Benflumetol

A lipophilic antimalarial drug used in fixed-dose combination with artemether for the treatment of uncomplicated malaria caused by Plasmodium falciparum, including chloroquine-resistant strains. Lumefantrine interferes with heme detoxification in the parasite's digestive vacuole, leading to the accumulation of toxic heme species. Its relatively long elimination half-life complements the rapid antiparasitic action of artemether and helps eliminate residual parasites. Oral absorption is substantially enhanced when administered with food containing fat

CAS Number: 82186-77-4

Molecular Mass: 528.9 g/mol

Formula: C₃₀H₃₂Cl₃NO

Smiles: CCCCN(CCCC)CC(O)c1cc(Cl)cc2c1-c1ccc(Cl)cc1/C2=C/c1ccc(Cl)cc1

Synonymes:

Benflumetol, Lumefantrine, 82186-77-4, benflumelol, GNF-Pf-1971, Lumefantrina, Lumefantrinum, DTXSID3046663, 2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]fluoren-4-yl]ethanol, F38R0JR742, (+-)-2,7-Dichloro-9-((Z)-p-chlorobenzylidene)-alpha-((dibutylamino)methyl)fluorene-4-methanol, CPG-56695, DTXCID1026663, CHEBI:156095, COARTEM COMPONENT LUMEFANTRINE, 9H-Fluorene-4-methanol, 2,7-dichloro-9-((4-chlorophenyl)methylene)-alpha-((dibutylamino)methyl)-, (Z)-, 2-Dibutylamino-1-[2,7-dichloro-9-(4-chloro-benzylidene)-9H-fluoren-4-yl]-ethanol, 2-Dibutylamino-1-{2,7-dichloro-9-[1-(4-chloro-phenyl)-meth-(Z)-ylidene]-9H-fluoren-4-yl}-ethanol, 2-(dibutylamino)-1-((9Z)-2,7-dichloro-9-((4-chlorophenyl)methylidene)fluoren-4-yl)ethanol, 2-Dibutylamino-1-(2,7-dichloro-9-(4-chloro-benzylidene)-9H-fluoren-4-yl)-ethanol, 2-Dibutylamino-1-(2,7-dichloro-9-(1-(4-chloro-phenyl)-meth-(Z)-ylidene)-9H-fluoren-4-yl)-ethanol, RefChem:800121, dl-Benflumelol, Lumefantrine, (+)-, Lumefantrine, (-)-, C30H32Cl3NO, D-Benflumelol, L-Benflumelol, (Z)-2-(Dibutylamino)-1-(2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl)ethanol, MFCD05662268, 120583-70-2, ZUV4B00D9P, 2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl]ethan-1-ol, 01NP22J3SV, 120583-71-3, NCGC00167490-01, 2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl]ethanol, 2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylene]fluoren-4-yl]ethanol, 9H-Fluorene-4-methanol, 2,7-dichloro-9-((4-chlorophenyl)methylene)-alpha-((dibutylamino)methyl)-, (9Z)-(+)-, 9H-Fluorene-4-methanol, 2,7-dichloro-9-((4-chlorophenyl)methylene)-alpha-((dibutylamino)methyl)-, (9Z)-(-)-, (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-alpha-[(dibutylamino)methyl]-9H-fluorene-4-methanol, 2-(Dibutylamino)-1-(2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl)ethanol, CAS-82186-77-4, Lumefruntrine, UNII-F38R0JR742, Lumefantrine RS, Lumefantrine [USAN:INN:BAN], 2-(Dibutylamino)-1-{(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl}ethan-1-ol, 9H-Fluorene-4-methanol, 2,7-dichloro-9-[(4-chlorophenyl)methylene]-a-[(dibutylamino)methyl]-, (9Z)- (9CI), 9H-Fluorene-4-methanol, 2,7-dichloro-9-[(4-chlorophenyl)methylene]-a-[(dibutylamino)methyl]-, (Z)-, Benflumelol, Benflumetol, Lumefantrine, dl-Benflumelol, Lumefantrine (Standard), LUMEFANTRINE [MI], LUMEFANTRINE [INN], LUMEFANTRINE [JAN], UNII-ZUV4B00D9P, LUMEFANTRINE [HSDB], LUMEFANTRINE [USAN], (+-)-2,7-Dichloro-9-((Z)-p-chlorobenzylidene)-alpha((dibutylamino)methyl)fluorene-4-methanol, LUMEFANTRINE [VANDF], UNII-01NP22J3SV, Benflumetol, CPG-56695, LUMEFANTRINE [MART.], MLS003899226, CHEMBL38827, LUMEFANTRINE [USP-RS], LUMEFANTRINE [WHO-DD], LUMEFANTRINE [WHO-IP], SCHEMBL127331, Lumefantrine (JAN/USP/INN), GTPL9969, orb1304366, orb1985824, HY-B0803R, Lumefantrine - Bio-X trade mark, GLXC-07950, HMS3260F22, HMS5082K07, LUMEFANTRINE [ORANGE BOOK], HY-B0803, Coartem (lumefantrine + artemether), LUMEFANTRINE [USP MONOGRAPH], Tox21_112491, Tox21_500270, BBL030364, EBC-12232, LUMEFANTRINUM [WHO-IP LATIN], s3746, STL373579, AKOS015918181, Tox21_112491_1, AC-4542, CCG-221574, CS-5130, DB06708, FL24956, HS-0098, NCGC00167490-03, NCGC00167490-05, NCGC00260955-01, BL300095, SMR002543514, CS-0368446, L0256, NS00001819, D03821, EN300-781170, T32944, F556489, Q904464, BRD-A05926236-001-03-8, Lumefantrine, United States Pharmacopeia (USP) Reference Standard, (Z)-2-(dibutylamino)-1-(2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl)ethan-1-ol, (+/-)-2,7-DICHLORO-9-((Z)-P-CHLOROBENZYLIDENE)-.ALPHA.((DIBUTYLAMINO)METHYL)FLUORENE-4-METHANOL, (+/-)-2,7-Dichloro-9-((Z)-p-chlorobenzylidene)-alpha-((dibutylamino)methyl)fluorene-4-methanol, (1rs)-2-(dibutylamino)-1-[(z)-2,7-dichloro-9-(4-chlorobenzylidene)-9h-fluoren-4-yl]ethanol, (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-|A-[(dibutylamino)methyl]-9H-fluorene-4-methanol, (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-a-[(dibutylamino)methyl]-9H-fluorene-4-methanol, (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-alpha-[(dibutylamino)methyl]-9H-fluoren-4-methanol, 2-DIBUTYLAMINO-1-(2,7-DICHLORO-9-(1-(4-CHLOROPHENYL)METH-(Z)-YLIDENE)-9H-FLUOREN-4-YL)ETHANOL, 9H-FLUORENE-4-METHANOL, 2,7-DICHLORO-9-((4-CHLOROPHENYL)METHYLENE)-.ALPHA.-((DIBUTYLAMINO)METHYL)-, (9Z)-(+)-, 9H-FLUORENE-4-METHANOL, 2,7-DICHLORO-9-((4-CHLOROPHENYL)METHYLENE)-.ALPHA.-((DIBUTYLAMINO)METHYL)-, (9Z)-(-)-, 9H-FLUORENE-4-METHANOL, 2,7-DICHLORO-9-((4-CHLOROPHENYL)METHYLENE)-.ALPHA.-((DIBUTYLAMINO)METHYL)-, (Z)-, 9H-FLUORENE-4-METHANOL, 2,7-DICHLORO-9-((4-CHLOROPHENYL)METHYLENE)-.ALPHA.-((DIBUTYLAMINO)METHYL)-, (Z)-(+)-, 9H-FLUORENE-4-METHANOL, 2,7-DICHLORO-9-((4-CHLOROPHENYL)METHYLENE)-.ALPHA.-((DIBUTYLAMINO)METHYL)-, (Z)-(-)-, 9H-Fluorene-4-methanol, 2,7-dichloro-9-((4-chlorophenyl)methylene)-alpha-((dibutylamino)methyl)-, (Z)-(+)-, 9H-Fluorene-4-methanol, 2,7-dichloro-9-((4-chlorophenyl)methylene)-alpha-((dibutylamino)methyl)-, (Z)-(-)-

Bioactivity: Antimalarial agent; aryl-amino alcohol derivative; inhibitor of heme detoxification in Plasmodium parasites

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1-Butanol	278.15	-	0.8045	[130]
1-Butanol	283.15	-	1.062	[130]
1-Butanol	288.15	-	1.63	[130]
1-Butanol	293.15	-	2.194	[130]
1-Butanol	298.15	-	2.836	[130]
1-Butanol	303.15	-	3.721	[130]
1-Butanol	308.15	-	4.853	[130]
1-Butanol	313.15	-	6.515	[130]
1-Butanol	318.15	-	8.333	[130]
1-Butanol	323.15	-	10.49	[130]
1-Hexanol	278.15	-	0.9016	[130]
1-Hexanol	283.15	-	1.349	[130]
1-Hexanol	288.15	-	2.033	[130]
1-Hexanol	293.15	-	2.562	[130]
1-Hexanol	298.15	-	3.74	[130]
1-Hexanol	303.15	-	5.018	[130]
1-Hexanol	308.15	-	7.156	[130]
1-Hexanol	313.15	-	8.922	[130]
1-Hexanol	318.15	-	12.01	[130]
1-Hexanol	323.15	-	16.03	[130]
1-Octanol	278.15	-	1.196	[130]
1-Octanol	283.15	-	1.601	[130]
1-Octanol	288.15	-	2.458	[130]
1-Octanol	293.15	-	3.17	[130]
1-Octanol	298.15	-	4.191	[130]
1-Octanol	303.15	-	5.712	[130]
1-Octanol	308.15	-	7.33	[130]
1-Octanol	313.15	-	9.847	[130]
1-Octanol	318.15	-	12.68	[130]
1-Octanol	323.15	-	16.92	[130]
1-Pentanol	278.15	-	1.065	[130]
1-Pentanol	283.15	-	1.382	[130]
1-Pentanol	288.15	-	2.079	[130]
1-Pentanol	293.15	-	2.713	[130]
1-Pentanol	298.15	-	3.63	[130]
1-Pentanol	303.15	-	4.696	[130]
1-Pentanol	308.15	-	6.291	[130]
1-Pentanol	313.15	-	8.159	[130]
1-Pentanol	318.15	-	10.54	[130]
1-Pentanol	323.15	-	13.75	[130]
1-Propanol	278.15	-	0.6191	[130]
1-Propanol	283.15	-	0.7618	[130]
1-Propanol	288.15	-	1.028	[130]
1-Propanol	293.15	-	1.488	[130]
1-Propanol	298.15	-	1.962	[130]
1-Propanol	303.15	-	2.716	[130]
1-Propanol	308.15	-	3.498	[130]
1-Propanol	313.15	-	4.825	[130]
1-Propanol	318.15	-	6.676	[130]
1-Propanol	323.15	-	8.967	[130]
Amyl Acetate	278.15	-	17.29	[130]
Amyl Acetate	278.15	-	17.35	[131]
Amyl Acetate	283.15	-	23.73	[130]
Amyl Acetate	283.15	-	23.81	[131]
Amyl Acetate	288.15	-	30.63	[130]
Amyl Acetate	288.15	-	30.73	[131]
Amyl Acetate	293.15	-	39.5	[130]
Amyl Acetate	293.15	-	39.6	[131]
Amyl Acetate	298.15	-	49.01	[130]
Amyl Acetate	298.15	-	49.19	[131]
Amyl Acetate	303.15	-	60.08	[130]
Amyl Acetate	303.15	-	60.3	[131]
Amyl Acetate	308.15	-	75.3	[130]
Amyl Acetate	308.15	-	75.56	[131]
Amyl Acetate	313.15	-	89.85	[130]
Amyl Acetate	313.15	-	90.14	[131]
Amyl Acetate	318.15	-	116.4	[130]
Amyl Acetate	318.15	-	116.8	[131]
Amyl Acetate	323.15	-	145.2	[130]
Amyl Acetate	323.15	-	145.6	[131]
Butyl acetate	278.15	-	17.32	[130]
Butyl acetate	278.15	-	17.38	[131]
Butyl acetate	283.15	-	21.63	[130]
Butyl acetate	283.15	-	21.7	[131]
Butyl acetate	288.15	-	27.25	[130]
Butyl acetate	288.15	-	27.35	[131]
Butyl acetate	293.15	-	34.94	[130]
Butyl acetate	293.15	-	35.06	[131]
Butyl acetate	298.15	-	43.37	[130]
Butyl acetate	298.15	-	43.53	[131]
Butyl acetate	303.15	-	55.19	[130]
Butyl acetate	303.15	-	55.36	[131]
Butyl acetate	308.15	-	70.44	[130]
Butyl acetate	308.15	-	70.69	[131]
Butyl acetate	313.15	-	89.37	[130]
Butyl acetate	313.15	-	89.66	[131]
Butyl acetate	318.15	-	114.7	[130]
Butyl acetate	318.15	-	115.1	[131]
Butyl acetate	323.15	-	144.3	[130]
Butyl acetate	323.15	-	144.8	[131]
Ethanol	278.15	-	0.4902	[130]
Ethanol	283.15	-	0.6511	[130]
Ethanol	288.15	-	0.8771	[130]
Ethanol	293.15	-	1.154	[130]
Ethanol	298.15	-	1.425	[130]
Ethanol	303.15	-	1.907	[130]
Ethanol	308.15	-	2.362	[130]
Ethanol	313.15	-	2.861	[130]
Ethanol	318.15	-	3.534	[130]
Ethanol	323.15	-	4.359	[130]
Ethyl acetate	278.15	-	9.815	[130]
Ethyl acetate	278.15	-	9.849	[131]
Ethyl acetate	283.15	-	12.79	[130]
Ethyl acetate	283.15	-	12.84	[131]
Ethyl acetate	288.15	-	17.22	[130]
Ethyl acetate	288.15	-	17.28	[131]
Ethyl acetate	293.15	-	22.23	[130]
Ethyl acetate	293.15	-	22.3	[131]
Ethyl acetate	298.15	-	29.03	[130]
Ethyl acetate	298.15	-	29.13	[131]
Ethyl acetate	303.15	-	37.07	[130]
Ethyl acetate	303.15	-	37.19	[131]
Ethyl acetate	308.15	-	48.1	[130]
Ethyl acetate	308.15	-	48.26	[131]
Ethyl acetate	313.15	-	61.49	[130]
Ethyl acetate	313.15	-	61.71	[131]
Ethyl acetate	318.15	-	80.03	[130]
Ethyl acetate	318.15	-	80.3	[131]
Ethyl acetate	323.15	-	106.2	[130]
Ethyl acetate	323.15	-	106.6	[131]
Heptanol	278.15	-	1.279	[130]
Heptanol	283.15	-	1.651	[130]
Heptanol	288.15	-	2.204	[130]
Heptanol	293.15	-	2.925	[130]
Heptanol	298.15	-	4.101	[130]
Heptanol	303.15	-	5.546	[130]
Heptanol	308.15	-	7.14	[130]
Heptanol	313.15	-	9.017	[130]
Heptanol	318.15	-	12.47	[130]
Heptanol	323.15	-	16.44	[130]
Methanol	278.15	-	0.1782	[130]
Methanol	278.15	-	0.1788	[131]
Methanol	283.15	-	0.2245	[130]
Methanol	283.15	-	0.2253	[131]
Methanol	288.15	-	0.2978	[130]
Methanol	288.15	-	0.2988	[131]
Methanol	293.15	-	0.3951	[130]
Methanol	293.15	-	0.3964	[131]
Methanol	298.15	-	0.4947	[130]
Methanol	298.15	-	0.4962	[131]
Methanol	303.15	-	0.6392	[130]
Methanol	303.15	-	0.6414	[131]
Methanol	308.15	-	0.8054	[130]
Methanol	308.15	-	0.8081	[131]
Methanol	313.15	-	1.042	[130]
Methanol	313.15	-	1.05	[131]
Methanol	318.15	-	1.331	[130]
Methanol	318.15	-	1.337	[131]
Methanol	323.15	-	1.707	[130]
Methanol	323.15	-	1.712	[131]
Methyl acetate	278.15	-	4.468	[130]
Methyl acetate	283.15	-	6.112	[130]
Methyl acetate	288.15	-	9.134	[130]
Methyl acetate	293.15	-	12.44	[130]
Methyl acetate	298.15	-	17.41	[130]
Methyl acetate	303.15	-	24.01	[130]
Methyl acetate	308.15	-	32.45	[130]
Methyl acetate	313.15	-	43.66	[130]
Methyl acetate	318.15	-	59.22	[130]
Methyl acetate	323.15	-	81.24	[130]
Propyl acetate	278.15	-	13.19	[130]
Propyl acetate	278.15	-	13.23	[131]
Propyl acetate	283.15	-	17.05	[130]
Propyl acetate	283.15	-	17.11	[131]
Propyl acetate	288.15	-	22.55	[130]
Propyl acetate	288.15	-	22.62	[131]
Propyl acetate	293.15	-	30.25	[130]
Propyl acetate	293.15	-	30.35	[131]
Propyl acetate	298.15	-	38.62	[130]
Propyl acetate	298.15	-	38.76	[131]
Propyl acetate	303.15	-	50.01	[130]
Propyl acetate	303.15	-	50.19	[131]
Propyl acetate	308.15	-	63.62	[130]
Propyl acetate	308.15	-	63.81	[131]
Propyl acetate	313.15	-	81.99	[130]
Propyl acetate	313.15	-	82.27	[131]
Propyl acetate	318.15	-	105.2	[130]
Propyl acetate	318.15	-	105.5	[131]
Propyl acetate	323.15	-	138.7	[130]
Propyl acetate	323.15	-	139.2	[131]

Molecule 3D descriptors

Descriptor	Value
PMI1	3901.0503
PMI2	11054.9844
PMI3	13174.7196
NPR1	0.2961
NPR2	0.8391
RadiusOfGyration	5.1567
InertialShapeFactor	0.0002
Eccentricity	0.9552
Asphericity	0.3581
SpherocityIndex	0.3638
PBF	1.4065