(4aS,7aS)-6,7a-Bis(4-Fluorophenyl)Spiro[4a,7-Dihydrocyclopenta[E][1,2,4]Trioxine-3,1'-Cyclopentane]

CAS: 159911-27-0

Ref. 3D-FB102389

Product Information

• Name: (4aS,7aS)-6,7a-Bis(4-Fluorophenyl)Spiro[4a,7-Dihydrocyclopenta[E][1,2,4]Trioxine-3,1'-Cyclopentane]
• Synonyms: 4a,7a-Dihydro-6,7a-di(p-fluorophenyl)spiro(cyclopentane-1,3'-(7H)cyclopenta-1,2,4-trioxin), 6',7'a-Bis(4-fluorophenyl)-4'a,7'a-dihydrospiro(cyclopentane-1,3'-(7H)cyclopenta(1,2,4)trioxin) cis-, Spiro(cyclopentane-1,3'-(7H)cyclopenta(1,2,4)trioxin), 6',7'a-bis(4-fluorophenyl)-4'a,7'a-dihydro-, cis-, (4a'S,7a'S)-6',7a'-bis(4-fluorophenyl)-7',7a'-dihydro-4a'H-spiro[cyclopentane-1,3'-cyclopenta[e][1,2,4]trioxine]

Description

(4aS,7aS)-6,7a-Bis(4-Fluorophenyl)Spiro[4a,7-Dihydrocyclopenta[E][1,2,4]Trioxine-3,1'-Cyclopentane] is a potent antimalarial drug that has been shown in vitro to have activity against the trophozoites of Plasmodium falciparum. It binds to the parasite's plasma membrane and blocks the parasite's ATP production by inhibiting electron transport. The compound has also been shown to be selective for parasites over mammalian cells in bioanalytical methods. This compound is synthesized from a sesquiterpene lactone precursor that undergoes a number of synthetic steps including oxidation to form a peroxide group. The functional groups on this molecule are what allow it to bind so strongly to the parasite's plasma membrane.

• Brand: Biosynth

Chemical properties

• Molecular weight: 370.39 g/mol
• Formula: C₂₂H₂₀F₂O₃
• Purity: Min. 95%
• InChI: InChI=1S/C22H20F2O3/c23-18-7-3-15(4-8-18)16-13-20-22(14-16,17-5-9-19(24)10-6-17)27-26-21(25-20)11-1-2-12-21/h3-10,13,20H,1-2,11-12,14H2/t20-,22-/m0/s1
• InChI key: InChIKey=XOTXRFZXHHSRTQ-UNMCSNQZSA-N
• SMILES: Fc1ccc(C2=C[C@@H]3OC4(CCCC4)OO[C@]3(c3ccc(F)cc3)C2)cc1