Drug

D0391 | Pyrazinamide

Molecular Formula C5H5N3O
Molecular Weight 123.11
Structure
State solid
Route of elimination Approximately 70% of an oral dose is excreted in the urine, mainly by glomerular filtration within 24 hours
Protein binding ~10% (bound to plasma proteins)
Half life 9-10 hours (normal conditions)
Absorption Rapidly and well absorbed from the gastrointestinal tract.

J

J04AM06 Rifampicin, pyrazinamide, ethambutol and isoniazid


[J04AM] Combinations of drugs for treatment of tuberculosis


[J04A] DRUGS FOR TREATMENT OF TUBERCULOSIS


[J04] ANTIMYCOBACTERIALS


[J] Antiinfectives for systemic use


J04AM05 Rifampicin, pyrazinamide and isoniazid


[J04AM] Combinations of drugs for treatment of tuberculosis


[J04A] DRUGS FOR TREATMENT OF TUBERCULOSIS


[J04] ANTIMYCOBACTERIALS


[J] Antiinfectives for systemic use


J04AK01 Pyrazinamide


[J04AK] Other drugs for treatment of tuberculosis


[J04A] DRUGS FOR TREATMENT OF TUBERCULOSIS


[J04] ANTIMYCOBACTERIALS


[J] Antiinfectives for systemic use


Toxicity Dose Time Species Model Method Action Positive criterion Reference
MEMBRANE POTENTIAL > 400 µM 30 mins mouse liver mitochondria Rh123 fluorescence (excitation 485 nm, emission 535 nm) are recorded using a fluorescence multi-well plate reader (mCICCP (20 µM) treatments was considered as the 100% baseline for ΔΨm loss) decrease EC20 36
RESPIRATION 107.5 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition. decrease EC20 36
RESPIRATION 190.9 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition. decrease EC20 36
SWELLING > 400 µM 30 mins mouse liver mitochondria swelling assay: Absorbance at 545 nm using a fluorescence multi-well plate reader (CaCl2 (50 µM) was considered as the 100% baseline for the swelling ) increase EC20 36

Target Dose Time Species Model Method Action Positive criterion Reference
NADH:ubiquinone reductase 107.5 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition. inhibit EC20 36
Succinate dehydrogenase 190.9 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition. inhibit EC20 36
Cytochrome c > 400 µM 30 mins mouse liver mitochondria Cytochrome c release was evaluated using ELISA kit ( 20 µg/ml Alamethicin was used as 100% baseline) release EC20 36

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 54 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


Reported as not meeting GHS hazard criteria by 2 of 54 companies. For more detailed information, please visit ECHA C&L website


Of the 1 notification(s) provided by 52 of 54 companies with hazard statement code(s):


H310 (100%): Fatal in contact with skin [Danger Acute toxicity, dermal]


H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]


H330 (100%): Fatal if inhaled [Danger Acute toxicity, inhalation]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P260, P262, P264, P270, P271, P280, P284, P302+P350, P302+P352, P304+P340, P310, P320, P321, P322, P332+P313, P361, P362, P363, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

  • Jaundice

  • 2-Carbamylpyrazine 2-Carbamylpyrazine ;Aldinamid ;Aldinamide 2-Pyrazinecarboxamide
    2-carbamyl pyrazine 2-pyrazine carboxamide 2-pyrazinecarboxylic acid amide;
    2KNI5N06TI 5-25-04-00178 (Beilstein Handbook Reference) 98-96-4
    AB00052083 AB00052083-16 AB00052083_17
    AB00052083_18 AB0008224 AB2000278
    AC-907/25014068 ACMC-20aive ACT01761
    AK-94813 AKOS000120280 ANW-75384
    AZT + Pyrazinamide combination Aldinamid Aldinamide
    B2122 BB 0253141 BBL010592
    BCP30257 BDBM228814 BIDD:GT0228
    BPBio1_000515 BRN 0112306 BSPBio_000467
    BSPBio_002572 Braccopiral C01956
    C5H5N3O CAS- 98-96-4 CAS-98-96-4
    CCG-39243 CCRIS 545 CHEBI:45285
    CHEMBL614 CPD000036662 CS-2260
    Certified Reference Material Corsazinmid D-50
    D-50 (VAN) D00144 DB-002866
    DB00339 DRG 0124 DSSTox_CID_1215
    DSSTox_GSID_21215 DSSTox_RID_76014 DTXSID9021215
    Dipimide DivK1c_000241 EBD430
    EINECS 202-717-6 EU-0101011 Eprazin
    FT-0659757 Farmizina GTPL7287
    HMS1569H09 HMS1920N08 HMS2092E09
    HMS2096H09 HMS2235G17 HMS3259O04
    HMS3263K03 HMS3371G09 HMS3655A10
    HMS3713H09 HMS500M03 HSDB 3576
    HY-B0271 IDI1_000241 IPEHBUMCGVEMRF-UHFFFAOYSA-N
    InChI=1/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9 Isopas J10111
    KBio1_000241 KBio2_001382 KBio2_003950
    KBio2_006518 KBio3_001792 KBioGR_001851
    KBioSS_001382 KS-00000B7D KSC-27-052E
    KSC449E8F KUC109577N LP01011
    LS-2053 Lopac-P-7136 Lopac0_001011
    Lynamide M-7421 MCULE-6846697749
    MFCD00006132 MFCD00006132 (97+%) MK 56
    MLS000069730 MLS002222347 NC00534
    NCGC00015833-01 NCGC00015833-02 NCGC00015833-03
    NCGC00015833-04 NCGC00015833-05 NCGC00015833-06
    NCGC00015833-07 NCGC00015833-08 NCGC00015833-09
    NCGC00015833-10 NCGC00015833-11 NCGC00015833-12
    NCGC00015833-15 NCGC00015833-16 NCGC00090695-01
    NCGC00090695-03 NCGC00090695-04 NCGC00090695-05
    NCGC00090695-06 NCGC00090695-07 NCGC00256336-01
    NCGC00259608-01 NCGC00261696-01 NCI-C01785
    NINDS_000241 NSC 14911 NSC-14911
    NSC-757304 NSC14911 NSC757304
    Novamid Opera_ID_735 P 7136
    P ezetamid P0633 PZA
    PZA Pezetamid Pezetamid;Pyrafat;Zinamide;Tebrazid;Pyrafat;Pyrazinoic acid amide
    Pharmakon1600-01500518 Pharozinamide Piraldina
    Pirazimida Pirazinamid Pirazinamida
    Pirazinamida [INN-Spanish] Pirazinamide Pirazinamide [DCIT]
    Prazina Prestwick0_000514 Prestwick1_000514
    Prestwick2_000514 Prestwick3_000514 Prestwick_811
    Pyrafat Pyramide Pyrazide
    Pyrazinamdie Pyrazinamid Pyrazinamide (JP17/USP/INN)
    Pyrazinamide (Pyrazinoic acid amide) Pyrazinamide (TN) Pyrazinamide [INN:BAN:JAN]
    Pyrazinamide [USP:INN:BAN:JAN] Pyrazinamide(Pyrazinoic-acid-amide) Pyrazinamide, 99%
    Pyrazinamide, British Pharmacopoeia (BP) Reference Standard Pyrazinamide, European Pharmacopoeia (EP) Reference Standard Pyrazinamide, Pharmaceutical Secondary Standard
    Pyrazinamide, United States Pharmacopeia (USP) Reference Standard Pyrazinamide,(S) Pyrazinamidum
    Pyrazinamidum [INN-Latin] Pyrazine carboxamide Pyrazine-2-carboxylic acid amide
    Pyrazineamide Pyrazinecarboxamide, analytical standard Pyrazinecarboxylic acid amide
    Pyrazinoic acid am ide Pyrazinoic acid amide Pyrazinoic acid amide
    Pyrizinamide Q417571 Rifafour
    Rifafour e-200 Rozide SAM002554927
    SBB004276 SBI-0050984.P004 SC-46323
    SCHEMBL24102 SMR000036662 SPBio_001369
    SPBio_002388 SPECTRUM1500518 SR-01000076077
    SR-01000076077-1 SR-01000076077-4 SR-01000076077-6
    ST2413707 ST45022155 STK801661
    SW196945-3 SY013550 Spectrum2_001305
    Spectrum3_001046 Spectrum4_001186 Spectrum5_001026
    Spectrum_000902 T 165 TR-030381
    TS-01626 Tebrazid Tebrazio
    Tisamid Tox21_110237 Tox21_110237_1
    Tox21_202059 Tox21_302771 Tox21_501011
    UNII-2KNI5N06TI Unipyranamide W-100059
    WLN: T6N DNJ BVZ Z33546644 ZINC2005
    Zinamide Zinastat pyrazinamida
    pyrazinamide pyrazinamide pyrazine amide
    pyrazine carboxylamide pyrazine-2-carboxamide pyrazine-2-carboximidic acid
    pyrazinecarboxamide pyrazinoic acid amide s1762

    DrugBank Name Pyrazinamide
    DrugBank DB00339
    CAS Number 1246817-81-1, 4238-71-5, 98-96-4
    PubChem Compound 1046
    KEGG Compound ID C01956
    KEGG Drug D00144
    PubChem.Substance 46507478
    ChEBI 45285
    PharmGKB PA451182
    ChemSpider 1017
    BindingDB 228814.0
    TTD DAP000660
    Wikipedia Pyrazinamide
    HET PZA
    DPD 5937