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Drug

D0068 | Imipenem

Molecular Formula C12H17N3O4S
Molecular Weight 299.35
Structure
State solid
Protein binding 20% binds to plasma proteins
Half life 1 hour
Absorption Imipenem is not effectively absorbed from the gastrointestinal tract and therefore must be administered parenterally.
Trade names Primaxin
Description Antibacterial; intravenous beta-lactam antibiotic

J

J01DH51 Imipenem and cilastatin


[J01DH] Carbapenems


[J01D] OTHER BETA-LACTAM ANTIBACTERIALS


[J01] ANTIBACTERIALS FOR SYSTEMIC USE


[J] Antiinfectives for systemic use

Toxicity Dose Time Species Model Method Action Positive criterion Reference
RESPIRATION inhibit 197

Organism Test type Route Dose (normalized dose) Effect Source
rat LD50 intravenous > 1316mg/kg (1316mg/kg) Drugs in Japan Vol. -, Pg. 134, 1990.
rat LD50 subcutaneous 2gm/kg (2000mg/kg) Drugs in Japan Vol. -, Pg. 134, 1990.
rat LD50 oral > 5gm/kg (5000mg/kg) Drugs in Japan Vol. -, Pg. 134, 1990.
mouse LD50 intravenous 664ug/kg (0.664mg/kg) Journal of Antibiotics. Vol. 48, Pg. 408, 1995.
mouse LD50 intravenous 1068mg/kg (1068mg/kg) Drugs in Japan Vol. -, Pg. 134, 1990.
mouse LD50 oral > 5gm/kg (5000mg/kg) Drugs in Japan Vol. -, Pg. 134, 1990.
rat LD50 oral > 5gm/kg (5000mg/kg) gastrointestinal: "hypermotility, diarrhea" Chemotherapy Vol. 33(Suppl,
rat LD50 subcutaneous > 5gm/kg (5000mg/kg) Chemotherapy Vol. 33(Suppl,
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg) Chemotherapy Vol. 33(Suppl,
mouse LD50 subcutaneous 1922mg/kg (1922mg/kg) Drugs in Japan Vol. -, Pg. 134, 1990.
rat LD50 intravenous 1972mg/kg (1972mg/kg) Chemotherapy Vol. 33(Suppl,
mouse LD50 oral > 5gm/kg (5000mg/kg) gastrointestinal: "hypermotility, diarrhea" Chemotherapy Vol. 33(Suppl,


  • (5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid (5R,6S)-3-((2-formimidamidoethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid
    (5R,6S)-3-(2-formimidamidoethylthio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (5R,6S)-3-({2-[(E)-(aminomethylidene)amino]ethyl}sulfanyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure
    (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-(2-methanimidamidoethylsulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
    (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-[(2-methanimidamidoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-((1R)-1-hydroxyethyl)-3-((2-((iminomethyl)amino)ethyl)thio)-7-oxo-, (5R,6S)- 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-(1-hydroxyethyl)-3-((2-((iminomethyl)amino)ethyl)thio)-7-oxo-, (5R-(5-alpha,6-alpha(R*)))-
    1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-[(1R)-1-hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-, (5R,6S)- 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,6-[(1R)-1-hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-,(5R,6S)- 103730-39-8
    3-[(2-Aminoethyl)thio]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methylester monohydrochloride compd. with 1-methyl-2-pyrrolidinone (1:1) 64221-86-9 74431-23-5
    847I667 AB01563339_01 AKOS016010844
    AS-75130 BCP13012 BDBM50049708
    BDBM50213266 BIDD:GT0686 BPBio1_000525
    BSPBio_000477 C06665 CAS-64221-86-9
    CCG-220519 CCG-221583 CHEBI:471744
    CHEMBL148 D04515 DB01598
    DSSTox_CID_3143 DSSTox_GSID_23143 DSSTox_RID_76888
    DTXSID2023143 EINECS 264-734-5 Epitope ID:120384
    FT-0627191 HMS1569H19 HMS2090A15
    HMS2096H19 HMS3260H20 HMS3713H19
    Imipemide Imipenem (INN) Imipenem [INN]
    Imipenem anhydrous Imipenem, N-Formimidoyl thienamycin Imipenemum
    Imipenemum [Latin] Imipenen LP00279
    MK 0787 MK-0787 MK-787
    N-Formimidoylthienamycin N-formimidoyl thienamycin NCGC00016928-01
    NCGC00167958-01 NCGC00167958-02 NCGC00167958-03
    NCGC00167958-05 NCGC00260964-01 NSC-717864
    NSC-759901 NSC717864 NSC759901
    Pharmakon1600-01506001 Prestwick0_000519 Prestwick1_000519
    Prestwick2_000519 Prestwick3_000519 Prestwick_844
    Primaxin Q20IM7HE75 Q425152
    SCHEMBL1649260 SCHEMBL8781920 SPBio_002398
    SR-05000000294 SR-05000000294-2 SR-05000000294-5
    Thienamycin p-nitrobenzylester hydrochloride (N-methylpyrrolidinonesolvate) Tienamycin Tox21_110689
    Tox21_110689_1 Tox21_500279 UNII-Q20IM7HE75
    X-2302 ZINC4097225 ZSKVGTPCRGIANV-ZXFLCMHBSA-N
    [5R-[5.alpha.,6.alpha.(R*)]]-6-(1-Hydroxyethyl)-3-[[2- [(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2- ene-2-carboxylic acid monohydrate imipen imipenem

    DrugBank Name Imipenem
    DrugBank DB01598
    CAS Number 103730-39-8, 442847-66-7, 64221-86-9, 6623-14-9, 74431-23-5, 85960-17-4
    PubChem Compound 104838
    KEGG Compound ID C06665
    KEGG Drug D04515
    PubChem.Substance 46505744
    ChEBI 471744
    PharmGKB PA449968
    ChemSpider 94631
    BindingDB 50049708.0
    TTD DAP000459
    Wikipedia Imipenem
    DPD 1390

    1. Vuda et al. (2016)