Tazarotene

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  • Identifiers

    CAS number
    118292-40-3

    Molecular formula
    C21H21NO2S

    SMILES
    CCOC(=O)C1=CN=C(C=C1)C#CC2=CC3=C(C=C2)SCCC3(C)C

    Safety labels

  • Odor profile

    Fragrance
    Floral 54.74%
    Sweet 36.93%
    Neroli 32.77%
    Fresh 26.98%
    Powdery 25.53%
    Animal 25.06%
    Fruity 24.31%
    Grape 24.1%
    Green 22.52%
    Citrus 20.96%

     

    Flavor
    Bitter 87.93%
    Odorless 23.95%
    Bland 20.58%
    Cedarleaf 19.73%
    Parsley 19.28%
    Nitrile 19.18%
    Very strong 19.04%
    Heather 18.86%
    Ripe apricot 18.83%
    Sweet-like 18.82%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.9

    pKa est.
    5.24 (weak acid)

    Molecular weight
    351.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    520°C

    Flash point

    • 228.83 ˚C est.

    Solubility expt.

    • Soluble
    • 7.50e-04 g/L

  • Synonyms

    • tazarotene
    • 118292-40-3
    • Tazorac
    • Ethyl 6-((4,4-dimethylthiochroman-6-yl)ethynyl)nicotinate
    • Zorac
    • Avage
    • AGN-190168
    • Fabior
    • tazaroteno
    • tazarotenum
    • Idp-123
    • 81BDR9Y8PS
    • AGN190168
    • ARAZLO
    • DTXSID5046691
    • ethyl 6-[2-(4,4-dimethyl-3,4-dihydro-2H-1-benzothiopyran-6-yl)ethynyl]pyridine-3-carboxylate
    • 3-Pyridinecarboxylic acid, 6-((3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl)-, ethyl ester
    • ethyl 6-[2-(4,4-dimethyl-2,3-dihydrothiochromen-6-yl)ethynyl]pyridine-3-carboxylate
    • DTXCID3026691
    • CHEBI:32184
    • ethyl 6-(2-(4,4-dimethylthiochroman-6-yl)ethynyl)nicotinate
    • DUOBRII COMPONENT TAZAROTENE
    • ethyl 6-[(4,4-dimethylthiochroman-6-yl)ethynyl]nicotinate
    • Tazaratone
    • Tazarodex
    • Ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl]nicotinate
    • ethyl 6-(2-(4,4-dimethyl-2,3-dihydrothiochromen-6-yl)ethynyl)pyridine-3-carboxylate
    • ethyl 6-(2-(4,4-dimethyl-3,4-dihydro-2H-1-benzothiopyran-6-yl)ethynyl)pyridine-3-carboxylate
    • PSO THERA
    • RefChem:58033
    • PSO THERA Scalp Psoriasis
    • D05AX05
    • Tazarodex Plaque Psoriasis and Acne
    • 6-((3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl)-3-Pyridinecarboxylic Acid, Ethyl Ester
    • 601-516-4
    • AGN 190168
    • MFCD00867628
    • C21H21NO2S
    • Tazarotene-d8
    • Tazarotene (Avage)
    • CHEMBL1657
    • NCGC00167525-01
    • ethyl 6-[(4,4-dimethyl-3,4-dihydro-2H-thiochromen-6-yl)ethynyl]nicotinate
    • 1246815-76-8
    • Suretin
    • Tazoral
    • Zora
    • 6-(4,4-Dimethyl-thiochroman-6-ylethynyl)-nicotinic acid ethyl ester
    • 6-[2-(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-3-pyridinecarboxylic acid ethyl ester
    • Ethyl 6-((4,4-dimethylthiochroman-6-yl)ethynyl)nicotinate;6-(4,4-dimethyl-thiochroman-6-ylethynyl)-nicotinic acid ethyl ester
    • Tazorac (TN)
    • Avage (TN)
    • CAS-118292-40-3
    • UNII-81BDR9Y8PS
    • Acnitaz
    • ethyl 6-(2-(4,4-dimethylthiochroman-6-yl)-ethynyl)nicotinate
    • Ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)-ethynyl]nicotinate
    • Tazarotene (JAN/USAN/INN)
    • Tazarotene [USAN:INN:BAN]
    • ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl]pyridine-3-carboxylate
    • Fabior (TN)
    • Tazarotene (Standard)
    • TAZAROTENE [MI]
    • TAZAROTENE [INN]
    • TAZAROTENE [JAN]
    • TAZAROTENE [USAN]
    • TAZAROTENE [VANDF]
    • SCHEMBL3134
    • TAZAROTENE [MART.]
    • TAZAROTENE [WHO-DD]
    • MLS003915630
    • BIDD:GT0293
    • GTPL6952
    • orb1300547
    • orb3025051
    • Tazarotene - Bio-X trade mark
    • SCHEMBL29397163
    • SCHEMBL29512592
    • TAZAROTENE [ORANGE BOOK]
    • HMS3655K05
    • HMS3747C19
    • HMS3747E19
    • HMS5079G16
    • MSK10233
    • WZB81576
    • Tox21 112522
    • Tox21_112522
    • AC-755
    • BDBM50265951
    • EBC-11242
    • HY-15388R
    • s1569
    • IDP-118 COMPONENT TAZAROTENE
    • AKOS015902872
    • Tox21_112522_1
    • BS-1012
    • CCG-268046
    • DB00799
    • FT28011
    • NCGC00167525-02
    • NCGC00167525-03
    • 6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-3-pyridinecarboxylic acid ethyl ester
    • 6-[2-(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]- 3-pyridinecarboxylic Acid Ethyl Ester
    • BT164442
    • HY-15388
    • SMR002096194
    • SY053169
    • DB-014992
    • NS00006771
    • SW220026-1
    • T3108
    • D01132
    • AB01274801-01
    • AB01274801_02
    • 292T403
    • SR-01000931253
    • Q3981685
    • SR-01000931253-2
    • BRD-K76841105-001-04-7
    • Z1424590960
    • 6-(4,4-dimethylthiochroman-6-ylethynyl) nicotinic acid ethyl ester
    • 6-(2-(4,4-dimethyl-thiochroman-6yl)ethynyl)-nicotinic acid ethyl ester
    • Ethyl 6-[(4,4-dimethyl-3,4-dihydro-2H-1-benzothiopyran-6-yl)ethynyl]pyridine-3-carboxylate
    • Ethyl 6-[(4,4-dimethyl-3,4-dihydro-2H-thiochromen-6-yl)ethynyl]pyridine-3-carboxylate
    • 6-[2-(3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-3-pyridinecarboxylicacidethylester
    • 118292-40-3

  • Applications

    Tazarotene (CAS 118292-40-3) is a synthetic retinoid used primarily in dermatology as a topical medication for acne and plaque psoriasis, and it is also studied in pharmaceutical formulation development for skin-care products; in cosmetics R&D it may be evaluated for inclusion in controlled skincare formulations and anti-aging studies; it serves as a reference compound in medicinal chemistry and retinoid signaling research, and is used in academic and industrial research to probe activity at the retinoic acid receptors; its use is subject to local regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 75.84
    methanol 154.67
    isopropanol 37.81
    water 0.11
    ethyl acetate 117.65
    n-propanol 63.59
    acetone 189.59
    n-butanol 56.26
    acetonitrile 107.24
    DMF 496.16
    toluene 69.56
    isobutanol 42.74
    1,4-dioxane 213.44
    methyl acetate 132.13
    THF 373.54
    2-butanone 166.83
    n-pentanol 48.76
    sec-butanol 35.4
    n-hexane 0.46
    ethylene glycol 23.12
    NMP 206.18
    cyclohexane 1.79
    DMSO 267.08
    n-butyl acetate 64.98
    n-octanol 17.71
    chloroform 541.48
    n-propyl acetate 89.24
    acetic acid 108.34
    dichloromethane 597.64
    cyclohexanone 251.38
    propylene glycol 32.33
    isopropyl acetate 65.8
    DMAc 406.81
    2-ethoxyethanol 173.04
    isopentanol 45.05
    n-heptane 1.02
    ethyl formate 120.62
    1,2-dichloroethane 281.73
    n-hexanol 32.02
    2-methoxyethanol 260.29
    isobutyl acetate 61.34
    tetrachloromethane 18.64
    n-pentyl acetate 63.88
    transcutol 382.91
    n-heptanol 23.34
    ethylbenzene 18.31
    MIBK 75.85
    2-propoxyethanol 120.5
    tert-butanol 36.41
    MTBE 31.23
    2-butoxyethanol 73.51
    propionic acid 64.88
    o-xylene 25.34
    formic acid 76.58
    diethyl ether 43.42
    m-xylene 34.53
    p-xylene 25.69
    chlorobenzene 121.54
    dimethyl carbonate 96.24
    n-octane 0.81
    formamide 145.38
    cyclopentanone 305.31
    2-pentanone 130.94
    anisole 69.24
    cyclopentyl methyl ether 94.58
    gamma-butyrolactone 285.22
    1-methoxy-2-propanol 154.5
    pyridine 215.54
    3-pentanone 99.56
    furfural 317.55
    n-dodecane 1.1
    diethylene glycol 123.79
    diisopropyl ether 10.3
    tert-amyl alcohol 29.79
    acetylacetone 185.62
    n-hexadecane 1.3
    acetophenone 91.13
    methyl propionate 119.37
    isopentyl acetate 61.59
    trichloroethylene 625.55
    n-nonanol 18.55
    cyclohexanol 47.17
    benzyl alcohol 85.33
    2-ethylhexanol 21.31
    isooctanol 21.98
    dipropyl ether 21.43
    1,2-dichlorobenzene 104.75
    ethyl lactate 55.55
    propylene carbonate 153.73
    n-methylformamide 216.59
    2-pentanol 24.96
    n-pentane 0.64
    1-propoxy-2-propanol 73.56
    1-methoxy-2-propyl acetate 109.12
    2-(2-methoxypropoxy) propanol 75.03
    mesitylene 15.32
    ε-caprolactone 167.13
    p-cymene 13.89
    epichlorohydrin 480.74
    1,1,1-trichloroethane 134.17
    2-aminoethanol 46.53
    morpholine-4-carbaldehyde 317.66
    sulfolane 271.18
    2,2,4-trimethylpentane 0.88
    2-methyltetrahydrofuran 122.47
    n-hexyl acetate 59.28
    isooctane 0.76
    2-(2-butoxyethoxy)ethanol 108.11
    sec-butyl acetate 52.73
    tert-butyl acetate 65.57
    decalin 1.34
    glycerin 60.9
    diglyme 234.65
    acrylic acid 74.75
    isopropyl myristate 23.49
    n-butyric acid 101.73
    acetyl acetate 82.38
    di(2-ethylhexyl) phthalate 37.53
    ethyl propionate 65.11
    nitromethane 290.68
    1,2-diethoxyethane 109.28
    benzonitrile 124.97
    trioctyl phosphate 22.11
    1-bromopropane 69.66
    gamma-valerolactone 467.88
    n-decanol 14.56
    triethyl phosphate 32.32
    4-methyl-2-pentanol 18.0
    propionitrile 94.84
    vinylene carbonate 189.67
    1,1,2-trichlorotrifluoroethane 241.0
    DMS 89.48
    cumene 12.38
    2-octanol 15.45
    2-hexanone 83.69
    octyl acetate 32.56
    limonene 16.64
    1,2-dimethoxyethane 211.46
    ethyl orthosilicate 28.92
    tributyl phosphate 28.35
    diacetone alcohol 89.17
    N,N-dimethylaniline 40.84
    acrylonitrile 156.24
    aniline 90.32
    1,3-propanediol 81.59
    bromobenzene 121.44
    dibromomethane 241.95
    1,1,2,2-tetrachloroethane 382.43
    2-methyl-cyclohexyl acetate 50.75
    tetrabutyl urea 40.58
    diisobutyl methanol 13.78
    2-phenylethanol 70.01
    styrene 28.1
    dioctyl adipate 46.27
    dimethyl sulfate 139.53
    ethyl butyrate 54.51
    methyl lactate 83.34
    butyl lactate 57.17
    diethyl carbonate 42.13
    propanediol butyl ether 62.43
    triethyl orthoformate 40.19
    p-tert-butyltoluene 12.56
    methyl 4-tert-butylbenzoate 73.53
    morpholine 236.12
    tert-butylamine 14.76
    n-dodecanol 11.09
    dimethoxymethane 284.46
    ethylene carbonate 150.53
    cyrene 105.42
    2-ethoxyethyl acetate 136.73
    2-ethylhexyl acetate 48.12
    1,2,4-trichlorobenzene 127.4
    4-methylpyridine 188.27
    dibutyl ether 22.25
    2,6-dimethyl-4-heptanol 13.78
    DEF 143.69
    dimethyl isosorbide 150.98
    tetrachloroethylene 191.16
    eugenol 88.48
    triacetin 94.84
    span 80 56.91
    1,4-butanediol 46.94
    1,1-dichloroethane 186.34
    2-methyl-1-pentanol 41.73
    methyl formate 190.22
    2-methyl-1-butanol 40.03
    n-decane 1.62
    butyronitrile 93.22
    3,7-dimethyl-1-octanol 19.81
    1-chlorooctane 11.61
    1-chlorotetradecane 5.27
    n-nonane 1.24
    undecane 1.31
    tert-butylcyclohexane 1.23
    cyclooctane 0.63
    cyclopentanol 50.46
    tetrahydropyran 120.2
    tert-amyl methyl ether 26.22
    2,5,8-trioxanonane 148.19
    1-hexene 5.0
    2-isopropoxyethanol 97.82
    2,2,2-trifluoroethanol 51.77
    methyl butyrate 94.27

    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