Sarcolysin

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  • Identifiers

    CAS number
    531-76-0

    Molecular formula
    C13H18Cl2N2O2

    SMILES
    C1=CC(=CC=C1CC(C(=O)O)N)N(CCCl)CCCl

  • Odor profile

    Fragrance
    Odorless 48.37%
    Fishy 43.11%
    Savory 31.49%
    Animal 27.97%
    Cooling 26.63%
    Meaty 25.98%
    Cheesy 25.75%
    Sweet 25.0%
    Ripe 23.87%
    Bitter 18.88%

     

    Flavor
    Odorless 50.71%
    Mild 33.33%
    Bitter 30.92%
    Bland 27.47%
    Sweet-like 20.83%
    Nitrile 20.35%
    Faint 19.41%
    Scallion 19.28%
    Glue 19.26%
    Bloody 19.23%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.5

    pKa est.
    5.69 (weak acid)

    Molecular weight
    305.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    486°C

    Flash point

    • 234.67 ˚C est.

  • Synonyms

    • Sarcolysin
    • Merphalan
    • 531-76-0
    • Sarcolysinum
    • Sarcolysine
    • Sarcolysin [INN]
    • Sarcoclorin
    • Sarcolisina
    • 2-amino-3-(4-(bis(2-chloroethyl)amino)phenyl)propanoic acid
    • DL-Phenylalanine mustard
    • Sarkolysin
    • Phenylalanin-lost
    • Sarcolysine [INN-French]
    • Sarcolysinum [INN-Latin]
    • Phenylalanin-lost [German]
    • Sarcolisina [INN-Spanish]
    • CCRIS 376
    • NCI-CO4944
    • Sarcolysin, dl-
    • Melphalan dl-form
    • Mephalan
    • A960M0G5TP
    • 4-[Bis(2-chloroethyl)amino]phenylalanine
    • 4-(BIS(2-CHLOROETHYL)AMINO)-DL-PHENYLALANINE
    • AI3-25298
    • MERPHALAN [IARC]
    • DL-Phenylalanine, 4-(bis(2-chloroethyl)amino)-
    • DTXSID9031569
    • CHEBI:82339
    • Phenylalanine, 4-(bis(2-chloroethyl)amino)-
    • NSC 8806
    • Alanine, 3-(p-(bis(2-chloroethyl)amino)phenyl)-, DL-
    • 2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid
    • Merfalan
    • MERPHALAN (IARC)
    • DL-Sarcolysine
    • 3025 C. B.
    • DL-Sarcolysin
    • Sarcolysine (INN-French)
    • Sarcolysinum (INN-Latin)
    • Sarcolisina (INN-Spanish)
    • At-290
    • 2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanoic acid
    • 4-(Bis(2-chloroethyl)amino)phenylalanine
    • NSC 14210
    • 3-p-(Di(2-chloroethyl)amino) phenyl-L-alanine
    • 3-p-[Di(2-chloroethyl)amino] phenyl-L-alanine
    • CB-3307
    • UNII-A960M0G5TP
    • p-Di(2-chloroethyl)amino-DL-phenylalanine
    • MFCD00057717
    • NSC-35051
    • NSC241286
    • p-N-Di(chloroethyl)aminophenylalanine
    • DL-3-(p-(Bis(2-chloroethyl)amino)phenyl)alanine
    • p-Di-(2-chloraethyl)-amino-DL-phenyl-alanin [German]
    • Sarcolysin [WHO-DD]
    • p-Di-(2-chloraethyl)-amino-DL-phenyl-alanin
    • MERPHALAN [WHO-DD]
    • D-Phenylalanine mustard base
    • Lopac0_000793
    • MLS003899189
    • SCHEMBL414671
    • Phenylalanine,4-[bis(2-chloroethyl)amino]-, hydrochloride (1:1)
    • CHEMBL429405
    • MELPHALAN DL-FORM [MI]
    • DTXCID7011569
    • WLN: QVYZ1R DN2G2G-L
    • WLN: QVYZ1R DN2G2G -D
    • HMS3371C10
    • AAA53176
    • BCP04106
    • NCS-8806
    • NSC35051
    • STK396207
    • AKOS003404808
    • AC-1327
    • CB 3026
    • CCG-204877
    • LP00793
    • SDCCGSBI-0050770.P002
    • NCGC00015653-02
    • NCGC00015653-03
    • NCGC00015653-04
    • NCGC00015653-05
    • NCGC00015653-06
    • NCGC00015653-07
    • NCGC00094128-01
    • NCGC00094128-02
    • NCGC00094128-03
    • NCGC00094128-04
    • NCI60_041947
    • SMR001456362
    • DB-042954
    • p-Bis(.beta.-chloroethyl)aminophenylalanine
    • EU-0100793
    • NS00007007
    • 4-[Bis(2-chloroethyl)amino]phenylalanine, L-
    • C19256
    • M 2011
    • SR-01000075983
    • SR-01000075983-1
    • Q27155886
    • 2-Amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propionic acid
    • 638-807-0

  • Applications

    Sarcolysin (CAS 531-76-0) is used in the pharmaceutical sector as an active pharmaceutical ingredient in chemotherapy formulations and is studied for oncology-related therapies; it also serves as a synthetic intermediate for related antineoplastic derivatives; in research and development, it functions as a cytotoxic tool for in vitro and in vivo studies to evaluate mechanisms of action and toxicity; in the chemical industry, it can act as an intermediate in the synthesis of related cytotoxic compounds and support formulation development and delivery-system research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.31
    methanol 20.08
    isopropanol 1.42
    water 26.7
    ethyl acetate 2.04
    n-propanol 2.34
    acetone 2.63
    n-butanol 2.0
    acetonitrile 0.85
    DMF 67.24
    toluene 0.91
    isobutanol 1.68
    1,4-dioxane 3.72
    methyl acetate 0.88
    THF 8.55
    2-butanone 1.53
    n-pentanol 3.15
    sec-butanol 1.31
    n-hexane 0.19
    ethylene glycol 27.75
    NMP 52.87
    cyclohexane 0.3
    DMSO 126.1
    n-butyl acetate 1.46
    n-octanol 0.98
    chloroform 3.13
    n-propyl acetate 2.34
    acetic acid 43.67
    dichloromethane 4.61
    cyclohexanone 9.33
    propylene glycol 14.3
    isopropyl acetate 1.67
    DMAc 100.43
    2-ethoxyethanol 39.89
    isopentanol 2.26
    n-heptane 0.33
    ethyl formate 4.88
    1,2-dichloroethane 3.32
    n-hexanol 2.56
    2-methoxyethanol 55.68
    isobutyl acetate 1.59
    tetrachloromethane 0.82
    n-pentyl acetate 1.67
    transcutol 41.85
    n-heptanol 2.58
    ethylbenzene 0.82
    MIBK 1.96
    2-propoxyethanol 18.17
    tert-butanol 2.46
    MTBE 0.62
    2-butoxyethanol 12.1
    propionic acid 5.93
    o-xylene 1.48
    formic acid 155.72
    diethyl ether 0.66
    m-xylene 1.35
    p-xylene 1.26
    chlorobenzene 1.03
    dimethyl carbonate 3.1
    n-octane 0.2
    formamide 128.07
    cyclopentanone 10.1
    2-pentanone 2.32
    anisole 2.02
    cyclopentyl methyl ether 3.67
    gamma-butyrolactone 15.9
    1-methoxy-2-propanol 22.26
    pyridine 3.82
    3-pentanone 1.98
    furfural 28.52
    n-dodecane 0.09
    diethylene glycol 43.78
    diisopropyl ether 0.48
    tert-amyl alcohol 2.26
    acetylacetone 7.52
    n-hexadecane 0.11
    acetophenone 5.17
    methyl propionate 2.68
    isopentyl acetate 1.83
    trichloroethylene 6.36
    n-nonanol 1.27
    cyclohexanol 3.47
    benzyl alcohol 6.43
    2-ethylhexanol 1.71
    isooctanol 2.32
    dipropyl ether 1.7
    1,2-dichlorobenzene 1.68
    ethyl lactate 6.79
    propylene carbonate 9.02
    n-methylformamide 25.91
    2-pentanol 1.09
    n-pentane 0.13
    1-propoxy-2-propanol 9.1
    1-methoxy-2-propyl acetate 5.47
    2-(2-methoxypropoxy) propanol 12.5
    mesitylene 1.09
    ε-caprolactone 9.43
    p-cymene 1.06
    epichlorohydrin 10.88
    1,1,1-trichloroethane 1.44
    2-aminoethanol 27.49
    morpholine-4-carbaldehyde 50.92
    sulfolane 42.09
    2,2,4-trimethylpentane 0.12
    2-methyltetrahydrofuran 2.77
    n-hexyl acetate 1.53
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 17.09
    sec-butyl acetate 1.49
    tert-butyl acetate 2.25
    decalin 0.22
    glycerin 59.05
    diglyme 29.56
    acrylic acid 11.49
    isopropyl myristate 0.95
    n-butyric acid 9.27
    acetyl acetate 2.94
    di(2-ethylhexyl) phthalate 3.0
    ethyl propionate 2.26
    nitromethane 31.13
    1,2-diethoxyethane 3.81
    benzonitrile 2.55
    trioctyl phosphate 2.02
    1-bromopropane 0.82
    gamma-valerolactone 36.86
    n-decanol 1.06
    triethyl phosphate 2.9
    4-methyl-2-pentanol 1.22
    propionitrile 0.73
    vinylene carbonate 9.0
    1,1,2-trichlorotrifluoroethane 44.36
    DMS 2.81
    cumene 0.91
    2-octanol 1.09
    2-hexanone 2.18
    octyl acetate 1.36
    limonene 1.2
    1,2-dimethoxyethane 24.82
    ethyl orthosilicate 2.84
    tributyl phosphate 2.03
    diacetone alcohol 8.82
    N,N-dimethylaniline 3.31
    acrylonitrile 1.72
    aniline 2.85
    1,3-propanediol 25.5
    bromobenzene 0.84
    dibromomethane 2.18
    1,1,2,2-tetrachloroethane 5.99
    2-methyl-cyclohexyl acetate 3.44
    tetrabutyl urea 4.3
    diisobutyl methanol 1.23
    2-phenylethanol 4.6
    styrene 0.72
    dioctyl adipate 2.63
    dimethyl sulfate 12.03
    ethyl butyrate 2.36
    methyl lactate 11.49
    butyl lactate 5.5
    diethyl carbonate 1.99
    propanediol butyl ether 11.62
    triethyl orthoformate 2.84
    p-tert-butyltoluene 1.0
    methyl 4-tert-butylbenzoate 7.61
    morpholine 7.73
    tert-butylamine 0.93
    n-dodecanol 0.87
    dimethoxymethane 14.9
    ethylene carbonate 6.51
    cyrene 25.36
    2-ethoxyethyl acetate 3.84
    2-ethylhexyl acetate 1.39
    1,2,4-trichlorobenzene 2.31
    4-methylpyridine 3.11
    dibutyl ether 0.84
    2,6-dimethyl-4-heptanol 1.23
    DEF 9.57
    dimethyl isosorbide 20.63
    tetrachloroethylene 5.62
    eugenol 11.76
    triacetin 5.32
    span 80 10.04
    1,4-butanediol 18.6
    1,1-dichloroethane 1.08
    2-methyl-1-pentanol 3.23
    methyl formate 16.2
    2-methyl-1-butanol 1.98
    n-decane 0.15
    butyronitrile 1.08
    3,7-dimethyl-1-octanol 1.18
    1-chlorooctane 0.41
    1-chlorotetradecane 0.24
    n-nonane 0.14
    undecane 0.12
    tert-butylcyclohexane 0.17
    cyclooctane 0.19
    cyclopentanol 4.54
    tetrahydropyran 1.67
    tert-amyl methyl ether 1.0
    2,5,8-trioxanonane 25.7
    1-hexene 0.5
    2-isopropoxyethanol 15.07
    2,2,2-trifluoroethanol 25.83
    methyl butyrate 3.88

    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