AnguizoleInhibitor of HCV replication CAS# 442666-98-0 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 442666-98-0 | SDF | Download SDF |
| PubChem ID | 1046082 | Appearance | Powder |
| Formula | C17H11ClF2N4O2S | M.Wt | 408.81 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | DMSO : 50 mg/mL (122.31 mM; Need ultrasonic) H2O : < 0.1 mg/mL (insoluble) | ||
| Chemical Name | 7-[chloro(difluoro)methyl]-5-(furan-2-yl)-N-(thiophen-2-ylmethyl)pyrazolo[1,5-a]pyrimidine-2-carboxamide | ||
| SMILES | C1=COC(=C1)C2=NC3=CC(=NN3C(=C2)C(F)(F)Cl)C(=O)NCC4=CC=CS4 | ||
| Standard InChIKey | GBNREAYNZPJROB-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C17H11ClF2N4O2S/c18-17(19,20)14-7-11(13-4-1-5-26-13)22-15-8-12(23-24(14)15)16(25)21-9-10-3-2-6-27-10/h1-8H,9H2,(H,21,25) | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Anguizole is a small molecule inhibitor of HCV replication and alters NS4B's subcellular distribution. | |||||
| Targets | HCV | |||||
Anguizole Dilution Calculator
Anguizole Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.4461 mL | 12.2306 mL | 24.4612 mL | 48.9225 mL | 61.1531 mL |
| 5 mM | 0.4892 mL | 2.4461 mL | 4.8922 mL | 9.7845 mL | 12.2306 mL |
| 10 mM | 0.2446 mL | 1.2231 mL | 2.4461 mL | 4.8922 mL | 6.1153 mL |
| 50 mM | 0.0489 mL | 0.2446 mL | 0.4892 mL | 0.9784 mL | 1.2231 mL |
| 100 mM | 0.0245 mL | 0.1223 mL | 0.2446 mL | 0.4892 mL | 0.6115 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Anguizole is a selective inhibitor of NS4B with IC50 value of 310 nM [1].
NS4B (nonstructural protein 4B) is a viral protein which was found in hepatitis C virus and was a key regulator in HCV replication complex formation. It is reported that NS4B plays a pivotal role in HCV replication via inducing a specific membrane rearrangement and designating membranous web. NS4B-AH2, comprising amino acid 42 to 66, is identified as a major regulator for NS4B oligomerization [2].
Anguizole is a potent NS4B inhibitor and targets the second amphipathic helix of NS4B (NS4B-AH2). When tested with HCV virus, anguizole treatment significantly disrupted NS4B-AH2-mediated biological functions of NS4B which played an important role in HCV life cycle [3]. In Huh7.5 cells transferring a plasmid expressing NS4B fused in frame with GFP, 5μM anguizole treatment (48 hours) altered the distribution of NS4B MAF pattern which inhibited HCV life cycle [1].
References:
[1]. Bryson, P.D., et al., A small molecule inhibits HCV replication and alters NS4B's subcellular distribution. Antiviral Res, 2010. 87(1): p. 1-8.
[2]. Gouttenoire, J., et al., Aminoterminal amphipathic alpha-helix AH1 of hepatitis C virus nonstructural protein 4B possesses a dual role in RNA replication and virus production. PLoS Pathog, 2014. 10(10): p. e1004501.
[3]. Choi, M., et al., A hepatitis C virus NS4B inhibitor suppresses viral genome replication by disrupting NS4B's dimerization/multimerization as well as its interaction with NS5A. Virus Genes, 2013. 47(3): p. 395-407.
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A hepatitis C virus NS4B inhibitor suppresses viral genome replication by disrupting NS4B's dimerization/multimerization as well as its interaction with NS5A.[Pubmed:23868571]
Virus Genes. 2013 Dec;47(3):395-407.
Chronic hepatitis C virus (HCV) infection is responsible for severe liver diseases including liver cirrhosis and hepatocellular carcinoma. An HCV non-structural protein 4B (NS4B) plays an essential role in viral RNA genome replication by building multi-vesicular structures around endoplasmic reticulum membranes. Especially, the second amphipathic helix of NS4B (NS4B-AH2) was shown to be essential for this process. By screening compounds against a membrane-aggregating activity of NS4B-AH2, several anti-HCV replication small molecules targeting NS4B-AH2 were discovered. However, little is known about detailed molecular mechanism of action for these NS4B-AH2 inhibitors. In this report, we provide evidences that NS4B-AH2 is required for NS4B's dimerization/multimerization, its proper subcellular localization, as well as its interaction with NS5A. More importantly, one of NS4B-AH2 inhibitors called "Anguizole" was found to be able to disrupt all of these NS4B-AH2-mediated biological functions of NS4B. This newly elucidated mechanism of action will enable us not only to better understand a central role of NS4B-AH2 in HCV life cycle but also to develop a more safe and effective new class of NS4B-AH2 inhibitors of HCV replication in the future.
