Ribavirin

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  • Identifiers

    CAS number
    36791-04-5

    Molecular formula
    C8H12N4O5

    SMILES
    C1=NC(=NN1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)C(=O)N

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 86.0%
    Savory 21.29%
    Sweet 16.69%
    Bitter 16.06%
    Popcorn 14.85%
    Cooked 14.84%
    Cooling 14.76%
    Milky 14.68%
    Meaty 13.73%
    Caramellic 12.73%

     

    Flavor
    Bitter 74.65%
    Odorless 47.31%
    Bland 28.51%
    Sweet-like 25.74%
    Very mild 23.24%
    Bread crust 19.82%
    Roasted peanuts 19.44%
    Taco 19.09%
    Scallion 19.07%
    Cedarleaf 19.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.8

    pKa est.
    3.67 (weak acid)

    Molecular weight
    244.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    1606°C

    Melting point expt.

    • 345 to 349 °F (NTP, 1992)
    • 174-176 °C
    • 166-168 °C (aq ethanol); 174-176 °C (ethanol).
    • 174 - 176 °C

    Flash point

    • 295.0 ˚C est.

    Solubility expt.

    • greater than or equal to 100 mg/mL at 66 °F (NTP, 1992)
    • Soluble
    • Water-soluble
    • Slightly soluble in alcohol.
    • In water, 142 mg/mL at 25 °C
    • 3.32e+01 g/L

  • Synonyms

    • ribavirin
    • 36791-04-5
    • Tribavirin
    • Rebetol
    • Virazole
    • Copegus
    • Ribavirine
    • Vilona
    • Ribamidil
    • Ribasphere
    • Viramid
    • Ribamidyl
    • Ribavirina
    • Varazid
    • RTCA
    • Ribavirinum
    • Cotronak
    • Ribamide
    • Virazid
    • 1-beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide
    • Ribavirin Mylan
    • Ribavirine [INN-French]
    • Ribavirinum [INN-Latin]
    • Ribavirin Teva
    • Ribavirina [INN-Spanish]
    • 1-beta-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide
    • ICN-1229
    • Ribavirin BioPartners
    • SCH 18908
    • RBV
    • DRG-0028
    • MFCD00058564
    • HSDB 6513
    • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
    • 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carboxamide
    • Ribavirin Teva Pharma B.V.
    • UNII-49717AWG6K
    • BRN 0892462
    • DTXSID8023557
    • CHEBI:63580
    • 49717AWG6K
    • ribofluranosyl carboxamide
    • 1H-1,2,4-Triazole-3-carboxamide, 1-beta-D-ribofuranosyl-
    • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide
    • Rebetron
    • SCH-18908
    • NSC-163039
    • Ribavirin Capsules
    • DTXCID603557
    • 1-(beta-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxamide
    • Ribovirin
    • Ribavirin [USAN:USP:INN:BAN]
    • NSC 163039
    • NSC163039
    • 1,2,4-Triazole-3-carboxamide, 1-beta-D-ribofuranosyl-
    • Rebretron
    • Virazide
    • 1H-1,2,4-Triazole-3-carboxamide, 1-.beta.-D-ribofuranosyl-
    • Ribav
    • Ribavirine (INN-French)
    • Ribavirinum (INN-Latin)
    • Ribavirina (INN-Spanish)
    • RTC
    • RIBAVIRIN (MART.)
    • RIBAVIRIN [MART.]
    • RIBAVIRIN (USP-RS)
    • RIBAVIRIN [USP-RS]
    • 1-ss-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide
    • 1-(beta-D-Ribofuranosyl)-1,2,4-triazole-3-carboxamide
    • RIBAVIRIN (EP MONOGRAPH)
    • RIBAVIRIN [EP MONOGRAPH]
    • RIBAVIRIN (USP MONOGRAPH)
    • RIBAVIRIN [USP MONOGRAPH]
    • Ribavirin (USAN:USP:INN:BAN)
    • Ravanex
    • Ribacine
    • C-Virin
    • Ribasphere (TN)
    • Virazole (TN)
    • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,2,4-triazole-3-carboxamide
    • SMR000058315
    • Copegus (TN)
    • Rebetol (TN)
    • SR-01000076112
    • 66510-90-5
    • Virazolee
    • Ribavirine;
    • NCGC00015904-02
    • Ribavirin, antiviral
    • CAS-36791-04-5
    • RG-964
    • Ribavirin (Copegus)
    • RIBA
    • Ribavirin (Standard)
    • Ribavirin (Copegus)?
    • Ro-20-9963
    • Spectrum_001826
    • 4pb1
    • RIBAVIRIN [INN]
    • RIBAVIRIN [JAN]
    • RIBAVIRIN [MI]
    • RIBAVIRIN [HSDB]
    • RIBAVIRIN [USAN]
    • Prestwick3_000993
    • Spectrum3_001876
    • Spectrum4_001252
    • Spectrum5_002075
    • RIBAVIRIN [VANDF]
    • R-964
    • R 9644
    • RIBAVIRIN [WHO-DD]
    • SCHEMBL3727
    • 1-.beta.-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide
    • CHEMBL1643
    • Lopac0_001063
    • BSPBio_001085
    • BSPBio_003352
    • KBioGR_001804
    • KBioSS_002331
    • RIBAVIRIN [EMA EPAR]
    • AA-504/07617051
    • cid_37542
    • MLS000028486
    • MLS002222317
    • DivK1c_000782
    • SPECTRUM1503938
    • Ribavirin (JP18/USP/INN)
    • BPBio1_001195

  • Applications

    Ribavirin (CAS 36791-04-5) is primarily utilized in the pharmaceutical industry as an active pharmaceutical ingredient (API) in antiviral formulations and in antiviral drug development as a nucleoside analogue scaffold. It is also employed as a research reagent in medicinal chemistry and biochemistry laboratories for mechanistic studies and assay development. In addition, it can serve as an intermediate or starting point for the synthesis of related nucleoside analogs and derivatives. Applications are subject to regulatory controls and formulation-specific limits, with use typically confined to specialized pharmaceutical manufacturing and R&D environments.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.64
    methanol 6.21
    isopropanol 0.31
    water 163.26
    ethyl acetate 0.08
    n-propanol 0.44
    acetone 0.22
    n-butanol 0.36
    acetonitrile 0.22
    DMF 107.15
    toluene 0.08
    isobutanol 0.23
    1,4-dioxane 0.55
    methyl acetate 0.14
    THF 0.92
    2-butanone 0.24
    n-pentanol 0.16
    sec-butanol 0.28
    n-hexane 0.02
    ethylene glycol 10.79
    NMP 127.69
    cyclohexane 0.1
    DMSO 244.99
    n-butyl acetate 0.17
    n-octanol 0.18
    chloroform 0.07
    n-propyl acetate 0.1
    acetic acid 13.22
    dichloromethane 0.11
    cyclohexanone 1.25
    propylene glycol 8.83
    isopropyl acetate 0.07
    DMAc 45.41
    2-ethoxyethanol 3.64
    isopentanol 0.25
    n-heptane 0.09
    ethyl formate 0.47
    1,2-dichloroethane 0.11
    n-hexanol 0.3
    2-methoxyethanol 14.97
    isobutyl acetate 0.05
    tetrachloromethane 0.06
    n-pentyl acetate 0.15
    transcutol 4.7
    n-heptanol 0.35
    ethylbenzene 0.04
    MIBK 0.15
    2-propoxyethanol 3.03
    tert-butanol 0.36
    MTBE 0.08
    2-butoxyethanol 2.04
    propionic acid 1.58
    o-xylene 0.14
    formic acid 487.67
    diethyl ether 0.08
    m-xylene 0.08
    p-xylene 0.07
    chlorobenzene 0.04
    dimethyl carbonate 0.78
    n-octane 0.04
    formamide 253.62
    cyclopentanone 1.66
    2-pentanone 0.18
    anisole 0.11
    cyclopentyl methyl ether 0.45
    gamma-butyrolactone 3.18
    1-methoxy-2-propanol 6.16
    pyridine 0.88
    3-pentanone 0.22
    furfural 8.55
    n-dodecane 0.02
    diethylene glycol 11.5
    diisopropyl ether 0.04
    tert-amyl alcohol 0.36
    acetylacetone 0.34
    n-hexadecane 0.02
    acetophenone 0.35
    methyl propionate 0.34
    isopentyl acetate 0.16
    trichloroethylene 0.24
    n-nonanol 0.19
    cyclohexanol 0.69
    benzyl alcohol 0.43
    2-ethylhexanol 0.2
    isooctanol 0.22
    dipropyl ether 0.24
    1,2-dichlorobenzene 0.07
    ethyl lactate 1.11
    propylene carbonate 1.23
    n-methylformamide 28.56
    2-pentanol 0.18
    n-pentane 0.04
    1-propoxy-2-propanol 1.87
    1-methoxy-2-propyl acetate 0.66
    2-(2-methoxypropoxy) propanol 2.45
    mesitylene 0.08
    ε-caprolactone 1.36
    p-cymene 0.12
    epichlorohydrin 0.87
    1,1,1-trichloroethane 0.04
    2-aminoethanol 8.86
    morpholine-4-carbaldehyde 34.75
    sulfolane 33.25
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.36
    n-hexyl acetate 0.15
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 2.83
    sec-butyl acetate 0.05
    tert-butyl acetate 0.12
    decalin 0.02
    glycerin 55.42
    diglyme 5.18
    acrylic acid 5.57
    isopropyl myristate 0.08
    n-butyric acid 0.95
    acetyl acetate 0.1
    di(2-ethylhexyl) phthalate 0.26
    ethyl propionate 0.11
    nitromethane 11.21
    1,2-diethoxyethane 0.25
    benzonitrile 0.27
    trioctyl phosphate 0.25
    1-bromopropane 0.05
    gamma-valerolactone 8.93
    n-decanol 0.15
    triethyl phosphate 0.42
    4-methyl-2-pentanol 0.12
    propionitrile 0.18
    vinylene carbonate 1.48
    1,1,2-trichlorotrifluoroethane 13.85
    DMS 0.27
    cumene 0.04
    2-octanol 0.16
    2-hexanone 0.12
    octyl acetate 0.13
    limonene 0.19
    1,2-dimethoxyethane 2.18
    ethyl orthosilicate 0.33
    tributyl phosphate 0.25
    diacetone alcohol 1.27
    N,N-dimethylaniline 0.27
    acrylonitrile 0.6
    aniline 0.34
    1,3-propanediol 5.74
    bromobenzene 0.03
    dibromomethane 0.06
    1,1,2,2-tetrachloroethane 0.24
    2-methyl-cyclohexyl acetate 0.29
    tetrabutyl urea 0.67
    diisobutyl methanol 0.15
    2-phenylethanol 0.45
    styrene 0.04
    dioctyl adipate 0.2
    dimethyl sulfate 5.76
    ethyl butyrate 0.23
    methyl lactate 4.51
    butyl lactate 0.83
    diethyl carbonate 0.19
    propanediol butyl ether 3.0
    triethyl orthoformate 0.36
    p-tert-butyltoluene 0.12
    methyl 4-tert-butylbenzoate 0.81
    morpholine 1.75
    tert-butylamine 0.15
    n-dodecanol 0.11
    dimethoxymethane 3.37
    ethylene carbonate 0.75
    cyrene 7.5
    2-ethoxyethyl acetate 0.27
    2-ethylhexyl acetate 0.14
    1,2,4-trichlorobenzene 0.13
    4-methylpyridine 0.49
    dibutyl ether 0.11
    2,6-dimethyl-4-heptanol 0.15
    DEF 2.05
    dimethyl isosorbide 3.54
    tetrachloroethylene 0.29
    eugenol 1.4
    triacetin 0.49
    span 80 1.99
    1,4-butanediol 2.07
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.13
    methyl formate 9.47
    2-methyl-1-butanol 0.26
    n-decane 0.03
    butyronitrile 0.14
    3,7-dimethyl-1-octanol 0.14
    1-chlorooctane 0.05
    1-chlorotetradecane 0.02
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.05
    cyclopentanol 0.86
    tetrahydropyran 0.29
    tert-amyl methyl ether 0.14
    2,5,8-trioxanonane 4.57
    1-hexene 0.04
    2-isopropoxyethanol 0.99
    2,2,2-trifluoroethanol 13.46
    methyl butyrate 0.24

    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