SML1824

GSK983

≥98% (HPLC)

• Synonym(s): GSK260983, N-[(1R)-6-Chloro-2,3,4,9-tetrahydro-1H-carbazol-1-yl]-2-pyridinecarboxamide
• Empirical Formula (Hill Notation): C₁₈H₁₆ClN₃O
• CAS Number: 827591-02-6
• Molecular Weight: 325.79
• NACRES: NA.77
• PubChem Substance ID: 329826082
• UNSPSC Code: 51111800
• MDL number: MFCD28978021
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: protect from light

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D +175 to +195°, c = 1 in methylene chloride
• storage condition: protect from light
• color: white to beige
• solubility: DMSO: 10 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: ClC1=CC=C(NC2=C3CCC[C@H]2NC(C4=NC=CC=C4)=O)C3=C1
• InChI: 1S/C18H16ClN3O/c19-11-7-8-14-13(10-11)12-4-3-6-15(17(12)21-14)22-18(23)16-5-1-2-9-20-16/h1-2,5,7-10,15,21H,3-4,6H2,(H,22,23)
• InChI key: WJQBOBGVBBZLJU-UHFFFAOYSA-N

Description

Biochem/physiol Actions

GSK983 blocks RNA virus replication with EC₅₀ values of 10–40 nM, and also blocks cell proliferation.

GSK983 blocks RNA virus replication with EC₅₀ values of 10–40 nM, and also blocks cell proliferation. GSK983 acts by inhibition of dihydroorotate dehydrogenase (DHODH), necesssary for pyrimidine biosynthesis. Exogenous deoxycytidine was able to reduce GSK983 cytotoxicity, allowing cells to synthesize DNA, but still preventing RNA virus replication. GSK983 was active against dengue fever and Venezuelan equine encephalitis viruses.

GSK983 is a tetrahydrocarbazole or a broad spectrum antiviral lead compound. GSK983 acts by stimulating a subset of interferon-stimulated genes.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H302,H315,H319
• Precautionary Statements: P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable