Pyrazinamide

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  • Identifiers

    CAS number
    98-96-4

    Molecular formula
    C5H5N3O

    SMILES
    C1=CN=C(C=N1)C(=O)N

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 61.0%
    Nutty 50.33%
    Roasted 46.05%
    Popcorn 44.76%
    Burnt 28.96%
    Meaty 27.81%
    Cooked 27.81%
    Savory 23.72%
    Cocoa 23.55%
    Hazelnut 23.25%

     

    Flavor
    Nutty 59.21%
    Bitter 53.09%
    Popcorn 46.3%
    Roasted 41.61%
    Roast 40.03%
    Odorless 37.61%
    Corn 37.53%
    Chip 36.85%
    Chocolate 32.46%
    Hazelnut 31.84%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.6

    pKa est.
    5.26 (weak acid)

    Molecular weight
    123.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 376 to 379 °F (NTP, 1992)
    • 192 °C

    Boiling point

    • SUB (NTP, 1992)

    Flash point

    • 151.35 ˚C est.

    Solubility expt.

    • Soluble (NTP, 1992)
    • 15000 mg/L (at 25 °C)
    • Solubility (mg/ml, 25 °C): methanol 13.8; absolute ethanol 5.7; isopropanol 3.8; ether 1.0; isooctane 0.01; chloroform 7.4
    • In water, 15 mg/ml @ 25 °C
    • 9.37e+01 g/L
    • >18.5 [ug/mL] (The mean of the results at pH 7.4)

  • Synonyms

    • pyrazinamide
    • pyrazinecarboxamide
    • 98-96-4
    • pyrazine-2-carboxamide
    • Zinamide
    • Aldinamide
    • Tebrazid
    • pyrazinoic acid amide
    • Aldinamid
    • Farmizina
    • Pirazimida
    • Pirazinamid
    • Unipyranamide
    • Eprazin
    • Novamid
    • Pyrafat
    • pyrazine carboxylamide
    • Pyrazineamide
    • Isopas
    • 2-Carbamylpyrazine
    • Pyrazinecarboxylic acid amide
    • Pirazinamida
    • Pyrazinamidum
    • Pyrazide
    • Rozide
    • Pirazinamide
    • Pyrazine carboxamide
    • pyramizade
    • MK 56
    • NCI-C01785
    • DTXSID9021215
    • MK-56
    • 2KNI5N06TI
    • NSC-14911
    • NSC14911
    • pyrazine-2-carboximidic acid
    • DTXCID801215
    • CHEBI:45285
    • 5-25-04-00178 (Beilstein Handbook Reference)
    • alpha-pyrazinamide
    • pyrazinamide tablet
    • RefChem:6182
    • J04AK01
    • 202-717-6
    • Pirilene
    • 2-Pyrazinecarboxamide
    • D-50
    • PZA
    • MFCD00006132
    • NSC 14911
    • .alpha.-pyrazinamide
    • Tisamid
    • T 165
    • Pyrazinamide (Pyrazinoic acid amide)
    • MLS000069730
    • Pezetamid
    • Piraldina
    • Pyrazine-2-carboxylic acid amide
    • s1762
    • NCGC00015833-09
    • Pyrazinamdie
    • SMR000036662
    • Pirazinamide [DCIT]
    • Pyrazinamidum [INN-Latin]
    • Pirazinamida [INN-Spanish]
    • Rifafour
    • D-50 (VAN)
    • DRG 0124
    • CAS-98-96-4
    • CCRIS 545
    • Rifafour e-200
    • HSDB 3576
    • SR-01000076077
    • EINECS 202-717-6
    • UNII-2KNI5N06TI
    • BRN 0112306
    • pyrazinamida
    • Pyrizinamide
    • pyrazine amide
    • Pyrazinamide RS
    • Pyrazinamide CRS
    • Pirazinecarboxamide
    • Pyrazinamide [USP:INN:BAN:JAN]
    • Prestwick_811
    • Pyranzinoic acid amide
    • 2-pyrazine carboxamide
    • Spectrum_000902
    • Pyrazinamide (Standard)
    • Opera_ID_735
    • pyrazine, 2-carbamoyl-
    • Prestwick0_000514
    • Prestwick1_000514
    • Prestwick2_000514
    • Prestwick3_000514
    • Spectrum2_001305
    • Spectrum3_001046
    • Spectrum4_001186
    • Spectrum5_001026
    • Lopac-P-7136
    • PYRAZINAMIDE [MI]
    • PYRAZINAMIDE [INN]
    • PYRAZINAMIDE [JAN]
    • CHEMBL614
    • P 7136
    • PYRAZINAMIDE [HSDB]
    • WLN: T6N DNJ BVZ
    • PYRAZINAMIDE [VANDF]
    • Lopac0_001011
    • SCHEMBL24102
    • BSPBio_000467
    • BSPBio_002572
    • KBioGR_001851
    • KBioSS_001382
    • PYRAZINAMIDE [MART.]
    • MLS002222347
    • BIDD:GT0228
    • DivK1c_000241
    • PYRAZINAMIDE [USP-RS]
    • PYRAZINAMIDE [WHO-DD]
    • PYRAZINAMIDE [WHO-IP]
    • SCHEMBL733102
    • SCHEMBL956745
    • SPECTRUM1500518
    • SPBio_001369
    • SPBio_002388
    • BPBio1_000515
    • GTPL7287
    • 98-96-4

  • Applications

    Pyrazinamide (CAS 98-96-4) is primarily used as an active pharmaceutical ingredient for tuberculosis therapy, commonly formulated in fixed-dose regimens with other anti-TB drugs; in pharmaceutical manufacturing it serves as the API in combination products; in research and development, it is used as a building block and scaffold for synthesizing pyrazinamide-derived analogs to explore structure-activity relationships; in analytical and quality-control laboratories, it may be used as a reference standard and a target for method development in HPLC or LC-MS assays; and it is a potential intermediate for the synthesis of related pyrazine-containing compounds in medicinal chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.02
    methanol 13.98
    isopropanol 4.15
    water 19.44
    ethyl acetate 5.24
    n-propanol 4.73
    acetone 8.11
    n-butanol 3.98
    acetonitrile 5.74
    DMF 110.29
    toluene 1.5
    isobutanol 3.83
    1,4-dioxane 10.74
    methyl acetate 5.36
    THF 18.74
    2-butanone 7.58
    n-pentanol 3.61
    sec-butanol 3.19
    n-hexane 0.18
    ethylene glycol 12.15
    NMP 135.95
    cyclohexane 0.09
    DMSO 165.15
    n-butyl acetate 4.74
    n-octanol 1.52
    chloroform 2.56
    n-propyl acetate 2.95
    acetic acid 10.87
    dichloromethane 4.01
    cyclohexanone 15.29
    propylene glycol 7.22
    isopropyl acetate 2.85
    DMAc 146.67
    2-ethoxyethanol 15.26
    isopentanol 3.85
    n-heptane 0.34
    ethyl formate 9.11
    1,2-dichloroethane 3.63
    n-hexanol 3.97
    2-methoxyethanol 31.35
    isobutyl acetate 1.6
    tetrachloromethane 1.07
    n-pentyl acetate 2.69
    transcutol 11.64
    n-heptanol 2.56
    ethylbenzene 0.98
    MIBK 3.82
    2-propoxyethanol 16.14
    tert-butanol 4.98
    MTBE 2.3
    2-butoxyethanol 8.44
    propionic acid 8.25
    o-xylene 2.14
    formic acid 32.14
    diethyl ether 1.46
    m-xylene 1.91
    p-xylene 1.57
    chlorobenzene 2.09
    dimethyl carbonate 5.3
    n-octane 0.12
    formamide 34.82
    cyclopentanone 23.78
    2-pentanone 6.08
    anisole 2.95
    cyclopentyl methyl ether 6.14
    gamma-butyrolactone 36.83
    1-methoxy-2-propanol 17.35
    pyridine 11.22
    3-pentanone 4.95
    furfural 44.17
    n-dodecane 0.1
    diethylene glycol 23.97
    diisopropyl ether 0.67
    tert-amyl alcohol 4.73
    acetylacetone 7.55
    n-hexadecane 0.11
    acetophenone 6.11
    methyl propionate 8.39
    isopentyl acetate 3.99
    trichloroethylene 6.29
    n-nonanol 1.54
    cyclohexanol 3.34
    benzyl alcohol 5.31
    2-ethylhexanol 2.62
    isooctanol 2.21
    dipropyl ether 2.35
    1,2-dichlorobenzene 2.64
    ethyl lactate 5.88
    propylene carbonate 14.16
    n-methylformamide 39.62
    2-pentanol 2.25
    n-pentane 0.15
    1-propoxy-2-propanol 9.7
    1-methoxy-2-propyl acetate 7.36
    2-(2-methoxypropoxy) propanol 8.21
    mesitylene 1.28
    ε-caprolactone 13.98
    p-cymene 1.57
    epichlorohydrin 22.74
    1,1,1-trichloroethane 2.04
    2-aminoethanol 13.19
    morpholine-4-carbaldehyde 70.85
    sulfolane 72.75
    2,2,4-trimethylpentane 0.17
    2-methyltetrahydrofuran 9.32
    n-hexyl acetate 2.53
    isooctane 0.13
    2-(2-butoxyethoxy)ethanol 8.34
    sec-butyl acetate 1.78
    tert-butyl acetate 2.76
    decalin 0.16
    glycerin 23.86
    diglyme 17.05
    acrylic acid 9.83
    isopropyl myristate 1.17
    n-butyric acid 9.26
    acetyl acetate 2.82
    di(2-ethylhexyl) phthalate 2.89
    ethyl propionate 3.56
    nitromethane 27.64
    1,2-diethoxyethane 2.65
    benzonitrile 6.36
    trioctyl phosphate 2.11
    1-bromopropane 1.66
    gamma-valerolactone 45.55
    n-decanol 1.22
    triethyl phosphate 3.64
    4-methyl-2-pentanol 1.86
    propionitrile 5.06
    vinylene carbonate 12.67
    1,1,2-trichlorotrifluoroethane 26.53
    DMS 3.57
    cumene 1.0
    2-octanol 1.42
    2-hexanone 3.68
    octyl acetate 1.77
    limonene 1.94
    1,2-dimethoxyethane 19.83
    ethyl orthosilicate 3.05
    tributyl phosphate 2.36
    diacetone alcohol 8.28
    N,N-dimethylaniline 4.16
    acrylonitrile 9.96
    aniline 4.81
    1,3-propanediol 13.57
    bromobenzene 1.6
    dibromomethane 2.36
    1,1,2,2-tetrachloroethane 5.77
    2-methyl-cyclohexyl acetate 3.41
    tetrabutyl urea 4.43
    diisobutyl methanol 1.76
    2-phenylethanol 5.22
    styrene 0.96
    dioctyl adipate 2.34
    dimethyl sulfate 23.45
    ethyl butyrate 4.16
    methyl lactate 12.86
    butyl lactate 4.93
    diethyl carbonate 3.18
    propanediol butyl ether 6.67
    triethyl orthoformate 3.64
    p-tert-butyltoluene 1.39
    methyl 4-tert-butylbenzoate 6.59
    morpholine 17.21
    tert-butylamine 2.01
    n-dodecanol 0.92
    dimethoxymethane 17.52
    ethylene carbonate 9.06
    cyrene 15.25
    2-ethoxyethyl acetate 4.35
    2-ethylhexyl acetate 3.17
    1,2,4-trichlorobenzene 3.45
    4-methylpyridine 14.14
    dibutyl ether 1.04
    2,6-dimethyl-4-heptanol 1.76
    DEF 20.49
    dimethyl isosorbide 14.84
    tetrachloroethylene 4.09
    eugenol 8.08
    triacetin 3.86
    span 80 5.35
    1,4-butanediol 7.78
    1,1-dichloroethane 2.27
    2-methyl-1-pentanol 3.24
    methyl formate 23.13
    2-methyl-1-butanol 3.87
    n-decane 0.15
    butyronitrile 5.44
    3,7-dimethyl-1-octanol 1.8
    1-chlorooctane 0.57
    1-chlorotetradecane 0.28
    n-nonane 0.13
    undecane 0.12
    tert-butylcyclohexane 0.19
    cyclooctane 0.07
    cyclopentanol 5.91
    tetrahydropyran 3.31
    tert-amyl methyl ether 2.71
    2,5,8-trioxanonane 13.21
    1-hexene 0.63
    2-isopropoxyethanol 7.64
    2,2,2-trifluoroethanol 12.23
    methyl butyrate 5.54

    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