4-(Aminomethyl)cyclohexanecarboxylic acid

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  • Identifiers

    CAS number
    701-54-2

    Molecular formula
    C8H15NO2

    SMILES
    C1CC(CCC1CN)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 44.7%
    Cheesy 44.39%
    Fishy 35.78%
    Ripe 28.42%
    Animal 28.17%
    Meaty 27.98%
    Savory 23.52%
    Roasted 21.44%
    Cooling 21.3%
    Sulfurous 20.06%

     

    Flavor
    Odorless 38.85%
    Fatty 29.09%
    Mild 27.13%
    Fruity 23.3%
    Animal 23.26%
    Faint 22.38%
    Sour 22.38%
    Alkaline 21.28%
    Cultured dairy 20.99%
    Urine 20.91%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.0

    pKa est.
    6.84 (neutral)

    Molecular weight
    157.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    303°C

    Flash point

    • 149.37 ˚C est.

  • Synonyms

    • 701-54-2
    • 4-(Aminomethyl)cyclohexanecarboxylic acid
    • Cyclohexanecarboxylic acid, 4-(aminomethyl)-
    • 4-(Aminomethyl)-Cyclohexanecarboxylic Acid
    • DTXSID50904827
    • RefChem:1070026
    • DTXCID1025350
    • 622-133-9
    • tranexamic acid
    • 1197-18-8
    • 1197-17-7
    • trans-4-(Aminomethyl)cyclohexanecarboxylic acid
    • Cyklokapron
    • Trans AMCHA
    • Transamin
    • Amstat
    • Tranhexamic acid
    • Tranexamsaeure
    • Cyclocapron
    • Rikavarin
    • trans-Amcha
    • Amikapron
    • cis-Tranexamic Acid
    • cis-4-(Aminomethyl)cyclohexanecarboxylic acid
    • Anvitoff
    • Frenolyse
    • Tranexan
    • Trasamlon
    • Tamcha
    • Ugurol
    • Carxamin
    • Emorhalt
    • Mastop
    • AMCHA
    • Rikavarin-S
    • AMCA
    • trans-Tranexamic acid
    • Hexatron
    • Spiramin
    • tranexmic acid
    • 4-(aminomethyl)cyclohexane-1-carboxylic acid
    • trans-4-Aminomethylcyclohexane-1-carboxylic acid
    • Hexapromin
    • Transamlon
    • Cyclohexanecarboxylic acid, 4-(aminomethyl)-, trans-
    • Exacyl
    • Tranex
    • cis-AMCHA
    • Acido tranexamico
    • Acide tranexamique
    • Cyclohexanecarboxylic acid, 4-(aminomethyl)-, cis-
    • Lysteda
    • CL 65336
    • Acidum tranexamicum
    • Femstrual
    • cis-4-Aminomethylcyclohexane-1-carboxylic acid
    • BAY 3517
    • (1r,4r)-4-(aminomethyl)cyclohexane-1-carboxylic acid
    • Cyclo-F
    • RP 18,429
    • trans-p-(Aminomethyl)cyclohexanecarboxylic acid
    • MFCD00001466
    • Tranexamic Acid(Random Configuration)
    • Cyclokapron
    • Tranexamic Acid EP Impurity B
    • Espercil
    • Haematrix
    • cis-4-(aminomethyl)cyclohexane-1-carboxylic acid
    • CL-65336
    • DV 79
    • MFCD19706018
    • DV79
    • trans-4-(Aminomethyl)-1-cyclohexanecarboxylic acid
    • trans-4-(Aminomethyl)cyclohexane-1-carboxylic acid
    • LB1148
    • NSC-291305
    • trans-1-(Aminomethyl)cyclohexane-4-carboxylic acid
    • Tranexamic acid (Transamin)
    • DTXSID3045350
    • 37YD696II6
    • 6T84R30KC1
    • MFCD00064951
    • NSC291305
    • trans-4-(Aminomethyl)cyclohexanecarboxylic acid ester
    • 4-aminomethylcyclohexanecarboxylic acid
    • CL65336
    • 4-Aminomethyl-cyclohexanecarboxylic acid
    • NCGC00016569-01
    • RP-18429
    • CAS-1197-18-8
    • (1r,4r)-4-(aminomethyl)cyclohexanecarboxylic acid
    • AMH
    • Amchafibrin
    • Retavase
    • Tranexamic acid cis-form
    • Acide tranexamique [INN-French]
    • Acido tranexamico [INN-Spanish]
    • Acidum tranexamicum [INN-Latin]
    • DV-79
    • Cyklokapron (TN)
    • Rikavarin (TN)
    • Transamin (TN)
    • SR-05000001794
    • EINECS 214-818-2
    • trans-1-Aminomethylcyclohexane-4-carboxylic acid
    • NSC 291305
    • BRN 2207452
    • tranexamate
    • tranexamic-acid
    • UNII-37YD696II6
    • UNII-6T84R30KC1
    • Tranexamic acid impurity B CRS
    • 1ceb
    • Prestwick_476
    • Tranexamic Acid RS
    • ALBB-006013
    • Tranexamic acid CRS
    • HAKU
    • Spectrum_001391
    • Tranexamic acid [USAN:USP:INN:BAN:JAN]
    • Prestwick0_000171
    • Prestwick1_000171
    • Prestwick2_000171
    • Prestwick3_000171
    • Spectrum2_000655
    • Spectrum3_001189
    • Spectrum4_000046
    • 1197-18-8

  • Applications

    4-(Aminomethyl)cyclohexanecarboxylic acid (CAS 701-54-2) is primarily used as a chiral building block and synthetic intermediate in pharmaceutical development, enabling access to cyclohexylamine-containing compounds and supporting SAR exploration through derivatization to amides, esters, and other functionalized products. It is commonly evaluated as a precursor in the preparation of specialty ligands and catalysts for asymmetric synthesis. It may serve as a starting material for agrochemical research targeting cyclohexyl-containing active ingredients. In polymer and materials chemistry, it can function as a functionalized building block for polyamides or related specialty polymers, leveraging its carboxyl and amino groups for linkage to other monomers. Overall, the applications are centered on intermediate and building-block roles across pharmaceutical, agrochemical, and materials science domains, with use subject to regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.59
    methanol 29.43
    isopropanol 0.72
    water 59.23
    ethyl acetate 1.21
    n-propanol 1.87
    acetone 1.19
    n-butanol 1.24
    acetonitrile 0.44
    DMF 1.1
    toluene 0.97
    isobutanol 1.78
    1,4-dioxane 1.57
    methyl acetate 0.79
    THF 5.37
    2-butanone 0.98
    n-pentanol 1.2
    sec-butanol 0.8
    n-hexane 0.24
    ethylene glycol 28.98
    NMP 69.1
    cyclohexane 0.27
    DMSO 73.22
    n-butyl acetate 5.33
    n-octanol 1.3
    chloroform 2.5
    n-propyl acetate 1.34
    acetic acid 55.91
    dichloromethane 2.53
    cyclohexanone 6.77
    propylene glycol 13.5
    isopropyl acetate 1.58
    DMAc 5.87
    2-ethoxyethanol 8.24
    isopentanol 2.56
    n-heptane 0.33
    ethyl formate 2.7
    1,2-dichloroethane 2.27
    n-hexanol 4.34
    2-methoxyethanol 15.02
    isobutyl acetate 1.1
    tetrachloromethane 2.8
    n-pentyl acetate 2.59
    transcutol 55.83
    n-heptanol 3.25
    ethylbenzene 0.81
    MIBK 2.46
    2-propoxyethanol 17.26
    tert-butanol 3.06
    MTBE 0.66
    2-butoxyethanol 11.95
    propionic acid 16.9
    o-xylene 1.95
    formic acid 185.56
    diethyl ether 0.27
    m-xylene 1.82
    p-xylene 1.03
    chlorobenzene 2.04
    dimethyl carbonate 2.23
    n-octane 0.11
    formamide 102.03
    cyclopentanone 12.64
    2-pentanone 1.11
    anisole 1.79
    cyclopentyl methyl ether 3.07
    gamma-butyrolactone 32.13
    1-methoxy-2-propanol 6.55
    pyridine 2.74
    3-pentanone 1.1
    furfural 46.32
    n-dodecane 0.06
    diethylene glycol 43.61
    diisopropyl ether 0.5
    tert-amyl alcohol 3.57
    acetylacetone 5.95
    n-hexadecane 0.07
    acetophenone 5.47
    methyl propionate 1.54
    isopentyl acetate 7.19
    trichloroethylene 7.41
    n-nonanol 1.31
    cyclohexanol 3.15
    benzyl alcohol 4.39
    2-ethylhexanol 3.92
    isooctanol 3.18
    dipropyl ether 1.11
    1,2-dichlorobenzene 4.97
    ethyl lactate 5.54
    propylene carbonate 21.4
    n-methylformamide 6.22
    2-pentanol 0.7
    n-pentane 0.11
    1-propoxy-2-propanol 11.62
    1-methoxy-2-propyl acetate 12.22
    2-(2-methoxypropoxy) propanol 17.51
    mesitylene 1.92
    ε-caprolactone 11.63
    p-cymene 2.41
    epichlorohydrin 11.0
    1,1,1-trichloroethane 2.25
    2-aminoethanol 25.73
    morpholine-4-carbaldehyde 20.5
    sulfolane 174.84
    2,2,4-trimethylpentane 0.29
    2-methyltetrahydrofuran 3.33
    n-hexyl acetate 3.15
    isooctane 0.25
    2-(2-butoxyethoxy)ethanol 20.02
    sec-butyl acetate 1.14
    tert-butyl acetate 5.14
    decalin 0.37
    glycerin 53.76
    diglyme 25.55
    acrylic acid 32.52
    isopropyl myristate 1.26
    n-butyric acid 12.11
    acetyl acetate 3.68
    di(2-ethylhexyl) phthalate 6.4
    ethyl propionate 1.44
    nitromethane 19.93
    1,2-diethoxyethane 2.06
    benzonitrile 2.46
    trioctyl phosphate 4.02
    1-bromopropane 0.41
    gamma-valerolactone 24.4
    n-decanol 0.95
    triethyl phosphate 6.03
    4-methyl-2-pentanol 1.65
    propionitrile 0.52
    vinylene carbonate 13.96
    1,1,2-trichlorotrifluoroethane 60.48
    DMS 5.84
    cumene 1.29
    2-octanol 1.19
    2-hexanone 1.21
    octyl acetate 1.92
    limonene 2.78
    1,2-dimethoxyethane 3.24
    ethyl orthosilicate 5.08
    tributyl phosphate 4.71
    diacetone alcohol 14.75
    N,N-dimethylaniline 2.46
    acrylonitrile 1.37
    aniline 3.2
    1,3-propanediol 15.4
    bromobenzene 1.6
    dibromomethane 1.57
    1,1,2,2-tetrachloroethane 6.86
    2-methyl-cyclohexyl acetate 7.16
    tetrabutyl urea 4.92
    diisobutyl methanol 2.83
    2-phenylethanol 8.31
    styrene 0.65
    dioctyl adipate 3.05
    dimethyl sulfate 17.36
    ethyl butyrate 3.79
    methyl lactate 10.95
    butyl lactate 9.8
    diethyl carbonate 3.47
    propanediol butyl ether 15.11
    triethyl orthoformate 4.13
    p-tert-butyltoluene 2.45
    methyl 4-tert-butylbenzoate 14.67
    morpholine 1.89
    tert-butylamine 1.41
    n-dodecanol 0.68
    dimethoxymethane 1.74
    ethylene carbonate 8.99
    cyrene 29.74
    2-ethoxyethyl acetate 5.57
    2-ethylhexyl acetate 5.17
    1,2,4-trichlorobenzene 6.77
    4-methylpyridine 1.76
    dibutyl ether 0.48
    2,6-dimethyl-4-heptanol 2.83
    DEF 1.76
    dimethyl isosorbide 40.85
    tetrachloroethylene 11.9
    eugenol 14.95
    triacetin 9.19
    span 80 16.5
    1,4-butanediol 6.41
    1,1-dichloroethane 0.73
    2-methyl-1-pentanol 2.48
    methyl formate 6.2
    2-methyl-1-butanol 2.28
    n-decane 0.09
    butyronitrile 0.46
    3,7-dimethyl-1-octanol 2.41
    1-chlorooctane 0.39
    1-chlorotetradecane 0.18
    n-nonane 0.08
    undecane 0.08
    tert-butylcyclohexane 0.4
    cyclooctane 0.21
    cyclopentanol 5.15
    tetrahydropyran 0.74
    tert-amyl methyl ether 1.03
    2,5,8-trioxanonane 25.41
    1-hexene 0.31
    2-isopropoxyethanol 4.68
    2,2,2-trifluoroethanol 43.18
    methyl butyrate 1.89

    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