| Identification | Back Directory | [Name]
isofebrifugin | [CAS]
32434-44-9 | [Synonyms]
NSC 290495
isofebrifugin
Isofebrifugine
alpha-Dichroine
cis-Febrifugine
ISOFEBRIFUGINE (B604866K055)
3-[[(3aS,7aS)-Octahydro-2-hydroxyfuro[3,2-b]pyridin-2-yl]methyl]-4(3H)-quinazolinone
3-[(3aS,7aS)-2-Hydroxyperhydrofuro[3,2-b]pyridin-2-ylmethyl]-3,4-dihydroquinazolin-4-one
4(3H)-Quinazolinone, 3-[[(2S,3aS,7aS)-octahydro-2-hydroxyfuro[3,2-b]pyridin-2-yl]methyl]- | [Molecular Formula]
C16H19N3O3 | [MDL Number]
MFCD21333721 | [MOL File]
32434-44-9.mol | [Molecular Weight]
301.34 |
| Chemical Properties | Back Directory | [Melting point ]
129-130 °C | [Boiling point ]
519.8±58.0 °C(Predicted) | [density ]
1.48±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
Solid | [pka]
12.01±0.20(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C16H19N3O3/c20-15-11-4-1-2-5-12(11)18-10-19(15)9-16(21)8-13-14(22-16)6-3-7-17-13/h1-2,4-5,10,13-14,17,21H,3,6-9H2/t13-,14-,16-/m0/s1 | [InChIKey]
YLYLCQRQSRDSQR-DZKIICNBSA-N | [SMILES]
N1C2=C(C=CC=C2)C(=O)N(C[C@@]2(O)O[C@@]3([H])CCCN[C@@]3([H])C2)C=1 |
| Hazard Information | Back Directory | [Chemical Properties]
It is a white powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It comes from the dried root of Dichroa febrifuga Lour., a plant of the Saxifragaceae family. | [Uses]
Isofebrifugine is a natural quinazolinone alkaloid with important physiological activities and good pharmacological effects. Antimalarial effect[1]. | [storage]
Store at -20°C | [References]
[1] Kobayashi S, et al. Catalytic Asymmetric Synthesis of Antimalarial Alkaloids Febrifugine and Isofebrifugine and Their Biological Activity.J Org Chem. 1999 Sep 3;64(18):6833-6841. DOI:10.1021/jo990877k |
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