Ilomastat

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  • Identifiers

    CAS number
    142880-36-2

    Molecular formula
    C20H28N4O4

    SMILES
    CC(C)C[C@H](CC(=O)NO)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)NC

    Safety labels

  • Odor profile

    Fragrance
    Odorless 58.72%
    Savory 43.06%
    Cooling 40.11%
    Meaty 27.8%
    Milky 22.82%
    Cooked 22.28%
    Mint 21.25%
    Fishy 18.64%
    Roasted 18.29%
    Animal 17.69%

     

    Flavor
    Bitter 73.11%
    Odorless 50.1%
    Bland 33.51%
    Mild 22.79%
    Sweet-like 21.54%
    Nitrile 19.28%
    Cedarleaf 18.43%
    Yeast 18.04%
    Heather 17.94%
    Broom 17.75%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    7.82 (neutral)

    Molecular weight
    388.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    994°C

    Flash point

    • 288.49 ˚C est.

  • Synonyms

    • Ilomastat
    • 142880-36-2
    • Galardin
    • GM6001
    • GM 6001
    • CS 610
    • GM-6001
    • DTXSID0046353
    • CS-610
    • I0403ML141
    • (R)-N(sup 1)-Hydroxy-N-((S)-2-indol-3-yl-1-(methylcarbamoyl)ethyl)-2-isobutylsuccinamide
    • (S-(R*,S*))-N(sup 4)-Hydroxy-N(sup 1)-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxoethyl)-2-(2-methylopropyl)butanediamide
    • DTXCID8026353
    • CHEBI:137236
    • ilomastatum
    • (2R)-N'-hydroxy-N-((2S)-3-(1H-indol-3-yl)-1-methylamino-1-oxopropan-2-yl)-2-(2-methylpropyl)butanediamide
    • (2R)-N'-hydroxy-N-[(2S)-3-(1H-indol-3-yl)-1-methylamino-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide
    • RefChem:790596
    • N'-hydroxy-N-((S)-2-indol-3-yl-1-(methylcarbamoyl)ethyl)-2-isobutylsuccinamide
    • (2R)-N'-hydroxy-N-((1S)-2-(1H-indol-3-yl)-1-(methylcarbamoyl)ethyl)-2-(2-methylpropyl)butanediamide
    • Butanediamide, N4-hydroxy-N1-((1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxoethyl)-2-(2-methylpropyl)-,(2R)-
    • Illomastat
    • (R)-N1-((S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl)-N4-hydroxy-2-isobutylsuccinamide
    • MFCD00917040
    • Ilomastat (GM6001, Galardin)
    • CHEMBL19611
    • (2R)-N'-hydroxy-N-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide
    • Ilomastat [USAN]
    • NCGC00163450-02
    • 3-(N-HYDROXYCARBOXAMIDO)-2-ISOBUTYLPROPANOYL-TRP-METHYLAMIDE
    • Galardin MPI
    • (2R)-2-[2-(hydroxyamino)-2-oxo-ethyl]-N-[(1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxo-ethyl]-4-methyl-pentanamide
    • Ilomastat (USAN/INN)
    • Ilomastat [USAN:INN]
    • UNII-I0403ML141
    • 4pkw
    • GM6
    • ILOMASTAT [INN]
    • Ilomastat; GM-6001
    • GM6001;Galardin;Ilomastat
    • CBiol_001883
    • SCHEMBL35303
    • BSPBio_001079
    • KBioGR_000419
    • KBioSS_000419
    • GTPL7409
    • orb1305084
    • SCHEMBL29412562
    • BCBcMAP01_000057
    • KBio2_000419
    • KBio2_002987
    • KBio2_005555
    • KBio3_000797
    • KBio3_000798
    • EX-A765
    • GM6001 (galardin, ilomastat)?
    • BDBM234334
    • Bio1_000169
    • Bio1_000658
    • Bio1_001147
    • Bio2_000370
    • Bio2_000850
    • HMS1362E21
    • HMS1792E21
    • HMS1990E21
    • HMS3403E21
    • SFA88036
    • Tox21_112055
    • BDBM50062351
    • MFCD03453614
    • NSC727632
    • s7157
    • AKOS016355429
    • CCG-207857
    • CS-1701
    • DB02255
    • NSC-727632
    • (R)-N4-Hydroxy-N1-[(S)-2-(1H-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide
    • IDI1_002125
    • SMP2_000212
    • NCGC00163450-01
    • NCGC00163450-03
    • NCGC00163450-04
    • AS-56152
    • Butanediamide, N4-hydroxy-N1-((1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxoethyl)-2-(2-methylpropyl)-, (2R)-
    • Butanediamide, N4-hydroxy-N1-(1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxoethyl)-2-(2-methylpropyl)-, (S-(R*,S*))-
    • DA-73817
    • HY-15768
    • CAS-142880-36-2
    • NS00069181
    • SW218170-2
    • A11456
    • D03793
    • BRD-K51662849-001-02-1
    • BRD-K51662849-001-05-4
    • BRD-K51662849-001-08-8
    • GM 6001 - CAS 142880-36-2
    • (R)-N*4*-Hydroxy-N*1*-[2-(1H-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide
    • (2R)-N(4)-hydroxy-N(1)-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide
    • (2R)-N~4~-hydroxy-N~1~-[(1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxoethyl]-2-(2-methylpropyl)butanediamide
    • (2R)-N~4~-Hydroxy-N~1~-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide
    • (R)-N*4*-Hydroxy-N*1*-[(S)-2-(1H-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide
    • 142880-36-2

  • Applications

    Ilomastat (CAS 142880-36-2, GM6001) is a broad-spectrum matrix metalloproteinase (MMP) inhibitor primarily used as a research tool in laboratories. Typical applications include: inhibiting MMP activity in cell culture to study extracellular matrix degradation; investigating cancer cell invasion and metastasis by modulating ECM remodeling; studying tissue remodeling, wound healing, and fibrosis in experimental models; examining angiogenesis and ECM degradation processes; supporting biochemical assays and pharmacology studies related to MMP function as a broad-spectrum inhibitor. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 32.73
    methanol 92.59
    isopropanol 11.09
    water 2.36
    ethyl acetate 8.41
    n-propanol 18.02
    acetone 38.75
    n-butanol 9.43
    acetonitrile 6.72
    DMF 293.84
    toluene 0.23
    isobutanol 7.83
    1,4-dioxane 10.43
    methyl acetate 16.66
    THF 33.27
    2-butanone 24.89
    n-pentanol 8.8
    sec-butanol 10.8
    n-hexane 0.1
    ethylene glycol 34.23
    NMP 166.72
    cyclohexane 0.05
    DMSO 146.02
    n-butyl acetate 3.85
    n-octanol 0.84
    chloroform 3.21
    n-propyl acetate 6.15
    acetic acid 136.5
    dichloromethane 3.78
    cyclohexanone 16.55
    propylene glycol 43.07
    isopropyl acetate 3.7
    DMAc 366.0
    2-ethoxyethanol 87.55
    isopentanol 5.8
    n-heptane 0.05
    ethyl formate 15.46
    1,2-dichloroethane 2.95
    n-hexanol 2.82
    2-methoxyethanol 177.82
    isobutyl acetate 2.4
    tetrachloromethane 0.5
    n-pentyl acetate 2.72
    transcutol 52.71
    n-heptanol 1.84
    ethylbenzene 0.34
    MIBK 3.53
    2-propoxyethanol 33.33
    tert-butanol 5.86
    MTBE 2.14
    2-butoxyethanol 17.15
    propionic acid 29.97
    o-xylene 0.26
    formic acid 233.93
    diethyl ether 2.84
    m-xylene 0.2
    p-xylene 0.62
    chlorobenzene 0.58
    dimethyl carbonate 13.06
    n-octane 0.04
    formamide 279.57
    cyclopentanone 41.18
    2-pentanone 11.08
    anisole 1.99
    cyclopentyl methyl ether 3.68
    gamma-butyrolactone 59.35
    1-methoxy-2-propanol 64.49
    pyridine 8.09
    3-pentanone 7.55
    furfural 47.47
    n-dodecane 0.03
    diethylene glycol 56.47
    diisopropyl ether 0.38
    tert-amyl alcohol 6.93
    acetylacetone 17.01
    n-hexadecane 0.03
    acetophenone 4.94
    methyl propionate 14.65
    isopentyl acetate 3.19
    trichloroethylene 7.56
    n-nonanol 0.98
    cyclohexanol 3.01
    benzyl alcohol 5.9
    2-ethylhexanol 1.02
    isooctanol 1.28
    dipropyl ether 1.29
    1,2-dichlorobenzene 0.74
    ethyl lactate 10.8
    propylene carbonate 19.21
    n-methylformamide 134.6
    2-pentanol 3.42
    n-pentane 0.06
    1-propoxy-2-propanol 13.33
    1-methoxy-2-propyl acetate 8.92
    2-(2-methoxypropoxy) propanol 14.5
    mesitylene 0.12
    ε-caprolactone 21.66
    p-cymene 0.2
    epichlorohydrin 38.47
    1,1,1-trichloroethane 1.37
    2-aminoethanol 55.98
    morpholine-4-carbaldehyde 114.97
    sulfolane 77.84
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 10.81
    n-hexyl acetate 2.45
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 21.62
    sec-butyl acetate 3.09
    tert-butyl acetate 3.1
    decalin 0.04
    glycerin 95.02
    diglyme 36.77
    acrylic acid 39.56
    isopropyl myristate 0.69
    n-butyric acid 23.91
    acetyl acetate 4.51
    di(2-ethylhexyl) phthalate 2.06
    ethyl propionate 5.59
    nitromethane 204.51
    1,2-diethoxyethane 5.39
    benzonitrile 2.42
    trioctyl phosphate 1.22
    1-bromopropane 0.98
    gamma-valerolactone 100.71
    n-decanol 0.72
    triethyl phosphate 2.72
    4-methyl-2-pentanol 1.43
    propionitrile 4.05
    vinylene carbonate 15.69
    1,1,2-trichlorotrifluoroethane 63.71
    DMS 5.91
    cumene 0.28
    2-octanol 0.91
    2-hexanone 7.56
    octyl acetate 1.35
    limonene 0.26
    1,2-dimethoxyethane 53.0
    ethyl orthosilicate 2.3
    tributyl phosphate 1.65
    diacetone alcohol 15.7
    N,N-dimethylaniline 1.65
    acrylonitrile 8.48
    aniline 1.55
    1,3-propanediol 64.06
    bromobenzene 0.36
    dibromomethane 1.39
    1,1,2,2-tetrachloroethane 6.04
    2-methyl-cyclohexyl acetate 2.49
    tetrabutyl urea 3.24
    diisobutyl methanol 0.49
    2-phenylethanol 3.26
    styrene 0.39
    dioctyl adipate 1.9
    dimethyl sulfate 28.79
    ethyl butyrate 3.51
    methyl lactate 28.74
    butyl lactate 7.0
    diethyl carbonate 2.77
    propanediol butyl ether 17.49
    triethyl orthoformate 3.18
    p-tert-butyltoluene 0.17
    methyl 4-tert-butylbenzoate 4.84
    morpholine 26.05
    tert-butylamine 1.18
    n-dodecanol 0.51
    dimethoxymethane 48.77
    ethylene carbonate 11.07
    cyrene 30.42
    2-ethoxyethyl acetate 8.25
    2-ethylhexyl acetate 2.14
    1,2,4-trichlorobenzene 1.41
    4-methylpyridine 5.36
    dibutyl ether 0.77
    2,6-dimethyl-4-heptanol 0.49
    DEF 27.68
    dimethyl isosorbide 16.91
    tetrachloroethylene 3.88
    eugenol 8.8
    triacetin 6.45
    span 80 8.64
    1,4-butanediol 29.31
    1,1-dichloroethane 1.98
    2-methyl-1-pentanol 6.25
    methyl formate 77.3
    2-methyl-1-butanol 7.23
    n-decane 0.05
    butyronitrile 3.35
    3,7-dimethyl-1-octanol 0.74
    1-chlorooctane 0.21
    1-chlorotetradecane 0.09
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.04
    cyclooctane 0.02
    cyclopentanol 8.65
    tetrahydropyran 4.75
    tert-amyl methyl ether 2.47
    2,5,8-trioxanonane 22.88
    1-hexene 0.58
    2-isopropoxyethanol 28.66
    2,2,2-trifluoroethanol 48.21
    methyl butyrate 10.73

    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