ACENOCOUMAROL
- CAS No.
- 152-72-7
- Chemical Name:
- ACENOCOUMAROL
- Synonyms
- zotil;g23350;ascumar;g-23350;sintrom;syntrom;g-23,350;sinkumar;sinthrom;sintroma
- CBNumber:
- CB9114003
- Molecular Formula:
- C19H15NO6
- Molecular Weight:
- 353.33
- MDL Number:
- MFCD00137816
- MOL File:
- 152-72-7.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | I6WP63U32H |
| NCI Drug Dictionary | acenocoumarol |
| ATC code | B01AA07 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| 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 | |||||||||
| Toxicity | LD50 orally in mice, rats: 1470, 1000 mg/kg (Leroux, Jamain) | |||||||||
| NFPA 704 |
|
ACENOCOUMAROL price More Price(24)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML0074 | Acenocoumarol ≥98% (HPLC) | 152-72-7 | 10mg | $129 | 2024-03-01 | Buy |
| Sigma-Aldrich | SML0074 | Acenocoumarol ≥98% (HPLC) | 152-72-7 | 50mg | $309.6 | 2024-03-01 | Buy |
| TCI Chemical | A3186 | Acenocoumarol | 152-72-7 | 50MG | $139 | 2024-03-01 | Buy |
| TCI Chemical | A3186 | Acenocoumarol | 152-72-7 | 250MG | $369 | 2024-03-01 | Buy |
| Cayman Chemical | 10010569 | Acenocoumarol ≥98% | 152-72-7 | 10mg | $57 | 2024-03-01 | Buy |
ACENOCOUMAROL Chemical Properties,Uses,Production
Chemical Properties
White Crystalline Solid
Originator
Sintrom ,Geigy ,US ,1957
Uses
Anticoagulant agent: Vitamin K antagonist
Uses
antimicrobial
Uses
S-Enantiomer of Acenocoumarol. Vitamin K antagonist; structurally similar to Warfarin. Anticoagulant
Uses
R-Enantiomer of Acenocoumarol. Vitamin K antagonist; structurally similar to Warfarin. Anticoagulant
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
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9348 | 55 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2931 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-61398051 +8613650506873 | sales@chemdad.com | China | 39916 | 58 |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 12477 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | 0551-65418671 | sales@tnjchem.com | China | 34572 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 29322 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | CHINA | 52867 | 58 |
| Alfa Chemistry | +1-5166625404 | Info@alfa-chemistry.com | United States | 21317 | 58 |
| GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 49999 | 58 |
View Lastest Price from ACENOCOUMAROL manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2021-08-05 | ACENOCOUMAROL USP/EP/BP
152-72-7
|
US $1.10 / g | 1g | 99.9% | 100 Tons min | Dideu Industries Group Limited | |
 |
2019-07-10 | ACENOCOUMAROL
152-72-7
|
US $1.00 / ASSAYS | 1ASSAYS | 98% | 1kg,2kg,100kg | Career Henan Chemical Co |
-
- ACENOCOUMAROL USP/EP/BP
152-72-7
- US $1.10 / g
- 99.9%
- Dideu Industries Group Limited
-
- ACENOCOUMAROL
152-72-7
- US $1.00 / ASSAYS
- 98%
- Career Henan Chemical Co