Ampicillin Trihydrate

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  • Identifiers

    CAS number
    7177-48-2

    Molecular formula
    C16H25N3O7S

    SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C.O.O.O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 73.43%
    Savory 29.78%
    Meaty 27.17%
    Cooked 24.03%
    Cooling 22.31%
    Roasted 20.86%
    Bitter 19.85%
    Nutty 16.92%
    Popcorn 16.58%
    Milky 16.06%

     

    Flavor
    Bitter 85.67%
    Odorless 38.89%
    Bland 25.76%
    Sweet-like 20.03%
    Nitrile 19.52%
    Cedarleaf 19.22%
    Mild 18.54%
    Heather 18.11%
    Taco 18.0%
    Broom 17.97%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    4.33 (weak acid)

    Molecular weight
    403.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    622°C

    Melting point expt.

    • 388 to 392 °F (decomposes) (NTP, 1992)

    Flash point

    • 274.06 ˚C est.

    Solubility expt.

    • 1 to 10 mg/mL at 70 °F (NTP, 1992)

  • Synonyms

    • AMPICILLIN TRIHYDRATE
    • 7177-48-2
    • 615-347-9
    • Aminobenzylpenicillin trihydrate
    • Ampinova
    • Trafarbiot
    • Amperil
    • Amcap
    • Cymbi
    • Principen
    • Ampicillin 3-wasser
    • Penbritin
    • CCRIS 267
    • alpha-Aminobenzylpenicillin trihydrate
    • HXQ6A1N7R6
    • AMPICILLIN/AMPICILLIN TRIHYDRATE
    • Amcill (TN)
    • DTXSID9020083
    • Pfizerpen-A
    • CHEBI:31209
    • Ampicillin hydrate
    • (D-(-)-alpha-Aminobenzyl)penicillin trihydrate
    • Ampicillin hydrate (JP17)
    • DTXCID4083
    • (2S,5R,6R)-6-((R)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
    • AMPICILLIN HYDRATE [JAN]
    • Ampicillin/ampicillin monohydrate
    • NCI-C56086
    • AMPICILLIN TRIHYDRATE [MI]
    • AMPICILLIN TRIHYDRATE [VANDF]
    • AMPICILLIN TRIHYDRATE [MART.]
    • AMPICILLIN TRIHYDRATE [USP-RS]
    • AMPICILLIN TRIHYDRATE [WHO-DD]
    • AMPICILLIN TRIHYDRATE [WHO-IP]
    • (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
    • Ampicillin (trihydrate)
    • AMPICILLIN TRIHYDRATE [GREEN BOOK]
    • AMPICILLIN TRIHYDRATE [EP MONOGRAPH]
    • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2R)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, trihydrate, (2S,5R,6R)-
    • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, trihydrate, (2S-(2alpha,5alpha,6beta(S*)))-
    • AMPICILLIN/AMPICILLIN TRIHYDRATE [ORANGE BOOK]
    • ukopen
    • Ampicillin Trihydrate; BRL-1341
    • AMPICILLIN TRIHYDRATE (MART.)
    • MFCD00072036
    • AMPICILLIN TRIHYDRATE (USP-RS)
    • 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid trihydrate
    • (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
    • (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;trihydrate
    • 4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-(((2R)-2-AMINO-2-PHENYLACETYL)AMINO)-3,3-DIMETHYL-7-OXO-, HYDRATE (1:3), (2S,5R,6R)-
    • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, trihydrate, D-(-)-
    • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, trihydrate, (2S,5R,6R)-
    • AMPICILLIN TRIHYDRATE (EP MONOGRAPH)
    • [D-(-)-ALPHA-AMINOBENZYL]PENICILLIN TRIHYDRATE
    • UNII-HXQ6A1N7R6
    • OMNIPEN (AMPICILLIN)
    • Ampi-Ject
    • 6beta-((2R)-2-amino-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylic acid trihydrate
    • (2S,5R,6R)-6-(((2R)-2-amino-2-phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid trihydrate
    • (2S,5R,6R)-6-((2R)-2-Amino-2-phenylacetylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid trihydrate
    • (2S,5R,6R)-6-[(2R)-2-Amino-2-phenylacetylamino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
    • 4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-(2-AMINO-2-PHENYLACETAMIDO)-3,3-DIMETHYL-7-OXO-, TRIHYDRATE, D-(-)-
    • 4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID, 6-[(AMINOPHENYLACETYL)AMINO]-3,3-DIMETHYL-7-OXO-, TRIHYDRATE, [2S-[2ALPHA,5ALPHA,6BETA(S*)]]-
    • CAS-7177-48-2
    • Princillin Injection
    • 6-(D(-)-alpha-Aminophenylacetamido)penicillanic acid trihydrate
    • 6-[D(-)-alpha-Aminophenylacetamido]penicillanic acid trihydrate
    • ampicilline trihydrate
    • PRINCIPEN'125
    • PRINCIPEN'250
    • PRINCIPEN'500
    • Princillin Injection 200 mg
    • CHEMBL453388
    • HMS1568G10
    • HMS2095G10
    • HMS3712G10
    • (6R)-6-(alpha-D-phenylglycylamino)penicillanic acid trihydrate
    • Tox21_201148
    • s4148
    • AKOS015915153
    • AA29038
    • CCG-220114
    • KS-5251
    • NCGC00023282-03
    • NCGC00258700-01
    • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, trihydrate, D- (-)-
    • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, trihydrate, [2S-[2.alpha.,5.alpha.,6.beta.(S*)]]-
    • DA-50434
    • D-(-)--Aminobenzylpenicillin (trihydrate)
    • Ampicillin, meets USP testing specifications
    • D01251
    • SR-01000000061
    • SR-01000000061-4
    • Q27114210
    • Ampicillin trihydrate, VETRANAL(TM), analytical standard
    • Ampicillin trihydrate, 96.0-100.5% anhydrous basis (HPLC)
    • Ampicillin trihydrate, British Pharmacopoeia (BP) Reference Standard
    • Ampicillin trihydrate, European Pharmacopoeia (EP) Reference Standard
    • Ampicillin trihydrate, United States Pharmacopeia (USP) Reference Standard
    • Ampicillin Trihydrate, Pharmaceutical Secondary Standard; Certified Reference Material
    • (2S,5R,6R)-6-((R)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacidtrihydrate
    • D-(-)-6-(2-AMINO-2-PHENYLACETAMIDO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO-(3.2.0)HEPTANE-2-CARBOXYLIC ACID TRIHYDRATE

  • Applications

    Ampicillin Trihydrate, CAS 7177-48-2, is used primarily in pharmaceuticals as an active antibiotic ingredient in formulations for humans and for veterinary use; in microbiology laboratories it serves as a selective antibiotic in culture media and susceptibility testing; in pharmaceutical manufacturing it can act as a starting material for the synthesis and production of related beta-lactam antibiotics; and it may be encountered as a component in research and quality-control workflows related to antibacterial agents.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.16
    methanol 10.41
    isopropanol 2.66
    water 5.71
    ethyl acetate 2.32
    n-propanol 3.24
    acetone 2.25
    n-butanol 2.67
    acetonitrile 3.29
    DMF 22.6
    toluene 0.14
    isobutanol 1.4
    1,4-dioxane 2.86
    methyl acetate 1.94
    THF 8.64
    2-butanone 2.21
    n-pentanol 1.48
    sec-butanol 1.46
    n-hexane 0.02
    ethylene glycol 14.95
    NMP 16.46
    cyclohexane 0.03
    DMSO 26.9
    n-butyl acetate 1.5
    n-octanol 0.79
    chloroform 1.96
    n-propyl acetate 1.25
    acetic acid 23.02
    dichloromethane 1.88
    cyclohexanone 3.27
    propylene glycol 8.08
    isopropyl acetate 1.21
    DMAc 23.41
    2-ethoxyethanol 15.61
    isopentanol 1.72
    n-heptane 0.04
    ethyl formate 3.69
    1,2-dichloroethane 1.3
    n-hexanol 1.61
    2-methoxyethanol 42.53
    isobutyl acetate 0.6
    tetrachloromethane 0.34
    n-pentyl acetate 1.37
    transcutol 12.84
    n-heptanol 1.45
    ethylbenzene 0.12
    MIBK 1.67
    2-propoxyethanol 15.75
    tert-butanol 1.56
    MTBE 0.34
    2-butoxyethanol 9.03
    propionic acid 4.85
    o-xylene 0.13
    formic acid 87.28
    diethyl ether 0.83
    m-xylene 0.17
    p-xylene 0.17
    chlorobenzene 0.35
    dimethyl carbonate 3.3
    n-octane 0.03
    formamide 70.74
    cyclopentanone 6.19
    2-pentanone 2.43
    anisole 0.51
    cyclopentyl methyl ether 1.2
    gamma-butyrolactone 10.37
    1-methoxy-2-propanol 19.64
    pyridine 2.24
    3-pentanone 1.36
    furfural 13.25
    n-dodecane 0.02
    diethylene glycol 29.55
    diisopropyl ether 0.18
    tert-amyl alcohol 1.09
    acetylacetone 3.63
    n-hexadecane 0.03
    acetophenone 1.4
    methyl propionate 2.89
    isopentyl acetate 1.34
    trichloroethylene 3.19
    n-nonanol 0.82
    cyclohexanol 0.86
    benzyl alcohol 1.52
    2-ethylhexanol 0.71
    isooctanol 0.97
    dipropyl ether 0.63
    1,2-dichlorobenzene 0.51
    ethyl lactate 3.85
    propylene carbonate 4.76
    n-methylformamide 18.17
    2-pentanol 1.1
    n-pentane 0.03
    1-propoxy-2-propanol 6.99
    1-methoxy-2-propyl acetate 3.51
    2-(2-methoxypropoxy) propanol 5.09
    mesitylene 0.12
    ε-caprolactone 4.02
    p-cymene 0.21
    epichlorohydrin 9.13
    1,1,1-trichloroethane 0.63
    2-aminoethanol 14.37
    morpholine-4-carbaldehyde 18.15
    sulfolane 15.25
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 1.88
    n-hexyl acetate 1.24
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 7.74
    sec-butyl acetate 0.66
    tert-butyl acetate 1.07
    decalin 0.02
    glycerin 32.42
    diglyme 11.85
    acrylic acid 8.4
    isopropyl myristate 0.45
    n-butyric acid 5.87
    acetyl acetate 1.77
    di(2-ethylhexyl) phthalate 1.28
    ethyl propionate 1.29
    nitromethane 23.4
    1,2-diethoxyethane 1.59
    benzonitrile 1.32
    trioctyl phosphate 0.95
    1-bromopropane 0.41
    gamma-valerolactone 18.01
    n-decanol 0.58
    triethyl phosphate 1.15
    4-methyl-2-pentanol 0.75
    propionitrile 1.94
    vinylene carbonate 5.31
    1,1,2-trichlorotrifluoroethane 18.85
    DMS 1.55
    cumene 0.11
    2-octanol 0.68
    2-hexanone 1.17
    octyl acetate 0.75
    limonene 0.23
    1,2-dimethoxyethane 8.57
    ethyl orthosilicate 0.95
    tributyl phosphate 0.93
    diacetone alcohol 5.08
    N,N-dimethylaniline 0.49
    acrylonitrile 4.03
    aniline 0.69
    1,3-propanediol 19.23
    bromobenzene 0.23
    dibromomethane 0.87
    1,1,2,2-tetrachloroethane 2.38
    2-methyl-cyclohexyl acetate 1.09
    tetrabutyl urea 1.68
    diisobutyl methanol 0.47
    2-phenylethanol 2.16
    styrene 0.13
    dioctyl adipate 0.92
    dimethyl sulfate 7.29
    ethyl butyrate 1.3
    methyl lactate 9.17
    butyl lactate 3.3
    diethyl carbonate 1.05
    propanediol butyl ether 6.67
    triethyl orthoformate 1.2
    p-tert-butyltoluene 0.18
    methyl 4-tert-butylbenzoate 2.66
    morpholine 5.27
    tert-butylamine 0.42
    n-dodecanol 0.39
    dimethoxymethane 11.03
    ethylene carbonate 3.58
    cyrene 9.76
    2-ethoxyethyl acetate 2.82
    2-ethylhexyl acetate 0.86
    1,2,4-trichlorobenzene 0.75
    4-methylpyridine 1.37
    dibutyl ether 0.38
    2,6-dimethyl-4-heptanol 0.47
    DEF 3.86
    dimethyl isosorbide 9.21
    tetrachloroethylene 1.87
    eugenol 4.68
    triacetin 2.33
    span 80 4.05
    1,4-butanediol 6.2
    1,1-dichloroethane 0.69
    2-methyl-1-pentanol 1.01
    methyl formate 11.12
    2-methyl-1-butanol 1.37
    n-decane 0.04
    butyronitrile 1.85
    3,7-dimethyl-1-octanol 0.62
    1-chlorooctane 0.18
    1-chlorotetradecane 0.08
    n-nonane 0.03
    undecane 0.03
    tert-butylcyclohexane 0.02
    cyclooctane 0.02
    cyclopentanol 1.79
    tetrahydropyran 1.2
    tert-amyl methyl ether 0.42
    2,5,8-trioxanonane 8.4
    1-hexene 0.11
    2-isopropoxyethanol 5.66
    2,2,2-trifluoroethanol 14.93
    methyl butyrate 1.87

    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