Artenimol

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  • Identifiers

    CAS number
    71939-50-9

    Molecular formula
    C15H24O5

    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)O)C

    Safety labels

    Flammable
    Flammable

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Woody 32.67%
    Odorless 32.57%
    Mint 24.43%
    Sweet 22.11%
    Spicy 22.06%
    Fresh 20.95%
    Herbal 20.89%
    Green 19.54%
    Creamy 18.65%
    Milky 18.54%

     

    Flavor
    Bitter 35.11%
    Fatty 34.63%
    Sweet 29.2%
    Earthy 26.35%
    Metallic 25.03%
    Cauliflower 22.74%
    Naphthalic 22.09%
    Alkaline 21.93%
    Sweet-like 21.89%
    Cedarleaf 21.42%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    6.29 (neutral)

    Molecular weight
    284.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    385°C

    Melting point expt.

    • 164-165

    Flash point

    • 139.05 ˚C est.

  • Synonyms

    • Cotexin
    • Artenimol
    • Cotecxin
    • Dihydroartemisinine
    • Salaxin
    • Santecxin
    • Alaxin
    • Dihydroqinghaosu
    • Dynamax
    • Di-hydroqinghaosu
    • Artenimolum
    • GNF-PF-5634
    • beta-Dihydroartemisinin
    • 6A9O50735X
    • Dihydroquinghaosu
    • EURARTESIM COMPONENT DIHYDROARTEMISININ
    • (1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-Trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol
    • (3r,5as,6r,8as,9r,10s,12r,12ar)-decahydro-3,6,9-trimethyl-3,12-epoxy-12h-pyrano[4,3-j][1,2]benzodioxepin-10-ol
    • quinghaosu, dihydro-
    • artemisinin, dihydro-
    • (1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo(10.3.1.04,13.08,13)hexadecan-10-ol
    • (3r,5as,6r,8as,9r,10s,12r,12ar)-decahydro-3,6,9-trimethyl-3,12-epoxy-12h-pyrano(4,3-j)(1,2)benzodioxepin-10-ol
    • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10-ol
    • I2-dihydroartemisinine
    • RefChem:114268
    • DIHYDROARTEMISININ, BETA-
    • P01BE05
    • (1S,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo(10.3.1.04,13.08,13)hexadecan-10-ol
    • dihydroquinghaosu, (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12alpha,12aR*))-
    • (1R,4S,5R,8S,9R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo(10.3.1.04,13.08,13)hexadecan-10-ol
    • Dihydroartemisinin
    • 71939-50-9
    • 81496-82-4
    • Dihydro Artemisinin
    • .beta.-dihydroartemisinin
    • Dihydroartemisinin, .beta.-
    • Artenimol [INN]
    • DHQHS 2
    • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
    • 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol, decahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)-
    • CHEMBL307261
    • MFCD00274495
    • ARTENIMOL [USAN]
    • ARTENIMOL [MART.]
    • ARTENIMOL [WHO-DD]
    • ARTENIMOL [WHO-IP]
    • DIHYDROARTEMISININ [MI]
    • GTPL9957
    • orb1310451
    • SCHEMBL17156483
    • BJDCWCLMFKKGEE-ISOSDAIHSA-N
    • CHEBI:135921
    • DTXSID501021652
    • GLXC-07598
    • ARTENIMOLUM [WHO-IP LATIN]
    • DIHYDROARTEMISININ [USP-RS]
    • DIHYDROARTEMISININ [WHO-DD]
    • HY-N0176
    • MSK163132
    • AKOS032949625
    • CS-5595
    • FD11674
    • SY058680
    • NS00071253
    • A11600
    • EN300-7419972
    • Dihydroartemisinin,mixture of alpha and beta isomers
    • BRD-K62213621-001-01-6
    • (1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-ol
    • (3R,5?S,6R,8?S,9R,10S,12R,12?R)-Decahydro-3,6,9-trimethyl- 3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol
    • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
    • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol
    • (3R,5aS,6R,8aS,9R,12S,12aR)-octahydrogen -3,6,9-trimethyl -3,12-epoxy -12H-pyrane [4,3-j]-1,2-coumaron -10 ( 3H ) alcohol
    • 81496-82-4

  • Applications

    Artenimol (CAS 71939-50-9) is primarily used in pharmaceutical manufacturing as an intermediate in the synthesis of artemisinin-derived antimalarial agents. It functions as a building block in semi-synthetic routes to artemisinin-based medicines and related pharmaceutical intermediates, and is commonly involved in process development and scale-up activities. In medicinal chemistry, it supports research and development work to explore structure–activity relationships and to prepare intermediate probe compounds. As a chemical intermediate, it may be evaluated for use in broader synthetic sequences under appropriate regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 42.63
    methanol 34.49
    isopropanol 22.66
    water 1.64
    ethyl acetate 56.17
    n-propanol 37.79
    acetone 50.79
    n-butanol 23.65
    acetonitrile 6.53
    DMF 126.66
    toluene 100.59
    isobutanol 27.59
    1,4-dioxane 137.0
    methyl acetate 59.85
    THF 184.66
    2-butanone 115.97
    n-pentanol 28.99
    sec-butanol 22.66
    n-hexane 0.57
    ethylene glycol 19.83
    NMP 234.69
    cyclohexane 3.98
    DMSO 168.31
    n-butyl acetate 59.96
    n-octanol 24.94
    chloroform 397.3
    n-propyl acetate 49.06
    acetic acid 88.15
    dichloromethane 232.77
    cyclohexanone 206.86
    propylene glycol 16.67
    isopropyl acetate 40.48
    DMAc 149.3
    2-ethoxyethanol 65.08
    isopentanol 25.1
    n-heptane 0.76
    ethyl formate 53.16
    1,2-dichloroethane 106.98
    n-hexanol 35.77
    2-methoxyethanol 80.77
    isobutyl acetate 43.85
    tetrachloromethane 31.71
    n-pentyl acetate 59.54
    transcutol 121.47
    n-heptanol 29.18
    ethylbenzene 35.48
    MIBK 40.06
    2-propoxyethanol 86.71
    tert-butanol 19.87
    MTBE 11.87
    2-butoxyethanol 66.23
    propionic acid 72.98
    o-xylene 55.73
    formic acid 60.43
    diethyl ether 14.37
    m-xylene 51.16
    p-xylene 52.83
    chlorobenzene 123.13
    dimethyl carbonate 41.42
    n-octane 0.9
    formamide 62.85
    cyclopentanone 214.34
    2-pentanone 52.34
    anisole 53.21
    cyclopentyl methyl ether 51.73
    gamma-butyrolactone 242.7
    1-methoxy-2-propanol 56.48
    pyridine 234.85
    3-pentanone 57.82
    furfural 254.26
    n-dodecane 1.88
    diethylene glycol 84.81
    diisopropyl ether 7.37
    tert-amyl alcohol 19.51
    acetylacetone 77.14
    n-hexadecane 2.29
    acetophenone 88.15
    methyl propionate 60.42
    isopentyl acetate 60.23
    trichloroethylene 305.03
    n-nonanol 25.85
    cyclohexanol 48.32
    benzyl alcohol 86.62
    2-ethylhexanol 26.88
    isooctanol 26.7
    dipropyl ether 12.82
    1,2-dichlorobenzene 107.72
    ethyl lactate 41.07
    propylene carbonate 133.82
    n-methylformamide 61.68
    2-pentanol 12.46
    n-pentane 0.75
    1-propoxy-2-propanol 50.06
    1-methoxy-2-propyl acetate 69.73
    2-(2-methoxypropoxy) propanol 65.12
    mesitylene 26.61
    ε-caprolactone 183.47
    p-cymene 26.33
    epichlorohydrin 203.78
    1,1,1-trichloroethane 80.65
    2-aminoethanol 31.78
    morpholine-4-carbaldehyde 199.85
    sulfolane 270.57
    2,2,4-trimethylpentane 1.34
    2-methyltetrahydrofuran 96.57
    n-hexyl acetate 64.04
    isooctane 1.14
    2-(2-butoxyethoxy)ethanol 77.6
    sec-butyl acetate 38.66
    tert-butyl acetate 40.22
    decalin 3.94
    glycerin 42.52
    diglyme 119.5
    acrylic acid 79.23
    isopropyl myristate 30.26
    n-butyric acid 74.12
    acetyl acetate 56.17
    di(2-ethylhexyl) phthalate 49.67
    ethyl propionate 41.28
    nitromethane 91.56
    1,2-diethoxyethane 40.88
    benzonitrile 103.7
    trioctyl phosphate 35.4
    1-bromopropane 38.3
    gamma-valerolactone 301.86
    n-decanol 20.03
    triethyl phosphate 36.18
    4-methyl-2-pentanol 14.04
    propionitrile 18.01
    vinylene carbonate 167.29
    1,1,2-trichlorotrifluoroethane 161.33
    DMS 70.86
    cumene 25.35
    2-octanol 19.58
    2-hexanone 53.5
    octyl acetate 38.93
    limonene 28.01
    1,2-dimethoxyethane 84.29
    ethyl orthosilicate 31.58
    tributyl phosphate 37.44
    diacetone alcohol 49.93
    N,N-dimethylaniline 40.13
    acrylonitrile 33.73
    aniline 86.85
    1,3-propanediol 43.64
    bromobenzene 123.28
    dibromomethane 127.04
    1,1,2,2-tetrachloroethane 216.08
    2-methyl-cyclohexyl acetate 58.26
    tetrabutyl urea 48.19
    diisobutyl methanol 15.44
    2-phenylethanol 88.02
    styrene 41.8
    dioctyl adipate 50.99
    dimethyl sulfate 80.38
    ethyl butyrate 44.97
    methyl lactate 45.77
    butyl lactate 54.22
    diethyl carbonate 36.96
    propanediol butyl ether 53.94
    triethyl orthoformate 35.98
    p-tert-butyltoluene 22.79
    methyl 4-tert-butylbenzoate 76.57
    morpholine 125.22
    tert-butylamine 9.88
    n-dodecanol 16.29
    dimethoxymethane 70.93
    ethylene carbonate 122.32
    cyrene 107.03
    2-ethoxyethyl acetate 80.57
    2-ethylhexyl acetate 55.31
    1,2,4-trichlorobenzene 133.95
    4-methylpyridine 160.64
    dibutyl ether 16.54
    2,6-dimethyl-4-heptanol 15.44
    DEF 67.59
    dimethyl isosorbide 120.47
    tetrachloroethylene 152.29
    eugenol 80.17
    triacetin 74.83
    span 80 62.21
    1,4-butanediol 28.0
    1,1-dichloroethane 78.43
    2-methyl-1-pentanol 33.22
    methyl formate 60.23
    2-methyl-1-butanol 26.19
    n-decane 2.48
    butyronitrile 19.89
    3,7-dimethyl-1-octanol 27.5
    1-chlorooctane 14.52
    1-chlorotetradecane 8.23
    n-nonane 1.64
    undecane 2.11
    tert-butylcyclohexane 2.69
    cyclooctane 1.62
    cyclopentanol 60.72
    tetrahydropyran 91.48
    tert-amyl methyl ether 14.42
    2,5,8-trioxanonane 98.98
    1-hexene 4.38
    2-isopropoxyethanol 46.76
    2,2,2-trifluoroethanol 45.96
    methyl butyrate 56.7

    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