Drug

D0763 | acenocoumarol

Molecular Formula C19H15NO6
Molecular Weight 353.3
Structure
State solid
Volume of distribution The volume of distribution at steady-state appeared to be significantly dose dependent: 78 ml/kg for doses < or = 20 microg/kg and 88 ml/kg for doses > 20 microg/kg respectively
Route of elimination Mostly via the kidney as metabolites
Protein binding 98.7% protein bound, mainly to albumin
Half life 8 to 11 hours.
Absorption Rapidly absorbed orally with greater than 60% bioavailability. Peak plasma levels are attained 1 to 3 hours following oral administration.

B

B01AA07 Acenocoumarol


[B01AA] Vitamin K antagonists


[B01A] ANTITHROMBOTIC AGENTS


[B01] ANTITHROMBOTIC AGENTS


[B] Blood and blood forming organs


Toxicity Dose Time Species Model Method Action Positive criterion Reference
MEMBRANE POTENTIAL 8.36±1.07 human qHTS-HepG2 MMP assay decrease IC50 163
MEMBRANE POTENTIAL 9.32 human HepG2 MMP assay decrease IC50 163
MEMBRANE POTENTIAL 4.59±1.82 rat hepatocytes MMP assay decrease IC50 163

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]


H315 (84.44%): Causes skin irritation [Warning Skin corrosion/irritation]


H319 (84.44%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H335 (84.44%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure


Respiratory tract irritation]


H360 (11.11%): May damage fertility or the unborn child [Danger Reproductive toxicity]


H361 (84.44%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]


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, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P330, 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.)

Organism Test type Route Dose (normalized dose) Effect Source
mouse LD50 oral 1470mg/kg (1470mg/kg) Therapie. Vol. 11, Pg. 85, 1956.
mouse LD50 intraperitoneal 115mg/kg (115mg/kg) "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 6, 1989.
rat LD50 oral 513mg/kg (513mg/kg) "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 3, 1969.


  • (+/-)-ACENOCOUMARIN 1185071-64-0; 152-72-7
    152A727 2-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-4H-1-benzopyran-4-one 2-hydroxy-3-[1-(4-nitrophenyl)-3-oxo-butyl]chromen-4-one
    2H-1-Benzopyran-2-one, 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)- 2H-1-Benzopyran-2-one, 4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]- 3-(.alpha.-(4-Nitrophenyl)-.beta.-acetylethyl)-4-hydroxycoumarin
    3-(.alpha.-(p-Nitrophenol)-.beta.-acetylethyl)-4-hydroxycoumarin 3-(.alpha.-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin 3-(.alpha.-Acetonyl-p-nitrobenzyl)-4-hydroxy-coumarin
    3-(.alpha.-Acetonyl-p-nitrophenyl)-4-hydroxycoumarin 3-(.alpha.-p-Nitrophenyl-.beta.-acetylethyl)-4-hydroxycoumarin 3-(a-acetonyl-p-nitrobenzyl)-4-hydroxycoumarin
    3-(alpha-(4'-Nitrophenyl)-beta-acetylethyl)-4-hydroxycoumarin 3-(alpha-(p-Nitrophenol)-beta-acetylethyl)-4-hydroxycoumarin 3-(alpha-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin
    3-(alpha-Acetonyl-p-nitrobenzyl)-4-hydroxy-coumarin 3-(alpha-Acetonyl-p-nitrobenzyl)-4-hydroxycoumarin 3-(alpha-p-Nitrophenyl-beta-acetylethyl)-4-hydroxycoumarin
    4-Hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-1-benzopyran-2-one 4-Hydroxy-3-[1-(4-Nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one 4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one
    4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one # 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-chromen-2-one 4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]chromen-2-one
    70897-81-3 AB-014/25000129 AB00513804
    AB00513804_02 AB00527557-09 AB03786
    ACENOCOUMAROL AKOS015962123 API0000345
    AS-56473 Acenocoumarin Acenocoumarol (INN)
    Acenocoumarol [INN:BAN:NF] Acenocoumarol [INN] Acenocoumarol, >=98% (HPLC)
    Acenocoumarol, United States Pharmacopeia (USP) Reference Standard Acenocoumarol-d4 Acenocoumarolum
    Acenocoumarolum [INN-Latin] Acenocumarol Acenocumarolo
    Acenocumarolo [DCIT] Acenocumarolum Acenokumarin
    Acenokumarin [Czech] Acitrom Ascumar
    BPBio1_000110 BRD-A65051990-001-03-8 BSPBio_000100
    C19H15NO6 CAS-152-72-7 CCG-213077
    CHEBI:53766 CHEMBL397420 CS-4527
    CTK2H8029 CTK8F7500 Coumarin, 3-(.alpha.-acetonyl-p-nitrobenzyl)-4-hydroxy-
    Coumarin, 3-(alpha-acetonyl-p-nitrobenzyl)-4-hydroxy- D07064 DB01418
    DSSTox_CID_2541 DSSTox_GSID_22541 DSSTox_RID_76619
    DTXSID00991186 DTXSID2022541 EINECS 205-807-3
    FT-0660961 G 23350 G-23,350
    G-23350 G23350 GTPL9015
    HMS1568E22 HMS2095E22 HMS2232P20
    HMS3372J11 HMS3713F17 HSDB 3201
    HY-B1014 LS-55093 MCULE-6023926157
    MFCD00137816 MLS000539171 MLS001074461
    Mini-sintrom (TN) Minisintrom NCGC00016414-01
    NCGC00179658-01 NCGC00179658-04 NSC-760052
    NSC760052 Neositron Nicoumalone
    Nicumalon Nitrophenylacetylethyl-4-hydroxycoumarine Nitrovarfarian
    Nitrowarfarin Opera_ID_1500 Pharmakon1600-01502411
    Prestwick0_000110 Prestwick1_000110 Prestwick2_000110
    Prestwick3_000110 Prestwick_773 Q304088
    SC-19741 SCHEMBL1477562 SCHEMBL33543
    SMR000162652 SPBio_002039 SR-01000678252
    SR-01000678252-3 Sincoumar Sinkumar
    Sinthrom Sinthrome Sintrom
    Sintroma Syncoumar Syncumar
    Synthrom Syntrom Tox21_110430
    Tox21_110430_1 Trombostop VABCILAOYCMVPS-UHFFFAOYSA-N
    W-108047 Zotil

    DrugBank Name acenocoumarol
    DrugBank DB01418
    CAS Number 1185071-64-0, 152-72-7, 15526-61-1, 66556-77-2, 66556-78-3, 70897-81-3
    PubChem Compound 54676537
    KEGG Drug D07064
    ChEBI 53766
    PharmGKB PA452632