Acetazolamide

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  • Identifiers

    CAS number
    59-66-5

    Molecular formula
    C4H6N4O3S2

    SMILES
    CC(=O)NC1=NN=C(S1)S(=O)(=O)N

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 74.84%
    Cooked 28.27%
    Roasted 26.18%
    Savory 25.68%
    Meaty 24.27%
    Sulfurous 21.5%
    Burnt 18.44%
    Pungent 16.8%
    Popcorn 15.2%
    Bitter 14.22%

     

    Flavor
    Bitter 67.27%
    Odorless 35.7%
    Nutty 29.35%
    Cooked 23.11%
    Bland 23.1%
    Roasted 22.8%
    Taco 21.51%
    Roasted peanuts 21.11%
    Bread crust 21.0%
    Mild 20.07%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    8.14 (weak base)

    Molecular weight
    222.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    596°C

    Melting point expt.

    • 496 to 498 °F (effervescence) (NTP, 1992)
    • 260.5 °C
    • 258-259 °C (EFFERVESCENCE)

    Flash point

    • 222.53 ˚C est.

    Solubility expt.

    • >33.3 [ug/mL] (The mean of the results at pH 7.4)
    • less than 1 mg/mL at 72 °F (NTP, 1992)
    • 980 mg/L (at 30 °C)
    • SPARINGLY SOL IN COLD WATER
    • SLIGHTLY SOL IN ALCOHOL
    • INSOL IN CHLOROFORM, DIETHYL ETHER, CARBON TETRACHLORIDE; SLIGHTLY SOL IN ACETONE
    • Readily soluble in 1 N sodium carbonate solution.
    • In water= 980 mg/l at 30 °C.
    • 2.79e+00 g/L

  • Synonyms

    • acetazolamide
    • 59-66-5
    • Diamox
    • Acetamox
    • Nephramide
    • Glaupax
    • Acetazolamid
    • Defiltran
    • Phonurit
    • Donmox
    • Edemox
    • N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
    • Didoc
    • Diuriwas
    • Cidamex
    • Diacarb
    • Diluran
    • Dehydratin
    • Natrionex
    • Nephramid
    • Diakarb
    • Diuramid
    • Diutazol
    • Duiramid
    • Eumicton
    • Fonurit
    • Vetamox
    • Glupax
    • SK-acetazolamide
    • 5-Acetamido-1,3,4-thiadiazole-2-sulfonamide
    • Acetazolamida
    • Acetazolamidum
    • Acetazoleamide
    • Acetozalamide
    • Diureticum-holzinger
    • Acetamidothiadiazolesulfonamide
    • Glaumox
    • Diamox Sequels
    • 4-Diamox
    • Atenezo
    • Carbonic Anhydrase Inhibitor No. 6063
    • 2-Acetylamino-1,3,4-thiadiazole-5-sulfonamide
    • Acetamide, N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]-
    • 2-Acetamido-5-sulfonamido-1,3,4-thiadiazole
    • Acetazolamidum [INN-Latin]
    • N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]acetamide
    • Acetazolamida [INN-Spanish]
    • CCRIS 5811
    • NSC 145177
    • HSDB 3002
    • 1,3,4-Thiadiazole-2-sulfonamide, 5-acetamido-
    • Carbonic anhydrase inhibitor 6063
    • EINECS 200-440-5
    • UNII-O3FX965V0I
    • 5-Acetamide-1,3,4-thiadiazole-2-sulfonamide
    • N-(5-(Aminosulfonyl)-1,3,4-thiadiazol-2-yl)acetamide
    • NSC-145177
    • O3FX965V0I
    • DTXSID7022544
    • CHEBI:27690
    • AI3-52458
    • Acetazolamide (Standard)
    • CHEMBL20
    • MFCD00003105
    • Diamox (TN)
    • Acetamide, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-
    • MLS000028435
    • DTXCID002544
    • Acetamide, N-(5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl)-
    • 5-acetylamino-1,3,4-thiadiazole-2-sulfonamide
    • Acetazolamide [USP:INN:BAN:JAN]
    • L 579486
    • NSC145177
    • CAS-59-66-5
    • NCGC00015074-10
    • Acetazolamine
    • Atenezol
    • SMR000058394
    • Acetazolamidum (INN-Latin)
    • Acetazolamida (INN-Spanish)
    • ACETAZOLAMIDE (MART.)
    • ACETAZOLAMIDE [MART.]
    • ACETAZOLAMIDE (USP-RS)
    • ACETAZOLAMIDE [USP-RS]
    • N-(5-[Aminosulfonyl]-1,3,4-thiadiazol-2-yl)acetamide
    • N-[5-(aminosulfonyl)-1,3,5-thiadiazol-2-yl]acetamide
    • ACETAZOLAMIDE (EP IMPURITY)
    • ACETAZOLAMIDE [EP IMPURITY]
    • Acetazolamide (USP:INN:BAN:JAN)
    • ACETAZOLAMIDE (EP MONOGRAPH)
    • ACETAZOLAMIDE [EP MONOGRAPH]
    • ACETAZOLAMIDE (USP MONOGRAPH)
    • ACETAZOLAMIDE [USP MONOGRAPH]
    • Acetazolamide (AAZ)
    • N-[5-Sulfamoyl-1,3,4-thiadiazol-2-yl]acetamide
    • SR-01000000065
    • N-(5-(aminosulfonyl)-1,3,5-thiadiazol-2-yl)acetamide
    • Prestwick_4
    • 1azm
    • 1yda
    • 1ydb
    • 1ydd
    • 1zsb
    • 2xtk
    • 3czv
    • 3ucj
    • Acetazolamide, 5
    • Acerazolamide, AAZ
    • Acetazolamide, AAZ
    • Acetazolamide, AZA
    • Acetazolamide, AZM
    • ACETAZIDE
    • ATENAZOL
    • Spectrum_000018
    • 1jd0
    • 2h4n
    • 2uy4
    • 3dc3
    • 3hs4
    • 3ml5
    • 4g0c
    • Opera_ID_288
    • AZA2
    • Prestwick0_000003
    • Prestwick1_000003
    • Prestwick2_000003
    • Prestwick3_000003
    • Spectrum2_000082

  • Applications

    Acetazolamide is used primarily as a pharmaceutical active ingredient in prescription formulations, acting as a carbonic anhydrase inhibitor in related products; beyond the medical field, it serves as a research tool for enzyme studies in biochemistry and as a reference material for analytical method development (HPLC/LC-MS); in chemical manufacturing, it can act as an intermediate or building block in the synthesis of related carbonic anhydrase inhibitors and related compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.0
    methanol 18.93
    isopropanol 2.39
    water 1.65
    ethyl acetate 5.46
    n-propanol 2.87
    acetone 17.61
    n-butanol 2.11
    acetonitrile 7.94
    DMF 100.46
    toluene 0.35
    isobutanol 1.4
    1,4-dioxane 9.78
    methyl acetate 9.71
    THF 19.68
    2-butanone 11.32
    n-pentanol 1.2
    sec-butanol 1.97
    n-hexane 0.08
    ethylene glycol 6.44
    NMP 100.51
    cyclohexane 0.14
    DMSO 185.69
    n-butyl acetate 5.19
    n-octanol 0.9
    chloroform 1.3
    n-propyl acetate 4.63
    acetic acid 10.71
    dichloromethane 2.68
    cyclohexanone 10.22
    propylene glycol 4.55
    isopropyl acetate 2.6
    DMAc 104.31
    2-ethoxyethanol 12.82
    isopentanol 1.39
    n-heptane 0.1
    ethyl formate 14.38
    1,2-dichloroethane 2.25
    n-hexanol 1.31
    2-methoxyethanol 35.3
    isobutyl acetate 1.47
    tetrachloromethane 0.29
    n-pentyl acetate 1.96
    transcutol 12.44
    n-heptanol 0.79
    ethylbenzene 0.33
    MIBK 2.49
    2-propoxyethanol 11.58
    tert-butanol 1.94
    MTBE 1.28
    2-butoxyethanol 4.97
    propionic acid 4.59
    o-xylene 0.45
    formic acid 26.28
    diethyl ether 2.17
    m-xylene 0.22
    p-xylene 0.53
    chlorobenzene 0.56
    dimethyl carbonate 9.13
    n-octane 0.04
    formamide 51.03
    cyclopentanone 19.4
    2-pentanone 6.09
    anisole 2.79
    cyclopentyl methyl ether 3.05
    gamma-butyrolactone 26.62
    1-methoxy-2-propanol 14.57
    pyridine 7.71
    3-pentanone 4.75
    furfural 41.31
    n-dodecane 0.04
    diethylene glycol 16.01
    diisopropyl ether 0.34
    tert-amyl alcohol 1.88
    acetylacetone 12.02
    n-hexadecane 0.05
    acetophenone 5.17
    methyl propionate 7.86
    isopentyl acetate 3.35
    trichloroethylene 3.07
    n-nonanol 0.83
    cyclohexanol 1.35
    benzyl alcohol 2.38
    2-ethylhexanol 0.87
    isooctanol 0.54
    dipropyl ether 1.58
    1,2-dichlorobenzene 0.73
    ethyl lactate 5.95
    propylene carbonate 14.35
    n-methylformamide 40.02
    2-pentanol 0.89
    n-pentane 0.07
    1-propoxy-2-propanol 6.44
    1-methoxy-2-propyl acetate 7.54
    2-(2-methoxypropoxy) propanol 7.99
    mesitylene 0.17
    ε-caprolactone 10.07
    p-cymene 0.44
    epichlorohydrin 16.13
    1,1,1-trichloroethane 0.76
    2-aminoethanol 6.33
    morpholine-4-carbaldehyde 61.18
    sulfolane 58.02
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 6.69
    n-hexyl acetate 2.23
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 6.57
    sec-butyl acetate 1.92
    tert-butyl acetate 2.67
    decalin 0.06
    glycerin 13.14
    diglyme 19.72
    acrylic acid 6.62
    isopropyl myristate 0.91
    n-butyric acid 4.98
    acetyl acetate 4.09
    di(2-ethylhexyl) phthalate 1.88
    ethyl propionate 4.56
    nitromethane 50.87
    1,2-diethoxyethane 3.13
    benzonitrile 2.63
    trioctyl phosphate 1.33
    1-bromopropane 0.81
    gamma-valerolactone 39.39
    n-decanol 0.61
    triethyl phosphate 3.93
    4-methyl-2-pentanol 0.46
    propionitrile 3.58
    vinylene carbonate 12.01
    1,1,2-trichlorotrifluoroethane 21.14
    DMS 4.38
    cumene 0.25
    2-octanol 0.48
    2-hexanone 4.56
    octyl acetate 1.4
    limonene 0.69
    1,2-dimethoxyethane 32.74
    ethyl orthosilicate 2.68
    tributyl phosphate 1.99
    diacetone alcohol 6.62
    N,N-dimethylaniline 2.34
    acrylonitrile 7.21
    aniline 1.57
    1,3-propanediol 8.02
    bromobenzene 0.35
    dibromomethane 1.24
    1,1,2,2-tetrachloroethane 2.59
    2-methyl-cyclohexyl acetate 3.27
    tetrabutyl urea 4.04
    diisobutyl methanol 0.45
    2-phenylethanol 2.4
    styrene 0.4
    dioctyl adipate 2.2
    dimethyl sulfate 27.4
    ethyl butyrate 4.7
    methyl lactate 12.13
    butyl lactate 3.4
    diethyl carbonate 4.33
    propanediol butyl ether 4.44
    triethyl orthoformate 3.6
    p-tert-butyltoluene 0.38
    methyl 4-tert-butylbenzoate 4.25
    morpholine 13.34
    tert-butylamine 0.7
    n-dodecanol 0.44
    dimethoxymethane 25.44
    ethylene carbonate 8.41
    cyrene 12.79
    2-ethoxyethyl acetate 3.85
    2-ethylhexyl acetate 2.79
    1,2,4-trichlorobenzene 1.12
    4-methylpyridine 5.79
    dibutyl ether 0.95
    2,6-dimethyl-4-heptanol 0.45
    DEF 15.92
    dimethyl isosorbide 17.32
    tetrachloroethylene 1.77
    eugenol 5.28
    triacetin 3.95
    span 80 3.35
    1,4-butanediol 2.69
    1,1-dichloroethane 0.91
    2-methyl-1-pentanol 0.93
    methyl formate 37.06
    2-methyl-1-butanol 1.45
    n-decane 0.07
    butyronitrile 3.41
    3,7-dimethyl-1-octanol 0.65
    1-chlorooctane 0.27
    1-chlorotetradecane 0.12
    n-nonane 0.06
    undecane 0.05
    tert-butylcyclohexane 0.04
    cyclooctane 0.04
    cyclopentanol 2.48
    tetrahydropyran 3.33
    tert-amyl methyl ether 1.59
    2,5,8-trioxanonane 14.36
    1-hexene 0.3
    2-isopropoxyethanol 4.84
    2,2,2-trifluoroethanol 8.44
    methyl butyrate 8.24

    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