Drug

D1085 | rifapentine

Molecular Formula C47H64N4O12
Molecular Weight 877
Structure
State solid
Clearance * Apparent Oral cl=2.51 +/- 0.14 L/h [Male tuberculosis patients who received 600 mg rifapentine in combination with isoniazid, pyrazinamide and ethambutol] * Apparent Oral cl=1.69 +/- 0.41 L/h [Female tuberculosis patients who received 600 mg rifapentine in combination with isoniazid, pyrazinamide and ethambutol]
Volume of distribution * 70.2 ± 9.1 L
Route of elimination Following a single 600 mg oral dose of radiolabeled rifapentine to healthy volunteers (n=4), 87% of the total 14C rifapentine was recovered in the urine (17%) and feces (70%).
Protein binding 97.7% (bound to plasma proteins)
Absorption Rapidly and well absorbed from the gastrointestinal tract.

J

J04AB05 Rifapentine


[J04AB] Antibiotics


[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 1.46±0.26 human qHTS-HepG2 MMP assay decrease IC50 163
MEMBRANE POTENTIAL 3.88 human HepG2 MMP assay decrease IC50 163
MEMBRANE POTENTIAL 0.62±0.55 rat hepatocytes MMP assay decrease IC50 163

Pictogram Signal Statements Precautionary Statement Codes
Warning

Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H315 (97.5%): Causes skin irritation [Warning Skin corrosion/irritation]


H319 (97.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H335 (97.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure


Respiratory tract irritation]


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.


P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)


  • (2R,16S,17R,18R,19R,20S,21S,22S,23S)-8-{[(4-CYCLOPENTYLPIPERAZIN-1-YL)IMINO]METHYL}-5,6,9,17,19-PENTAHYDROXY-23-METHOXY-2,4,12,16,18,20,22-HEPTAMETHYL-1,11-DIOXO-1,2-DIHYDRO-2,7-(EPOXYPENTADECA[1,11,13]TRIENOIMINO)NAPHTHO[2,1-B]FURAN-21-YL ACETATE (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-8-{(E)-[(4-cyclopentylpiperazin-1-yl)imino]methyl}-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-{(E)-[(4-cyclopentylpiperazin-1-yl)imino]methyl}-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1(4,7).0(5,28)]triaconta-1(28),1(29),2,4,9,19,21,25,27-nonaen-13-yl acetate
    1279038-35-5 3-(((4-CYCLOPENTYL-1-PIPERAZINYL)IMINO)METHYL)RIFAMYCIN 3-(((4-Cyclopentyl-1-piperazinyl)imino)methyl)rifamycin
    3-(4-Cyclopentyl-1-piperazinyl)iminomethylrifamycin SV 3-(N-(4-Cyclopentyl-1-piperazinyl)formimidoyl)rifamycin 3-[N-(4-Cyclopentyl-1-piperazinyl)formimidoyl]rifamycin
    379R655 61379-65-5 AB01209744-01
    AB01209744-03 AB01209744_04 AKOS024255723
    ANTIBIOTIC DL-473IT Antibiotic DL 473IT BDBM50248298
    C08059 C47H64N4O12 CAS-61379-65-5
    CCG-220467 CHEBI:45304 CHEMBL1660
    Cyclopentyl rifampin Cyclopentylrifampicin D00879
    DB01201 DL 473 DL 473;Cyclopentylrifampicin
    DL-473 DL473 DRG-0283
    DSSTox_CID_21115 DSSTox_GSID_41115 DSSTox_RID_79627
    DTXSID8041115 EINECS 262-743-9 HMS3713M16
    J90035 KS-1409 KTC 1
    KTC-1 M000473 MDL 473
    MDL-473 MDL473 NCGC00167431-01
    Priftin Priftin (TN) R 77-3
    R-77-3 R-773 RIFAPENTINE
    RPE; Rifamycin AF/ACPP Rifamycin, 3-(((4-cyclopentyl-1-piperazinyl)imino)methyl)-
    Rifapentin Rifapentina Rifapentina [Spanish]
    Rifapentine (USAN/INN) Rifapentine [USAN:INN:BAN] Rifapentine, Antibiotic for Culture Media Use Only
    Rifapentinum Rifapentinum [Latin] SCHEMBL41590
    Tox21_112435 UNII-XJM390A33U W-105162
    XJM390A33U [[(E)-(4-cyclopentylpiperazin-1-yl)iminomethyl]-pentahydroxy-methoxy-heptamethyl-dioxo-[?]yl] acetate

    DrugBank DB01201
    CAS Number 1279038-35-5, 127923-87-9, 61379-65-5
    PubChem Compound 135403821
    KEGG Compound ID C08059
    KEGG Drug D00879
    ChEBI 45304
    PharmGKB PA164783809