Lumefantrine

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  • Identifiers

    CAS number
    82186-77-4

    Molecular formula
    C30H32Cl3NO

    SMILES
    CCCCN(CCCC)CC(C1=CC(=CC\2=C1C3=C(/C2=C/C4=CC=C(C=C4)Cl)C=C(C=C3)Cl)Cl)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Animal 38.15%
    Odorless 27.85%
    Floral 27.06%
    Sweet 24.48%
    Fishy 24.4%
    Savory 23.39%
    Grape 22.37%
    Cheesy 22.04%
    Spicy 21.55%
    Citrus 21.43%

     

    Flavor
    Bitter 67.99%
    Odorless 27.88%
    Bland 24.69%
    Mild 20.79%
    Cedarleaf 19.93%
    Nitrile 19.82%
    Sweet-like 19.1%
    Very strong 18.96%
    Indole 18.78%
    Oriental 18.56%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    8.7

    pKa est.
    6.4 (neutral)

    Molecular weight
    528.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    698°C

    Flash point

    • 240.38 ˚C est.

  • Synonyms

    • Lumefantrine
    • Benflumetol
    • 82186-77-4
    • dl-Benflumelol
    • benflumelol
    • Lumefantrine, (+)-
    • Lumefantrine, (-)-
    • GNF-Pf-1971
    • Lumefantrina
    • Lumefantrinum
    • 2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]fluoren-4-yl]ethanol
    • D-Benflumelol
    • L-Benflumelol
    • CPG-56695
    • 2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl]ethan-1-ol
    • Lumefantrine [USAN:INN:BAN]
    • DTXSID3046663
    • (Z)-2-(Dibutylamino)-1-(2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl)ethanol
    • CHEBI:156095
    • F38R0JR742
    • (+-)-2,7-Dichloro-9-((Z)-p-chlorobenzylidene)-alpha-((dibutylamino)methyl)fluorene-4-methanol
    • LUMEFANTRINE [MI]
    • MFCD05662268
    • LUMEFANTRINE [INN]
    • LUMEFANTRINE [JAN]
    • LUMEFANTRINE [HSDB]
    • LUMEFANTRINE [USAN]
    • LUMEFANTRINE [VANDF]
    • ZUV4B00D9P
    • LUMEFANTRINE [MART.]
    • LUMEFANTRINE [USP-RS]
    • LUMEFANTRINE [WHO-DD]
    • LUMEFANTRINE [WHO-IP]
    • HSDB 7210
    • 01NP22J3SV
    • (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-alpha-[(dibutylamino)methyl]-9H-fluorene-4-methanol
    • 120583-70-2
    • 120583-71-3
    • DTXCID1026663
    • LUMEFANTRINE [ORANGE BOOK]
    • LUMEFANTRINE [USP MONOGRAPH]
    • COARTEM COMPONENT LUMEFANTRINE
    • LUMEFANTRINUM [WHO-IP LATIN]
    • 2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-(4-chlorobenzylidene)-9H-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
    • 9H-Fluorene-4-methanol, 2,7-dichloro-9-((4-chlorophenyl)methylene)-alpha-((dibutylamino)methyl)-, (Z)-
    • NCGC00167490-01
    • LUMEFANTRINE (MART.)
    • 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)-(-)-
    • LUMEFANTRINE (USP-RS)
    • C30H32Cl3NO
    • LUMEFANTRINE (USP MONOGRAPH)
    • 2-(Dibutylamino)-1-(2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl)ethanol
    • (+/-)-2,7-DICHLORO-9-((Z)-P-CHLOROBENZYLIDENE)-.ALPHA.((DIBUTYLAMINO)METHYL)FLUORENE-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)-, (Z)-
    • CAS-82186-77-4
    • Lumefruntrine
    • UNII-F38R0JR742
    • (1RS)-2-Dibutylamino-1-((Z)-2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl)ethanol
    • (1RS)-2-Dibutylamino-1-[(Z)-2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl]ethanol
    • 2-(dibutylamino)-1-((9Z)-2,7-dichloro-9-((4-chlorophenyl)methylidene)fluoren-4-yl)ethanol
    • 2-(dibutylamino)-1-((9Z)-2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl)ethanol
    • 2-Dibutylamino-1-(2,7-dichloro-9-(4-chloro-benzylidene)-9H-fluoren-4-yl)-ethanol
    • (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-a-[(dibutylamino)methyl]-9H-fluorene-4-methanol
    • 2-(dibutylamino)-1-((9Z)-2,7-dichloro-9-((4-chlorophenyl)methylidene)-9H-fluoren-4-yl)ethan-1-ol
    • 2-Dibutylamino-1-(2,7-dichloro-9-(1-(4-chloro-phenyl)-meth-(Z)-ylidene)-9H-fluoren-4-yl)-ethanol
    • 204133-10-8
    • 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
    • 2-Dibutylamino-1-
    • Lumefantrine (Standard)
    • UNII-ZUV4B00D9P
    • (+-)-2,7-Dichloro-9-((Z)-p-chlorobenzylidene)-alpha((dibutylamino)methyl)fluorene-4-methanol
    • UNII-01NP22J3SV
    • Benflumetol, CPG-56695
    • MLS003899226
    • CHEMBL38827
    • SCHEMBL127331
    • Lumefantrine (JAN/USP/INN)
    • (9Z)-2,7-Dichloro-9-
    • GTPL9969
    • HY-B0803R
    • Lumefantrine - Bio-X trade mark
    • HMS3260F22
    • Lumefantrine for system suitability
    • HY-B0803
    • Tox21_112491
    • Tox21_500270
    • BBL030364
    • s3746
    • STL373579
    • AKOS015918181
    • Tox21_112491_1
    • AC-4542
    • CCG-221574
    • CS-5130
    • DB06708
    • FL24956
    • HS-0098
    • 2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylene]fluoren-4-yl]ethanol
    • LUMEFANTRINE COMPONENT OF COARTEM
    • NCGC00167490-03
    • NCGC00167490-05
    • NCGC00260955-01
    • BL300095
    • SMR002543514
    • CS-0368446
    • L0256
    • NS00001819
    • D03821
    • EN300-781170
    • Q904464
    • BRD-A05926236-001-03-8
    • Lumefantrine, United States Pharmacopeia (USP) Reference Standard
    • (+/-)-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]-?-[(dibutylamino)methyl]-9H-fluorene-4-methanol
    • (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-alpha-[(dibutylamino)methyl]-9H-fluoren-4-methanol
    • 617-303-4
    • 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)-(-)-

  • Applications

    Lumefantrine (CAS 82186-77-4) is a pharmaceutical active ingredient widely used in malaria treatment, most notably in fixed-dose combinations with artemether (e.g., Coartem). Real-world applications are centered on pharmaceutical manufacturing and formulation development of the API for malaria therapy, scale-up production, and quality control with regulatory compliance; it is also evaluated in research settings for pharmacokinetic studies and resistance monitoring within drug development programs. The compound is distributed through global pharmaceutical supply chains to support local treatment regimens, subject to applicable regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.38
    methanol 0.5
    isopropanol 1.39
    water 0.0
    ethyl acetate 28.67
    n-propanol 2.31
    acetone 11.84
    n-butanol 3.09
    acetonitrile 1.67
    DMF 23.11
    toluene 19.76
    isobutanol 2.6
    1,4-dioxane 17.45
    methyl acetate 18.29
    THF 38.2
    2-butanone 22.76
    n-pentanol 4.48
    sec-butanol 3.27
    n-hexane 0.46
    ethylene glycol 0.33
    NMP 50.89
    cyclohexane 0.44
    DMSO 9.2
    n-butyl acetate 47.19
    n-octanol 5.45
    chloroform 168.96
    n-propyl acetate 41.23
    acetic acid 9.71
    dichloromethane 124.37
    cyclohexanone 52.28
    propylene glycol 1.25
    isopropyl acetate 26.09
    DMAc 74.86
    2-ethoxyethanol 12.97
    isopentanol 4.56
    n-heptane 0.76
    ethyl formate 13.1
    1,2-dichloroethane 36.0
    n-hexanol 4.95
    2-methoxyethanol 8.35
    isobutyl acetate 30.07
    tetrachloromethane 13.9
    n-pentyl acetate 53.27
    transcutol 57.56
    n-heptanol 5.48
    ethylbenzene 11.71
    MIBK 18.11
    2-propoxyethanol 22.31
    tert-butanol 2.49
    MTBE 7.82
    2-butoxyethanol 21.71
    propionic acid 9.37
    o-xylene 11.68
    formic acid 1.63
    diethyl ether 5.9
    m-xylene 12.69
    p-xylene 15.57
    chlorobenzene 39.69
    dimethyl carbonate 21.34
    n-octane 0.5
    formamide 2.32
    cyclopentanone 51.37
    2-pentanone 22.19
    anisole 26.56
    cyclopentyl methyl ether 20.49
    gamma-butyrolactone 59.49
    1-methoxy-2-propanol 11.06
    pyridine 37.88
    3-pentanone 21.08
    furfural 63.67
    n-dodecane 0.45
    diethylene glycol 8.29
    diisopropyl ether 3.18
    tert-amyl alcohol 4.54
    acetylacetone 42.79
    n-hexadecane 0.56
    acetophenone 40.93
    methyl propionate 27.05
    isopentyl acetate 42.89
    trichloroethylene 167.39
    n-nonanol 6.56
    cyclohexanol 6.48
    benzyl alcohol 20.05
    2-ethylhexanol 8.67
    isooctanol 7.13
    dipropyl ether 12.95
    1,2-dichlorobenzene 45.82
    ethyl lactate 22.48
    propylene carbonate 53.44
    n-methylformamide 5.4
    2-pentanol 3.44
    n-pentane 0.29
    1-propoxy-2-propanol 26.15
    1-methoxy-2-propyl acetate 62.63
    2-(2-methoxypropoxy) propanol 33.32
    mesitylene 6.08
    ε-caprolactone 72.25
    p-cymene 9.49
    epichlorohydrin 71.41
    1,1,1-trichloroethane 59.97
    2-aminoethanol 1.06
    morpholine-4-carbaldehyde 54.85
    sulfolane 59.26
    2,2,4-trimethylpentane 0.67
    2-methyltetrahydrofuran 24.2
    n-hexyl acetate 36.31
    isooctane 0.34
    2-(2-butoxyethoxy)ethanol 31.54
    sec-butyl acetate 31.4
    tert-butyl acetate 27.26
    decalin 0.96
    glycerin 2.74
    diglyme 62.39
    acrylic acid 10.28
    isopropyl myristate 13.73
    n-butyric acid 20.26
    acetyl acetate 28.64
    di(2-ethylhexyl) phthalate 21.4
    ethyl propionate 33.14
    nitromethane 20.84
    1,2-diethoxyethane 34.54
    benzonitrile 23.07
    trioctyl phosphate 13.26
    1-bromopropane 17.85
    gamma-valerolactone 96.15
    n-decanol 4.54
    triethyl phosphate 26.37
    4-methyl-2-pentanol 4.06
    propionitrile 3.78
    vinylene carbonate 57.23
    1,1,2-trichlorotrifluoroethane 86.05
    DMS 43.06
    cumene 7.85
    2-octanol 6.0
    2-hexanone 28.73
    octyl acetate 17.24
    limonene 10.7
    1,2-dimethoxyethane 31.19
    ethyl orthosilicate 25.17
    tributyl phosphate 17.71
    diacetone alcohol 24.1
    N,N-dimethylaniline 19.3
    acrylonitrile 5.8
    aniline 17.21
    1,3-propanediol 2.44
    bromobenzene 47.84
    dibromomethane 55.41
    1,1,2,2-tetrachloroethane 110.7
    2-methyl-cyclohexyl acetate 37.67
    tetrabutyl urea 22.55
    diisobutyl methanol 6.44
    2-phenylethanol 22.62
    styrene 14.54
    dioctyl adipate 26.29
    dimethyl sulfate 40.67
    ethyl butyrate 41.8
    methyl lactate 17.42
    butyl lactate 44.18
    diethyl carbonate 28.51
    propanediol butyl ether 19.72
    triethyl orthoformate 37.05
    p-tert-butyltoluene 8.11
    methyl 4-tert-butylbenzoate 41.29
    morpholine 20.07
    tert-butylamine 1.52
    n-dodecanol 3.35
    dimethoxymethane 19.99
    ethylene carbonate 42.57
    cyrene 43.26
    2-ethoxyethyl acetate 76.52
    2-ethylhexyl acetate 42.47
    1,2,4-trichlorobenzene 64.79
    4-methylpyridine 44.52
    dibutyl ether 11.75
    2,6-dimethyl-4-heptanol 6.44
    DEF 32.27
    dimethyl isosorbide 69.24
    tetrachloroethylene 62.92
    eugenol 43.97
    triacetin 56.35
    span 80 30.51
    1,4-butanediol 1.79
    1,1-dichloroethane 42.34
    2-methyl-1-pentanol 7.39
    methyl formate 7.28
    2-methyl-1-butanol 5.04
    n-decane 0.88
    butyronitrile 5.32
    3,7-dimethyl-1-octanol 7.74
    1-chlorooctane 5.77
    1-chlorotetradecane 2.08
    n-nonane 0.69
    undecane 0.59
    tert-butylcyclohexane 1.0
    cyclooctane 0.27
    cyclopentanol 5.94
    tetrahydropyran 15.66
    tert-amyl methyl ether 10.69
    2,5,8-trioxanonane 40.57
    1-hexene 3.29
    2-isopropoxyethanol 14.98
    2,2,2-trifluoroethanol 7.31
    methyl butyrate 43.83

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction