Antazoline

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  • Identifiers

    CAS number
    91-75-8

    Molecular formula
    C17H19N3

    SMILES
    C1CN=C(N1)CN(CC2=CC=CC=C2)C3=CC=CC=C3

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fishy 33.85%
    Animal 33.55%
    Cheesy 28.81%
    Roasted 27.83%
    Burnt 27.57%
    Cooked 27.21%
    Meaty 25.77%
    Nutty 24.11%
    Floral 23.84%
    Odorless 23.82%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    Molecular weight
    265.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    504°C

    Melting point expt.

    • 227-229
    • 120-122 °C

    Flash point est.
    205.82 ˚C

    Solubility expt.

    • 663 mg/L (at 30 °C)
    • Mol wt 301.82. Bitter crystals producing temporary numbness of the tongue. mp 237-241 °C. UV max: 242 nm (E 1% 1cm = 495 to 515); min 222 nm. One gram dissolves in 40 ml water, in 25 ml alc. Practically insol in ether, benzene, chloroform. pH (1% aq soln): 6.3. /Hydrochloride/
    • Crystals. Bitter taste. mp 194-198 °C. Sol in water. Sparingly sol in methanol. Practically insol in benzene, ether. pH (2% aq soln): 4.5. /Phosphate/
    • Sparingly soluble in alcohol; practically insoluble in benzene and ether
    • In water, 6.63X10+2 mg/L at 30 °C

  • Synonyms

    • antazoline
    • 91-75-8
    • Phenazoline
    • Antasten
    • Antistin
    • Antastan
    • Antihistal
    • Antistine
    • Histostab
    • Imidamine
    • Phenazolin
    • Antazolin
    • Antazolina
    • Azalone
    • Ben-A-hist
    • Antazolinum
    • Imidamin
    • N-Benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline
    • Antazolinum [Latin]
    • Antazolina [Spanish]
    • 2-(N-Phenyl-N-benzylaminomethyl)imidazoline
    • Antazoline [INN:BAN]
    • Antazolinum [INN-Latin]
    • Antazolina [INN-Spanish]
    • Atazoline
    • N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline
    • 2-(N-Benzylanilinomethyl)-2-imidazoline
    • Vasocon-A
    • 1H-Imidazole-2-methanamine, 4,5-dihydro-N-phenyl-N-(phenylmethyl)-
    • 2-Phenyl-benzyl-amino-methylimidazolin
    • Antazoline (INN)
    • 4,5-Dihydro-N-phenyl-N-phenylmethyl-1H-imidazole-2-methanamine
    • 5512-M
    • HSDB 6506
    • Allergan A
    • EINECS 202-094-0
    • UNII-DHA8014SS1
    • 2-Phenyl-benzyl-amino-methylimidazolin [German]
    • BRN 0233924
    • DHA8014SS1
    • CHEBI:84115
    • ANTAZOLINE [MI]
    • ANTAZOLINE [INN]
    • ANTAZOLINE [HSDB]
    • ANTAZOLINE [VANDF]
    • ANTAZOLINE [MART.]
    • ANTAZOLINE [WHO-DD]
    • 91-75-8 (free base)
    • 2-[(N-Benzylanilino)methyl]-2-imidazoline
    • Analergine
    • DTXSID3022613
    • 2-Imidazoline, 2-((N-benzylanilino)methyl)-
    • 2-Imidazoline, 2-[(N-benzylanilino)methyl]-
    • N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline hydrochloride
    • 5-25-09-00364 (Beilstein Handbook Reference)
    • Antazolinum (Latin)
    • Antazolina (Spanish)
    • N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-N-(phenylmethyl)aniline
    • Antazolinum (INN-Latin)
    • Antazolina (INN-Spanish)
    • ANTAZOLINE (MART.)
    • 2-((N-BENZYLANILINO)METHYL)-2-IMIDAZOLINE
    • Benzyl-(4,5-dihydro-1H-imidazol-2-ylmethyl)-phenyl-amine . HCl
    • 2-Imidazoline, 2-(N-benzylanilinomethyl)-
    • NCGC00016613-01
    • CAS-2508-72-7
    • N-Benzyl-N-[(4,5-dihydro-1H-imidazol-2-yl)methyl]aniline
    • Antaz sulf
    • Antazoline (Standard)
    • N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline;hydrochloride
    • Spectrum_000789
    • Tocris-0791
    • Prestwick0_000258
    • Prestwick1_000258
    • Prestwick2_000258
    • Prestwick3_000258
    • Spectrum2_001259
    • Spectrum3_000303
    • Spectrum4_000141
    • Spectrum5_000818
    • SCHEMBL9437
    • CHEMBL1305
    • BSPBio_000076
    • BSPBio_001866
    • KBioGR_000582
    • KBioSS_001269
    • cid_17275
    • DivK1c_000083
    • SPBio_001198
    • SPBio_002295
    • BPBio1_000084
    • DTXCID902613
    • GTPL7116
    • HY-B1067AR
    • BDBM76862
    • HY-B1067A
    • KBio1_000083
    • KBio2_001269
    • KBio2_003837
    • KBio2_006405
    • KBio3_001366
    • R01AC04
    • R06AX05
    • NINDS_000083
    • HMS3604F14
    • 4,5-dihydro-n-phenyl-n-(phenylmethyl)-1h-imidazole-2-methanamine
    • ALBB-023210
    • s5946
    • AKOS015911230
    • CCG-213074
    • DB08799
    • FA30098
    • IDI1_000083
    • NCGC00016613-02
    • NCGC00016613-03
    • NCGC00016613-04
    • NCGC00016613-05
    • NCGC00016613-06
    • NCGC00016613-07
    • NCGC00016613-18
    • NCGC00023164-03
    • LS-14580
    • SBI-0051285.P003
    • DB-050313
    • CS-0013323
    • NS00008002
    • 2-(N-phenyl-N-benzylaminomethyl) imidazoline
    • D07458

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.11
    methanol 86.62
    isopropanol 11.34
    water 1.36
    ethyl acetate 82.87
    n-propanol 35.72
    acetone 105.91
    n-butanol 29.8
    acetonitrile 43.93
    DMF 293.25
    toluene 45.06
    isobutanol 22.4
    1,4-dioxane 158.03
    methyl acetate 80.08
    THF 233.14
    2-butanone 94.2
    n-pentanol 30.34
    sec-butanol 16.85
    n-hexane 2.1
    ethylene glycol 76.88
    NMP 162.38
    cyclohexane 4.81
    DMSO 383.99
    n-butyl acetate 48.42
    n-octanol 13.34
    chloroform 442.07
    n-propyl acetate 46.32
    acetic acid 168.73
    dichloromethane 434.98
    cyclohexanone 123.77
    propylene glycol 50.94
    isopropyl acetate 38.78
    DMAc 304.07
    2-ethoxyethanol 108.21
    isopentanol 26.29
    n-heptane 3.34
    ethyl formate 91.8
    1,2-dichloroethane 230.43
    n-hexanol 30.23
    2-methoxyethanol 168.16
    isobutyl acetate 34.51
    tetrachloromethane 23.26
    n-pentyl acetate 24.66
    transcutol 264.54
    n-heptanol 17.11
    ethylbenzene 16.26
    MIBK 36.22
    2-propoxyethanol 105.15
    tert-butanol 15.11
    MTBE 18.63
    2-butoxyethanol 55.93
    propionic acid 84.42
    o-xylene 23.84
    formic acid 139.35
    diethyl ether 37.9
    m-xylene 25.91
    p-xylene 21.35
    chlorobenzene 92.98
    dimethyl carbonate 81.0
    n-octane 1.52
    formamide 174.74
    cyclopentanone 193.76
    2-pentanone 62.67
    anisole 51.56
    cyclopentyl methyl ether 77.65
    gamma-butyrolactone 236.84
    1-methoxy-2-propanol 91.03
    pyridine 194.23
    3-pentanone 72.67
    furfural 274.16
    n-dodecane 1.44
    diethylene glycol 117.78
    diisopropyl ether 8.57
    tert-amyl alcohol 17.44
    acetylacetone 99.37
    n-hexadecane 1.64
    acetophenone 61.15
    methyl propionate 95.37
    isopentyl acetate 43.25
    trichloroethylene 474.29
    n-nonanol 15.34
    cyclohexanol 34.56
    benzyl alcohol 60.2
    2-ethylhexanol 23.03
    isooctanol 15.69
    dipropyl ether 31.83
    1,2-dichlorobenzene 84.35
    ethyl lactate 48.4
    propylene carbonate 121.79
    n-methylformamide 152.51
    2-pentanol 15.25
    n-pentane 2.01
    1-propoxy-2-propanol 63.14
    1-methoxy-2-propyl acetate 75.42
    2-(2-methoxypropoxy) propanol 60.3
    mesitylene 13.3
    ε-caprolactone 104.57
    p-cymene 13.96
    epichlorohydrin 323.19
    1,1,1-trichloroethane 87.59
    2-aminoethanol 72.79
    morpholine-4-carbaldehyde 200.68
    sulfolane 246.39
    2,2,4-trimethylpentane 2.11
    2-methyltetrahydrofuran 80.02
    n-hexyl acetate 29.66
    isooctane 1.2
    2-(2-butoxyethoxy)ethanol 84.28
    sec-butyl acetate 29.98
    tert-butyl acetate 32.38
    decalin 3.33
    glycerin 119.84
    diglyme 176.65
    acrylic acid 129.64
    isopropyl myristate 15.12
    n-butyric acid 87.78
    acetyl acetate 66.07
    di(2-ethylhexyl) phthalate 26.64
    ethyl propionate 47.37
    nitromethane 293.28
    1,2-diethoxyethane 63.95
    benzonitrile 59.34
    trioctyl phosphate 15.45
    1-bromopropane 57.58
    gamma-valerolactone 248.2
    n-decanol 12.49
    triethyl phosphate 32.59
    4-methyl-2-pentanol 13.62
    propionitrile 45.93
    vinylene carbonate 140.98
    1,1,2-trichlorotrifluoroethane 301.58
    DMS 55.01
    cumene 12.77
    2-octanol 8.7
    2-hexanone 43.25
    octyl acetate 20.27
    limonene 18.31
    1,2-dimethoxyethane 147.58
    ethyl orthosilicate 30.03
    tributyl phosphate 20.56
    diacetone alcohol 44.81
    N,N-dimethylaniline 36.36
    acrylonitrile 86.54
    aniline 78.42
    1,3-propanediol 62.26
    bromobenzene 90.22
    dibromomethane 204.61
    1,1,2,2-tetrachloroethane 338.97
    2-methyl-cyclohexyl acetate 37.38
    tetrabutyl urea 25.61
    diisobutyl methanol 12.77
    2-phenylethanol 48.22
    styrene 25.11
    dioctyl adipate 29.81
    dimethyl sulfate 138.86
    ethyl butyrate 45.95
    methyl lactate 81.11
    butyl lactate 34.45
    diethyl carbonate 38.5
    propanediol butyl ether 41.7
    triethyl orthoformate 39.55
    p-tert-butyltoluene 12.5
    methyl 4-tert-butylbenzoate 49.04
    morpholine 165.18
    tert-butylamine 8.67
    n-dodecanol 10.2
    dimethoxymethane 169.61
    ethylene carbonate 110.18
    cyrene 76.63
    2-ethoxyethyl acetate 51.57
    2-ethylhexyl acetate 36.11
    1,2,4-trichlorobenzene 105.71
    4-methylpyridine 103.09
    dibutyl ether 20.56
    2,6-dimethyl-4-heptanol 12.77
    DEF 104.57
    dimethyl isosorbide 101.18
    tetrachloroethylene 229.69
    eugenol 57.2
    triacetin 57.05
    span 80 43.54
    1,4-butanediol 38.07
    1,1-dichloroethane 112.58
    2-methyl-1-pentanol 30.15
    methyl formate 152.38
    2-methyl-1-butanol 26.67
    n-decane 2.3
    butyronitrile 38.44
    3,7-dimethyl-1-octanol 16.57
    1-chlorooctane 10.77
    1-chlorotetradecane 5.22
    n-nonane 1.91
    undecane 1.75
    tert-butylcyclohexane 2.58
    cyclooctane 2.17
    cyclopentanol 39.4
    tetrahydropyran 97.32
    tert-amyl methyl ether 21.32
    2,5,8-trioxanonane 124.59
    1-hexene 10.09
    2-isopropoxyethanol 60.9
    2,2,2-trifluoroethanol 98.06
    methyl butyrate 64.22

    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