Halofuginone (hydrochloride)

Halofuginone is a halogenated derivative of febrifugine, a natural quinazolinone-containing compound found in the Chinese herb D. febrifuga. It has antimalarial and anticoccidial actions. In mammals, halofuginone at 10 ng/ml down-regulates Smad3, blocking TGF-beta signaling and preventing both the differentiation of fibroblasts to myofibroblasts and the transitioning of epithelial cells to mesenchymal cells. Through this action, halofuginone blocks fibrosis and tumor progression in a variety of different models. This compound also competitively inhibits prolyl-tRNA synthetase (Ki = 18.3 nM), activating the amino acid starvation response. This prevents the differentiation of TH17 cells, blunting an autoimmune response.Formal Name: 7-bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-4(3H)-quinazolinone, monohydrochloride. CAS Number: 1217623-74-9. Molecular Formula: C16H17BrClN3O3 . HCl. Formula Weight: 451.1. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: soluble, Water: soluble. lambdamax: 242, 274, 314, 327 nm. SMILES: BrC1=C(Cl)C=C2C(N=CN(CC(C[C@H]3NCCC[C@@H]3O)=O)C2=O)=C1.Cl. InChi Code: InChI=1S/C16H17BrClN3O3.ClH/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14,/h5-6,8,14-15,19,23H,1-4,7H2,1H/t14-,15+,/m1./s1. InChi Key: XFFYBQUXAJOKAL-LIOBNPLQSA-N.