Benfotiamine

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  • Identifiers

    CAS number
    22457-89-2

    Molecular formula
    C19H23N4O6PS

    SMILES
    CC1=NC=C(C(=N1)N)CN(C=O)/C(=C(/CCOP(=O)(O)O)\SC(=O)C2=CC=CC=C2)/C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 52.6%
    Meaty 36.49%
    Savory 34.16%
    Roasted 29.77%
    Cooked 28.28%
    Grape 26.19%
    Sulfurous 20.84%
    Milky 20.35%
    Fruity 20.11%
    Fatty 18.97%

     

    Flavor
    Bitter 68.9%
    Odorless 50.08%
    Bland 30.56%
    Mild 28.66%
    Very mild 21.83%
    Sweet-like 20.41%
    Nitrile 20.38%
    Yeast 20.35%
    Roasted peanuts 19.49%
    Taco 19.48%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    5.72 (weak acid)

    Molecular weight
    466.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1608°C

    Flash point

    • 354.86 ˚C est.

  • Synonyms

    • benfotiamine
    • Benphothiamine
    • 22457-89-2
    • Biotamin
    • Benzoylthiamine monophosphate
    • benfothiamine
    • S-Benzoylthiamine monophosphate
    • Benfotiamina
    • Benzoylthiamine O-monophosphate
    • Benfotiaminum
    • S-Benzoylthiamine O-monophosphate
    • BTMP
    • DTXSID3045433
    • 8088 C.B
    • BENZOYLTHIAMINMONOPHOSPHAT
    • DTXCID1025433
    • CHEBI:41039
    • 8088CB
    • 8088-CB
    • N-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-N-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide S-benzoate O-phosphate
    • BTMP-benfo
    • 8088 C.B.
    • NSC-758241
    • (((3Z)-4-(N-((4-amino-2-methylpyrimidin-5-yl)methyl)formamido)-3-((Z)-benzoylsulfanyl)pent-3-en-1-yl)oxy)phosphonic acid
    • {[(3Z)-4-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]formamido}-3-[(Z)-benzoylsulfanyl]pent-3-en-1-yl]oxy}phosphonic acid
    • RefChem:116991
    • A11DA03
    • 245-013-4
    • Y92OUS2H9B
    • Betivina
    • C19H23N4O6PS
    • S-[(Z)-2-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-phosphonooxypent-2-en-3-yl] benzenecarbothioate
    • 22457-89-2 (free acid)
    • 775256-41-2
    • (3Z)-4-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]carbonylamino}-3-(phenylcarb onylthio)pent-3-enyl dihydrogen phosphate
    • (Z)-S-(2-(N-((4-amino-2-methylpyrimidin-5-yl)methyl)formamido)-5-(phosphonooxy)pent-2-en-3-yl) benzothioate
    • s-[2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] benzenecarbothioate
    • SR-01000872627
    • Z-Benfotiamine
    • Prestwick_68
    • NCGC00016764-01
    • Biotamin (TN)
    • S-(2-(N-((4-Amino-2-methylpyrimidin-5-yl)methyl)formamido)-5-(phosphonooxy)pent-2-en-3-yl)benzothioa
    • CAS-22457-89-2
    • Prestwick2_000654
    • Prestwick3_000654
    • Benfotiamine (JAN/INN)
    • BSPBio_000687
    • SCHEMBL188070
    • BPBio1_000757
    • CHEMBL4303665
    • SCHEMBL19184708
    • SCHEMBL29389142
    • BTNNPSLJPBRMLZ-LGMDPLHJSA-N
    • GLXC-20559
    • HMS1570C09
    • HMS2097C09
    • HMS3714C09
    • S-(2-(N-((4-Amino-2-methylpyrimidin-5-yl)methyl)formamido)-5-(phosphonooxy)pent-2-en-3-yl) benzothioate
    • Tox21_110597
    • EBC-27165
    • STL453586
    • AKOS015920320
    • Tox21_110597_1
    • AC-8280
    • CCG-220654
    • DB11748
    • FB18169
    • NCGC00016764-04
    • NCGC00179477-01
    • 137-74-6
    • ST056187
    • NS00009727
    • 57B892
    • D01255
    • EN300-21694383
    • SR-01000872627-1
    • SR-01000872627-2
    • BRD-K05319475-001-04-2
    • [2-[(4-Amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-phosphonooxypent-2-en-3-yl] benzenecarbothioate
    • Benzenecarbothioic acid S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]fo rmylamino]-1-[2-(phosphonooxy)ethyl]-1-propen-1-yl]ester
    • S-[(2Z)-2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] benzenecarbothioate
    • S-[(Z)-2-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl-methanoyl-amino]-5-phosphonooxy-pent-2-en-3-yl] benzenecarbothioate
    • s-{(1z)-2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl](formyl)amino]-1-[2-(phosphonooxy)ethyl]-1-propenyl} benzenecarbothioate
    • 22457-89-2

  • Applications

    Benfotiamine (CAS 22457-89-2) is a lipid-soluble derivative of thiamine used primarily as a vitamin B1 source in nutraceuticals and pharmaceutical formulations. In practice, it is employed in dietary supplements to provide thiamine activity with improved bioavailability relative to water-soluble thiamine salts. It is also evaluated for inclusion in cosmetics and personal care products as an active ingredient in formulations leveraging a vitamin B1 derivative. In animal nutrition, benfotiamine may be used as a feed additive to supplement vitamin B1 requirements. Additionally, it is encountered in research and development contexts as a thiamine prodrug for metabolic and enzymatic studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.62
    methanol 2.44
    isopropanol 0.27
    water 0.41
    ethyl acetate 0.23
    n-propanol 0.54
    acetone 0.53
    n-butanol 0.32
    acetonitrile 0.28
    DMF 9.81
    toluene 0.06
    isobutanol 0.21
    1,4-dioxane 0.43
    methyl acetate 0.36
    THF 1.98
    2-butanone 0.81
    n-pentanol 0.18
    sec-butanol 0.32
    n-hexane 0.01
    ethylene glycol 1.75
    NMP 20.96
    cyclohexane 0.01
    DMSO 13.0
    n-butyl acetate 0.18
    n-octanol 0.05
    chloroform 0.35
    n-propyl acetate 0.18
    acetic acid 3.47
    dichloromethane 0.39
    cyclohexanone 1.21
    propylene glycol 2.47
    isopropyl acetate 0.12
    DMAc 19.81
    2-ethoxyethanol 2.83
    isopentanol 0.19
    n-heptane 0.01
    ethyl formate 0.74
    1,2-dichloroethane 0.24
    n-hexanol 0.11
    2-methoxyethanol 9.83
    isobutyl acetate 0.06
    tetrachloromethane 0.06
    n-pentyl acetate 0.16
    transcutol 2.38
    n-heptanol 0.14
    ethylbenzene 0.03
    MIBK 0.16
    2-propoxyethanol 2.11
    tert-butanol 0.2
    MTBE 0.06
    2-butoxyethanol 1.28
    propionic acid 1.2
    o-xylene 0.06
    formic acid 13.4
    diethyl ether 0.11
    m-xylene 0.04
    p-xylene 0.05
    chlorobenzene 0.07
    dimethyl carbonate 0.76
    n-octane 0.0
    formamide 16.21
    cyclopentanone 2.91
    2-pentanone 0.38
    anisole 0.13
    cyclopentyl methyl ether 0.24
    gamma-butyrolactone 3.9
    1-methoxy-2-propanol 3.23
    pyridine 0.9
    3-pentanone 0.38
    furfural 5.43
    n-dodecane 0.0
    diethylene glycol 4.18
    diisopropyl ether 0.02
    tert-amyl alcohol 0.24
    acetylacetone 0.62
    n-hexadecane 0.0
    acetophenone 0.36
    methyl propionate 0.52
    isopentyl acetate 0.14
    trichloroethylene 0.67
    n-nonanol 0.07
    cyclohexanol 0.21
    benzyl alcohol 0.35
    2-ethylhexanol 0.06
    isooctanol 0.09
    dipropyl ether 0.11
    1,2-dichlorobenzene 0.09
    ethyl lactate 0.65
    propylene carbonate 1.3
    n-methylformamide 5.95
    2-pentanol 0.12
    n-pentane 0.01
    1-propoxy-2-propanol 0.92
    1-methoxy-2-propyl acetate 0.48
    2-(2-methoxypropoxy) propanol 1.26
    mesitylene 0.02
    ε-caprolactone 1.16
    p-cymene 0.03
    epichlorohydrin 2.16
    1,1,1-trichloroethane 0.11
    2-aminoethanol 2.8
    morpholine-4-carbaldehyde 7.49
    sulfolane 10.35
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.45
    n-hexyl acetate 0.12
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 1.46
    sec-butyl acetate 0.09
    tert-butyl acetate 0.13
    decalin 0.0
    glycerin 10.26
    diglyme 2.84
    acrylic acid 2.32
    isopropyl myristate 0.05
    n-butyric acid 0.93
    acetyl acetate 0.21
    di(2-ethylhexyl) phthalate 0.21
    ethyl propionate 0.23
    nitromethane 5.34
    1,2-diethoxyethane 0.2
    benzonitrile 0.23
    trioctyl phosphate 0.11
    1-bromopropane 0.08
    gamma-valerolactone 6.81
    n-decanol 0.05
    triethyl phosphate 0.25
    4-methyl-2-pentanol 0.06
    propionitrile 0.29
    vinylene carbonate 1.24
    1,1,2-trichlorotrifluoroethane 7.18
    DMS 0.27
    cumene 0.02
    2-octanol 0.06
    2-hexanone 0.25
    octyl acetate 0.09
    limonene 0.03
    1,2-dimethoxyethane 2.2
    ethyl orthosilicate 0.19
    tributyl phosphate 0.13
    diacetone alcohol 0.76
    N,N-dimethylaniline 0.14
    acrylonitrile 0.66
    aniline 0.27
    1,3-propanediol 3.03
    bromobenzene 0.05
    dibromomethane 0.18
    1,1,2,2-tetrachloroethane 0.63
    2-methyl-cyclohexyl acetate 0.19
    tetrabutyl urea 0.33
    diisobutyl methanol 0.04
    2-phenylethanol 0.26
    styrene 0.03
    dioctyl adipate 0.14
    dimethyl sulfate 2.59
    ethyl butyrate 0.23
    methyl lactate 2.41
    butyl lactate 0.56
    diethyl carbonate 0.2
    propanediol butyl ether 1.13
    triethyl orthoformate 0.25
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.56
    morpholine 1.04
    tert-butylamine 0.05
    n-dodecanol 0.03
    dimethoxymethane 2.16
    ethylene carbonate 0.72
    cyrene 2.94
    2-ethoxyethyl acetate 0.37
    2-ethylhexyl acetate 0.11
    1,2,4-trichlorobenzene 0.18
    4-methylpyridine 0.48
    dibutyl ether 0.04
    2,6-dimethyl-4-heptanol 0.04
    DEF 1.1
    dimethyl isosorbide 2.13
    tetrachloroethylene 0.43
    eugenol 0.94
    triacetin 0.36
    span 80 0.68
    1,4-butanediol 0.9
    1,1-dichloroethane 0.11
    2-methyl-1-pentanol 0.15
    methyl formate 3.39
    2-methyl-1-butanol 0.24
    n-decane 0.0
    butyronitrile 0.22
    3,7-dimethyl-1-octanol 0.04
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.48
    tetrahydropyran 0.21
    tert-amyl methyl ether 0.1
    2,5,8-trioxanonane 2.18
    1-hexene 0.02
    2-isopropoxyethanol 0.73
    2,2,2-trifluoroethanol 2.79
    methyl butyrate 0.39

    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