trans-Thiothixene

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  • Identifiers

    CAS number
    3313-27-7

    Molecular formula
    C23H29N3O2S2

    SMILES
    CN1CCN(CC1)CC/C=C/2\C3=CC=CC=C3SC4=C2C=C(C=C4)S(=O)(=O)N(C)C

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Odorless 60.72%
    Meaty 36.45%
    Roasted 33.68%
    Savory 31.86%
    Cooked 30.86%
    Popcorn 21.74%
    Nutty 19.82%
    Fishy 18.88%
    Burnt 17.66%
    Beefy 16.48%

    Scent© AI

  • Properties

    XLogP3-AA
    3.8

    Molecular weight
    443.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    762°C

    Melting point expt.

    • 114-118 °C (cis-, trans- mixture)
    • Crystals. MP: 147.5-149 °C. UV max (methanol): 228, 260, 310 nm (log epsilon 4.6, 4.3, 3.9) /cis-Thiothixene/
    • MP: 123-124.5 °C. UV max (methanol): 229, 252, 301 nm (log epsilon 4.5, 4.2, 3.9) /trans-Thiothixene/
    • MP: 158-160.5 °C /Thiothixene dimaleate/
    • MP: 229 °C /Thiothixene dioxalate/

    Flash point est.
    319.55 ˚C

    Solubility expt.

    • Pratically insoluble in water (cis-, trans- mixture)
    • Very soluble in chloroform; slightly soluble in methanol, acetone (cis-, trans- mixture)
    • Slightly soluble in carbon tetrachloride

  • Synonyms

    • thiothixene
    • trans-Thiothixene
    • (E)-Thiothixene
    • 3313-27-7
    • Orbinamon
    • 5591-45-7
    • Thiothixene, (E)-
    • Navaron
    • UNII-7UE42HF37R
    • 7UE42HF37R
    • P-4657A
    • Navan
    • (9E)-N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]thioxanthene-2-sulfonamide
    • (E)-THIOTHIXENE [USP-RS]
    • THIOTHIXENE TRANS-ISMER [MI]
    • CP-12,252-1 base
    • 9H-Thioxanthene-2-sulfonamide,N,N-dimethyl-9-[3-(4-methyl-1-piperazinyl)propylidene]-
    • NCGC00015998-04
    • Thioxanthene-2-sulfonamide, N,N-dimethyl-9-(3-(4-methyl-1-piperazinyl)propylidene)-, (E)-
    • trans-N,N-Dimethyl-9-(3-(4-methyl-piperazinyl)propylidene)thioxanthene-2-sulfonamide
    • P-4657-B
    • (E)-THIOTHIXENE (USP-RS)
    • N,N-Dimethyl-9-(3-(4-methylpiperazin-1-yl)propylidene)-9H-thioxanthene-2-sulfonamide
    • 9H-THIOXANTHENE-2-SULFONAMIDE, N,N-DIMETHYL-9-(3-(4-METHYL-1-PIPERAZINYL)PROPYLIDENE)-, (9E)-
    • N,N-DIMETHYL-9-(3-(4-METHYL-1-PIPERAZINYL)PROPYLIDENE)-9H-THIOXANTHENE-2-SULFONAMIDE, (E)-
    • SMR000653538
    • DTXCID203658
    • DTXSID6023658
    • Thiothixene-d8
    • N,N-Dimethyl-9-[3-(4-methyl-1-piperazinyl)propylidene]thioxanthene-2-sulfonamide
    • Spectrum5_001150
    • Lopac-T-0780
    • BSPBio_002022
    • MLS001146956
    • MLS001360493
    • NSC 108165; Navan; Navane; Navaron; Orbinamon; P 4657B
    • SCHEMBL718331
    • SPECTRUM1500576
    • THIOTHIXENE TRANS-ISMER
    • 2-(Dimethylsulfamoyl)-[9-(4-methyl-1-piperazinyl)propylidene]thioxanthene
    • CHEMBL1336727
    • BDBM86187
    • CHEBI:93708
    • HMS501A17
    • N,N-Dimethyl-9-[3-(4-methyl-1-piperazinyl)propylidene]thiaxanthene-2-sulfonamide
    • DTXSID401316424
    • HMS1921E13
    • HMS2092M15
    • HMS2230H09
    • Pharmakon1600-01500576
    • FAA59145
    • HY-A0139
    • NSC_5454
    • Tox21_110278
    • CCG-39271
    • NSC757350
    • PDSP1_000169
    • PDSP1_000550
    • PDSP2_000168
    • PDSP2_000548
    • AKOS024283092
    • AKOS040756280
    • AT12061
    • NSC-757350
    • IDI1_000335
    • NCGC00015998-01
    • NCGC00015998-02
    • NCGC00015998-03
    • NCGC00015998-06
    • NCGC00094793-01
    • NCGC00094793-02
    • NCGC00094793-04
    • AS-86771
    • CAS-5591-45-7
    • SBI-0051534.P003
    • CAS_22189-31-7
    • CS-0017459
    • T15550
    • AB00052109_11
    • L001204
    • SR-05000002078
    • SR-05000002078-1
    • BRD-K97309399-001-02-9
    • BRD-K97309399-001-05-2
    • BRD-K97309399-001-09-4
    • Q27268863
    • WLN: T C666 BS IYJ FSWN1&1 IU3- AT6N DNTJ D1
    • (9E)-N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]-9H-thioxanthene-2-sulfonamide
    • (E)-N,N-dimethyl-9-(3-(4-methylpiperazin-1-yl)propylidene)-9H-thioxanthene-2-sulfonamide
    • 9H-Thioxanthene-2-sulfonamide,N-dimethyl-9-[3-(4-methyl-1-piperazinyl)propylidene]-
    • 9H-Thioxanthene-2-sulfonamide,N-dimethyl-9-[3-(4-methyl-1-piperazinyl)propylidene]-, (Z)-
    • Thioxanthene-2-sulfonamide,N-dimethyl-9-[3-(4-methyl-1-piperazinyl)propylidene]-

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.77
    methanol 26.2
    isopropanol 10.15
    water 0.17
    ethyl acetate 35.0
    n-propanol 18.59
    acetone 39.07
    n-butanol 14.16
    acetonitrile 30.28
    DMF 237.83
    toluene 7.37
    isobutanol 11.45
    1,4-dioxane 37.14
    methyl acetate 47.24
    THF 48.51
    2-butanone 62.46
    n-pentanol 10.43
    sec-butanol 10.09
    n-hexane 0.08
    ethylene glycol 10.08
    NMP 141.23
    cyclohexane 0.43
    DMSO 59.63
    n-butyl acetate 21.82
    n-octanol 3.0
    chloroform 285.6
    n-propyl acetate 29.47
    acetic acid 75.38
    dichloromethane 198.93
    cyclohexanone 78.07
    propylene glycol 14.93
    isopropyl acetate 19.56
    DMAc 267.57
    2-ethoxyethanol 69.43
    isopentanol 10.12
    n-heptane 0.16
    ethyl formate 62.34
    1,2-dichloroethane 66.97
    n-hexanol 6.89
    2-methoxyethanol 100.12
    isobutyl acetate 15.69
    tetrachloromethane 10.65
    n-pentyl acetate 21.84
    transcutol 97.29
    n-heptanol 5.9
    ethylbenzene 2.6
    MIBK 15.35
    2-propoxyethanol 57.59
    tert-butanol 6.34
    MTBE 4.15
    2-butoxyethanol 35.76
    propionic acid 39.42
    o-xylene 4.24
    formic acid 58.8
    diethyl ether 8.51
    m-xylene 4.11
    p-xylene 4.07
    chlorobenzene 28.09
    dimethyl carbonate 40.78
    n-octane 0.11
    formamide 94.55
    cyclopentanone 96.94
    2-pentanone 32.46
    anisole 12.91
    cyclopentyl methyl ether 13.77
    gamma-butyrolactone 118.18
    1-methoxy-2-propanol 57.31
    pyridine 65.81
    3-pentanone 29.6
    furfural 172.4
    n-dodecane 0.11
    diethylene glycol 53.81
    diisopropyl ether 1.55
    tert-amyl alcohol 6.99
    acetylacetone 46.61
    n-hexadecane 0.13
    acetophenone 30.64
    methyl propionate 45.38
    isopentyl acetate 17.47
    trichloroethylene 274.47
    n-nonanol 3.52
    cyclohexanol 11.16
    benzyl alcohol 26.81
    2-ethylhexanol 4.18
    isooctanol 5.09
    dipropyl ether 4.15
    1,2-dichlorobenzene 31.77
    ethyl lactate 31.97
    propylene carbonate 78.23
    n-methylformamide 128.23
    2-pentanol 5.72
    n-pentane 0.17
    1-propoxy-2-propanol 31.27
    1-methoxy-2-propyl acetate 41.04
    2-(2-methoxypropoxy) propanol 29.61
    mesitylene 2.0
    ε-caprolactone 72.36
    p-cymene 2.74
    epichlorohydrin 149.16
    1,1,1-trichloroethane 44.73
    2-aminoethanol 20.95
    morpholine-4-carbaldehyde 184.03
    sulfolane 107.08
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 22.44
    n-hexyl acetate 13.59
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 37.93
    sec-butyl acetate 14.49
    tert-butyl acetate 13.77
    decalin 0.21
    glycerin 37.37
    diglyme 80.91
    acrylic acid 52.74
    isopropyl myristate 4.74
    n-butyric acid 53.81
    acetyl acetate 32.07
    di(2-ethylhexyl) phthalate 12.38
    ethyl propionate 20.96
    nitromethane 174.47
    1,2-diethoxyethane 21.11
    benzonitrile 40.49
    trioctyl phosphate 6.95
    1-bromopropane 15.46
    gamma-valerolactone 211.78
    n-decanol 2.48
    triethyl phosphate 13.75
    4-methyl-2-pentanol 3.56
    propionitrile 27.35
    vinylene carbonate 115.1
    1,1,2-trichlorotrifluoroethane 198.6
    DMS 29.49
    cumene 1.85
    2-octanol 3.12
    2-hexanone 21.84
    octyl acetate 7.58
    limonene 3.28
    1,2-dimethoxyethane 63.76
    ethyl orthosilicate 11.0
    tributyl phosphate 9.04
    diacetone alcohol 25.5
    N,N-dimethylaniline 8.91
    acrylonitrile 55.63
    aniline 22.36
    1,3-propanediol 32.1
    bromobenzene 22.96
    dibromomethane 75.18
    1,1,2,2-tetrachloroethane 165.88
    2-methyl-cyclohexyl acetate 16.35
    tetrabutyl urea 11.93
    diisobutyl methanol 2.25
    2-phenylethanol 21.79
    styrene 4.38
    dioctyl adipate 12.91
    dimethyl sulfate 70.79
    ethyl butyrate 18.28
    methyl lactate 52.89
    butyl lactate 30.7
    diethyl carbonate 17.51
    propanediol butyl ether 27.11
    triethyl orthoformate 15.45
    p-tert-butyltoluene 2.25
    methyl 4-tert-butylbenzoate 24.56
    morpholine 60.4
    tert-butylamine 2.31
    n-dodecanol 1.73
    dimethoxymethane 73.52
    ethylene carbonate 79.53
    cyrene 54.65
    2-ethoxyethyl acetate 51.0
    2-ethylhexyl acetate 13.65
    1,2,4-trichlorobenzene 46.31
    4-methylpyridine 54.18
    dibutyl ether 2.85
    2,6-dimethyl-4-heptanol 2.25
    DEF 68.06
    dimethyl isosorbide 54.78
    tetrachloroethylene 88.92
    eugenol 34.26
    triacetin 35.49
    span 80 21.2
    1,4-butanediol 16.34
    1,1-dichloroethane 56.34
    2-methyl-1-pentanol 8.51
    methyl formate 100.88
    2-methyl-1-butanol 10.61
    n-decane 0.19
    butyronitrile 24.25
    3,7-dimethyl-1-octanol 3.39
    1-chlorooctane 1.4
    1-chlorotetradecane 0.59
    n-nonane 0.14
    undecane 0.14
    tert-butylcyclohexane 0.15
    cyclooctane 0.12
    cyclopentanol 15.73
    tetrahydropyran 21.27
    tert-amyl methyl ether 4.54
    2,5,8-trioxanonane 49.55
    1-hexene 0.74
    2-isopropoxyethanol 35.82
    2,2,2-trifluoroethanol 58.57
    methyl butyrate 35.38

    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