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Drug

D0309 | Albendazole

Molecular Formula C12H15N3O2S
Molecular Weight 265.33
Structure
State solid
Route of elimination Albendazole is rapidly converted in the liver to the primary metabolite, albendazole sulfoxide, which is further metabolized to albendazole sulfone and other primary oxidative metabolites that have been identified in human urine. Urinary excretion of albendazole sulfoxide is a minor elimination pathway with less than 1% of the dose recovered in the urine. Biliary elimination presumably accounts for a portion of the elimination as evidenced by biliary concentrations of albendazole sulfoxide similar to those achieved in plasma.
Protein binding 70% bound to plasma protein
Half life Terminal elimination half-life ranges from 8 to 12 hours (single dose, 400mg).
Absorption Poorly absorbed from the gastrointestinal tract due to its low aqueous solubility. Oral bioavailability appears to be enhanced when coadministered with a fatty meal (estimated fat content 40 g)
Trade names Albenza, Valbazen, Zentel
Description anthelmintic; antiparasitic

P

P02CA03 Albendazole


[P02CA] Benzimidazole derivatives


[P02C] ANTINEMATODAL AGENTS


[P02] ANTHELMINTICS


[P] Antiparasitic products, insecticides and repellents

Toxicity Dose Time Species Model Method Action Positive criterion Reference
MEMBRANE POTENTIAL 9.35±1.83 human qHTS-HepG2 MMP assay decrease IC50 163
MEMBRANE POTENTIAL 19.45 human HepG2 MMP assay decrease IC50 163
MEMBRANE POTENTIAL 15.46±21.73 rat hepatocytes MMP assay decrease IC50 163
GLUCOSE GALACTOSE IC50 RATIO 1 LUHMES (Lund human mesencephalic) cells Glc–Gal–NeuriTox assay Negative EC25(NA) [Glc/Gal] 326

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 142 companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


Reported as not meeting GHS hazard criteria by 6 of 142 companies. For more detailed information, please visit ECHA C&L website


Of the 11 notification(s) provided by 136 of 142 companies with hazard statement code(s):


H315 (21.32%): Causes skin irritation [Warning Skin corrosion/irritation]


H319 (21.32%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H335 (21.32%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure


Respiratory tract irritation]


H360 (69.12%): May damage fertility or the unborn child [Danger Reproductive toxicity]


H361 (30.88%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]


H373 (28.68%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]


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.


 P201, P202, P260, P261, P264, P271, P280, P281, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P314, 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.)

  • Cyst

  • Echinococciasis

  • Foetor hepaticus

  • Hepatocellular injury

  • Infection

  • Liver disorder

  • Neurocysticercosis

  • Oedema

  • Alopecia (0.00016)

  • Dizziness (0.00012)

  • Leukopenia (7e-05)

  • Liver function test abnormal (0.00156)

  • Vertigo (0.00012)

  • Abdominal pain

  • Body temperature increased

  • Gastrointestinal pain

  • Headache

  • Intracranial pressure increased

  • Nausea

  • Vomiting

    • ((Propylthio)-5 1H-benzimidazolyl-2) carbamate de methyle ((Propylthio)-5 1H-benzimidazolyl-2) carbamate de methyle [French] (5-(Propylthio)-1H-benzimidazol-2-yl)carbamic acid methyl ester
    (5-Propylsulfanyl-1H-benzoimidazol-2-yl)-carbamic acid methyl ester 2-[(Methoxycarbonyl)amino]-5-propylthio-1H-benzimidazole 5-(Propylthio)-2-carbomethoxyaminobenzimidazole
    54965-21-8 A830429 AB00052377
    AB00052377-13 AB00052377-14 AB00052377_15
    AB00052377_16 AB0012898 AB1009519
    AC-015 AK405353 AKOS000540882
    AKOS005431684 AKOS005699352 ANW-42170
    Albendazol Albendazol [INN-Spanish] Albendazole (Albenza)
    Albendazole (JAN/USP/INN) Albendazole [USAN:INN:BAN:JAN] Albendazole [USAN:USP:INN:BAN:JAN]
    Albendazole(Albenza) Albendazole, Antibiotic for Culture Media Use Only Albendazole, European Pharmacopoeia (EP) Reference Standard
    Albendazole, Pharmaceutical Secondary Standard Albendazole, United States Pharmacopeia (USP) Reference Standard Albendazole, analytical standard, >=98%
    Albendazole,(S) Albendazolum Albendazolum [INN-Latin]
    Albenza Albenza (TN) Albenzatrade mark
    Andazol Andazoltrade mark BBL005883
    BCP12108 BDBM50241293 BIDD:GT0615
    BIM-0051849.0001 BPBio1_000038 BRD-K79131256-001-04-7
    BRD-K79131256-001-08-8 BSPBio_000034 BSPBio_002548
    Bilutac C01779 CARBAMIC ACID, (5-(PROPYLTHIO)-1H-BENZIMIDAZOL-2-YL)-, METHYL ESTER
    CAS-54965-21-8 CCG-220247 CCG-39620
    CHEBI:16664 CHEMBL1483 CPD000036735
    CS-2170 CTK3J2205 Carbamic acid, [5-(propylthio)-1H-benzimidazol-2-yl]-, methyl ester
    Certified Reference Material ChemDiv1_000190 ChemDivAM_000003
    D00134 DB-052669 DB00518
    DSSTox_CID_2563 DSSTox_GSID_22563 DSSTox_RID_76632
    DTXSID0022563 DivK1c_000704 EINECS 259-414-7
    EN300-49850 Eskazole Eskazoletrade mark
    F4216019LN FT-0621945 H152
    HMS1568B16 HMS1922K04 HMS2090G19
    HMS2093K13 HMS2095B16 HMS2231O03
    HMS3259B05 HMS3369C03 HMS3651C15
    HMS3712B16 HMS502D06 HMS587I14
    HSDB 7444 HXHWSAZORRCQMX-UHFFFAOYSA- HXHWSAZORRCQMX-UHFFFAOYSA-N
    HY-B0223 IDI1_000704 InChI=1/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)
    J10424 KBio1_000704 KBio2_002012
    KBio2_004580 KBio2_007148 KBioGR_000801
    KBioSS_002012 KS-00000KMZ KS-5159
    KSC492E0L LS-50618 MCULE-5872469561
    MFCD00083232 MLS000069722 Methyl (6-(propylthio)-1H-benzo[d]imidazol-2-yl)carbamate
    Methyl 5-(propyl-thio)-2-benzimidazolecarbamate Methyl 5-(propylsulfanyl)-1H-benzimidazol-2-ylcarbamate # Methyl 5-(propylthio)-2-benzimidazolecarbamate
    Methyl 5-n-propylthio-2-benzimidazolecarbamate Methyl [5-(Propylthio)benzimidazol-2-yl]carbamate Metiazol
    N-[6-(propylthio)-1H-benzimidazol-2-yl]carbamic acid methyl ester NC00615 NCGC00016876-01
    NCGC00016876-02 NCGC00016876-03 NCGC00016876-04
    NCGC00016876-05 NCGC00016876-06 NCGC00016876-07
    NCGC00016876-08 NCGC00016876-09 NCGC00016876-10
    NCGC00016876-12 NCGC00022896-03 NCGC00022896-04
    NCGC00022896-05 NCGC00022896-06 NCGC00022896-07
    NCGC00022896-08 NCGC00255250-01 NE41026
    NINDS_000704 NSC 220008 NSC-220008
    NSC-758644 NSC220008 NSC758644
    O-Methyl N-(5-(propylthio)-2-benzimidazolyl)carbamate Oprea1_429292 Oprea1_585016
    Oprea1_640007 Pharmakon1600-01503903 Prestwick0_000247
    Prestwick1_000247 Prestwick2_000247 Prestwick3_000247
    Prestwick_675 Proftril Q-200603
    Q-200604 Q411629 RTR-019407
    SAM002548932 SAM002589939 SBB056658
    SBI-0051849.P002 SC-17581 SCHEMBL44682
    SK&F 62979 SK&F-62979 SKF 62979
    SKF-62979 SMR000036735 SPBio_002253
    SPECTRUM1503903 SR-01000000171 SR-01000000171-2
    SR-05000001875 SR-05000001875-1 ST012016
    STK387550 STL046130 SW196830-3
    Spectrum4_000201 Spectrum5_001567 Spectrum_001532
    T9034 TR-019407 Tox21_110659
    Tox21_110659_1 Tox21_302300 UNII-F4216019LN
    VU0239747-6 Valbazen Z1245635850
    ZINC17146904 Zental Zentel
    Zenteltrade mark [5-(Propylthio)benzimidazol-2-yl]carbamic Acid Methyl Ester [5-(Propythio)-1H-benzimidazol-2-yl]carbamic acid methyl ester
    albendazole methoxy-N-(5-propylthiobenzimidazol-2-yl)carboxamide methyl 5-(propylthio)-1H-benzimidazol-2-ylcarbamate
    methyl 5-(propylthio)-1H-benzo[d]imidazol-2-ylcarbamate methyl 5-propylthio-2-benzimidazole carbamate methyl 6-(propylthio)-1H-benzo[d]imidazol-2-ylcarbamate
    methyl N-(5-propylsulfanyl-1H-benzimidazol-2-yl)carbamate methyl N-(6-propylsulfanyl-1H-benzimidazol-2-yl)carbamate methyl N-[6-(propylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate
    methyl [(2Z)-5-(propylsulfanyl)-1,3-dihydro-2H-benzimidazol-2-ylidene]carbamate methyl [5-(propylsulfanyl)-1H-benzimidazol-2-yl]carbamate methyl [5-(propylthio)-1H-benzimidazol-2-yl]carbamate
    methyl [6-(propylsulfanyl)-1H-benzimidazol-2-yl]carbamate s1640

    DrugBank Name Albendazole
    DrugBank DB00518
    CAS Number 54965-21-8, 74239-55-7
    PubChem Compound 2082
    KEGG Compound ID C01779
    KEGG Drug D00134
    PubChem.Substance 46506472
    ChEBI 16664
    PharmGKB PA164746058
    ChemSpider 1998
    BindingDB 50241293.0
    TTD DAP000951
    Wikipedia Albendazole
    HET ALW
    DPD 1263