Delavirdine Mesylate

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  • Identifiers

    CAS number
    147221-93-0

    Molecular formula
    C23H32N6O6S2

    SMILES
    CC(C)NC1=C(N=CC=C1)N2CCN(CC2)C(=O)C3=CC4=C(N3)C=CC(=C4)NS(=O)(=O)C.CS(=O)(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 69.39%
    Roasted 31.43%
    Savory 30.77%
    Cooked 30.22%
    Meaty 29.83%
    Popcorn 19.97%
    Cooling 19.07%
    Nutty 17.29%
    Burnt 17.24%
    Milky 16.55%

     

    Flavor
    Bitter 90.95%
    Odorless 32.56%
    Bland 24.33%
    Nitrile 19.08%
    Cedarleaf 18.65%
    Sweet-like 18.58%
    Very strong 18.14%
    Taco 17.79%
    Bread crust 17.78%
    Roasted peanuts 17.76%

     

    Odor impact est.
    Odorless

  • Properties

    pKa est.
    6.41 (neutral)

    Molecular weight
    552.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1705°C

    Melting point expt.

    • MP: 226-228 °C /Delavirdine/

    Flash point

    • 354.19 ˚C est.

    Solubility expt.

    • In water: 2,942 mg/mL @ pH 1; 295 ug/mL @ pH 2; 0.81 ug/mL @ pH 7

  • Synonyms

    • DELAVIRDINE MESYLATE
    • 147221-93-0
    • Delavirdine (mesylate)
    • Delavirdine mesilate
    • Rescriptor
    • U-90152S
    • delavirdine methanesulfonate
    • Delavirdine monomethanesulfonate
    • Delavirdine mesylate [USAN]
    • UNII-421105KRQE
    • CHEBI:4379
    • Methanesulfonamide, N-[2-[[4-[3-[(1-methylethyl)amino]-2-pyridinyl]-1-piperazinyl]carbonyl]-1H-indol-5-yl]-, methanesulfonate (1:1)
    • HSDB 7162
    • 421105KRQE
    • DRG-0166
    • N-(2-(4-(3-(isopropylamino)pyridin-2-yl)piperazine-1-carbonyl)-1H-indol-5-yl)methanesulfonamide methanesulfonate
    • U 90152E
    • U 90152S
    • U 90152T
    • 1-(3-(Isopropylamino)-2-pyridyl)-4-((5-methanesulfonamidoindol-2-yl)carbonyl)piperazine monomethanesulfonate
    • Delavirdine mesilate (JAN)
    • Delavirdine mesylate (USAN)
    • Piperazine, 1-(3-((1-methylethyl)amino)-2-pyridinyl)-4-((5-((methylsulfonyl)amino)-1H-indol-2-yl)carbonyl)-, monomethanesulfonate
    • U 90152 (mesylate);BHAP-U 90152 (mesylate)
    • DELAVIRDINE MESILATE [JAN]
    • DELAVIRDINE MESILATE (MART.)
    • DELAVIRDINE MESILATE [MART.]
    • 1-(3-(ISOPROPYLAMINO)-2-PYRIDYL)-4-((5-METHANESULPHONAMIDOINDOL-2-YL)CARBONYL)PIPERAZINE MONOMETHANESULPHONATE
    • PIPERAZINE, 1-(3-((1-METHYLETHYL)AMINO)-2-PYRIDINYL)-4-((5-((METHYLSULPHONYL)AMINO)-1H-INDOL-2-YL)CARBONYL)-, MONOMETHANESULPHONATE
    • SR-05000001471
    • Rescriptor (TN)
    • 1-[3-(Isopropylamino)-2-pyridyl]-4-[(5-methanesulfonamidoindol-2-yl)carbonyl]piperazine monomethanesulfonate
    • N-(2-((4-(3-(propan-2-ylamino)pyridin-2-yl)piperazin-1-yl)carbonyl)-1H-indol-5-yl)methanesulfonamide methanesulfonate
    • N-[2-({4-[3-(propan-2-ylamino)pyridin-2-yl]piperazin-1-yl}carbonyl)-1H-indol-5-yl]methanesulfonamide methanesulfonate
    • MFCD00866948
    • Mesylate, Delavirdine
    • CHEMBL929
    • DELAVIRDINE, MESYLATE
    • SCHEMBL40522
    • DTXSID701017136
    • DELAVIRDINE MESYLATE [HSDB]
    • BCP09460
    • DELAVIRDINE MESYLATE [VANDF]
    • HY-10571A
    • s6452
    • DELAVIRDINE MESYLATE [WHO-DD]
    • AKOS024458004
    • AT12830
    • CS-1661
    • Delavirdine mesylate, >=98% (HPLC)
    • FD20974
    • DELAVIRDINE METHANESULFONATE [MI]
    • AC-37638
    • BS-15144
    • DA-52421
    • DELAVIRDINE MESYLATE [ORANGE BOOK]
    • methanesulfonic acid;N-[2-[4-[3-(propan-2-ylamino)pyridin-2-yl]piperazine-1-carbonyl]-1H-indol-5-yl]methanesulfonamide
    • N-[2-[[4-[3-[(1-Methylethyl)amino]-2-pyridinyl]-1-piperazinyl]carbonyl]-1H-indol-5-yl]methanesulfonamide mesylate
    • U-90
    • U-90152T
    • C08087
    • D00895
    • SBI-0654139.0001
    • EN300-19767275
    • SR-05000001471-2
    • Q27068164
    • Z3243811539
    • N-(2-(4-(3-(isopropylamino)pyridin-2-yl)piperazine-1-carbonyl)-1H-indol-5-yl)methanesulfonamidemethanesulfonate
    • N-[2-(4-{3-[(propan-2-yl)amino]pyridin-2-yl}piperazine-1-carbonyl)-1H-indol-5-yl]methanesulfonamide; methanesulfonic acid
    • N-[2-[[4-[3-[(1-Methylethyl)amino]-2-pyridinyl]-1-piperazinyl]carbonyl]-1H-indol-5-yl]methanesulfonamide methanesulfonate;U-90152S
    • N-{2-[4-(3-Isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-yl}-methanesulfonamide; compound with methanesulfonic acid

  • Applications

    Delavirdine Mesylate (CAS 147221-93-0) is an active pharmaceutical ingredient (API) used in antiretroviral drug formulations; as the mesylate salt it improves solubility and oral bioavailability for NNRTI products. In pharmaceutical manufacturing, it is produced and formulated as a drug substance for NNRTI regimens. It also serves in medicinal chemistry research as a starting material and reference compound for NNRTI development and for analytical method development and quality control of related drugs. The salt form is commonly evaluated in formulation development to optimize solubility, stability, and handling, with use governed by local regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.99
    methanol 2.73
    isopropanol 0.26
    water 0.03
    ethyl acetate 0.18
    n-propanol 0.63
    acetone 0.7
    n-butanol 0.41
    acetonitrile 0.3
    DMF 6.15
    toluene 0.03
    isobutanol 0.29
    1,4-dioxane 0.69
    methyl acetate 0.44
    THF 1.89
    2-butanone 1.53
    n-pentanol 0.37
    sec-butanol 0.35
    n-hexane 0.0
    ethylene glycol 0.76
    NMP 11.4
    cyclohexane 0.0
    DMSO 5.02
    n-butyl acetate 0.26
    n-octanol 0.2
    chloroform 0.69
    n-propyl acetate 0.31
    acetic acid 2.76
    dichloromethane 0.68
    cyclohexanone 2.47
    propylene glycol 1.21
    isopropyl acetate 0.09
    DMAc 14.26
    2-ethoxyethanol 3.57
    isopentanol 0.24
    n-heptane 0.0
    ethyl formate 1.16
    1,2-dichloroethane 0.28
    n-hexanol 0.13
    2-methoxyethanol 7.49
    isobutyl acetate 0.17
    tetrachloromethane 0.04
    n-pentyl acetate 0.46
    transcutol 4.49
    n-heptanol 0.23
    ethylbenzene 0.02
    MIBK 0.18
    2-propoxyethanol 2.13
    tert-butanol 0.09
    MTBE 0.04
    2-butoxyethanol 2.42
    propionic acid 1.15
    o-xylene 0.02
    formic acid 6.39
    diethyl ether 0.05
    m-xylene 0.01
    p-xylene 0.05
    chlorobenzene 0.11
    dimethyl carbonate 0.25
    n-octane 0.0
    formamide 6.99
    cyclopentanone 3.87
    2-pentanone 0.46
    anisole 0.11
    cyclopentyl methyl ether 0.11
    gamma-butyrolactone 3.84
    1-methoxy-2-propanol 2.08
    pyridine 1.76
    3-pentanone 0.3
    furfural 7.18
    n-dodecane 0.0
    diethylene glycol 2.79
    diisopropyl ether 0.01
    tert-amyl alcohol 0.16
    acetylacetone 0.55
    n-hexadecane 0.0
    acetophenone 0.43
    methyl propionate 0.34
    isopentyl acetate 0.23
    trichloroethylene 1.0
    n-nonanol 0.22
    cyclohexanol 0.19
    benzyl alcohol 0.57
    2-ethylhexanol 0.07
    isooctanol 0.15
    dipropyl ether 0.05
    1,2-dichlorobenzene 0.1
    ethyl lactate 0.64
    propylene carbonate 1.31
    n-methylformamide 4.31
    2-pentanol 0.08
    n-pentane 0.0
    1-propoxy-2-propanol 0.89
    1-methoxy-2-propyl acetate 0.39
    2-(2-methoxypropoxy) propanol 2.14
    mesitylene 0.01
    ε-caprolactone 2.07
    p-cymene 0.02
    epichlorohydrin 3.18
    1,1,1-trichloroethane 0.09
    2-aminoethanol 1.66
    morpholine-4-carbaldehyde 7.89
    sulfolane 5.63
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.51
    n-hexyl acetate 0.42
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.02
    sec-butyl acetate 0.12
    tert-butyl acetate 0.07
    decalin 0.0
    glycerin 3.61
    diglyme 4.19
    acrylic acid 1.85
    isopropyl myristate 0.12
    n-butyric acid 1.16
    acetyl acetate 0.13
    di(2-ethylhexyl) phthalate 0.57
    ethyl propionate 0.19
    nitromethane 3.86
    1,2-diethoxyethane 0.37
    benzonitrile 0.6
    trioctyl phosphate 0.25
    1-bromopropane 0.08
    gamma-valerolactone 13.31
    n-decanol 0.14
    triethyl phosphate 0.19
    4-methyl-2-pentanol 0.04
    propionitrile 0.33
    vinylene carbonate 1.5
    1,1,2-trichlorotrifluoroethane 6.45
    DMS 0.29
    cumene 0.01
    2-octanol 0.13
    2-hexanone 0.58
    octyl acetate 0.26
    limonene 0.02
    1,2-dimethoxyethane 2.64
    ethyl orthosilicate 0.14
    tributyl phosphate 0.31
    diacetone alcohol 0.52
    N,N-dimethylaniline 0.08
    acrylonitrile 0.83
    aniline 0.2
    1,3-propanediol 2.48
    bromobenzene 0.06
    dibromomethane 0.25
    1,1,2,2-tetrachloroethane 0.71
    2-methyl-cyclohexyl acetate 0.26
    tetrabutyl urea 0.76
    diisobutyl methanol 0.02
    2-phenylethanol 0.39
    styrene 0.03
    dioctyl adipate 0.41
    dimethyl sulfate 0.62
    ethyl butyrate 0.21
    methyl lactate 1.07
    butyl lactate 1.18
    diethyl carbonate 0.17
    propanediol butyl ether 2.6
    triethyl orthoformate 0.21
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.63
    morpholine 1.61
    tert-butylamine 0.02
    n-dodecanol 0.09
    dimethoxymethane 0.96
    ethylene carbonate 0.88
    cyrene 3.63
    2-ethoxyethyl acetate 1.02
    2-ethylhexyl acetate 0.19
    1,2,4-trichlorobenzene 0.18
    4-methylpyridine 0.73
    dibutyl ether 0.09
    2,6-dimethyl-4-heptanol 0.02
    DEF 1.06
    dimethyl isosorbide 2.26
    tetrachloroethylene 0.46
    eugenol 1.53
    triacetin 0.72
    span 80 1.42
    1,4-butanediol 1.11
    1,1-dichloroethane 0.14
    2-methyl-1-pentanol 0.29
    methyl formate 2.57
    2-methyl-1-butanol 0.33
    n-decane 0.0
    butyronitrile 0.35
    3,7-dimethyl-1-octanol 0.11
    1-chlorooctane 0.03
    1-chlorotetradecane 0.01
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.49
    tetrahydropyran 0.3
    tert-amyl methyl ether 0.05
    2,5,8-trioxanonane 3.2
    1-hexene 0.02
    2-isopropoxyethanol 1.19
    2,2,2-trifluoroethanol 1.35
    methyl butyrate 0.49

    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