Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise specializing in the research and development, manufacturing, and sales of fine chemicals. Headquartered in Jinan, Shandong, China, we are committed to delivering high-quality products to our global partners. Currently, over 90% of our products are exported to developed markets, including North America, Europe, Japan, South Korea, and the Middle East.
Product Description
Boceprevir (CAS: 394730-60-0), also known by its trade name Victrelis and code names EBP-520, SCH503034, is an oral, direct-acting antiviral (DAA) agent belonging to the hepatitis C virus (HCV) protease inhibitor class. It appears as a white to off-white solid powder, odorless, and is a key compound in pharmaceutical research and development. Boceprevir specifically inhibits the HCV NS3/4A protease, which is essential for viral polypeptide processing and replication, and was previously used in the treatment of chronic genotype 1 HCV infection in combination with peginterferon and ribavirin, though it was withdrawn from clinical use in 2015 due to the availability of more effective DAA regimens.
Uses
Pharmaceutical R&D: A critical tool in antiviral research, used to study HCV NS3/4A protease inhibition mechanisms and the development of new HCV therapeutics. It serves as a reference standard and impurity control reagent in the quality control of HCV protease inhibitor drugs, aiding in the development of more effective and better-tolerated oral DAA combinations.
Laboratory & Biochemical Research: Used as a research reagent in molecular biology and pharmacology studies, including in vitro cell experiments and in vivo animal models to investigate NLRP3 inflammasome inhibition and related biological pathways. It is strictly for research use only and not for human administration.
Molecular Formula & Structure
- Molecular Formula: C??H??N?O?
- Molecular Weight: 519.68 g/mol
- IUPAC Name: (1R,2S,5S)-2-[(S)-2-[(S)-2-(tert-butylcarbamoyl)amino-3-methylbutanoyl]amino-3,3-dimethylbutanoyl]-6-cyano-4,4-dimethyl-3-oxo-1-phenylpiperidine-5-carboxamide
- Synonyms: Victrelis; EBP-520; SCH503034;
- EINECS Number: 800-043-2
- InChIKey: LHHCSNFAOIFYRV-DOVBMPENSA-N
- SMILES Code: O=C(N1C(C@@)((H))((C@)2((C@)1(C(NC(CC3CCC3)C(C(N)=O)=O)=O)(H))(H))C2(C)C)(C@)(C(C)(C)C)(NC(NC(C)(C)C)=O)(H)
- Chemical Structure: A piperidine-derived structure with multiple functional groups, including amide, cyano, and carbonyl groups. Its structure is designed to competitively bind to the active site of the HCV NS3/4A protease, with a Ki value of 14 nM, thereby blocking viral protease activity and inhibiting HCV replication.
Physical & Chemical Properties
- Appearance: White to off-white solid powder, odorless, with no visible impurities.
- Density: 1.162 g/cm3; Melting Point: >107 °C (decomposes).
- Solubility: Insoluble in water at 25 °C; soluble in DMSO (100 mg/mL, 192.42 mM at room temperature, up to 15 mg/mL when heated) and ethanol (100 mg/mL, 192.42 mM); solubility may decrease at low temperatures.
- Stability: Stable when stored at -20 °C in a sealed, light-proof container; DMSO solutions can be stored at -20 °C for up to 3 months; avoid moisture, light, and high temperatures.
- Toxicity: Low acute toxicity; mild irritation may occur upon direct skin or eye contact; not for human consumption; proper laboratory protective measures are required during handling.
- pKa: 12.82±0.40 (predicted); LogP: Not available; PSA: Not available.
Synthesis & Storage
- Synthesis: Prepared via multi-step organic synthesis, involving peptide coupling and piperidine ring formation reactions, followed by purification through column chromatography or recrystallization to obtain high-purity products suitable for research use.
- Storage: Sealed in airtight, amber (light-proof) containers; stored at -20 °C in a cool, dry, well-ventilated environment, away from oxidants and moisture; shelf life is 1–2 years under proper storage conditions. DMSO stock solutions should be prepared fresh or stored at -20 °C to avoid repeated freeze-thaw cycles.
- Safety: Operate in a well-ventilated fume hood; wear professional protective gear (nitrile gloves, goggles, lab coat); avoid skin contact, inhalation, and ingestion. For cell culture use, pre-treat to remove pyrogens and bacteria; sterilize via 0.22 μm membrane filtration (avoid UV, radiation, or high-temperature sterilization which may inactivate the compound）.
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