GW311616A . HCl
| Code | Size | Price |
|---|
| AG-CR1-3632-M001 | 1 mg | £70.00 |
Quantity:
| AG-CR1-3632-M005 | 5 mg | £170.00 |
Quantity:
| AG-CR1-3632-M025 | 25 mg | £610.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
-20°C
Storage:
Short Tem: +4°C, Long Term: -20°C
Documents
Further Information
Alternate Names/Synonyms:
GW311616 . hydrochloride; (3S,3aS,6aR)-3-Isopropyl-1-(methylsulfonyl)-4-((E)-4-(piperidin-1-yl)but-2-enoyl) hexahydropyrrolo [3,2-b]pyrrol-2(1H)-one
Appearance:
White crystalline.
CAS:
197890-44-1198062-54-3 (free base)
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.
Hazards:
H315, H319
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
Long Description:
Chemical. CAS: 197890-44-1. Formula: C19H31N3O4S . HCl. MW: 397.5 . 36.5. Potent, selective intracellular neutrophil elastase (NE, alpha-1-proteinase) inhibitor (by covalently binding to NE). Inhibits human neutrophil elastase (HNE) and is selective over other human serine proteases with IC50 values of 22nM for HNE, >100µM for trypsin, cathepsin G and plasmin, >3µM for chymotrypsin and tissue plasminogen activator. Specific beta-cell proliferation promoter. Similar to SerpinB1, which functions through its inhibiting activity of several proteases including neutrophil elastase, cathepsin G and proteinase-3. Reverses insulin resistance and body weight gain in HFD-fed mice, suggesting that the SerpinA1-NE system regulates AMPK signaling, fatty acid oxidation (FAO) and energy expenditure. The imbalance between SerpinA1 (alpha1-antitrypsin; A1AT) and neutrophil elastase NE contributes to the development of obesity and related inflammation, insulin resistance and liver steatosis. Shown to inhibit tumor cell growth and proliferation and induce apoptosis in leukemia cell lines.
MDL:
MFCD06411566
Molecular Formula:
C19H31N3O4S . HCl
Molecular Weight:
397.5 . 36.5
Package Type:
Vial
Precautions:
P280, P302, P352, P305, P351, P338
Product Description:
Potent, selective intracellular neutrophil elastase (NE, alpha-1-proteinase) inhibitor (by covalently binding to NE). Inhibits human neutrophil elastase (HNE) and is selective over other human serine proteases with IC50 values of 22nM for HNE, >100µM for trypsin, cathepsin G and plasmin, >3µM for chymotrypsin and tissue plasminogen activator. Specific beta-cell proliferation promoter. Similar to SerpinB1, which functions through its inhibiting activity of several proteases including neutrophil elastase, cathepsin G and proteinase-3. Reverses insulin resistance and body weight gain in HFD-fed mice, suggesting that the SerpinA1-NE system regulates AMPK signaling, fatty acid oxidation (FAO) and energy expenditure. The imbalance between SerpinA1 (alpha1-antitrypsin; A1AT) and neutrophil elastase NE contributes to the development of obesity and related inflammation, insulin resistance and liver steatosis. Shown to inhibit tumor cell growth and proliferation and induce apoptosis in leukemia cell lines.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
[H]Cl.[H][C@@]1(CCN2C(/C=C/CN3CCCCC3)=O)[C@]2([H])[C@H](C(C)C)C(N1S(C)(=O)=O)=O
Solubility Chemicals:
Soluble in DMSO or distilled water. Note: To solubilize use distilled water (no buffer). In biological buffers pH>6.5 the product precipitates.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
The discovery of a potent, intracellular, orally bioavailable, long duration inhibitor of human neutrophil elastase-GW311616A a development candidate: S.J. Macdonald, et al.; Bioorg. Med. Chem. Lett. 11, 895 (2001) | Imbalance between neutrophil elastase and its inhibitor alpha1-antitrypsin in obesity alters insulin sensitivity, inflammation, and energy expenditure: V. Mansuy-Aubert, et al.; Cell Metab. 17, 534 (2013) | Neutrophil elastase and its therapeutic effect on leukemia cells: K.L. Jiang, et al.; Mol. Med. Rep. 12, 4165 (2015) | SerpinB1 Promotes Pancreatic beta Cell Proliferation: A. El Ouaamari, et al.; Cell Metab. 23, 194 (2016) | Immature low-density neutrophils exhibit metabolic flexibility that facilitates breast cancer liver metastasis: B.E Hsu, et al.; Cell Rep. 27, 3902 (2019)