Zidovudine

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  • Identifiers

    CAS number
    30516-87-1

    Molecular formula
    C10H13N5O4

    SMILES
    CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)N=[N+]=[N-]

    Safety labels

    Health Hazard
    Health

  • Odor profile

    Odorless 71.63%
    Roasted 24.6%
    Popcorn 22.78%
    Nutty 22.17%
    Burnt 20.67%
    Bitter 18.94%
    Cooked 18.57%
    Savory 17.55%
    Pungent 17.34%
    Meaty 14.86%

    Scent© AI

  • Properties

    XLogP3-AA
    0.0

    Molecular weight
    267.24 g/mol

    Melting point expt.

    • 223 to 234 °F (NTP, 1992)
    • 113-115 °C
    • 106-112 °C
    • 106 - 112 °C

    Flash point est.
    258.62 ˚C

    Solubility expt.

    • 31.1 [ug/mL] (The mean of the results at pH 7.4)
    • 10 to 50 mg/mL at 63 °F (NTP, 1992)
    • 20100 mg/L (at 25 °C)
    • 71 mg/ml in alc @ 25 °C
    • In water, 20,000 mg/l @ 25 °C
    • 1.63e+01 g/L
    • Water 15 (mg/mL)
    • Ethanol > 20 (mg/mL)
    • DMSO > 20 (mg/mL)

  • Synonyms

    • zidovudine
    • Azidothymidine
    • 30516-87-1
    • 3'-Azido-3'-deoxythymidine
    • Retrovir
    • AZT
    • Thymidine, 3'-azido-3'-deoxy-
    • Zidovudinum
    • Compound S
    • Zidovudina
    • ZIDOVUDINE [AZT]
    • zidovudin
    • Trizivir
    • BW A509U
    • Zidovudinum [Latin]
    • 3'-Deoxy-3'-azidothymidine
    • BWA509U
    • BW-A509U
    • ZDV
    • BW-A-509U
    • DRG-0004
    • Azidothymidine (AZT)
    • Aztec
    • CCRIS 105
    • 3'-azt
    • HSDB 6515
    • 3'-Azidothymidine
    • UNII-4B9XT59T7S
    • MFCD00006536
    • NSC 602670
    • 1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
    • 4B9XT59T7S
    • DTXSID8020127
    • CHEBI:10110
    • BW-A 509U
    • 1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
    • CHEMBL129
    • NSC-602670
    • Azitidin
    • DTXCID60127
    • MLS000028548
    • 1-((2R,4S,5S)-4-AZIDO-5-(HYDROXYMETHYL)TETRAHYDROFURAN-2-YL)-5-METHYLPYRIMIDINE-2,4(1H,3H)-DIONE
    • AZT Antiviral
    • COMBIVIR COMPONENT ZIDOVUDINE
    • TRIZIVIR COMPONENT ZIDOVUDINE
    • AZT, Antiviral
    • Zidovudinum (Latin)
    • 1-(3-Azido-2,3-dideoxy-beta-D-ribofuranosyl)-5-methylpyrimidine-2,4-(1H,3H)-dione
    • AZT (Antiviral)
    • Zidovudine [USAN:USP:INN:BAN:JAN]
    • NCGC00023945-05
    • SMR000058351
    • Zidovudina [Spanish]
    • ZIDOVUDINE (IARC)
    • ZIDOVUDINE [IARC]
    • Antiviral AZT
    • ZIDOVUDINE (MART.)
    • ZIDOVUDINE [MART.]
    • ZIDOVUDINE (USP-RS)
    • ZIDOVUDINE [USP-RS]
    • Timazid
    • 399024-19-2
    • ZIDOVUDINE (EP IMPURITY)
    • ZIDOVUDINE [EP IMPURITY]
    • ZIDOVUDINE (EP MONOGRAPH)
    • ZIDOVUDINE [EP MONOGRAPH]
    • ZIDOVUDINE (USP MONOGRAPH)
    • ZIDOVUDINE [USP MONOGRAPH]
    • Propolis+AZT
    • 3'-Azido-2',3'-Dideoxythymidine
    • Zidovudine (USAN:USP:INN:BAN:JAN)
    • Retrovir(TM)
    • AZT & Li & EPO
    • Retrovir (TN)
    • 3' Azido 3' deoxythymidine
    • Cpd S
    • Intron A & AZT
    • Racemic Liposomal AZT
    • Liposomal AZT-SN-1
    • Liposomal AZT-SN-3
    • Zidovudine+PRO 140
    • PC-SOD+AZT
    • 3' Azido 2',3' Dideoxythymidine
    • AZT & srCD4
    • AZT & rIFN.alpha.2
    • AZT & rsT4
    • rIFN-beta seron & AZT
    • 3'-Azido-3'-deoxythymidine (AIDS)
    • AZT & EPO
    • AZT & GM-CSF
    • AZT & HPA
    • AZT & sCD4
    • AZT & SST
    • zudovidine
    • Aziodothymidine
    • AZT & Li & GM-CSF
    • AZT+PRO 140
    • Met-SDF-1.beta. & AZT
    • AZT & Li & IL-1
    • AZT & Li & IL-6
    • AZT & IL-1
    • AZT & IL-2
    • AZT & IL-6
    • AZT & Interferon-.alpha.-2
    • AZT & Concanavalin A (ConA)
    • AZT & Lymphoblastoid Interferon
    • AZT & PM-19
    • Met-SDF-1.beta. & Zidovudine
    • 4lhm
    • 1-(4-Azido-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione (AZT)
    • 1-(4-Azido-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione [AZT]
    • AZT & rsCD4 & rIFN.alpha.A
    • 3'-azido-3'-deoxythymidine, AZT
    • DS-4152 & AZT
    • 1-((2R,4R,5S)-4-azido-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
    • 1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione
    • 5-methyl-1-[rac-(2R,4S,5S)-4-azido-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
    • AZT & Colony-stimulating factor 2
    • AZT & NP (from PHCA or HSA)
    • Zidovudine; 1-(3-Azido-2,3-dideoxy-ss-d-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione; Zidovudine (GR 63367X); BP Zidovudine and Lamivudine Impurity Standard
    • 1-(3-Azido-2,3-dideoxy-beta-D-ribofuranosyl)thymine
    • 3''-azido-thymidine
    • K7 [P Ti2 W10 O40]
    • Zidovudine & IFNL1
    • Zidovudine & IFNL2
    • Zidovudine & IFNL3
    • Zidovudine (Retrovir)
    • Zidovudine (Standard)

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.25
    methanol 3.16
    isopropanol 0.89
    water 1.72
    ethyl acetate 0.32
    n-propanol 0.97
    acetone 1.91
    n-butanol 0.96
    acetonitrile 2.35
    DMF 47.5
    toluene 0.18
    isobutanol 0.71
    1,4-dioxane 1.31
    methyl acetate 0.99
    THF 4.62
    2-butanone 2.67
    n-pentanol 0.77
    sec-butanol 0.8
    n-hexane 0.02
    ethylene glycol 3.2
    NMP 47.47
    cyclohexane 0.02
    DMSO 147.02
    n-butyl acetate 0.81
    n-octanol 0.21
    chloroform 1.44
    n-propyl acetate 0.75
    acetic acid 11.15
    dichloromethane 2.29
    cyclohexanone 6.18
    propylene glycol 3.18
    isopropyl acetate 0.29
    DMAc 75.8
    2-ethoxyethanol 8.52
    isopentanol 1.05
    n-heptane 0.01
    ethyl formate 2.04
    1,2-dichloroethane 1.34
    n-hexanol 0.42
    2-methoxyethanol 17.36
    isobutyl acetate 0.45
    tetrachloromethane 0.2
    n-pentyl acetate 0.52
    transcutol 8.08
    n-heptanol 0.38
    ethylbenzene 0.17
    MIBK 0.97
    2-propoxyethanol 6.24
    tert-butanol 0.9
    MTBE 0.18
    2-butoxyethanol 3.53
    propionic acid 2.62
    o-xylene 0.24
    formic acid 41.49
    diethyl ether 0.15
    m-xylene 0.21
    p-xylene 0.39
    chlorobenzene 0.34
    dimethyl carbonate 1.64
    n-octane 0.01
    formamide 56.46
    cyclopentanone 9.47
    2-pentanone 1.23
    anisole 0.6
    cyclopentyl methyl ether 0.63
    gamma-butyrolactone 11.06
    1-methoxy-2-propanol 7.89
    pyridine 3.72
    3-pentanone 1.04
    furfural 19.71
    n-dodecane 0.01
    diethylene glycol 11.81
    diisopropyl ether 0.05
    tert-amyl alcohol 0.85
    acetylacetone 1.77
    n-hexadecane 0.01
    acetophenone 2.1
    methyl propionate 1.1
    isopentyl acetate 1.05
    trichloroethylene 3.44
    n-nonanol 0.27
    cyclohexanol 0.67
    benzyl alcohol 2.14
    2-ethylhexanol 0.34
    isooctanol 0.36
    dipropyl ether 0.29
    1,2-dichlorobenzene 0.53
    ethyl lactate 2.75
    propylene carbonate 4.49
    n-methylformamide 18.17
    2-pentanol 0.36
    n-pentane 0.01
    1-propoxy-2-propanol 3.22
    1-methoxy-2-propyl acetate 1.84
    2-(2-methoxypropoxy) propanol 5.25
    mesitylene 0.15
    ε-caprolactone 4.96
    p-cymene 0.22
    epichlorohydrin 9.57
    1,1,1-trichloroethane 0.53
    2-aminoethanol 3.87
    morpholine-4-carbaldehyde 28.46
    sulfolane 35.32
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.11
    n-hexyl acetate 0.53
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 5.08
    sec-butyl acetate 0.38
    tert-butyl acetate 0.5
    decalin 0.02
    glycerin 13.68
    diglyme 9.11
    acrylic acid 5.04
    isopropyl myristate 0.28
    n-butyric acid 2.61
    acetyl acetate 0.42
    di(2-ethylhexyl) phthalate 1.22
    ethyl propionate 0.69
    nitromethane 19.21
    1,2-diethoxyethane 0.77
    benzonitrile 2.17
    trioctyl phosphate 0.69
    1-bromopropane 0.37
    gamma-valerolactone 25.46
    n-decanol 0.21
    triethyl phosphate 1.26
    4-methyl-2-pentanol 0.32
    propionitrile 1.6
    vinylene carbonate 5.13
    1,1,2-trichlorotrifluoroethane 21.88
    DMS 1.14
    cumene 0.19
    2-octanol 0.2
    2-hexanone 1.44
    octyl acetate 0.43
    limonene 0.23
    1,2-dimethoxyethane 8.05
    ethyl orthosilicate 0.92
    tributyl phosphate 0.88
    diacetone alcohol 3.2
    N,N-dimethylaniline 0.79
    acrylonitrile 3.97
    aniline 0.9
    1,3-propanediol 5.77
    bromobenzene 0.26
    dibromomethane 1.04
    1,1,2,2-tetrachloroethane 2.52
    2-methyl-cyclohexyl acetate 1.11
    tetrabutyl urea 1.83
    diisobutyl methanol 0.22
    2-phenylethanol 1.47
    styrene 0.19
    dioctyl adipate 0.88
    dimethyl sulfate 7.97
    ethyl butyrate 0.91
    methyl lactate 5.47
    butyl lactate 1.99
    diethyl carbonate 0.89
    propanediol butyl ether 3.59
    triethyl orthoformate 0.99
    p-tert-butyltoluene 0.17
    methyl 4-tert-butylbenzoate 2.47
    morpholine 3.37
    tert-butylamine 0.22
    n-dodecanol 0.16
    dimethoxymethane 5.24
    ethylene carbonate 3.27
    cyrene 11.88
    2-ethoxyethyl acetate 1.02
    2-ethylhexyl acetate 0.74
    1,2,4-trichlorobenzene 0.92
    4-methylpyridine 2.64
    dibutyl ether 0.2
    2,6-dimethyl-4-heptanol 0.22
    DEF 4.38
    dimethyl isosorbide 8.59
    tetrachloroethylene 1.46
    eugenol 3.86
    triacetin 1.52
    span 80 2.91
    1,4-butanediol 3.08
    1,1-dichloroethane 0.57
    2-methyl-1-pentanol 0.89
    methyl formate 9.5
    2-methyl-1-butanol 0.92
    n-decane 0.02
    butyronitrile 1.47
    3,7-dimethyl-1-octanol 0.3
    1-chlorooctane 0.07
    1-chlorotetradecane 0.04
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 1.25
    tetrahydropyran 0.56
    tert-amyl methyl ether 0.28
    2,5,8-trioxanonane 7.61
    1-hexene 0.1
    2-isopropoxyethanol 3.46
    2,2,2-trifluoroethanol 8.14
    methyl butyrate 1.58

    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