alpha-Artemether

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  • Identifiers

    CAS number
    71939-51-0

    Molecular formula
    C16H26O5

    SMILES
    C[C@@H]1CC[C@H]2[C@H]([C@@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OC)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Woody 36.61%
    Herbal 30.87%
    Mint 30.1%
    Fresh 27.78%
    Green 26.7%
    Odorless 25.07%
    Spicy 23.42%
    Floral 22.14%
    Fruity 22.1%
    Earthy 22.07%

     

    Flavor
    Bitter 32.3%
    Earthy 31.9%
    Green 30.32%
    Fatty 30.23%
    Metallic 25.95%
    Sweet 25.06%
    Vegetable 23.29%
    Cauliflower 22.08%
    Naphthalic 21.86%
    Cedarleaf 21.29%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    5.78 (weak acid)

    Molecular weight
    298.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    364°C

    Flash point

    • 126.01 ˚C est.

  • Synonyms

    • alpha-Artemether
    • 71939-51-0
    • (+)-alpha-Artemether
    • alpha-Dihydroartemisinin methyl ether
    • 111W6L37CC
    • SM-229
    • DTXSID301044907
    • 3,12-Epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin, decahydro-10-methoxy-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10R,12R,12aR)-
    • RefChem:111096
    • DTXCID601526817
    • (1R,4S,5R,8S,9R,10R,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
    • a-Artemether
    • C16H26O5
    • SM 229
    • (1R,4S,5R,8S,9R,10R,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecane
    • UNII-111W6L37CC
    • ?-Artemether
    • alpha -Artemether
    • .alpha.-Artemether
    • (+)-a-Artemether
    • (+)-.alpha.-Artemether
    • orb1705260
    • SCHEMBL16707229
    • EBC-28025
    • AKOS015895207
    • .alpha.-Dihydroartemisinin methyl ether
    • FA17992
    • 3,12-Epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin, decahydro-10-methoxy-3,6,9-trimethyl-, (3alpha,5alphabeta,6beta,8alphabeta,9alpha,10beta,12beta,12aR*)-
    • alpha-Dihydroartemisinin Methyl Epsilonther
    • HY-137217
    • CS-0137108
    • EN300-25047224
    • Q27251212
    • (1R,4S,5R,8S,9R,10R,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0?,??.0?,??]hexadecane
    • (3R,5aS,6R,8aS,9R,10R,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene
    • 71939-51-0

  • Applications

    alpha-Artemether is primarily used as an active pharmaceutical ingredient in artemisinin-based combination therapies (ACTs) for malaria treatment. It also serves as a semi-synthetic starting material and intermediate for the synthesis of artemisinin derivatives, supporting pharmaceutical manufacturing and development efforts. In addition, it is used in formulation development and stability testing within pharmaceutical operations, and as an analytical reference material for quality control of artemisinin-related APIs. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 370.85
    methanol 336.28
    isopropanol 151.11
    water 4.62
    ethyl acetate 382.46
    n-propanol 299.19
    acetone 271.48
    n-butanol 188.08
    acetonitrile 67.38
    DMF 408.1
    toluene 517.97
    isobutanol 180.1
    1,4-dioxane 637.48
    methyl acetate 341.45
    THF 826.63
    2-butanone 516.02
    n-pentanol 154.5
    sec-butanol 149.06
    n-hexane 3.86
    ethylene glycol 70.85
    NMP 671.71
    cyclohexane 31.44
    DMSO 424.71
    n-butyl acetate 226.65
    n-octanol 68.13
    chloroform 2280.28
    n-propyl acetate 213.39
    acetic acid 631.91
    dichloromethane 1494.43
    cyclohexanone 856.09
    propylene glycol 53.33
    isopropyl acetate 210.28
    DMAc 426.09
    2-ethoxyethanol 291.32
    isopentanol 144.82
    n-heptane 3.44
    ethyl formate 331.54
    1,2-dichloroethane 664.55
    n-hexanol 146.65
    2-methoxyethanol 401.7
    isobutyl acetate 158.94
    tetrachloromethane 209.37
    n-pentyl acetate 202.99
    transcutol 412.75
    n-heptanol 89.3
    ethylbenzene 150.34
    MIBK 159.83
    2-propoxyethanol 297.23
    tert-butanol 84.42
    MTBE 73.81
    2-butoxyethanol 207.63
    propionic acid 392.51
    o-xylene 224.91
    formic acid 369.76
    diethyl ether 142.68
    m-xylene 226.66
    p-xylene 208.33
    chlorobenzene 600.71
    dimethyl carbonate 174.59
    n-octane 2.83
    formamide 339.45
    cyclopentanone 833.87
    2-pentanone 289.18
    anisole 200.16
    cyclopentyl methyl ether 309.57
    gamma-butyrolactone 985.98
    1-methoxy-2-propanol 214.43
    pyridine 1090.22
    3-pentanone 308.12
    furfural 898.63
    n-dodecane 5.16
    diethylene glycol 230.64
    diisopropyl ether 38.52
    tert-amyl alcohol 91.05
    acetylacetone 314.03
    n-hexadecane 6.34
    acetophenone 280.86
    methyl propionate 333.12
    isopentyl acetate 209.7
    trichloroethylene 1661.51
    n-nonanol 67.39
    cyclohexanol 299.39
    benzyl alcohol 311.36
    2-ethylhexanol 91.8
    isooctanol 79.67
    dipropyl ether 52.54
    1,2-dichlorobenzene 473.02
    ethyl lactate 119.76
    propylene carbonate 511.67
    n-methylformamide 347.7
    2-pentanol 84.1
    n-pentane 5.95
    1-propoxy-2-propanol 149.23
    1-methoxy-2-propyl acetate 219.44
    2-(2-methoxypropoxy) propanol 137.38
    mesitylene 103.91
    ε-caprolactone 801.68
    p-cymene 79.51
    epichlorohydrin 934.04
    1,1,1-trichloroethane 507.16
    2-aminoethanol 137.58
    morpholine-4-carbaldehyde 605.25
    sulfolane 773.77
    2,2,4-trimethylpentane 7.38
    2-methyltetrahydrofuran 550.68
    n-hexyl acetate 221.24
    isooctane 5.2
    2-(2-butoxyethoxy)ethanol 187.0
    sec-butyl acetate 155.71
    tert-butyl acetate 155.76
    decalin 18.25
    glycerin 122.8
    diglyme 346.62
    acrylic acid 382.68
    isopropyl myristate 76.75
    n-butyric acid 488.6
    acetyl acetate 313.99
    di(2-ethylhexyl) phthalate 111.43
    ethyl propionate 188.59
    nitromethane 547.4
    1,2-diethoxyethane 138.13
    benzonitrile 402.48
    trioctyl phosphate 76.25
    1-bromopropane 288.24
    gamma-valerolactone 1100.59
    n-decanol 48.24
    triethyl phosphate 99.3
    4-methyl-2-pentanol 60.37
    propionitrile 149.03
    vinylene carbonate 628.62
    1,1,2-trichlorotrifluoroethane 601.02
    DMS 221.68
    cumene 88.9
    2-octanol 57.0
    2-hexanone 197.9
    octyl acetate 103.55
    limonene 89.7
    1,2-dimethoxyethane 298.25
    ethyl orthosilicate 89.44
    tributyl phosphate 90.31
    diacetone alcohol 153.1
    N,N-dimethylaniline 124.2
    acrylonitrile 232.79
    aniline 420.66
    1,3-propanediol 237.15
    bromobenzene 663.26
    dibromomethane 865.13
    1,1,2,2-tetrachloroethane 1078.86
    2-methyl-cyclohexyl acetate 157.22
    tetrabutyl urea 104.48
    diisobutyl methanol 45.39
    2-phenylethanol 273.32
    styrene 193.49
    dioctyl adipate 125.35
    dimethyl sulfate 262.13
    ethyl butyrate 152.29
    methyl lactate 143.48
    butyl lactate 141.41
    diethyl carbonate 123.04
    propanediol butyl ether 140.53
    triethyl orthoformate 108.89
    p-tert-butyltoluene 66.93
    methyl 4-tert-butylbenzoate 188.8
    morpholine 670.11
    tert-butylamine 43.2
    n-dodecanol 36.71
    dimethoxymethane 279.99
    ethylene carbonate 527.12
    cyrene 245.31
    2-ethoxyethyl acetate 284.27
    2-ethylhexyl acetate 191.43
    1,2,4-trichlorobenzene 535.78
    4-methylpyridine 781.58
    dibutyl ether 54.42
    2,6-dimethyl-4-heptanol 45.39
    DEF 305.83
    dimethyl isosorbide 264.5
    tetrachloroethylene 821.63
    eugenol 186.32
    triacetin 210.04
    span 80 138.07
    1,4-butanediol 108.23
    1,1-dichloroethane 562.05
    2-methyl-1-pentanol 152.92
    methyl formate 291.08
    2-methyl-1-butanol 166.9
    n-decane 7.18
    butyronitrile 163.31
    3,7-dimethyl-1-octanol 72.12
    1-chlorooctane 46.39
    1-chlorotetradecane 22.36
    n-nonane 4.87
    undecane 5.87
    tert-butylcyclohexane 12.06
    cyclooctane 9.24
    cyclopentanol 321.74
    tetrahydropyran 607.12
    tert-amyl methyl ether 78.82
    2,5,8-trioxanonane 220.67
    1-hexene 31.33
    2-isopropoxyethanol 180.52
    2,2,2-trifluoroethanol 239.8
    methyl butyrate 244.13

    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