SML1815

Fasnall benzenesulfonate salt

≥98% (HPLC)

• Synonym(s): 5,6-Dimethyl-N-[1-(phenylmethyl)-3-pyrrolidinyl]thieno[2,3-d]pyrimidin-4-amine benzenesulfonate, N-(1-Benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d] pyrimidin-4-amine benzenesulfonate
• Empirical Formula (Hill Notation): C₁₉H₂₂N₄S · C₆H₅SO₃H
• CAS Number: 929978-58-5
• Molecular Weight: 496.64
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 10 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: CC(S1)=C(C)C2=C1N=CN=C2NC3CN(CC4=CC=CC=C4)CC3.O=S(C5=CC=CC=C5)(O)=O

Description

Application

Fasnall benzenesulfonate salt has been used as a fatty acid synthase inhibitor to test its effect on hypoxic U87 MG cells in cell viability assay and lipid droplet formation assay.

Biochem/physiol Actions

Fasnall is a fatty acid synthase (FASN or FAS) inhibitor (IC₅₀ = 3.71 ?M by cell-free assay with 200 μM NADPH; IC₅₀ = 147 and 213 nM against acetate and glucose lipids incorporation in HepG2 cells) composed of two enantiomers (HS-79 and HS-80) that selectively target FASN co-factor nucleotide-binding sites without affecting ACC, ZipK, AMPKα, AMPKγ, TRAP1, HSP70, NS5, IRAK2 nucleotide binding or the ATP-binding activity of BT474 cellular proteins. Fasnall is shown to completely block the proliferation in multiple breast cancer cultures at 50 μM as a result of apoptosis induction with much reduced cytotoxicity than C75 toward the non-tumorigenic cell line MCF10A. When administered via i.p. injection, Fasnall is efficacious in prolonging the survival of MMTV-Neu mice by effectively suppressing mammary adenocarcinoma tumor progression (15 mg/kg dosed alone twice weekly or 50 mg/kg dosed with carboplatin once weekly).

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable