent CAS: 198062-54-3
- Optical Purity: >99% e.e.
- Soluble in water and DMSO
- MF: C19H31N3O4S.HCl
- MW: 433.99
Description
GW 311616A (GW 311616 hydrochloride) is a potent, selective and orally active human neutrophil elastase (HNE) inhibitor with an IC50 value of 22 nM. It is highly selective over other human serine proteases including trypsin, cathepsin G, plasmin, chymotrypsin and tissue plasminogen activator.
HNE is a neutrophil-derived serine protease implicated in tissue damage, airway inflammation and protease-antiprotease imbalance. GW 311616A is useful for studying HNE-driven inflammatory injury and serine protease selectivity.
Key Features
- Potent HNE inhibitor
- IC50: 22 nM
- Selective over multiple human serine proteases
- Orally active pharmacological profile
Applications
- Neutrophil elastase research
- Airway inflammation and cystic fibrosis models
- Serine protease selectivity assays
- Protease-mediated tissue injury studies
More Information
| Parent CAS No. | 198062-54-3 |
|---|---|
| Chemical Name | (3S,3aS,6aR)-3-isopropyl-1-(methylsulfonyl)-4-((E)-4-(piperidin-1-yl)but-2-enoyl)hexahydropyrrolo[3,2-b]pyrrol-2(1H)-one hydrochloride |
| SMILES | N1(S(C)(=O)=O)C(=O)[C@@H](C(C)C)[C@@H]2N(C(=O)/C=C/CN3CCCCC3)CC[C@@H]12.Cl |&1:7,11,26,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C19H31N3O4S.ClH/c1-14(2)17-18-15(22(19(17)24)27(3,25)26)9-13-21(18)16(23)8-7-12-20-10-5-4-6-11-20;/h7-8,14-15,17-18H,4-6,9-13H2,1-3H3;1H/b8-7+;/t15-,17+,18-;/m1./s1 |
| InChiKey | UFCZUKYPBPXODT-OFTZGUNKSA-N |
| CID | 9889108 |
| Short Description | HNE inhibitor |
References
- S.J. Macdonald et al. The discovery of a potent, intracellular, orally bioavailable, long duration inhibitor of human neutrophil elastase--GW311616A a development candidate. Bioorg Med Chem Lett. 2001 Apr 9;11(7):895-8.
- J.W. Cooke et al. A novel and selective approach to enantiomerically pure bicyclic-trans-lactams via a titanium enolate of a thiopyridyl ester. J Org Chem. 2001 Jan 12;66(1):334-6.
- S.J.F. Macdonald et al. A flexible, practical, and stereoselective synthesis of enantiomerically pure trans-5-oxohexahydropyrrolo[3,2-b]pyrroles (pyrrolidine-trans-lactams), a new class of serine protease inhibitors....J.O.C. 1999 June 17, 64(14), 5166-5175.
- V. Papayannopoulos et al. Neutrophil elastase enhances sputum solubilization in cystic fibrosis patients receiving DNase therapy. PLoS One. 2011;6(12):e28526.
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