Chlorpheniramine

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  • Identifiers

    CAS number
    132-22-9

    Molecular formula
    C16H19ClN2

    SMILES
    CN(C)CCC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Animal 38.94%
    Floral 35.6%
    Sweet 32.03%
    Fishy 28.1%
    Citrus 26.41%
    Fresh 26.35%
    Grapefruit 24.68%
    Green 23.18%
    Earthy 22.06%
    Lily 21.86%

     

    Flavor
    Bitter 34.25%
    Mild 25.29%
    Green 21.7%
    Herbal 20.49%
    Syrup 20.15%
    Tomato leaf 20.02%
    Green pepper 19.85%
    Cedarleaf 19.75%
    Nitrile 19.61%
    Carrot 19.43%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    6.83 (neutral)

    Molecular weight
    274.79 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 266 to 275 °F (NTP, 1992)
    • 130 - 135 °C

    Boiling point

    • 142 °C
    • 142 °C @ 1.0 MM HG

    Flash point

    • 169.45 ˚C est.

    Solubility expt.

    • 10 to 50 mg/mL at 70 °F (NTP, 1992)
    • 5500 mg/L (at 37 °C)
    • UV max absorption (water): 261 nm (E=5760), Solubility in mg/ml at 25 °C: Ethanol 330; chloroform 240; water 160; methanol 130; pH of a 2% aqueous solution about 5 /Maleate/
    • 160.0 mg/mL at 25 °C

  • Synonyms

    • chlorpheniramine
    • Chlorphenamine
    • 132-22-9
    • Chloropheniramine-d4
    • Chlorophenylpyridamine
    • Teldrin
    • Clorfeniramina
    • Clorfenamina
    • Haynon
    • Chloropheniramine
    • Chlor-trimeton
    • Chlorprophenpyridamine
    • Allergican
    • Allergisan
    • Chloropiril
    • Histadur
    • Polaronil
    • Chlorpheniraminum
    • Chloroprophenpyridamine
    • Chlorphenaminum
    • Phenetron
    • 4-Chloropheniramine
    • Chlorpheniramine polistirex
    • Clofeniramina
    • Chlorphenamin
    • 1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane
    • HSDB 3032
    • 3-(p-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine
    • gamma-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine
    • gamma-(4-Chlorophenyl)-gamma-(2-pyridyl)propyldimethylamine
    • 1-(p-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine
    • 3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine
    • 3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine
    • Clorfenamina [INN-Spanish]
    • EINECS 205-054-0
    • Chlorphenaminum [INN-Latin]
    • UNII-3U6IO1965U
    • 2-Pyridinepropanamine, gamma-(4-chlorophenyl)-N,N-dimethyl-
    • Chlo-amine
    • Chlorphenamine [INN]
    • CHEBI:52010
    • 3U6IO1965U
    • CHEMBL505
    • Dexchlorpheniramine free base
    • 2-(p-Chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine
    • Cloropiril
    • DTXSID0022804
    • 783AHI015X
    • 25523-97-1 (free base)
    • Chlorphenamine (INN)
    • 3-(4-chlorophenyl)-N,N-dimethyl-3-(2-pyridyl)propan-1-amine
    • Hayon
    • Aller-Chlor
    • TUZISTRA COMPONENET OF CHLORPHENIRAMINE
    • Clorfenamina (INN-Spanish)
    • Chlorphenaminum (INN-Latin)
    • Chloropheniramine maleate
    • 2-[p-chloro-alpha-[2-(dimethylamino)ethyl]benzyl]pyridine
    • Telachlor
    • Clorfeniramina [Italian]
    • (R)-Chloropheniramine
    • 113-92-8
    • Chlorphenamine [INN:BAN]
    • PiriIton
    • Chlor-Pro
    • [3H]Chlorphenamine
    • Clofeniramina (TN)
    • [3H]Chlorpheniramine
    • chlorpheniaramine maleate
    • S-(+)-Chlorpheniramine
    • Prestwick0_000117
    • Prestwick1_000117
    • Prestwick2_000117
    • Prestwick3_000117
    • NCGC00015227-04
    • 5-HT,N-ACETYL
    • SCHEMBL4219
    • Lopac0_000261
    • Oprea1_779072
    • BSPBio_000134
    • CHLORPHENIRAMINE [MI]
    • DivK1c_000596
    • SPBio_002073
    • CHLORPHENIRAMINE [HSDB]
    • BPBio1_000148
    • DTXCID402804
    • GTPL6976
    • CHLORPHENAMINE [WHO-DD]
    • CHLORPHENIRAMINE [VANDF]
    • BDBM35938
    • KBio1_000596
    • R06AB04
    • Chlorpheniramine-d6see c424303
    • NINDS_000596
    • HMS2090M21
    • HMS3428J07
    • Chlorpheniramine polistirex [USAN]
    • 2-Pyridinepropanamine, .gamma.-(4-chlorophenyl)-N,N-dimethyl-
    • HBA18809
    • HY-B0286
    • BBL012285
    • STK736174
    • AKOS001650136
    • AKOS022060794
    • CCG-108982
    • DB01114
    • SB19135
    • SDCCGSBI-0050249.P002
    • IDI1_000596
    • NCGC00015227-03
    • NCGC00015227-05
    • NCGC00015227-06
    • NCGC00015227-09
    • NCGC00015227-19
    • NCGC00162108-01
    • NCGC00162108-02
    • DA-62286
    • CHLORPHENIRAMINE COMPONENT OF TUZISTRA
    • CS-0009285
    • NS00010179
    • C06905
    • D07398
    • EN300-708772
    • G77687
    • L000003
    • Q420133
    • BRD-A04553218-050-03-0
    • BRD-A04553218-050-08-9

  • Applications

    Chlorpheniramine (CAS 132-22-9) is a first-generation antihistamine primarily used as an active pharmaceutical ingredient in allergy and cold/flu formulations, typically available as tablets or syrups and often combined with decongestants in over-the-counter products to relieve sneezing, runny nose, and itchiness; it is also used in veterinary medicines to alleviate allergic symptoms in animals; in medicinal chemistry and pharmaceutical development, chlorpheniramine can serve as a building block or intermediate for the synthesis of related antihistamines and is used in formulation development and optimization studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 398.89
    methanol 410.87
    isopropanol 157.94
    water 1.92
    ethyl acetate 383.96
    n-propanol 371.39
    acetone 388.98
    n-butanol 315.84
    acetonitrile 146.03
    DMF 505.56
    toluene 237.81
    isobutanol 249.11
    1,4-dioxane 568.9
    methyl acetate 320.61
    THF 573.83
    2-butanone 380.73
    n-pentanol 224.76
    sec-butanol 177.88
    n-hexane 3.45
    ethylene glycol 172.17
    NMP 308.08
    cyclohexane 17.8
    DMSO 482.48
    n-butyl acetate 209.41
    n-octanol 41.51
    chloroform 1243.99
    n-propyl acetate 195.49
    acetic acid 407.39
    dichloromethane 1161.14
    cyclohexanone 459.71
    propylene glycol 248.11
    isopropyl acetate 154.72
    DMAc 650.55
    2-ethoxyethanol 516.46
    isopentanol 222.74
    n-heptane 6.64
    ethyl formate 335.73
    1,2-dichloroethane 656.29
    n-hexanol 168.35
    2-methoxyethanol 785.6
    isobutyl acetate 136.56
    tetrachloromethane 114.9
    n-pentyl acetate 94.77
    transcutol 947.37
    n-heptanol 74.37
    ethylbenzene 60.83
    MIBK 121.59
    2-propoxyethanol 409.34
    tert-butanol 137.52
    MTBE 130.76
    2-butoxyethanol 204.7
    propionic acid 263.17
    o-xylene 105.92
    formic acid 215.74
    diethyl ether 186.73
    m-xylene 110.13
    p-xylene 85.59
    chlorobenzene 291.13
    dimethyl carbonate 162.84
    n-octane 2.68
    formamide 274.17
    cyclopentanone 425.64
    2-pentanone 262.51
    anisole 181.69
    cyclopentyl methyl ether 246.59
    gamma-butyrolactone 472.18
    1-methoxy-2-propanol 383.74
    pyridine 568.96
    3-pentanone 242.55
    furfural 550.96
    n-dodecane 2.46
    diethylene glycol 380.06
    diisopropyl ether 31.77
    tert-amyl alcohol 144.69
    acetylacetone 269.79
    n-hexadecane 2.87
    acetophenone 182.63
    methyl propionate 322.88
    isopentyl acetate 171.51
    trichloroethylene 1364.18
    n-nonanol 42.89
    cyclohexanol 236.7
    benzyl alcohol 251.0
    2-ethylhexanol 89.28
    isooctanol 60.77
    dipropyl ether 90.45
    1,2-dichlorobenzene 230.14
    ethyl lactate 123.43
    propylene carbonate 292.41
    n-methylformamide 314.73
    2-pentanol 126.2
    n-pentane 5.65
    1-propoxy-2-propanol 223.63
    1-methoxy-2-propyl acetate 250.0
    2-(2-methoxypropoxy) propanol 144.56
    mesitylene 47.03
    ε-caprolactone 358.1
    p-cymene 44.62
    epichlorohydrin 780.63
    1,1,1-trichloroethane 407.6
    2-aminoethanol 313.91
    morpholine-4-carbaldehyde 536.05
    sulfolane 408.49
    2,2,4-trimethylpentane 7.35
    2-methyltetrahydrofuran 374.52
    n-hexyl acetate 92.52
    isooctane 3.92
    2-(2-butoxyethoxy)ethanol 235.14
    sec-butyl acetate 124.72
    tert-butyl acetate 124.78
    decalin 8.62
    glycerin 293.58
    diglyme 499.65
    acrylic acid 262.14
    isopropyl myristate 39.24
    n-butyric acid 396.75
    acetyl acetate 205.62
    di(2-ethylhexyl) phthalate 67.32
    ethyl propionate 143.69
    nitromethane 477.96
    1,2-diethoxyethane 248.68
    benzonitrile 204.17
    trioctyl phosphate 40.18
    1-bromopropane 239.38
    gamma-valerolactone 684.57
    n-decanol 33.83
    triethyl phosphate 80.64
    4-methyl-2-pentanol 65.11
    propionitrile 166.17
    vinylene carbonate 338.44
    1,1,2-trichlorotrifluoroethane 686.19
    DMS 121.91
    cumene 41.81
    2-octanol 34.59
    2-hexanone 152.55
    octyl acetate 55.29
    limonene 65.95
    1,2-dimethoxyethane 481.06
    ethyl orthosilicate 81.46
    tributyl phosphate 50.79
    diacetone alcohol 166.99
    N,N-dimethylaniline 108.44
    acrylonitrile 215.63
    aniline 347.11
    1,3-propanediol 360.25
    bromobenzene 283.2
    dibromomethane 593.22
    1,1,2,2-tetrachloroethane 915.99
    2-methyl-cyclohexyl acetate 120.82
    tetrabutyl urea 63.41
    diisobutyl methanol 41.0
    2-phenylethanol 190.57
    styrene 93.16
    dioctyl adipate 78.18
    dimethyl sulfate 196.45
    ethyl butyrate 158.61
    methyl lactate 177.06
    butyl lactate 100.63
    diethyl carbonate 118.64
    propanediol butyl ether 144.84
    triethyl orthoformate 120.4
    p-tert-butyltoluene 41.64
    methyl 4-tert-butylbenzoate 115.49
    morpholine 709.6
    tert-butylamine 68.9
    n-dodecanol 27.0
    dimethoxymethane 403.12
    ethylene carbonate 288.95
    cyrene 188.39
    2-ethoxyethyl acetate 194.96
    2-ethylhexyl acetate 133.06
    1,2,4-trichlorobenzene 297.58
    4-methylpyridine 479.87
    dibutyl ether 51.53
    2,6-dimethyl-4-heptanol 41.0
    DEF 349.6
    dimethyl isosorbide 242.16
    tetrachloroethylene 635.51
    eugenol 135.1
    triacetin 135.37
    span 80 118.42
    1,4-butanediol 181.97
    1,1-dichloroethane 504.21
    2-methyl-1-pentanol 187.66
    methyl formate 289.92
    2-methyl-1-butanol 245.78
    n-decane 3.72
    butyronitrile 200.72
    3,7-dimethyl-1-octanol 50.72
    1-chlorooctane 25.82
    1-chlorotetradecane 11.16
    n-nonane 3.03
    undecane 2.91
    tert-butylcyclohexane 7.5
    cyclooctane 5.31
    cyclopentanol 199.79
    tetrahydropyran 473.28
    tert-amyl methyl ether 110.38
    2,5,8-trioxanonane 297.54
    1-hexene 27.91
    2-isopropoxyethanol 276.94
    2,2,2-trifluoroethanol 173.7
    methyl butyrate 211.54

    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