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SML1815

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C19H22N4S · C6H5SO3H
CAS Number:
Molecular Weight:
496.64
UNSPSC Code:
12352200

Quality Level

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

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).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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