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ACENOCOUMAROL

CAS No.
152-72-7
Chemical Name:
ACENOCOUMAROL
Synonyms
NICOUMALONE;zotil;g23350;ascumar;g-23350;sintrom;syntrom;g-23,350;sinkumar;sinthrom
CBNumber:
CB9114003
Molecular Formula:
C19H15NO6
Molecular Weight:
353.33
MDL Number:
MFCD00137816
MOL File:
152-72-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:38:14
Product description Number Pack Size Price
Acenocoumarol ≥98% (HPLC) SML0074 10mg $143
Acenocoumarol ≥98% (HPLC) SML0074 50mg $568
Acenocoumarol A3186 50MG $125
Acenocoumarol A3186 250MG $332
Acenocoumarol ≥98% 10010569 10mg $63
More product size

ACENOCOUMAROL Properties

Melting point 196-1990C
Boiling point 486.76°C (rough estimate)
Density 1.3979 (rough estimate)
refractive index 1.5000 (estimate)
storage temp. -20°C Freezer
solubility DMSO, heptane and xylene: ≥17mg/mL
pka pKa 4.7 (Uncertain)
form powder
color white to tan
InChI 1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3
InChIKey VABCILAOYCMVPS-UHFFFAOYSA-N
SMILES CC(=O)CC(c1ccc(cc1)[N+]([O-])=O)C2=C(O)c3ccccc3OC2=O
FDA UNII I6WP63U32H
NCI Drug Dictionary acenocoumarol
ATC code B01AA07
UNSPSC Code 12352200
NACRES NA.77

Pharmacokinetic data

Protein binding >98%
Excreted unchanged in urine <0.2%
Volume of distribution 0.16-0.18 R(+) enantiomer; 0.22- 0.34 S(-) enantiomer
Biological half-life 8-11 / Probably unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
target organs Respiratory system
Hazard Codes  Xn
Risk Statements  63-22-36/37/38
Safety Statements  26-36/37
RIDADR  2811
WGK Germany  3
RTECS  GN4900000
HS Code  2932.20.2000
HazardClass  6.1(b)
PackingGroup  III
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data 152-72-7(Hazardous Substances Data)
Toxicity LD50 orally in mice, rats: 1470, 1000 mg/kg (Leroux, Jamain)
NFPA 704
0
2 0

ACENOCOUMAROL price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0074 Acenocoumarol ≥98% (HPLC) 152-72-7 10mg $143 2026-04-30 Buy
Sigma-Aldrich SML0074 Acenocoumarol ≥98% (HPLC) 152-72-7 50mg $568 2026-04-30 Buy
TCI Chemical A3186 Acenocoumarol 152-72-7 50MG $125 2026-04-30 Buy
TCI Chemical A3186 Acenocoumarol 152-72-7 250MG $332 2026-04-30 Buy
Cayman Chemical 10010569 Acenocoumarol ≥98% 152-72-7 10mg $63 2026-04-30 Buy
Product number Packaging Price Buy
SML0074 10mg $143 Buy
SML0074 50mg $568 Buy
A3186 50MG $125 Buy
A3186 250MG $332 Buy
10010569 10mg $63 Buy

ACENOCOUMAROL Chemical Properties,Uses,Production

Chemical Properties

White Crystalline Solid

Originator

Sintrom ,Geigy ,US ,1957

Uses

R-Enantiomer of Acenocoumarol. Vitamin K antagonist; structurally similar to Warfarin. Anticoagulant

Uses

S-Enantiomer of Acenocoumarol. Vitamin K antagonist; structurally similar to Warfarin. Anticoagulant

Uses

antimicrobial

Uses

Anticoagulant agent: Vitamin K antagonist

Definition

ChEBI: A hydroxycoumarin that is warfarin in which the hydrogen at position 4 of the phenyl substituent is replaced by a nitro group.

Manufacturing Process

16 parts of 4-hydroxycoumarin and 19 parts of 4-nitrobenzalacetoneare thoroughly mixed and heated for 12-14 hours in an oil bath, the temperature of which is between 135°C and 140°C. After cooling, the melt is dissolved in a little acetone. The solution is slowly added to a lye made up from 6 parts of sodium hydroxide in 400 parts of water while stirring and then the mixture is stirred for 30 minutes. A little animal charcoal is then added, the mixture is stirred for a further 15 minutes, 400 parts of water are added and the charcoal and undissolved components are separated by filtration under suction. The clear solution is made acid to Congo red paper with hydrochloric acid and the product which is precipitated is filtered off under suction. 3-[α- (4'-Nitrophenyl)-β-acetylethyl]-4-hydroxycoumarin is obtained. MP 196-199°C.
It should be noted that the process is akin to that for Warfarin except that 4- nitrobenzalacetone replaces benzalacetone as a raw material.

Therapeutic Function

Anticoagulant, Vitamin

Biological Activity

Acenocoumarol is a warfarin analog, an anticoagulant th at inhibits Vitamin K epoxide reductase. This results in depletion of the reduced form of vitamin K (vitamin KH2), limiting the gamma-carboxylation and subsequent activation of the vitamin K-dependent coagulation factors II, VII, IX, and X and anticoagulant proteins C and S, resulting in decreased prothrombin levels and the amount of thrombin generated.', 'Acenocoumarol is effective against thromboembolic disorders.

Clinical Use

Anticoagulant

Safety Profile

Poison by intraperitoneal route.Moderately toxic by ingestion. A human teratogen by anunspecified route. When heated to decomposition it emitstoxic fumes such as NOx.

Synthesis

Acenocoumarin, 3-(α-acetonyl-p-nitrobenzyl)-4-hydroxycoumarin (24.1.11), is synthesized by a scheme completely analogous to making warfarin, but using p-nitrobenzalacetone.

Drug interactions

Potentially hazardous interactions with other drugs There are many significant interactions with coumarins. Prescribe with care with regard to the following:
Anticoagulant effect enhanced by: alcohol, amiodarone, anabolic steroids, aspirin, aztreonam, bicalutamide, cephalosporins, chloramphenicol, cimetidine, ciprofloxacin, fibrates, clopidogrel, cranberry juice, danazol, dipyridamole, disulfiram, dronedarone, esomeprazole, ezetimibe, fibrates, fluconazole, flutamide, fluvastatin, grapefruit juice, itraconazole, ketoconazole, levamisole, levofloxacin, macrolides, methylphenidate, metronidazole, miconazole, nalidixic acid, neomycin, norfloxacin, NSAIDs, ofloxacin, omeprazole, pantoprazole, paracetamol, penicillins, propafenone, ritonavir, rosuvastatin, SSRIs, simvastatin, sulfinpyrazone, sulphonamides, tamoxifen, testosterone, tetracyclines, thyroid hormones, tigecycline, toremifene, tramadol, trimethoprim, valproate, vitamin E, voriconazole.
Anticoagulant effect decreased by: acitretin, azathioprine, carbamazepine, enteral feeds, enzalutamide, fosphenytoin, griseofulvin, oral contraceptives, phenobarbital, phenytoin, primidone, rifamycins, St John’s wort (avoid), sucralfate, vitamin K.
Anticoagulant effects enhanced / reduced by: anion exchange resins, corticosteroids, dietary changes, efavirenz, fosamprenavir, tricyclics.
Analgesics: increased risk of bleeding with IV diclofenac and ketorolac - avoid concomitant use.
Anticoagulants: increased risk of haemorrhage with apixaban, dabigatran, edoxaban and rivaroxaban - avoid.
Antidiabetic agents: enhanced hypoglycaemic effect with sulphonylureas also possible changes to anticoagulant effect.
Ciclosporin: there have been a few reports of altered anticoagulant effect; decreased ciclosporin levels have been seen rarely.
Cytotoxics: increased risk of bleeding with erlotinib; enhanced anticoagulant effect with capecitabine, etoposide, fluorouracil, ifosfamide, sorafenib and tegafur; reduced effect with mercaptopurine and mitotane.

Metabolism

Acenocoumarol is extensively metabolised, although the metabolites appear to be pharmacologically inactive in man. 29% is excreted in the faeces and 60% in the urine, with less than 0.2% of the dose being renally excreted unchanged.

ACENOCOUMAROL Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 151)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29815 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 20581 58
Dayang Chem (Hangzhou) Co.,Ltd.
+86-0571-88938639 +8617705817739 info@dycnchem.com China 52705 58
TargetMol Chemicals Inc.
+1-781-999-5354; support@targetmol.com United States 39039 58
GIHI CHEMICALS CO.,LIMITED
+86-571-86217390; +8618058761490 info@gihichemicals.com China 49968 58
HANGZHOU LEAP CHEM CO., LTD.
+86-571-87711850 market18@leapchem.com China 43333 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+86-18621343501; +undefined18621343501 product@acmec-e.com China 33324 58
Jilin Chinese Academy of Sciences-yanshen Technology
+undefined18143011203 info@chemextension.com China 42056 58
Aladdin Scientific
tp@aladdinsci.com United States 57505 58

View Lastest Price from ACENOCOUMAROL manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Acenocoumarol pictures 2026-05-11 Acenocoumarol
152-72-7
$40.00-81.00 99.95% 10g TargetMol Chemicals Inc.
ACENOCOUMAROL USP/EP/BP pictures 2025-11-18 ACENOCOUMAROL USP/EP/BP
152-72-7
$1.10 1g 99.9% 100 Tons min Dideu Industries Group Limited
ACENOCOUMAROL pictures 2019-07-10 ACENOCOUMAROL
152-72-7
$1.00 1ASSAYS 98% 1kg,2kg,100kg Career Henan Chemical Co

ACENOCOUMAROL Spectrum

acenocoumarin acenocumarol acenokumarin ascumar g-23,350 g23350 g-23350 Nicoumalone(B.P.1980) nitrophenylacetylethyl-4-hydroxycoumarine nitrovarfarian nitrowarfarin sincoumar sinkumar sinthrom sinthrome sintrom sintroma syncoumar syncumar syntrom zotil 2-hydroxy-3-[3-keto-1-(4-nitrophenyl)butyl]chromone AcenocouMarol, USP Acenocoumarol (200 mg) 2-hydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]-4H-chroMen-4-one 3-(α-Acetonyl-p-nitrobenzyl)-4-hydroxy-coumarin 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-coumari 3-(alpha-acetonyl-p-nitrobenzyl)-4-hydroxy-coumarin 3-(alpha-p-nitrophenyl-beta-acetylethyl)-4-hydroxycoumarin 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2h-1-benzopyran-2-on 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2h-1-benzopyran-2-one ACENOCOUMAROL 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)coumarin 2H-1-Benzopyran-2-one, 4-hydroxy-3-1-(4-nitrophenyl)-3-oxobutyl- 3-(ALPHA-ACETONYL-PARA-NITROBENZYL)-4-HYDROXYCOUMARIN COUMARIN,3-(ALPHA-ACETONYL-PARA-NITROBENZYL)-4-HYDROXY- (+)-3-(a-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin (R)-(+)-Acenocoumarol (R)-4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one (R)-Acenocoumarol (S)-(-)-Acenocoumarol (S)-4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one (S)-Acenocoumarol ACENOCOUMAROL (NICOUMALONE) 4-Hydroxy-3-[(1S)-3-oxo-1-(4-nitrophenyl)butyl]-2H-1-benzopyran-2-one 4-Hydroxy-3-[(1R)-3-oxo-1-(4-nitrophenyl)butyl]-2H-1-benzopyran-2-one NicoumaloneBp(Acenocoumarin) 2-hydroxy-3-[1-(4-nitrophenyl)-3-oxo-butyl]chromen-4-one 2-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]chromen-4-one 4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one ACENOCOUMAROL USP/EP/BP Acenocoumarol (1001003) Acenocoumarol,inhibit,Inhibitor F.?[[[[[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl]oxy]acetyl]oxy]aceticacid. Acenocoumarol, 10 mM in DMSO