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Pub. No.:    WO/2009/058859    International Application No.:    PCT/US2008/081579
Publication Date: 07.05.2009 International Filing Date: 29.10.2008
C07D 493/10 (2006.01), A61K 31/343 (2006.01), A61K 31/4525 (2006.01), A61K 31/496 (2006.01), A61P 33/06 (2006.01), A61K 31/553 (2006.01), A61K 31/5377 (2006.01), A61K 31/541 (2006.01)
Applicants: MEDICINES FOR MALARIA VENTURE MMV [CH/CH]; International Centre Cointrin (ICC), Building 20, Route de Pre-Bois, Block G, 3rd Floor, CH-1215 Geneva 15 (CH) (For All Designated States Except US).
VENNERSTROM, Jonathan, L. [US/US]; (US) (For US Only).
DONG, Yuxiang [US/US]; (US) (For US Only).
CHARMAN, Susan, A. [US/AU]; (AU) (For US Only).
WITTLIN, Sergio [CH/CH]; (CH) (For US Only).
CHOLLET, Jacques [CH/CH]; (CH) (For US Only).
CREEK, Darren, J. [AU/AU]; (AU) (For US Only).
WANG, Xiaofang [US/US]; (US) (For US Only).
SRIRAGHAVAN, Kamaraj [IN/US]; (US) (For US Only).
ZHOU, Lin [US/US]; (US) (For US Only).
MATILE, Hugues [CH/CH]; (CH) (For US Only).
CHARMAN, William, N. [AU/AU]; (AU) (For US Only)
Inventors: VENNERSTROM, Jonathan, L.; (US).
DONG, Yuxiang; (US).
CHARMAN, Susan, A.; (AU).
WITTLIN, Sergio; (CH).
CHOLLET, Jacques; (CH).
CREEK, Darren, J.; (AU).
WANG, Xiaofang; (US).
ZHOU, Lin; (US).
MATILE, Hugues; (CH).
CHARMAN, William, N.; (AU)
Agent: REUTELER & CIE SA; Chemin de la Vuarpillière 29, CH-1260 Nyon (CH)
Priority Data:
11/930,606 31.10.2007 US
Abstract: front page image
(EN)A means and method for treating malaria, schistosomiasis, and cancer using a spiro or dispiro 1,2,4-trioxolane is described. The preferred 1,2,4-trioxolanes include a spiroadamantane group on one side of the trioxolane group, and a spirocyclohexyl on the other side of the trioxolane group. In comparison to artemisinin semisynthetic derivatives, the compounds of this invention are structurally simple, easy to synthesize, non-toxic, and potent against malarial parasites. The compounds of the invention unexpectedly provide a single-dose cure for malaria, as well as prophylactic activity against the same. The compounds are also active against schistosomiasis and cancer.
(FR)L'invention concerne un moyen et un procédé de traitement du paludisme, de la schistosomiase et du cancer qui utilise un spiro- ou dispiro-1,2,4-trioxolane. Les 1,2,4-trioxolanes préférés comprennent un groupe spiroadamantane d'un côté du groupe trioxolane et un spirocyclohexyle de l'autre côté du groupe trioxolane. En comparaison des dérivés semi-synthétiques d'artémisinine, les composés selon l'invention sont structuralement simples, faciles à synthétiser, non toxiques et puissants contre les parasites paludéens. De manière surprenante, les composés selon l'invention constituent un traitement en une seule dose du paludisme, et ont également une activité prophylactique envers le paludisme. Les composés sont également actifs contre la schistosomiase et le cancer.
Designated States: AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW.
African Regional Intellectual Property Organization (BW, GH, GM, KE, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Organization (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM)
European Patent Office (AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MT, NL, NO, PL, PT, RO, SE, SI, SK, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG).
Publication Language: English (EN)
Filing Language: English (EN)