Dimenhydrinate

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  • Identifiers

    CAS number
    523-87-5

    Molecular formula
    C24H28ClN5O3

    SMILES
    CN1C2=C(C(=O)N(C1=O)C)NC(=N2)Cl.CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 64.68%
    Bitter 29.64%
    Burnt 25.98%
    Roasted 16.93%
    Musty 16.7%
    Animal 15.02%
    Cooked 14.91%
    Phenolic 14.16%
    Savory 13.85%
    Nutty 13.79%

     

    Flavor
    Bitter 91.13%
    Odorless 43.44%
    Nitrile 20.32%
    Bread crust 20.31%
    Bland 20.15%
    Very strong 19.96%
    Sweet-like 19.71%
    Cedarleaf 19.52%
    Rotten 19.4%
    Formyl 19.4%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    5.98 (weak acid)

    Molecular weight
    470.0 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    540°C

    Melting point expt.

    • 216 to 225 °F (NTP, 1992)
    • 103-104
    • 102-107 °C

    Flash point

    • 245.62 ˚C est.

    Solubility expt.

    • Slightly soluble (1-10 mg/ml at 72 °F) (NTP, 1992)
    • 3000 mg/L
    • FREELY SOL IN ALCOHOL, CHLOROFORM; SOL IN BENZENE; SOL IN WATER: ABOUT 3 MG/ML; ALMOST INSOL IN ETHER

  • Synonyms

    • DIMENHYDRINATE
    • 523-87-5
    • Dramamine
    • Travelin
    • Chloranautine
    • Diphenhydrinate
    • Vomex A
    • Anautine
    • Amosyt
    • Menhydrinate
    • Andramine
    • Aviomarin
    • Diamarin
    • Dimenest
    • Dimentabs
    • Dramalen
    • Dramamin
    • Dramarin
    • Dramilin
    • Eldodram
    • Hydrinate
    • Novamine
    • Permital
    • Supremal
    • Teodramin
    • Travelmin
    • Troversin
    • Xamamina
    • Antemin
    • Dramyl
    • Dromyl
    • Gravol
    • Reise-Engletten
    • Neo-Navigan
    • Diphenhydramine Theoclate
    • Dimenhidrinato
    • Gravinol
    • Lomarin
    • Reidamine
    • Removine
    • Dimate
    • Emedyl
    • Faston
    • Gravinol (antiemetic)
    • Dimenhydrinatum
    • Dimenidrinato
    • Diphenhydramine 8-chlorotheophylline
    • JB937PER5C
    • Diphenhydramine 8-chlorotheophyllinate
    • NSC 117855
    • CCRIS 4798
    • DTXSID9025087
    • HSDB 3064
    • NCI-C60639
    • EINECS 208-350-8
    • MFCD00054265
    • UNII-JB937PER5C
    • Dimenhydrinatum [INN-Latin]
    • Dimenhidrinato [INN-Spanish]
    • O-Benzhydryldimethylaminoethanol 8-chlorotheophyllinate
    • DTXCID705087
    • (o-Benzhydryl(dimethylamino)ethanol) 8-chlorotheophyllinate
    • Benzhydryl-beta-dimethylaminoethylether 8-chlorotheophylline
    • N,N-Dimethyl-2-diphenylmethoxyethylamine 8-chlorotheophyllinate
    • 2-(Diphenylmethoxy)-N,N-dimethylethylamine 8-chlorotheophyllinate
    • beta-Dimethylaminoethyl benzhydryl ether 1,3-dimethyl-8-chloroxanthine
    • NSC117855
    • 8-Chlorotheophylline, compound with 2-(diphenylmethoxy)-N,N-dimethylethylamine (1:1)
    • NSC-117855
    • 2-(Benzhydryloxy)-N,N-dimethylethylamine 8-chlorotheophyllinate
    • Ethylamine 2-(diphenylmethoxy)-N,N-dimethyl-, compd with 8-chlorotheophylline (1:1)
    • Theophylline, 8-chloro-, compd with 2-(diphenylmethoxy)-N,N-dimethyethylamine (1:1)
    • Dimenhydrinatum (INN-Latin)
    • 8-Chloro-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione 2-(benzhydryloxy)-N,N-dimethylethanamine salt
    • Dimenhidrinato (INN-Spanish)
    • DIMENHYDRINATE (MART.)
    • DIMENHYDRINATE [MART.]
    • DIMENHYDRINATE (USP-RS)
    • DIMENHYDRINATE [USP-RS]
    • Theohydramine
    • Dommanate
    • DIMENHYDRINATE (EP IMPURITY)
    • Dimenhydrinate (USP:INN:BAN:JAN)
    • DIMENHYDRINATE [EP IMPURITY]
    • Dimenhydrinate [USP:INN:BAN:JAN]
    • DIMENHYDRINATE (EP MONOGRAPH)
    • DIMENHYDRINATE [EP MONOGRAPH]
    • DIMENHYDRINATE (USP MONOGRAPH)
    • DIMENHYDRINATE [USP MONOGRAPH]
    • 2-benzhydryloxy-N,N-dimethylethanamine;8-chloro-1,3-dimethyl-7H-purine-2,6-dione
    • 8-chloro-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione compound with 2-(benzhydryloxy)-N,N-dimethylethanamine (1:1)
    • Dimenidrinato [DCIT]
    • SR-05000001608
    • Theoclate, Diphenhydramine
    • [o-Benzhydryl(dimethylamino)ethanol] 8-chlorotheophyllinate
    • Dimenhydrinat
    • Driminate
    • Emes
    • Epha
    • Airmit Ace
    • Dramamine Orange
    • Wal-dram
    • Dramamine (TN)
    • Dramamine for Kids
    • 2-(diphenylmethoxy)-N,N-dimethylethanamine and 8-chloro-1,3-dimethyl-3,9-dihydro-1H-purine-2,6-dione
    • Dimenhydrinate 50mg
    • XAMAMINE
    • Spectrum_000974
    • Prestwick3_000265
    • Spectrum2_000992
    • Spectrum3_000397
    • Spectrum4_000517
    • Spectrum5_000909
    • Dimenhydrinate (Standard)
    • Dramamine Original Formula
    • DIMENHYDRINATE [MI]
    • SCHEMBL5128
    • DIMENHYDRINATE [INN]
    • DIMENHYDRINATE [JAN]
    • BSPBio_000110
    • BSPBio_002213
    • DIMENHYDRINATE [HSDB]
    • KBioGR_001093
    • KBioSS_001454
    • DIMENHYDRINATE [VANDF]
    • DivK1c_000049
    • SPECTRUM1500251
    • SPBio_001083

  • Applications

    Dimenhydrinate (CAS 523-87-5) is primarily used in pharmaceuticals as an antiemetic for motion sickness, owing to its diphenhydramine-derived antihistaminic component. It is formulated in tablets, liquids, or syrups and appears in over-the-counter or prescription products, often in combination with other antiemetic or antihistamine agents. Common applications include antiemetic pharmaceutical products in both prescription and OTC formats, oral dosage forms such as tablets, liquids, and syrups; formulation development and packaging of motion-sickness products; and combination health-care products, all subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.25
    methanol 8.98
    isopropanol 3.37
    water 2.43
    ethyl acetate 4.67
    n-propanol 3.89
    acetone 9.05
    n-butanol 3.78
    acetonitrile 7.12
    DMF 47.84
    toluene 1.01
    isobutanol 3.3
    1,4-dioxane 9.04
    methyl acetate 7.81
    THF 22.0
    2-butanone 8.71
    n-pentanol 3.21
    sec-butanol 3.61
    n-hexane 0.15
    ethylene glycol 6.3
    NMP 56.95
    cyclohexane 0.18
    DMSO 55.12
    n-butyl acetate 4.9
    n-octanol 1.23
    chloroform 3.98
    n-propyl acetate 4.86
    acetic acid 16.29
    dichloromethane 7.41
    cyclohexanone 11.56
    propylene glycol 4.3
    isopropyl acetate 2.84
    DMAc 49.49
    2-ethoxyethanol 15.1
    isopentanol 4.08
    n-heptane 0.2
    ethyl formate 9.25
    1,2-dichloroethane 4.65
    n-hexanol 2.57
    2-methoxyethanol 29.04
    isobutyl acetate 2.67
    tetrachloromethane 0.82
    n-pentyl acetate 3.4
    transcutol 10.06
    n-heptanol 1.99
    ethylbenzene 0.79
    MIBK 3.62
    2-propoxyethanol 13.03
    tert-butanol 3.81
    MTBE 2.32
    2-butoxyethanol 8.66
    propionic acid 6.72
    o-xylene 0.96
    formic acid 28.45
    diethyl ether 2.41
    m-xylene 0.74
    p-xylene 1.69
    chlorobenzene 1.77
    dimethyl carbonate 7.41
    n-octane 0.09
    formamide 40.72
    cyclopentanone 19.75
    2-pentanone 5.53
    anisole 3.17
    cyclopentyl methyl ether 5.15
    gamma-butyrolactone 27.56
    1-methoxy-2-propanol 14.79
    pyridine 12.72
    3-pentanone 4.43
    furfural 36.61
    n-dodecane 0.08
    diethylene glycol 16.7
    diisopropyl ether 0.63
    tert-amyl alcohol 4.08
    acetylacetone 7.48
    n-hexadecane 0.09
    acetophenone 5.92
    methyl propionate 6.92
    isopentyl acetate 4.58
    trichloroethylene 8.27
    n-nonanol 1.31
    cyclohexanol 3.38
    benzyl alcohol 5.81
    2-ethylhexanol 1.91
    isooctanol 1.68
    dipropyl ether 2.0
    1,2-dichlorobenzene 1.96
    ethyl lactate 5.57
    propylene carbonate 13.91
    n-methylformamide 23.62
    2-pentanol 1.98
    n-pentane 0.12
    1-propoxy-2-propanol 7.29
    1-methoxy-2-propyl acetate 5.91
    2-(2-methoxypropoxy) propanol 7.29
    mesitylene 0.45
    ε-caprolactone 12.69
    p-cymene 0.91
    epichlorohydrin 22.97
    1,1,1-trichloroethane 1.97
    2-aminoethanol 7.52
    morpholine-4-carbaldehyde 34.41
    sulfolane 38.08
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 11.67
    n-hexyl acetate 2.9
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 7.43
    sec-butyl acetate 2.65
    tert-butyl acetate 3.18
    decalin 0.13
    glycerin 12.09
    diglyme 16.1
    acrylic acid 9.42
    isopropyl myristate 1.25
    n-butyric acid 7.36
    acetyl acetate 3.08
    di(2-ethylhexyl) phthalate 2.96
    ethyl propionate 4.5
    nitromethane 33.66
    1,2-diethoxyethane 3.6
    benzonitrile 5.95
    trioctyl phosphate 2.07
    1-bromopropane 2.02
    gamma-valerolactone 34.77
    n-decanol 1.03
    triethyl phosphate 4.08
    4-methyl-2-pentanol 1.46
    propionitrile 5.03
    vinylene carbonate 12.73
    1,1,2-trichlorotrifluoroethane 19.86
    DMS 4.36
    cumene 0.68
    2-octanol 1.23
    2-hexanone 5.39
    octyl acetate 1.89
    limonene 1.15
    1,2-dimethoxyethane 22.47
    ethyl orthosilicate 3.37
    tributyl phosphate 2.3
    diacetone alcohol 7.97
    N,N-dimethylaniline 2.97
    acrylonitrile 9.21
    aniline 3.8
    1,3-propanediol 11.1
    bromobenzene 1.3
    dibromomethane 3.71
    1,1,2,2-tetrachloroethane 5.85
    2-methyl-cyclohexyl acetate 4.15
    tetrabutyl urea 3.8
    diisobutyl methanol 1.11
    2-phenylethanol 4.79
    styrene 0.92
    dioctyl adipate 2.62
    dimethyl sulfate 16.51
    ethyl butyrate 4.79
    methyl lactate 8.86
    butyl lactate 4.65
    diethyl carbonate 4.27
    propanediol butyl ether 5.56
    triethyl orthoformate 3.89
    p-tert-butyltoluene 0.72
    methyl 4-tert-butylbenzoate 5.55
    morpholine 13.63
    tert-butylamine 1.55
    n-dodecanol 0.76
    dimethoxymethane 19.04
    ethylene carbonate 9.37
    cyrene 14.66
    2-ethoxyethyl acetate 5.29
    2-ethylhexyl acetate 3.58
    1,2,4-trichlorobenzene 3.04
    4-methylpyridine 9.91
    dibutyl ether 1.22
    2,6-dimethyl-4-heptanol 1.11
    DEF 11.87
    dimethyl isosorbide 14.02
    tetrachloroethylene 4.32
    eugenol 7.66
    triacetin 3.97
    span 80 4.65
    1,4-butanediol 5.78
    1,1-dichloroethane 2.24
    2-methyl-1-pentanol 3.67
    methyl formate 20.7
    2-methyl-1-butanol 4.01
    n-decane 0.12
    butyronitrile 4.93
    3,7-dimethyl-1-octanol 1.25
    1-chlorooctane 0.47
    1-chlorotetradecane 0.24
    n-nonane 0.1
    undecane 0.1
    tert-butylcyclohexane 0.11
    cyclooctane 0.07
    cyclopentanol 5.82
    tetrahydropyran 4.72
    tert-amyl methyl ether 2.58
    2,5,8-trioxanonane 11.58
    1-hexene 0.65
    2-isopropoxyethanol 8.23
    2,2,2-trifluoroethanol 13.58
    methyl butyrate 7.46

    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