Chlormadinone Acetate

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  • Identifiers

    CAS number
    302-22-7

    Molecular formula
    C23H29ClO4

    SMILES
    CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=CC(=O)CC[C@]34C)Cl)C)OC(=O)C

    Safety labels

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Woody 71.49%
    Cedar 39.84%
    Fruity 38.68%
    Dry 33.47%
    Amber 32.64%
    Floral 27.47%
    Fresh 26.65%
    Powdery 26.54%
    Vetiver 25.33%
    Berry 25.19%

     

    Flavor
    Bitter 55.73%
    Minty 23.24%
    Powdery 22.01%
    Fruity 21.73%
    Ripe apricot 20.88%
    Red fruit 20.39%
    Orange flower 20.16%
    Toffee 20.13%
    Leaves 20.11%
    Fenugreek 20.1%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    4.69 (weak acid)

    Molecular weight
    404.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    487°C

    Melting point expt.

    • 212-214 °C

    Flash point

    • 231.14 ˚C est.

    Solubility expt.

    • In double-distilled water, 0.16 mg/L
    • Very soluble in chloroform; soluble in acetonitrile; slightly soluble in ethanol and diethyl ether.

  • Synonyms

    • chlormadinone acetate
    • 302-22-7
    • Menstridyl
    • Matrol
    • Chlormadinon acetate
    • Cero
    • Gestafortin
    • Bovisynchron
    • Fertiletten
    • Chlordion
    • Clordion
    • Lutinyl
    • Minipill
    • Skedule
    • Traslan
    • Retex
    • Synchrosyn P
    • Skedule TM
    • Lutoral (Syntex)
    • Normenon
    • Synchrosyn
    • Chloramdinone acetate
    • Chloromadinone acetate
    • Pregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-chloro-
    • Chlormadinonu
    • NSC-92338
    • Chlormadinonu [Polish]
    • Luteran
    • Lormin
    • CCRIS 129
    • Chlormadinone (acetate)
    • Ay 13390-6
    • HSDB 3591
    • EINECS 206-118-0
    • 17-(Acetyloxy)-6-chloropregna-4,6-diene-3,20-dione
    • 17alpha-Acetoxy-6-chloro-6-dehydroprogesterone
    • 6-Chloro-delta6-17-acetoxyprogesterone
    • DTXSID6020274
    • 0SY050L61N
    • 6-Chloro-17-hydroxypregna-4,6-diene-3,20-dione acetate
    • 6-Chloro-delta6-(17alpha)acetoxyprogesterone
    • 6-Chloro-delta(sup 6)-17-acetoxyprogesterone
    • 6-Chloro-17alpha-hydroxypregna-4,6-diene-3,20-dione acetate
    • 6-Chloro-6-dehydro-17alpha-acetoxyprogesterone
    • Chloromadinone 17-acetate
    • [(8R,9S,10R,13S,14S,17R)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
    • 17-alpha-Acetoxy-6-chloro-6-dehydroprogesterone
    • 6-Chloro-6-dehydro-17-alpha-acetoxyprogesterone
    • 6-Dehydro-6-chloro-17-alpha-acetoxyprogesterone
    • Chlormadinone acetate [USAN:JAN:NF]
    • 17-alpha-Acetoxy-6-chloro-6,7-dehydroprogesterone
    • delta(sup 6)-6-Chloro-17alpha-acetoxyprogesterone
    • RS-1280
    • delta(sup 6)-6-Chloro-17-alpha-acetoxyprogesterone
    • 6-Chloro-delta-6-17alpha-hydroxyprogesterone acetate
    • 6-Chloro-6-dehydro-17alpha-hydroxyprogesterone acetate
    • 6-Chloro-delta(sup 6)-dehydro-17-acetoxyprogesterone
    • DTXCID80274
    • 17-alpha-Acetoxy-6-chloro-4,6-pregnadiene-3,20-dione
    • 6-Chloro-17-alpha-acetoxy-4,6-pregnadiene-3,20-dione
    • 6-Chloro-6-dehydro-17-alpha-hydroxyprogesterone acetate
    • Progesterone, 6-chloro-6-dehydro-17-hydroxy-, acetate
    • MLS000028451
    • MLS001148653
    • 6-Chloro-pregna-4,6-dien-17alpha-ol-3,20-dione acetate
    • Pregna-4,6-diene-3,20-dione, 17-(acetoxy)-6-chloro-
    • 6-Chloro-17-alpha-hydroxy-delta(sup 6)-progesterone acetate
    • 6-Chloro-pregna-4,6-dien-17-alpha-ol-3,20-dione acetate
    • CHEBI:31394
    • CHLORMADINONE ACETATE [MI]
    • CHLORMADINONE ACETATE [JAN]
    • 6-Chloro-6-dehydro-17.alpha.-acetoxyprogesterone
    • 6-Chloro-delta(sup 4,6)-pregnadiene-17-alpha-ol-3,20-dione 17-acetate
    • NSC92338
    • CHLORMADINONE ACETATE [HSDB]
    • CHLORMADINONE ACETATE [USAN]
    • CHLORMADINONE ACETATE [MART.]
    • CHLORMADINONE ACETATE [WHO-DD]
    • 6-Chloro-6-dehydro-17.alpha.-hydroxyprogesterone acetate
    • NCGC00022680-04
    • SMR000058325
    • Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-, acetate
    • 17-Acetoxy-6-chloro-6-dehydroprogesterone
    • CHLORMADINONE ACETATE [EP MONOGRAPH]
    • Chronosyn
    • Cyclonorm
    • Prostal
    • 17.ALPHA.-ACETOXY-6-CHLORO-6,7-DEHYDROPROGESTERONE
    • 6-Chloro-3,20-dioxopregna-4,6-dien-17-yl acetate
    • CHLORMADINONE ACETATE (MART.)
    • (8R,9S,10R,13S,14S,17R)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate
    • CAS-302-22-7
    • CHLORMADINONE ACETATE (EP MONOGRAPH)
    • Fertileen
    • UNII-0SY050L61N
    • Chlormadinone acetate [Progestins]
    • ((8R,9S,10R,13S,14S,17R)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta(a)phenanthren-17-yl) acetate
    • 6-Chloro-.delta.6-17-acetoxyprogesterone
    • chlormadinone-acetate
    • Lutoral (TN)
    • MFCD00056471
    • Opera_ID_343
    • 17.alpha.-Acetoxy-6-chloro-6-dehydroprogesterone
    • 6-Chloro-.delta.6-[17.alpha.]acetoxyprogesterone
    • Chlormadinon-17-acetate
    • .delta.(sup 6)-6-Chloro-17.alpha.-acetoxyprogesterone
    • SCHEMBL15046
    • CHEMBL110691
    • Chlormadinone acetate, >=98%
    • HMS2231J04
    • HMS3715E19
    • BCP28307
    • HY-B1095
    • Chlormadinone acetate (JP18/USAN)
    • Tox21_110881
    • Tox21_200665
    • s4593
    • 6-Chloro-pregna-4,20-dione acetate
    • AKOS015955610
    • Tox21_110881_1
    • CCG-220989
    • CS-4683
    • FC19935
    • KS-5157
    • Ay-13390-6
    • NCGC00022680-05
    • NCGC00258219-01
    • (1S,11S,15S,2R,10R,14R)-14-acetyl-8-chloro-2,15-dimethyl-5-oxotetracyclo[8.7.0 .0<2,7>.0<11,15>]heptadeca-6,8-dien-14-yl acetate

  • Applications

    Chlormadinone Acetate (CAS 302-22-7), a synthetic progestin, is used primarily as an active pharmaceutical ingredient (API) in combination oral contraceptives and in gynecological hormone therapies. It also serves as a steroidal intermediate for the synthesis of other steroids and pharmaceutical compounds. In pharmaceutical manufacturing, CMA is commonly used as an intermediate to access related progestins and steroid derivatives. In pharmaceutical research and development, CMA is evaluated for synthesis optimization, process development, and formulation studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.74
    methanol 9.64
    isopropanol 11.59
    water 0.07
    ethyl acetate 10.84
    n-propanol 13.85
    acetone 14.44
    n-butanol 12.17
    acetonitrile 11.37
    DMF 37.44
    toluene 18.81
    isobutanol 11.15
    1,4-dioxane 26.72
    methyl acetate 11.46
    THF 34.87
    2-butanone 16.97
    n-pentanol 8.89
    sec-butanol 7.29
    n-hexane 0.3
    ethylene glycol 3.63
    NMP 37.19
    cyclohexane 1.03
    DMSO 23.74
    n-butyl acetate 10.91
    n-octanol 3.6
    chloroform 41.55
    n-propyl acetate 9.42
    acetic acid 11.54
    dichloromethane 25.03
    cyclohexanone 32.31
    propylene glycol 4.25
    isopropyl acetate 10.32
    DMAc 46.92
    2-ethoxyethanol 16.01
    isopentanol 10.71
    n-heptane 0.22
    ethyl formate 6.82
    1,2-dichloroethane 14.28
    n-hexanol 11.21
    2-methoxyethanol 24.2
    isobutyl acetate 8.69
    tetrachloromethane 5.96
    n-pentyl acetate 11.04
    transcutol 19.81
    n-heptanol 6.7
    ethylbenzene 6.62
    MIBK 12.61
    2-propoxyethanol 36.65
    tert-butanol 9.31
    MTBE 5.21
    2-butoxyethanol 18.83
    propionic acid 9.63
    o-xylene 9.29
    formic acid 5.93
    diethyl ether 7.87
    m-xylene 10.48
    p-xylene 9.23
    chlorobenzene 16.31
    dimethyl carbonate 12.78
    n-octane 0.15
    formamide 9.57
    cyclopentanone 31.98
    2-pentanone 13.62
    anisole 14.15
    cyclopentyl methyl ether 12.91
    gamma-butyrolactone 26.38
    1-methoxy-2-propanol 26.03
    pyridine 33.17
    3-pentanone 13.96
    furfural 27.95
    n-dodecane 0.14
    diethylene glycol 27.26
    diisopropyl ether 2.69
    tert-amyl alcohol 5.84
    acetylacetone 18.52
    n-hexadecane 0.18
    acetophenone 17.5
    methyl propionate 13.87
    isopentyl acetate 12.92
    trichloroethylene 30.66
    n-nonanol 4.53
    cyclohexanol 12.41
    benzyl alcohol 16.93
    2-ethylhexanol 5.61
    isooctanol 5.83
    dipropyl ether 4.41
    1,2-dichlorobenzene 14.63
    ethyl lactate 9.38
    propylene carbonate 15.29
    n-methylformamide 14.09
    2-pentanol 6.19
    n-pentane 0.4
    1-propoxy-2-propanol 20.58
    1-methoxy-2-propyl acetate 19.72
    2-(2-methoxypropoxy) propanol 16.1
    mesitylene 5.62
    ε-caprolactone 22.96
    p-cymene 3.97
    epichlorohydrin 29.28
    1,1,1-trichloroethane 14.59
    2-aminoethanol 8.34
    morpholine-4-carbaldehyde 42.64
    sulfolane 34.37
    2,2,4-trimethylpentane 0.3
    2-methyltetrahydrofuran 14.86
    n-hexyl acetate 10.24
    isooctane 0.27
    2-(2-butoxyethoxy)ethanol 16.7
    sec-butyl acetate 7.51
    tert-butyl acetate 10.44
    decalin 0.7
    glycerin 8.73
    diglyme 28.51
    acrylic acid 9.4
    isopropyl myristate 5.04
    n-butyric acid 13.58
    acetyl acetate 11.49
    di(2-ethylhexyl) phthalate 10.59
    ethyl propionate 9.94
    nitromethane 17.91
    1,2-diethoxyethane 9.12
    benzonitrile 19.36
    trioctyl phosphate 6.38
    1-bromopropane 8.76
    gamma-valerolactone 47.05
    n-decanol 3.13
    triethyl phosphate 7.6
    4-methyl-2-pentanol 5.43
    propionitrile 16.73
    vinylene carbonate 18.88
    1,1,2-trichlorotrifluoroethane 25.32
    DMS 13.61
    cumene 4.51
    2-octanol 3.67
    2-hexanone 11.52
    octyl acetate 6.37
    limonene 3.9
    1,2-dimethoxyethane 22.66
    ethyl orthosilicate 7.25
    tributyl phosphate 6.24
    diacetone alcohol 15.53
    N,N-dimethylaniline 10.7
    acrylonitrile 19.09
    aniline 20.65
    1,3-propanediol 14.54
    bromobenzene 17.01
    dibromomethane 16.55
    1,1,2,2-tetrachloroethane 23.93
    2-methyl-cyclohexyl acetate 12.68
    tetrabutyl urea 10.22
    diisobutyl methanol 3.42
    2-phenylethanol 21.52
    styrene 7.81
    dioctyl adipate 9.76
    dimethyl sulfate 16.45
    ethyl butyrate 8.98
    methyl lactate 13.05
    butyl lactate 12.1
    diethyl carbonate 7.73
    propanediol butyl ether 11.52
    triethyl orthoformate 8.94
    p-tert-butyltoluene 3.71
    methyl 4-tert-butylbenzoate 18.23
    morpholine 30.04
    tert-butylamine 4.51
    n-dodecanol 2.06
    dimethoxymethane 32.37
    ethylene carbonate 15.75
    cyrene 25.68
    2-ethoxyethyl acetate 16.87
    2-ethylhexyl acetate 10.46
    1,2,4-trichlorobenzene 20.47
    4-methylpyridine 31.52
    dibutyl ether 2.72
    2,6-dimethyl-4-heptanol 3.42
    DEF 15.07
    dimethyl isosorbide 29.29
    tetrachloroethylene 17.02
    eugenol 22.68
    triacetin 14.2
    span 80 13.3
    1,4-butanediol 7.12
    1,1-dichloroethane 13.18
    2-methyl-1-pentanol 7.92
    methyl formate 9.49
    2-methyl-1-butanol 9.26
    n-decane 0.27
    butyronitrile 12.04
    3,7-dimethyl-1-octanol 3.82
    1-chlorooctane 1.73
    1-chlorotetradecane 0.7
    n-nonane 0.2
    undecane 0.19
    tert-butylcyclohexane 0.51
    cyclooctane 0.34
    cyclopentanol 12.66
    tetrahydropyran 18.91
    tert-amyl methyl ether 4.47
    2,5,8-trioxanonane 22.41
    1-hexene 1.84
    2-isopropoxyethanol 12.45
    2,2,2-trifluoroethanol 7.11
    methyl butyrate 11.07

    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