Cimetidine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    51481-61-9

    Molecular formula
    C10H16N6S

    SMILES
    CC1=C(N=CN1)CSCCNC(=NC)NC#N

    Safety labels

    Corrosive
    Corrosive

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Meaty 54.36%
    Roasted 43.65%
    Savory 39.63%
    Cooked 36.24%
    Odorless 36.23%
    Fishy 28.17%
    Nutty 27.27%
    Beefy 25.94%
    Popcorn 23.24%
    Cheesy 21.88%

     

    Flavor
    Bitter 63.62%
    Odorless 30.93%
    Roasted 29.44%
    Bland 26.13%
    Cooked 21.62%
    Scallion 20.19%
    Nitrile 20.02%
    Taco 19.42%
    Sweet-like 18.98%
    Bread crust 18.76%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.4

    pKa est.
    7.83 (neutral)

    Molecular weight
    252.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    724°C

    Melting point expt.

    • 284 to 290 °F (NTP, 1992)
    • 142 °C
    • 141-143 °C

    Flash point

    • 221.97 ˚C est.

    Solubility expt.

    • 5 mg/mL at 68 °F (NTP, 1992)
    • 9380 mg/L (at 25 °C)
    • IN WATER AT 37 °C: 1.14%; SOLUBILITY INCR BY DIL HYDROCHLORIC ACID
    • Soluble in alcohol
    • 8.16e-01 g/L

  • Synonyms

    • cimetidine
    • 51481-61-9
    • Tagamet
    • Ulcedin
    • Acinil
    • Dyspamet
    • Eureceptor
    • Gastromet
    • Tametin
    • Ulcimet
    • Cimal
    • Ulcomedina
    • Cimetag
    • Ulcedine
    • Tratul
    • Acibilin
    • Cimetidina
    • Cimetum
    • Edalene
    • Ulcomet
    • Ulhys
    • Tagamet Hb
    • SKF-92334
    • Tagamet Hb 200
    • Cimetidinum
    • Metracin
    • Valmagen
    • Brumetidina
    • Gastrobitan
    • Ulcestop
    • Evicer
    • 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
    • Stomedine
    • Aciloc
    • N-Cyano-N'-methyl-N''-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]guanidine
    • SKF 92334
    • Cimetidinum [INN-Latin]
    • Cimetidina [INN-Spanish]
    • DRG-0150
    • 2-Cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine
    • CCRIS 3247
    • CHEBI:3699
    • Topcare heartburn relief
    • NSC-335308
    • HSDB 3917
    • 1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine
    • FPF 1002
    • EINECS 257-232-2
    • MFCD00133296
    • UNII-80061L1WGD
    • N-Cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)guanidine
    • DTXSID4020329
    • 80061L1WGD
    • CHEMBL30
    • NSC 335308
    • Brumetadina
    • DTXCID40329
    • 2-cyano-1-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
    • Guanidine, N-cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)-
    • MLS000069791
    • 2984-61-4
    • 76181-71-0
    • Ulcofalk
    • Peptol
    • 51481-61-9 (free)
    • NSC335308
    • Guanidine, N''-cyano-N-methyl-N'-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)-
    • Guanidine, N-cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio) ethyl)-
    • Guanidine, N-cyano-N'-methyl-N''-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]-
    • Guanidine, N-cyano-N'-Methyl-N''-[2-[[(5-Methyl-1H-iMidazol-4-yl)Methyl]thio]ethyl]-, (Z)-
    • N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine
    • NSC 757428
    • Cimetidine [USAN:USP:INN:BAN:JAN]
    • NCGC00015240-06
    • SMR000038895
    • Cimetidine 100 microg/mL in Acetonitrile
    • CIMETIDINE (IARC)
    • CIMETIDINE [IARC]
    • Cimetidinum (INN-Latin)
    • Cimetidina (INN-Spanish)
    • CIMETIDINE (MART.)
    • CIMETIDINE [MART.]
    • (Z)-3-cyano-1-methyl-2-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
    • 2-cyano-1-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine
    • CIMETIDINE (USP-RS)
    • CIMETIDINE [USP-RS]
    • N-cyano-N'-methyl-N''-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidine
    • CIMETIDINE (EP MONOGRAPH)
    • CIMETIDINE [EP MONOGRAPH]
    • 4H-Dithieno[3,2-b :2',3'-d ]pyrrole, 4-(1-octylnonyl)-
    • CIMETIDINE (USP MONOGRAPH)
    • CIMETIDINE [USP MONOGRAPH]
    • Cimetidine (USAN:USP:INN:BAN:JAN)
    • (Z)-N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
    • 2-CYANO-1-METHYL-3-(2-(((5-METHYLIMIDAZOL-4-YL)METHYL)THIO)ETHYL)-GUANIDINE
    • Guanidine, N''-cyano-N-methyl-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]-
    • Tagamet (TN)
    • Equaline acid reducer
    • SR-01000075260
    • SR-05000001434
    • cemitidine
    • metidine
    • Cimetidin
    • Equate Cimetidine
    • 1-cyano-2-methyl-3-(2-((5-methyl-1H-imidazol-4-yl)methylthio)ethyl)guanidine
    • 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylthio]ethyl]guanidine
    • 2-cyano-1-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)sulfanyl)ethyl)guanidine
    • 2-Cyano-1-methyl-3-(2-((5-methyl-1H-imidazol-4-yl)methylsulfanyl)ethyl)guanidine
    • 2-cyano-1-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
    • N''-cyano-N-methyl-N'-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)guanidine
    • N-cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)sulfanyl)ethyl)guanidine
    • Prestwick_65
    • cimetidineacid reducer
    • TRATUE
    • N-Cyano-N'-Methyl-N''-(2-(((5-Methyl-1H-Imidazol-4-YL)Methyl)Thio)Ethyl) Guanidine
    • Cimetidine (Tagamet)
    • Cimetidine (Standard)
    • Spectrum_000495
    • Tocris-0902
    • CIMETIDINE [MI]
    • Opera_ID_314
    • SunMark heartburn relief
    • CIMETIDINE [INN]
    • CIMETIDINE [JAN]
    • Prestwick3_000026
    • Spectrum2_000782
    • Spectrum3_001389
    • Spectrum4_000812

  • Applications

    Cimetidine (CAS 51481-61-9) is primarily used as an active pharmaceutical ingredient (API) for the treatment of peptic ulcers, gastroesophageal reflux disease (GERD), and Zollinger-Ellison syndrome, acting as a histamine H2 receptor antagonist to suppress gastric acid secretion. It is also used in veterinary medicine for similar gastrointestinal indications, and in pharmaceutical research and development as a known H2 antagonist scaffold and a reference compound for pharmacology studies. In analytical chemistry and QA/QC workflows, it serves as a standard in assay development, dissolution testing, and method validation, while its use in formulation development and regulatory submissions reflects its role as a documented API subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 23.06
    methanol 103.3
    isopropanol 9.74
    water 27.53
    ethyl acetate 11.38
    n-propanol 13.13
    acetone 64.96
    n-butanol 7.29
    acetonitrile 17.63
    DMF 881.67
    toluene 3.22
    isobutanol 8.78
    1,4-dioxane 34.57
    methyl acetate 24.35
    THF 72.37
    2-butanone 31.03
    n-pentanol 8.99
    sec-butanol 7.26
    n-hexane 0.14
    ethylene glycol 81.46
    NMP 391.34
    cyclohexane 0.34
    DMSO 836.13
    n-butyl acetate 8.43
    n-octanol 3.91
    chloroform 34.53
    n-propyl acetate 11.3
    acetic acid 152.01
    dichloromethane 34.48
    cyclohexanone 51.65
    propylene glycol 69.34
    isopropyl acetate 6.53
    DMAc 538.51
    2-ethoxyethanol 65.87
    isopentanol 5.36
    n-heptane 0.22
    ethyl formate 30.62
    1,2-dichloroethane 16.81
    n-hexanol 5.41
    2-methoxyethanol 136.92
    isobutyl acetate 8.05
    tetrachloromethane 4.14
    n-pentyl acetate 8.86
    transcutol 66.37
    n-heptanol 4.96
    ethylbenzene 1.33
    MIBK 7.85
    2-propoxyethanol 38.44
    tert-butanol 8.13
    MTBE 2.8
    2-butoxyethanol 25.95
    propionic acid 43.91
    o-xylene 2.52
    formic acid 275.87
    diethyl ether 2.81
    m-xylene 2.46
    p-xylene 2.92
    chlorobenzene 9.86
    dimethyl carbonate 27.63
    n-octane 0.16
    formamide 285.52
    cyclopentanone 107.23
    2-pentanone 13.9
    anisole 7.28
    cyclopentyl methyl ether 10.91
    gamma-butyrolactone 124.15
    1-methoxy-2-propanol 63.88
    pyridine 49.06
    3-pentanone 13.32
    furfural 181.41
    n-dodecane 0.16
    diethylene glycol 77.28
    diisopropyl ether 0.83
    tert-amyl alcohol 6.71
    acetylacetone 32.33
    n-hexadecane 0.19
    acetophenone 18.45
    methyl propionate 23.11
    isopentyl acetate 7.58
    trichloroethylene 56.9
    n-nonanol 4.0
    cyclohexanol 7.73
    benzyl alcohol 22.32
    2-ethylhexanol 3.05
    isooctanol 3.93
    dipropyl ether 2.66
    1,2-dichlorobenzene 10.68
    ethyl lactate 21.67
    propylene carbonate 50.29
    n-methylformamide 217.47
    2-pentanol 3.14
    n-pentane 0.14
    1-propoxy-2-propanol 19.66
    1-methoxy-2-propyl acetate 17.15
    2-(2-methoxypropoxy) propanol 25.89
    mesitylene 1.54
    ε-caprolactone 37.24
    p-cymene 1.6
    epichlorohydrin 86.86
    1,1,1-trichloroethane 11.39
    2-aminoethanol 71.83
    morpholine-4-carbaldehyde 206.1
    sulfolane 221.23
    2,2,4-trimethylpentane 0.14
    2-methyltetrahydrofuran 18.47
    n-hexyl acetate 9.21
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 32.4
    sec-butyl acetate 5.48
    tert-butyl acetate 6.61
    decalin 0.22
    glycerin 161.1
    diglyme 62.35
    acrylic acid 81.23
    isopropyl myristate 3.37
    n-butyric acid 30.36
    acetyl acetate 12.89
    di(2-ethylhexyl) phthalate 11.28
    ethyl propionate 7.96
    nitromethane 274.59
    1,2-diethoxyethane 8.43
    benzonitrile 22.75
    trioctyl phosphate 6.94
    1-bromopropane 3.46
    gamma-valerolactone 168.95
    n-decanol 3.01
    triethyl phosphate 7.19
    4-methyl-2-pentanol 2.23
    propionitrile 10.63
    vinylene carbonate 58.34
    1,1,2-trichlorotrifluoroethane 181.74
    DMS 18.26
    cumene 1.16
    2-octanol 2.83
    2-hexanone 11.75
    octyl acetate 6.05
    limonene 1.93
    1,2-dimethoxyethane 57.39
    ethyl orthosilicate 5.51
    tributyl phosphate 7.22
    diacetone alcohol 20.7
    N,N-dimethylaniline 7.03
    acrylonitrile 29.93
    aniline 13.95
    1,3-propanediol 50.19
    bromobenzene 7.42
    dibromomethane 13.1
    1,1,2,2-tetrachloroethane 42.63
    2-methyl-cyclohexyl acetate 7.69
    tetrabutyl urea 12.42
    diisobutyl methanol 1.63
    2-phenylethanol 13.84
    styrene 2.06
    dioctyl adipate 9.31
    dimethyl sulfate 97.92
    ethyl butyrate 7.13
    methyl lactate 53.37
    butyl lactate 17.54
    diethyl carbonate 6.8
    propanediol butyl ether 35.2
    triethyl orthoformate 6.57
    p-tert-butyltoluene 1.44
    methyl 4-tert-butylbenzoate 18.07
    morpholine 55.29
    tert-butylamine 2.23
    n-dodecanol 2.24
    dimethoxymethane 79.93
    ethylene carbonate 38.67
    cyrene 54.74
    2-ethoxyethyl acetate 19.58
    2-ethylhexyl acetate 5.8
    1,2,4-trichlorobenzene 17.81
    4-methylpyridine 31.11
    dibutyl ether 2.12
    2,6-dimethyl-4-heptanol 1.63
    DEF 42.47
    dimethyl isosorbide 38.42
    tetrachloroethylene 26.66
    eugenol 27.09
    triacetin 22.19
    span 80 24.53
    1,4-butanediol 35.65
    1,1-dichloroethane 11.29
    2-methyl-1-pentanol 6.41
    methyl formate 154.51
    2-methyl-1-butanol 6.01
    n-decane 0.24
    butyronitrile 8.53
    3,7-dimethyl-1-octanol 3.19
    1-chlorooctane 1.21
    1-chlorotetradecane 0.63
    n-nonane 0.2
    undecane 0.19
    tert-butylcyclohexane 0.17
    cyclooctane 0.14
    cyclopentanol 19.98
    tetrahydropyran 12.91
    tert-amyl methyl ether 3.1
    2,5,8-trioxanonane 43.54
    1-hexene 0.71
    2-isopropoxyethanol 29.48
    2,2,2-trifluoroethanol 89.18
    methyl butyrate 14.09

    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