Pentamidine

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  • Identifiers

    CAS number
    100-33-4

    Molecular formula
    C19H24N4O2

    SMILES
    C1=CC(=CC=C1C(=N)N)OCCCCCOC2=CC=C(C=C2)C(=N)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Meaty 37.4%
    Odorless 34.03%
    Savory 32.45%
    Grape 30.43%
    Roasted 29.19%
    Cooked 26.79%
    Burnt 22.91%
    Fruity 22.65%
    Bitter 21.15%
    Cooling 20.7%

     

    Flavor
    Bitter 48.69%
    Fruity 34.53%
    Sweet 30.39%
    Mild 27.22%
    Floral 26.53%
    Odorless 23.55%
    Powdery 22.73%
    Orange flower 21.51%
    Orange blossom 21.01%
    Petitgrain 21.0%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    7.52 (neutral)

    Molecular weight
    340.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    744°C

    Melting point expt.

    • 186 °C (decomposes)
    • Decomposes at 186 °C
    • 186.0 °C (decomposes)

    Flash point

    • 190.5 ˚C est.

    Solubility expt.

    • Complete
    • Mol wt: 592.69. Hygroscopic, very bitter crystals, mp approx 180 °C. Slight butyric odor. Sol in water (approx 1 in 10 at 25 °C, approx 1 in 4 at 100 °C); sol in glycerol, more readily on warming; slightly sol in alcohol. Insol in ether, acetone, chloroform, liq petr. pH of a 5% w/v soln in water: 4.5 to 6.5. /Isethioante/
    • 2.36e-02 g/L

  • Synonyms

    • pentamidine
    • 100-33-4
    • 4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide
    • Pentamidin
    • Pentamidina
    • Pentamidinum
    • 4,4'-Diamidinodiphenoxypentane
    • Pentamide
    • Pentam 300
    • p,p'-(Pentamethylenedioxy)dibenzamidine
    • 4,4'-(Pentamethylenedioxy)dibenzamidine
    • 4-[5-(4-Carbamimidoylphenoxy)pentoxy]benzenecarboximidamide
    • Benzenecarboximidamide, 4,4'-[1,5-pentanediylbis(oxy)]bis-
    • Pentamidinum [INN-Latin]
    • CCRIS 3825
    • 1,5-bis(4-amidinophenoxy)pentane
    • p,p'-(Pentamethylene-dioxy)bis-benzamidine
    • MP-601205
    • NSC 9921
    • NSC-9921
    • 4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide
    • EINECS 202-841-0
    • UNII-673LC5J4LQ
    • MB 800 FREE BASE
    • MB-800
    • MB-800 FREE BASE
    • 4,4'-(1,5-Pentanediylbis(oxy))bis-benzenecarboximidamide
    • Pentamidine (INN)
    • RP-2512
    • BRN 3159790
    • RP 2512 FREE BASE
    • RP-2512 FREE BASE
    • 673LC5J4LQ
    • CHEBI:45081
    • HSDB 7474
    • NSC9921
    • Lomidine (TN)
    • Benzenecarboximidamide, 4,4'-(1,5-pentanediylbis(oxy))bis-
    • PNT
    • GNF-Pf-3680
    • 4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide
    • Benzamidine, 4,4'-(pentamethylenedioxy)di-
    • DTXSID7023431
    • MB 800 [AS ISETHIONATE]
    • MB-800 (AS ISETHIONATE)
    • 4-10-00-00447 (Beilstein Handbook Reference)
    • MMV000062
    • 4,4'-[1,5-Pentanediylbis(oxy)]bis-benzenecarboximidamide
    • Pentamidina [DCIT]
    • PENTAMIDINE [INN]
    • Pentamidinum (INN-Latin)
    • Pentam 300 (as isethionate)
    • Nebupent (as isethionate)
    • RP 2512 [as isethionate]
    • Pentacarinat (as isethionate)
    • Pentamidine [INN:BAN:DCF]
    • RP 2512 [AS ISETHIONATE)
    • NSC620107
    • 4, 4'-Diamidinodiphenoxypentane
    • 1,3-BIS(4-AMIDINOPHENOXY)PENTANE
    • Nebupent (*Isethionate)
    • 4,4'-(pentane-1,5-diylbis(oxy))dibenzenecarboximidamide
    • Pentacarinat (*Isethionate)
    • Pentam 300 (*Isethionate)
    • RP 2512 (*Isethionate)
    • 4,4'-(pentamethylenedioxy)dibenzamidine;4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide;4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide
    • MFCD00599574
    • 4,4'-(Pentamethylenedioxy)dibenzamide
    • Aerosolized Pentamadine
    • Pentamidine (Standard)
    • p,p'-(Pentamethylenedioxy)bis[benzamidine]
    • CHEMBL55
    • PENTAMIDINE [MI]
    • Prestwick1_000553
    • Prestwick2_000553
    • Prestwick3_000553
    • Spectrum2_000155
    • Spectrum3_000276
    • Spectrum4_000380
    • Spectrum5_001808
    • PENTAMIDINE [HSDB]
    • 4,.omega.-diphenoxypentane
    • PENTAMIDINE [VANDF]
    • SCHEMBL3329
    • 4-[5-(4-carbamimidoylphenoxy)pentoxy]benzamidine
    • BSPBio_000625
    • BSPBio_001752
    • KBioGR_000879
    • PENTAMIDINE [WHO-DD]
    • MLS006011562
    • SPBio_000290
    • SPBio_002546
    • BPBio1_000689
    • cid_359323
    • DTXCID403431
    • WLN: MUYZR DO5OR DYZUM
    • BDBM45440
    • EX-A1489A
    • HY-B0537R
    • KBio3_001252
    • P01CX01
    • HMS2089J14
    • BCP10950
    • HY-B0537
    • PR-118
    • AKOS015919681
    • DB00738
    • DS-1680
    • FP26808
    • SDCCGSBI-0050899.P002
    • 4,4'-Diamidinodiphenoxypentane(ChemID)
    • Benzamidine,4'-(pentamethylenedioxy)di-
    • NCGC00179034-01
    • NCGC00179034-02
    • NCGC00179034-03
    • NCGC00179034-04
    • NCGC00179034-08
    • NCGC00179034-23
    • AC-12459
    • MP601205
    • NCI60_042221
    • SMR001549987
    • SBI-0051570.P002
    • DB-315935
    • 4,4'-Diamidino-alpha,omega-diphenoxypentane
    • AB00053572
    • NS00008235
    • C07420

  • Applications

    Pentamidine (CAS 100-33-4) is primarily used as a pharmaceutical active ingredient with antiparasitic activity. It is commonly formulated as injectable APIs and, in some regions, as inhalation formulations for antiparasitic therapies, and it is also employed in veterinary medicine for select protozoal infections. Beyond clinical use, pentamidine is utilized in research as a DNA-binding diamidine probe and as a lead compound in medicinal chemistry programs exploring diamidine-based antiparasitic agents. It may also serve as a reference material in the synthesis and evaluation of related diamidine compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.3
    methanol 55.66
    isopropanol 9.74
    water 3.53
    ethyl acetate 14.04
    n-propanol 18.12
    acetone 22.69
    n-butanol 13.63
    acetonitrile 10.23
    DMF 108.73
    toluene 3.27
    isobutanol 8.55
    1,4-dioxane 22.01
    methyl acetate 13.76
    THF 97.23
    2-butanone 17.02
    n-pentanol 8.96
    sec-butanol 9.39
    n-hexane 0.59
    ethylene glycol 17.48
    NMP 93.03
    cyclohexane 0.81
    DMSO 289.58
    n-butyl acetate 4.97
    n-octanol 2.43
    chloroform 26.44
    n-propyl acetate 6.85
    acetic acid 77.87
    dichloromethane 27.77
    cyclohexanone 27.42
    propylene glycol 22.94
    isopropyl acetate 6.92
    DMAc 171.36
    2-ethoxyethanol 44.51
    isopentanol 7.51
    n-heptane 0.61
    ethyl formate 19.3
    1,2-dichloroethane 15.68
    n-hexanol 4.67
    2-methoxyethanol 81.57
    isobutyl acetate 3.55
    tetrachloromethane 3.7
    n-pentyl acetate 4.76
    transcutol 65.08
    n-heptanol 4.11
    ethylbenzene 1.26
    MIBK 6.12
    2-propoxyethanol 27.1
    tert-butanol 8.4
    MTBE 5.74
    2-butoxyethanol 18.28
    propionic acid 28.74
    o-xylene 2.38
    formic acid 102.44
    diethyl ether 8.01
    m-xylene 1.88
    p-xylene 1.74
    chlorobenzene 4.89
    dimethyl carbonate 21.71
    n-octane 0.26
    formamide 143.11
    cyclopentanone 54.1
    2-pentanone 13.23
    anisole 5.28
    cyclopentyl methyl ether 17.72
    gamma-butyrolactone 73.66
    1-methoxy-2-propanol 46.99
    pyridine 20.19
    3-pentanone 12.85
    furfural 59.96
    n-dodecane 0.16
    diethylene glycol 31.83
    diisopropyl ether 1.56
    tert-amyl alcohol 8.08
    acetylacetone 19.72
    n-hexadecane 0.18
    acetophenone 7.41
    methyl propionate 20.57
    isopentyl acetate 4.43
    trichloroethylene 32.01
    n-nonanol 2.81
    cyclohexanol 10.44
    benzyl alcohol 9.26
    2-ethylhexanol 2.57
    isooctanol 3.08
    dipropyl ether 5.31
    1,2-dichlorobenzene 5.37
    ethyl lactate 11.92
    propylene carbonate 29.37
    n-methylformamide 68.14
    2-pentanol 6.1
    n-pentane 0.62
    1-propoxy-2-propanol 15.46
    1-methoxy-2-propyl acetate 12.03
    2-(2-methoxypropoxy) propanol 15.13
    mesitylene 1.07
    ε-caprolactone 25.19
    p-cymene 1.12
    epichlorohydrin 57.28
    1,1,1-trichloroethane 7.36
    2-aminoethanol 30.75
    morpholine-4-carbaldehyde 64.26
    sulfolane 107.59
    2,2,4-trimethylpentane 0.34
    2-methyltetrahydrofuran 21.44
    n-hexyl acetate 4.7
    isooctane 0.15
    2-(2-butoxyethoxy)ethanol 21.12
    sec-butyl acetate 3.69
    tert-butyl acetate 6.52
    decalin 0.33
    glycerin 55.13
    diglyme 46.18
    acrylic acid 39.92
    isopropyl myristate 1.99
    n-butyric acid 31.2
    acetyl acetate 12.21
    di(2-ethylhexyl) phthalate 4.08
    ethyl propionate 7.73
    nitromethane 114.43
    1,2-diethoxyethane 10.81
    benzonitrile 5.86
    trioctyl phosphate 2.86
    1-bromopropane 5.48
    gamma-valerolactone 70.03
    n-decanol 1.98
    triethyl phosphate 6.26
    4-methyl-2-pentanol 2.99
    propionitrile 9.05
    vinylene carbonate 29.95
    1,1,2-trichlorotrifluoroethane 81.34
    DMS 8.62
    cumene 0.98
    2-octanol 2.0
    2-hexanone 6.69
    octyl acetate 3.1
    limonene 1.65
    1,2-dimethoxyethane 43.99
    ethyl orthosilicate 5.92
    tributyl phosphate 3.67
    diacetone alcohol 13.95
    N,N-dimethylaniline 4.56
    acrylonitrile 14.49
    aniline 11.07
    1,3-propanediol 33.43
    bromobenzene 3.79
    dibromomethane 13.2
    1,1,2,2-tetrachloroethane 28.09
    2-methyl-cyclohexyl acetate 4.97
    tetrabutyl urea 4.9
    diisobutyl methanol 1.64
    2-phenylethanol 5.9
    styrene 1.68
    dioctyl adipate 4.72
    dimethyl sulfate 48.72
    ethyl butyrate 6.19
    methyl lactate 31.07
    butyl lactate 8.6
    diethyl carbonate 5.81
    propanediol butyl ether 13.84
    triethyl orthoformate 7.72
    p-tert-butyltoluene 1.08
    methyl 4-tert-butylbenzoate 9.9
    morpholine 38.82
    tert-butylamine 3.56
    n-dodecanol 1.41
    dimethoxymethane 61.85
    ethylene carbonate 23.2
    cyrene 24.65
    2-ethoxyethyl acetate 10.94
    2-ethylhexyl acetate 3.35
    1,2,4-trichlorobenzene 7.69
    4-methylpyridine 12.96
    dibutyl ether 3.0
    2,6-dimethyl-4-heptanol 1.64
    DEF 28.23
    dimethyl isosorbide 24.23
    tetrachloroethylene 19.43
    eugenol 12.23
    triacetin 12.06
    span 80 11.29
    1,4-butanediol 14.01
    1,1-dichloroethane 8.53
    2-methyl-1-pentanol 5.91
    methyl formate 51.24
    2-methyl-1-butanol 8.52
    n-decane 0.31
    butyronitrile 8.03
    3,7-dimethyl-1-octanol 2.07
    1-chlorooctane 1.08
    1-chlorotetradecane 0.45
    n-nonane 0.28
    undecane 0.21
    tert-butylcyclohexane 0.26
    cyclooctane 0.33
    cyclopentanol 16.58
    tetrahydropyran 16.01
    tert-amyl methyl ether 5.86
    2,5,8-trioxanonane 29.87
    1-hexene 1.74
    2-isopropoxyethanol 18.91
    2,2,2-trifluoroethanol 43.19
    methyl butyrate 10.74

    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