Anthranilamide

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  • Identifiers

    CAS number
    88-68-6

    Molecular formula
    C7H8N2O

    SMILES
    C1=CC=C(C(=C1)C(=O)N)N

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Grape 44.29%
    Odorless 41.07%
    Fruity 28.51%
    Bitter 25.88%
    Sweet 25.87%
    Animal 23.88%
    Neroli 23.85%
    Floral 23.78%
    Meaty 23.63%
    Citrus 23.36%

     

    Flavor
    Odorless 38.86%
    Mild 38.85%
    Bitter 32.29%
    Nutty 29.21%
    Phenolic 28.8%
    Orange flower 22.48%
    Urine 22.14%
    Nitrile 22.02%
    Cooked 21.9%
    Bread crust 21.86%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    5.0 (weak acid)

    Molecular weight
    136.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 110 °C (decomposes)
    • 109 - 111.5 °C

    Boiling point

    • 300 °C

    Flash point

    • 154.62 ˚C est.

    Solubility expt.

    • Soluble in ethanol; very soluble in ethyl ether, benzene; very soluble in ethyl acetate
    • >20.4 [ug/mL] (The mean of the results at pH 7.4)

  • Synonyms

    • 2-AMINOBENZAMIDE
    • Anthranilamide
    • 88-68-6
    • o-Aminobenzamide
    • Aminobenzamide
    • Anthranilimidic acid
    • Benzamide, o-amino-
    • Benzoic acid, 2-amino-, amide
    • Q1M2WEK6VA
    • ortho-aminobenzamide
    • DTXSID2021789
    • NSC-38768
    • DTXCID501789
    • RefChem:465088
    • 201-851-2
    • 2-(N-methyl-3-phenylpropanamido)benzoic acid
    • Benzamide, 2-amino-
    • Anthranilic acid amide
    • 2-Carbamoylaniline
    • MFCD00007981
    • 2-Amino-Benzamide
    • Anthranilamide (VAN)
    • o-Aminobenzamide (VAN)
    • 2-Aminobenzamide (VAN)
    • Anthranilimidic acid (VAN)
    • 28144-70-9
    • Benzenecarboximidicacid, 2-amino-
    • Benzamide, o-amino- (VAN)
    • 2-Aminobenzimidic acid
    • HSDB 5261
    • EINECS 201-851-2
    • UNII-Q1M2WEK6VA
    • NSC 38768
    • BRN 0508509
    • amino-benzamide
    • AI3-28018
    • o-carbamoylaniline
    • o-amino-benzamide
    • 2-aminobenz-amide
    • 2-Amino benzamide
    • 2AE
    • 2- amino-benzamide
    • anthranilic acid imine
    • 2-amino benzamide, 7
    • 2-aminobenzenecarboxamide
    • Anthranilamide, >=98%
    • AMINOBENZAMIDE, 2-
    • Oprea1_246280
    • SCHEMBL38228
    • 4-14-00-01010 (Beilstein Handbook Reference)
    • MLS001066328
    • CHEMBL43175
    • SCHEMBL528055
    • 2-Amino-Benzamideanthranilamide
    • orb1909575
    • SCHEMBL1491671
    • SCHEMBL4488041
    • SCHEMBL5707058
    • SCHEMBL8979738
    • 2-AMINOBENZAMIDE [HSDB]
    • SCHEMBL11068162
    • SCHEMBL29287448
    • SCHEMBL29391044
    • BDBM33219
    • CHEBI:193638
    • HMS1732D11
    • HMS2269G08
    • CS-D1680
    • NSC38768
    • STR02027
    • Tox21_200412
    • BBL012278
    • SBB007561
    • STL163592
    • Benzamide, o-amino- (VAN) (8CI)
    • AKOS000119694
    • EBC-433052
    • FA34678
    • PS-5040
    • CAS-88-68-6
    • DISCONTINUED. Please see O878507
    • 2-Carbamoylaniline, Anthranilimidic acid
    • NCGC00247015-01
    • NCGC00247015-02
    • NCGC00257966-01
    • AC-20346
    • SMR000112353
    • SY001144
    • DB-022491
    • A0262
    • NS00014945
    • ST45026786
    • EN300-17791
    • D71115
    • 2-Aminobenzamide 100 microg/mL in Acetonitrile
    • AT-057/40177776
    • F018166
    • Q27286892
    • Z57036632
    • F3329-0460
    • Anthranilamide, matrix substance for MALDI-MS, >=99.0% (HPLC)
    • InChI=1/C7H8N2O/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H2,9,10
    • 88-68-6

  • Applications

    Anthranilamide (CAS 88-68-6) is a versatile organic synthesis building block, commonly used as a precursor for benzimidazole and related heterocycles in medicinal chemistry; it also serves as an intermediate in the dye and pigment industry for benzamide-based dye precursors; in agrochemical and pharmaceutical development, it is used as a precursor to benzimidazole-containing structures and other heterocycles; and it provides a flexible starting material for the synthesis of functionalized benzamide derivatives used across pharmaceutical, materials science, and specialty chemical applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 160.2
    methanol 362.56
    isopropanol 69.12
    water 37.67
    ethyl acetate 152.3
    n-propanol 83.57
    acetone 621.77
    n-butanol 53.77
    acetonitrile 136.07
    DMF 446.12
    toluene 11.95
    isobutanol 38.59
    1,4-dioxane 365.93
    methyl acetate 213.37
    THF 686.99
    2-butanone 207.5
    n-pentanol 43.22
    sec-butanol 39.77
    n-hexane 1.31
    ethylene glycol 102.17
    NMP 264.02
    cyclohexane 0.47
    DMSO 813.34
    n-butyl acetate 26.01
    n-octanol 22.03
    chloroform 20.4
    n-propyl acetate 35.45
    acetic acid 197.9
    dichloromethane 18.09
    cyclohexanone 116.47
    propylene glycol 64.6
    isopropyl acetate 47.82
    DMAc 206.74
    2-ethoxyethanol 114.62
    isopentanol 33.99
    n-heptane 1.67
    ethyl formate 89.58
    1,2-dichloroethane 23.1
    n-hexanol 39.21
    2-methoxyethanol 259.35
    isobutyl acetate 16.98
    tetrachloromethane 7.56
    n-pentyl acetate 21.75
    transcutol 87.3
    n-heptanol 25.9
    ethylbenzene 3.31
    MIBK 47.52
    2-propoxyethanol 105.7
    tert-butanol 60.81
    MTBE 36.2
    2-butoxyethanol 56.65
    propionic acid 115.94
    o-xylene 6.89
    formic acid 247.07
    diethyl ether 66.6
    m-xylene 9.71
    p-xylene 4.8
    chlorobenzene 12.46
    dimethyl carbonate 75.72
    n-octane 0.82
    formamide 317.66
    cyclopentanone 316.54
    2-pentanone 125.63
    anisole 22.68
    cyclopentyl methyl ether 97.21
    gamma-butyrolactone 387.82
    1-methoxy-2-propanol 141.8
    pyridine 77.17
    3-pentanone 71.14
    furfural 155.95
    n-dodecane 0.76
    diethylene glycol 119.2
    diisopropyl ether 9.81
    tert-amyl alcohol 33.99
    acetylacetone 153.43
    n-hexadecane 0.85
    acetophenone 23.48
    methyl propionate 132.57
    isopentyl acetate 19.54
    trichloroethylene 39.09
    n-nonanol 18.59
    cyclohexanol 28.59
    benzyl alcohol 26.01
    2-ethylhexanol 16.16
    isooctanol 17.94
    dipropyl ether 20.05
    1,2-dichlorobenzene 9.42
    ethyl lactate 29.13
    propylene carbonate 92.2
    n-methylformamide 311.18
    2-pentanol 29.81
    n-pentane 1.23
    1-propoxy-2-propanol 52.23
    1-methoxy-2-propyl acetate 44.93
    2-(2-methoxypropoxy) propanol 32.35
    mesitylene 5.59
    ε-caprolactone 82.53
    p-cymene 4.7
    epichlorohydrin 243.3
    1,1,1-trichloroethane 20.09
    2-aminoethanol 115.44
    morpholine-4-carbaldehyde 196.2
    sulfolane 323.57
    2,2,4-trimethylpentane 0.91
    2-methyltetrahydrofuran 187.36
    n-hexyl acetate 27.69
    isooctane 1.01
    2-(2-butoxyethoxy)ethanol 51.28
    sec-butyl acetate 18.28
    tert-butyl acetate 39.53
    decalin 0.74
    glycerin 118.12
    diglyme 89.95
    acrylic acid 112.41
    isopropyl myristate 9.82
    n-butyric acid 88.82
    acetyl acetate 54.92
    di(2-ethylhexyl) phthalate 13.13
    ethyl propionate 37.24
    nitromethane 550.34
    1,2-diethoxyethane 27.55
    benzonitrile 22.95
    trioctyl phosphate 11.98
    1-bromopropane 11.36
    gamma-valerolactone 289.82
    n-decanol 13.0
    triethyl phosphate 12.41
    4-methyl-2-pentanol 17.84
    propionitrile 59.94
    vinylene carbonate 70.14
    1,1,2-trichlorotrifluoroethane 103.03
    DMS 27.07
    cumene 3.43
    2-octanol 15.38
    2-hexanone 46.25
    octyl acetate 15.63
    limonene 6.89
    1,2-dimethoxyethane 151.37
    ethyl orthosilicate 11.16
    tributyl phosphate 11.93
    diacetone alcohol 66.96
    N,N-dimethylaniline 14.03
    acrylonitrile 85.22
    aniline 34.12
    1,3-propanediol 118.26
    bromobenzene 7.39
    dibromomethane 11.62
    1,1,2,2-tetrachloroethane 31.6
    2-methyl-cyclohexyl acetate 15.33
    tetrabutyl urea 17.03
    diisobutyl methanol 9.67
    2-phenylethanol 28.22
    styrene 3.88
    dioctyl adipate 13.89
    dimethyl sulfate 113.91
    ethyl butyrate 21.48
    methyl lactate 71.7
    butyl lactate 21.46
    diethyl carbonate 13.78
    propanediol butyl ether 40.1
    triethyl orthoformate 14.93
    p-tert-butyltoluene 4.96
    methyl 4-tert-butylbenzoate 29.26
    morpholine 284.41
    tert-butylamine 20.76
    n-dodecanol 9.08
    dimethoxymethane 268.91
    ethylene carbonate 60.49
    cyrene 44.65
    2-ethoxyethyl acetate 35.13
    2-ethylhexyl acetate 13.6
    1,2,4-trichlorobenzene 13.34
    4-methylpyridine 61.71
    dibutyl ether 11.41
    2,6-dimethyl-4-heptanol 9.67
    DEF 84.67
    dimethyl isosorbide 52.07
    tetrachloroethylene 21.39
    eugenol 31.97
    triacetin 26.26
    span 80 27.86
    1,4-butanediol 47.87
    1,1-dichloroethane 23.83
    2-methyl-1-pentanol 24.1
    methyl formate 268.19
    2-methyl-1-butanol 30.05
    n-decane 1.3
    butyronitrile 52.53
    3,7-dimethyl-1-octanol 13.74
    1-chlorooctane 6.86
    1-chlorotetradecane 2.42
    n-nonane 1.14
    undecane 0.97
    tert-butylcyclohexane 1.05
    cyclooctane 0.35
    cyclopentanol 70.04
    tetrahydropyran 118.52
    tert-amyl methyl ether 24.45
    2,5,8-trioxanonane 58.9
    1-hexene 5.88
    2-isopropoxyethanol 59.54
    2,2,2-trifluoroethanol 102.28
    methyl butyrate 45.38

    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