Cyclothiazide

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  • Identifiers

    CAS number
    2259-96-3

    Molecular formula
    C14H16ClN3O4S2

    SMILES
    C1C2CC(C1C=C2)C3NC4=CC(=C(C=C4S(=O)(=O)N3)S(=O)(=O)N)Cl

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 80.36%
    Cooked 19.4%
    Savory 17.38%
    Bitter 15.0%
    Roasted 14.98%
    Pungent 14.09%
    Meaty 13.41%
    Burnt 12.85%
    Cooling 12.09%
    Popcorn 11.62%

     

    Flavor
    Bitter 93.52%
    Odorless 25.48%
    Nitrile 19.53%
    Bland 19.43%
    Cedarleaf 18.03%
    Very strong 17.74%
    Sweet-like 17.71%
    Indole 17.56%
    Rotten 17.42%
    Taco 17.37%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    7.78 (neutral)

    Molecular weight
    389.9 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    315°C

    Melting point expt.

    • 229-230
    • 234 °C
    • 227 - 228 °C

    Flash point

    • 332.24 ˚C est.

    Solubility expt.

    • FREELY SOL IN ACETONE, ETHYL ACETATE, METHANOL; SPARINGLY SOL IN ALC; PRACTICALLY INSOL IN WATER; PRACTICALLY INSOL IN CHLOROFORM, ETHER
    • 2.79e-01 g/L

  • Synonyms

    • cyclothiazide
    • 2259-96-3
    • Anhydron
    • Aquirel
    • Fluidil
    • Renazide
    • Valmiran
    • Doburil
    • Ciclotiazida
    • Ciclotiazide
    • Cyclothiazidum
    • Ciclotiazide [DCIT]
    • Ciclotiazida [INN-Spanish]
    • Cyclothiazidum [INN-Latin]
    • MDi 193
    • Lilly 35,483
    • 6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
    • HSDB 3310
    • 6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2-4-benzothiadiazine-7-sulfonamide 1,1-dioxide
    • EINECS 218-859-7
    • UNII-P71U09G5BW
    • NSC-758431
    • BRN 0722843
    • P71U09G5BW
    • 6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
    • 6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide
    • 6-Chloro-3-(2-norbornen-5-yl)-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
    • DTXSID3022871
    • CHEBI:31448
    • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-3-(5-norbornen-2-yl)-, 1,1-dioxide
    • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo(2.2.1)hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
    • CHEMBL61593
    • DTXCID302871
    • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
    • 2H-1,2,4-Benzothiadiazine-7-sulfonamide,3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
    • 3-Bicyclo(2.2.1)hept-5-en-2-yl-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
    • Cyclothiazide [USAN:USP:INN:BAN]
    • 6-Chloro-3,4-dihydro-3-(norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
    • NSC 758431
    • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-6-chloro-3-(5-norbornen-2-yl)-, 1,1-dioxide
    • 3-(bicyclo[2.2.1]hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
    • NCGC00015288-06
    • Ciclotiazida (INN-Spanish)
    • Cyclothiazidum (INN-Latin)
    • CYCLOTHIAZIDE (MART.)
    • CYCLOTHIAZIDE [MART.]
    • CYCLOTHIAZIDE (USP-RS)
    • CYCLOTHIAZIDE [USP-RS]
    • Cyclothiazide (USAN:USP:INN:BAN)
    • Anhydron (TN)
    • 3-(bicyclo[2.2.1]hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide
    • 3-{bicyclo[2.2.1]hept-5-en-2-yl}-6-chloro-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
    • 3-Bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
    • CAS-2259-96-3
    • SR-01000075796
    • Cyclothiazide (JAN/USAN/INN)
    • 3-(bicyclo(2.2.1)hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
    • Lilly 35483; MDi 193; Renazide; Valmiran
    • 3-BICYCLO
    • Cyclothiazide (Standard)
    • Spectrum4_000050
    • Spectrum5_001639
    • Lilly 35483
    • CYCLOTHIAZIDE [MI]
    • Biomol-NT_000224
    • C 9847
    • CYCLOTHIAZIDE [INN]
    • CYCLOTHIAZIDE [JAN]
    • CYCLOTHIAZIDE [HSDB]
    • CYCLOTHIAZIDE [USAN]
    • Lopac0_000321
    • CYCLOTHIAZIDE [VANDF]
    • KBioGR_000519
    • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-6-chloro-3-(5-norbornen-2-yl)-,1,1-dioxide
    • 6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiazidiazine-7-sulfonamide-1,1-dioxide
    • MLS001077326
    • DivK1c_000904
    • SCHEMBL121096
    • CYCLOTHIAZIDE [WHO-DD]
    • BPBio1_001320
    • GTPL4167
    • HMS502N06
    • KBio1_000904
    • C03AA09
    • NINDS_000904
    • HMS2093A19
    • HMS2236K04
    • HMS3261A03
    • HMS3266L17
    • HMS3373E04
    • HMS3411D03
    • HMS3675D03
    • Pharmakon1600-01503263
    • CYCLOTHIAZIDE [ORANGE BOOK]
    • Tox21_110124
    • Tox21_500321
    • BDBM50192229
    • HB0221
    • NSC758431
    • s6611
    • AKOS024458615
    • Tox21_110124_1
    • CCG-204416
    • DB00606
    • HY-101165R
    • LP00321
    • SDCCGSBI-0050309.P004
    • IDI1_000904
    • NCGC00015288-04
    • NCGC00015288-05
    • NCGC00015288-07
    • NCGC00015288-09
    • NCGC00015288-14
    • NCGC00022985-02
    • NCGC00024745-02
    • NCGC00024745-03
    • NCGC00024745-04
    • NCGC00261006-01
    • 3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
    • AS-76539
    • DA-62599
    • SMR000653479
    • SBI-0050309.P003
    • HY-101165
    • C3392
    • CS-0020935
    • EU-0100321
    • NS00027226

  • Applications

    Cyclothiazide (CAS 2259-96-3) is a thiazide-like diuretic primarily used in pharmaceutical applications as an active drug ingredient for managing edema and hypertension; in medicinal chemistry, it is commonly evaluated as a lead compound or intermediate for the development of related diuretic agents; in industrial manufacturing, it is used as a chemical building block in synthesis workflows for thiazide-type diuretics; in research settings, it is used as a pharmacological tool to study renal electrolyte transport and diuretic mechanisms in preclinical assays, subject to local regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.46
    methanol 13.68
    isopropanol 1.61
    water 0.1
    ethyl acetate 2.41
    n-propanol 2.4
    acetone 16.36
    n-butanol 1.34
    acetonitrile 9.14
    DMF 121.48
    toluene 0.14
    isobutanol 0.93
    1,4-dioxane 7.78
    methyl acetate 5.44
    THF 16.45
    2-butanone 9.85
    n-pentanol 0.83
    sec-butanol 1.22
    n-hexane 0.01
    ethylene glycol 8.07
    NMP 83.06
    cyclohexane 0.04
    DMSO 37.22
    n-butyl acetate 2.76
    n-octanol 0.6
    chloroform 1.96
    n-propyl acetate 2.77
    acetic acid 17.49
    dichloromethane 2.23
    cyclohexanone 10.58
    propylene glycol 12.61
    isopropyl acetate 1.54
    DMAc 78.17
    2-ethoxyethanol 13.76
    isopentanol 0.82
    n-heptane 0.04
    ethyl formate 5.3
    1,2-dichloroethane 1.36
    n-hexanol 0.95
    2-methoxyethanol 39.62
    isobutyl acetate 1.22
    tetrachloromethane 0.14
    n-pentyl acetate 2.55
    transcutol 22.36
    n-heptanol 1.07
    ethylbenzene 0.09
    MIBK 1.97
    2-propoxyethanol 15.64
    tert-butanol 0.92
    MTBE 0.45
    2-butoxyethanol 10.47
    propionic acid 6.23
    o-xylene 0.14
    formic acid 24.16
    diethyl ether 0.7
    m-xylene 0.13
    p-xylene 0.19
    chlorobenzene 0.51
    dimethyl carbonate 6.15
    n-octane 0.02
    formamide 44.34
    cyclopentanone 27.31
    2-pentanone 4.48
    anisole 1.05
    cyclopentyl methyl ether 1.46
    gamma-butyrolactone 29.24
    1-methoxy-2-propanol 24.58
    pyridine 7.65
    3-pentanone 2.87
    furfural 33.11
    n-dodecane 0.02
    diethylene glycol 21.88
    diisopropyl ether 0.13
    tert-amyl alcohol 0.83
    acetylacetone 10.69
    n-hexadecane 0.02
    acetophenone 2.97
    methyl propionate 4.65
    isopentyl acetate 2.16
    trichloroethylene 4.56
    n-nonanol 0.66
    cyclohexanol 0.79
    benzyl alcohol 1.99
    2-ethylhexanol 0.49
    isooctanol 0.7
    dipropyl ether 0.88
    1,2-dichlorobenzene 0.6
    ethyl lactate 6.22
    propylene carbonate 10.06
    n-methylformamide 41.07
    2-pentanol 0.58
    n-pentane 0.02
    1-propoxy-2-propanol 9.73
    1-methoxy-2-propyl acetate 7.69
    2-(2-methoxypropoxy) propanol 9.63
    mesitylene 0.1
    ε-caprolactone 8.81
    p-cymene 0.23
    epichlorohydrin 15.26
    1,1,1-trichloroethane 0.63
    2-aminoethanol 9.61
    morpholine-4-carbaldehyde 66.22
    sulfolane 42.79
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 2.75
    n-hexyl acetate 2.13
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 11.17
    sec-butyl acetate 1.13
    tert-butyl acetate 1.67
    decalin 0.01
    glycerin 38.08
    diglyme 24.54
    acrylic acid 10.91
    isopropyl myristate 0.82
    n-butyric acid 5.4
    acetyl acetate 2.68
    di(2-ethylhexyl) phthalate 2.33
    ethyl propionate 1.95
    nitromethane 61.62
    1,2-diethoxyethane 2.86
    benzonitrile 2.76
    trioctyl phosphate 1.35
    1-bromopropane 0.29
    gamma-valerolactone 75.51
    n-decanol 0.47
    triethyl phosphate 1.59
    4-methyl-2-pentanol 0.34
    propionitrile 3.41
    vinylene carbonate 10.27
    1,1,2-trichlorotrifluoroethane 33.05
    DMS 3.54
    cumene 0.08
    2-octanol 0.47
    2-hexanone 2.93
    octyl acetate 1.34
    limonene 0.31
    1,2-dimethoxyethane 17.67
    ethyl orthosilicate 1.18
    tributyl phosphate 1.52
    diacetone alcohol 6.49
    N,N-dimethylaniline 0.83
    acrylonitrile 10.08
    aniline 0.94
    1,3-propanediol 9.86
    bromobenzene 0.3
    dibromomethane 0.7
    1,1,2,2-tetrachloroethane 3.22
    2-methyl-cyclohexyl acetate 2.25
    tetrabutyl urea 3.19
    diisobutyl methanol 0.35
    2-phenylethanol 2.72
    styrene 0.14
    dioctyl adipate 2.33
    dimethyl sulfate 12.64
    ethyl butyrate 2.38
    methyl lactate 17.05
    butyl lactate 6.35
    diethyl carbonate 1.79
    propanediol butyl ether 10.57
    triethyl orthoformate 2.27
    p-tert-butyltoluene 0.21
    methyl 4-tert-butylbenzoate 5.2
    morpholine 12.74
    tert-butylamine 0.24
    n-dodecanol 0.32
    dimethoxymethane 21.56
    ethylene carbonate 6.33
    cyrene 21.5
    2-ethoxyethyl acetate 6.28
    2-ethylhexyl acetate 1.46
    1,2,4-trichlorobenzene 1.11
    4-methylpyridine 2.98
    dibutyl ether 0.5
    2,6-dimethyl-4-heptanol 0.35
    DEF 7.35
    dimethyl isosorbide 18.65
    tetrachloroethylene 1.69
    eugenol 8.3
    triacetin 6.74
    span 80 6.99
    1,4-butanediol 3.44
    1,1-dichloroethane 0.74
    2-methyl-1-pentanol 0.53
    methyl formate 27.89
    2-methyl-1-butanol 0.76
    n-decane 0.03
    butyronitrile 2.28
    3,7-dimethyl-1-octanol 0.49
    1-chlorooctane 0.14
    1-chlorotetradecane 0.06
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 2.19
    tetrahydropyran 2.08
    tert-amyl methyl ether 0.47
    2,5,8-trioxanonane 16.4
    1-hexene 0.07
    2-isopropoxyethanol 5.27
    2,2,2-trifluoroethanol 8.26
    methyl butyrate 3.63

    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