SML0681

Febrifugine dihydrochloride

≥95% (HPLC)

• Synonym(s): 3-[3-[(2R,3S)-3-Hydroxy-2-piperidinyl]-2-oxopropyl]-4(3H)-quinazolinone dihydrochloride
• Empirical Formula (Hill Notation): C₁₆H₁₉N₃O₃ · 2HCl
• CAS Number: 32434-42-7
• Molecular Weight: 374.26
• UNSPSC Code: 51111800
• PubChem Substance ID: 329825583
• NACRES: NA.77

Properties

• assay: ≥95% (HPLC)
• form: powder
• optical activity: [α]/D 10 to 15°, c = 1 in H₂O
• storage condition: desiccated
• color: off-white to gray-brown
• solubility: H₂O: 15 mg/mL, clear
• storage temp.: −20°C
• SMILES string: O=C1C2=CC=CC=C2N=CN1CC(C[C@@H]3[C@@H](O)CCCC3)=O.C
• InChI: 1S/C17H20N2O3.CH4/c20-13(9-12-5-1-4-8-16(12)21)10-19-11-18-15-7-3-2-6-14(15)17(19)22;/h2-3,6-7,11-12,16,21H,1,4-5,8-10H2;1H4/t12-,16+;/m1./s1
• InChI key: SNTOTCUGCWLHEZ-KKJWGQAZSA-N

Description

Biochem/physiol Actions

Febrifugine dihydrochloride exhibits strong antimalarial activity against Plasmodium falciparum, the most insidious malaria causative agent. The adverse effects of febrifugine include diarrhoea, vomiting and liver toxicity.

Febrifugine is an antimalarial, the active component of the Chinese herb Chang Shan. Recent studies indicate that its mechanism of action is as an inhibitor of prolyl-transfer RNA synthetase (ProRS).

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable