Ramipril

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  • Identifiers

    CAS number
    87333-19-5

    Molecular formula
    C23H32N2O5

    SMILES
    CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(=O)O

    Safety labels

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 55.65%
    Cooling 28.86%
    Savory 28.04%
    Sweet 20.78%
    Milky 19.84%
    Bitter 18.34%
    Cooked 17.07%
    Meaty 16.7%
    Mint 16.64%
    Fruity 15.7%

     

    Flavor
    Bitter 75.8%
    Odorless 42.02%
    Bland 30.71%
    Mild 22.52%
    Sweet-like 21.98%
    Cedarleaf 19.76%
    Nitrile 19.75%
    Heather 19.2%
    Broom 18.84%
    Genet 18.6%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    5.6 (weak acid)

    Molecular weight
    416.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    633°C

    Melting point expt.

    • 109 °C
    • MP: 105-112 °C

    Flash point

    • 256.45 ˚C est.

    Solubility expt.

    • >62.5 [ug/mL] (The mean of the results at pH 7.4)
    • 3.5mg/L
    • Sparingly soluble in water
    • Freely soluble in methanol
    • Soluble in polar substances and buffered aqueous solutions
    • 3.90e-02 g/L

  • Synonyms

    • ramipril
    • 87333-19-5
    • Tritace
    • Altace
    • Ramace
    • Delix
    • Triatec
    • Cardace
    • Vesdil
    • Acovil
    • Carasel
    • Pramace
    • Lostapres
    • Hytren
    • Hoe-498
    • Ramiprilum
    • Ramiprilum [Latin]
    • Naprix
    • Ramipro
    • Unipril
    • HOE 498
    • Corpril
    • Ramipres
    • Ecator
    • Hopace
    • Quark
    • Altace (TN)
    • UNII-L35JN3I7SJ
    • L35JN3I7SJ
    • MFCD00865775
    • NSC-758933
    • CHEBI:8774
    • DTXSID8023551
    • C09AA05
    • (2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
    • CHEMBL1168
    • RAMIPRIL, (+)-
    • DTXCID203551
    • HSDB 8393
    • Ramipril [USAN:USP:INN:BAN]
    • Ramipril-d3
    • Ramiprilum (Latin)
    • NSC 758933
    • (2S,3aS,6aS)-1-((S)-N-((S)-1-Carboxy-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid, 1-ethyl ester
    • RAMIPRIL (MART.)
    • RAMIPRIL [MART.]
    • RAMIPRIL (USP-RS)
    • RAMIPRIL [USP-RS]
    • (2S,3As,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azaniumyl]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylate
    • (2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid
    • (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-1-(2-((1-(Ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid
    • RAMIPRIL (EP MONOGRAPH)
    • RAMIPRIL [EP MONOGRAPH]
    • RAMIPRIL (USP MONOGRAPH)
    • RAMIPRIL [USP MONOGRAPH]
    • Ramipril (USAN:USP:INN:BAN)
    • HOE498
    • Ramipril (Altace)
    • Ramipril (1.0 mg/mL in Methanol)
    • (2S,3AS,6AS)-1((S)-N-((S)-1-CARBOXY-3-PHENYLPROPYL)ALANYL)OCTAHYDROCYCLOPENTA(B)PYRROLE-2-CARBOXYLIC ACID 1-ETHYL ESTER
    • (2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid (non-preferred name)
    • Cyclopenta[b]pyrrole-2-carboxylic acid, 1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-, (2S,3aS,6aS)-
    • SMR000466386
    • Ramipril (USP/INN)
    • SR-05000001908
    • NCGC00016955-01
    • (2S,3aS,6aS)-1-[(S)-N-[(S)-1-Carboxy-3-phenylpropyl]alanyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid, 1-ethyl ester
    • CYCLOPENTA(B)PYRROLE-2-CARBOXYLIC ACID, 1-((2S)-2-(((1S)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-1-OXOPROPYL)OCTAHYDRO-, (2S,3AS,6AS)-
    • CAS-87333-19-5
    • Ramipril (Standard)
    • (2S,3aS,6aS)-1-((S)-N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrol-2-carbonsaeure
    • Spectrum_001958
    • RAMIPRIL [USAN]
    • RAMIPRIL [INN]
    • RAMIPRIL [JAN]
    • RAMIPRIL [MI]
    • RAMIPRIL [VANDF]
    • Spectrum3_001794
    • Spectrum4_001269
    • Spectrum5_001721
    • RAMIPRIL [WHO-DD]
    • SCHEMBL16059
    • BSPBio_003347
    • KBioGR_001858
    • KBioSS_002512
    • (2S,3aS,6aS)-1-((S)-2-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid
    • Cyclopenta(b)pyrrole-2-carboxylic acid, 1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-, (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-
    • MLS000759523
    • MLS001216547
    • MLS001423965
    • N-(1S-carboethoxy-3-phenylpropyl)-S-alanyl-cis,endo-2-azabicyclo[3.3.0]octane-3S-carboxylic Acid
    • Ramipril - Bio-X trade mark
    • BIDD:GT0803
    • SPECTRUM1505214
    • RAMIPRIL [ORANGE BOOK]
    • GTPL6339
    • Ramipril, >=98% (HPLC)
    • HY-B0279R
    • KBio2_002504
    • KBio2_005072
    • KBio2_007640
    • KBio3_002849
    • NPD2431
    • HMS2051E04
    • HMS2090L11
    • HMS2093M10
    • HMS2231M05
    • HMS3259J07
    • HMS3715M16
    • Pharmakon1600-01505214
    • CYCLOPENTA(B)PYRROLE-2-CARBOXYLIC ACID, 1-(2-((1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-1-OXOPROPYL)OCTAHYDRO-, (2S-(1(R*(R*)),2.ALPHA.,3A.BETA.,6A.BETA.))-
    • HY-B0279
    • Tox21_110708
    • BBL033964
    • BDBM50084681
    • NSC758933
    • s1793
    • STK801937
    • AKOS005622534
    • Tox21_110708_1
    • AC-1347
    • CCG-100833
    • DB00178
    • FC27676
    • KS-1103
    • NC00083
    • NC00627
    • NCGC00178127-01

  • Applications

    Ramipril (CAS 87333-19-5) is an active pharmaceutical ingredient used in antihypertensive medications of the ACE inhibitor class. Its primary applications include supplying API for prescription antihypertensives formulated into oral dosage forms (tablets or capsules), supporting formulation development for ACE inhibitors, enabling generic drug manufacturing, contributing to cardiovascular drug research and development, and providing API production through contract manufacturing organizations under GMP, all in compliance with local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.03
    methanol 78.12
    isopropanol 7.52
    water 5.11
    ethyl acetate 10.52
    n-propanol 12.71
    acetone 19.81
    n-butanol 12.88
    acetonitrile 8.2
    DMF 51.27
    toluene 2.75
    isobutanol 8.15
    1,4-dioxane 16.56
    methyl acetate 8.41
    THF 30.37
    2-butanone 13.42
    n-pentanol 10.77
    sec-butanol 7.31
    n-hexane 0.15
    ethylene glycol 17.78
    NMP 59.8
    cyclohexane 0.17
    DMSO 57.98
    n-butyl acetate 6.27
    n-octanol 5.5
    chloroform 22.82
    n-propyl acetate 5.5
    acetic acid 66.49
    dichloromethane 25.52
    cyclohexanone 32.76
    propylene glycol 16.13
    isopropyl acetate 8.23
    DMAc 98.5
    2-ethoxyethanol 43.83
    isopentanol 10.96
    n-heptane 0.12
    ethyl formate 11.68
    1,2-dichloroethane 13.01
    n-hexanol 6.52
    2-methoxyethanol 67.68
    isobutyl acetate 4.42
    tetrachloromethane 2.71
    n-pentyl acetate 10.4
    transcutol 68.62
    n-heptanol 7.64
    ethylbenzene 1.88
    MIBK 8.99
    2-propoxyethanol 34.6
    tert-butanol 5.69
    MTBE 2.34
    2-butoxyethanol 28.67
    propionic acid 18.0
    o-xylene 2.38
    formic acid 104.69
    diethyl ether 3.31
    m-xylene 2.59
    p-xylene 2.46
    chlorobenzene 5.62
    dimethyl carbonate 11.32
    n-octane 0.14
    formamide 88.52
    cyclopentanone 37.17
    2-pentanone 13.64
    anisole 4.41
    cyclopentyl methyl ether 8.12
    gamma-butyrolactone 41.04
    1-methoxy-2-propanol 40.09
    pyridine 14.9
    3-pentanone 9.25
    furfural 44.94
    n-dodecane 0.15
    diethylene glycol 44.13
    diisopropyl ether 1.01
    tert-amyl alcohol 6.25
    acetylacetone 23.27
    n-hexadecane 0.18
    acetophenone 10.15
    methyl propionate 11.48
    isopentyl acetate 7.51
    trichloroethylene 33.33
    n-nonanol 5.81
    cyclohexanol 8.19
    benzyl alcohol 12.9
    2-ethylhexanol 3.4
    isooctanol 5.82
    dipropyl ether 1.98
    1,2-dichlorobenzene 6.79
    ethyl lactate 10.14
    propylene carbonate 19.6
    n-methylformamide 34.8
    2-pentanol 5.4
    n-pentane 0.12
    1-propoxy-2-propanol 17.1
    1-methoxy-2-propyl acetate 14.67
    2-(2-methoxypropoxy) propanol 20.13
    mesitylene 1.6
    ε-caprolactone 26.98
    p-cymene 1.52
    epichlorohydrin 41.1
    1,1,1-trichloroethane 6.6
    2-aminoethanol 27.89
    morpholine-4-carbaldehyde 57.61
    sulfolane 56.78
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 9.94
    n-hexyl acetate 10.46
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 30.37
    sec-butyl acetate 4.39
    tert-butyl acetate 7.18
    decalin 0.23
    glycerin 39.89
    diglyme 44.33
    acrylic acid 26.3
    isopropyl myristate 3.28
    n-butyric acid 25.92
    acetyl acetate 11.34
    di(2-ethylhexyl) phthalate 8.2
    ethyl propionate 5.32
    nitromethane 62.55
    1,2-diethoxyethane 10.92
    benzonitrile 10.02
    trioctyl phosphate 5.44
    1-bromopropane 3.27
    gamma-valerolactone 72.87
    n-decanol 3.82
    triethyl phosphate 4.62
    4-methyl-2-pentanol 3.94
    propionitrile 6.46
    vinylene carbonate 21.12
    1,1,2-trichlorotrifluoroethane 54.12
    DMS 11.13
    cumene 1.54
    2-octanol 4.15
    2-hexanone 8.25
    octyl acetate 5.52
    limonene 1.74
    1,2-dimethoxyethane 28.25
    ethyl orthosilicate 4.4
    tributyl phosphate 5.67
    diacetone alcohol 18.06
    N,N-dimethylaniline 4.27
    acrylonitrile 12.47
    aniline 7.88
    1,3-propanediol 36.99
    bromobenzene 4.75
    dibromomethane 10.34
    1,1,2,2-tetrachloroethane 23.54
    2-methyl-cyclohexyl acetate 6.46
    tetrabutyl urea 8.93
    diisobutyl methanol 1.78
    2-phenylethanol 11.77
    styrene 1.98
    dioctyl adipate 6.7
    dimethyl sulfate 23.25
    ethyl butyrate 4.86
    methyl lactate 21.29
    butyl lactate 14.64
    diethyl carbonate 3.78
    propanediol butyl ether 25.91
    triethyl orthoformate 5.12
    p-tert-butyltoluene 1.25
    methyl 4-tert-butylbenzoate 14.97
    morpholine 21.28
    tert-butylamine 1.68
    n-dodecanol 2.52
    dimethoxymethane 34.67
    ethylene carbonate 16.98
    cyrene 27.92
    2-ethoxyethyl acetate 19.23
    2-ethylhexyl acetate 5.36
    1,2,4-trichlorobenzene 8.96
    4-methylpyridine 11.99
    dibutyl ether 2.72
    2,6-dimethyl-4-heptanol 1.78
    DEF 19.72
    dimethyl isosorbide 27.88
    tetrachloroethylene 18.94
    eugenol 19.26
    triacetin 15.86
    span 80 16.68
    1,4-butanediol 21.25
    1,1-dichloroethane 7.11
    2-methyl-1-pentanol 9.76
    methyl formate 26.5
    2-methyl-1-butanol 10.63
    n-decane 0.26
    butyronitrile 7.27
    3,7-dimethyl-1-octanol 4.3
    1-chlorooctane 1.51
    1-chlorotetradecane 0.62
    n-nonane 0.2
    undecane 0.2
    tert-butylcyclohexane 0.17
    cyclooctane 0.11
    cyclopentanol 10.55
    tetrahydropyran 7.1
    tert-amyl methyl ether 3.19
    2,5,8-trioxanonane 31.27
    1-hexene 0.82
    2-isopropoxyethanol 22.54
    2,2,2-trifluoroethanol 37.02
    methyl butyrate 7.82

    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