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ACENOCOUMAROL

ACENOCOUMAROL Structure
ACENOCOUMAROL
  • CAS No.152-72-7
  • Chemical Name:ACENOCOUMAROL
  • CBNumber:CB9114003
  • Molecular Formula:C19H15NO6
  • Formula Weight:353.33
  • MOL File:152-72-7.mol
ACENOCOUMAROL Property
  • 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
Safety
  • Hazard Codes  :Xn
  • Risk Statements  :63-22-36/37/38
  • Safety Statements  :26-36/37
  • RIDADR  :2811
  • WGK Germany  :3
  • RTECS  :GN4900000
  • HazardClass  :6.1(b)
  • PackingGroup  :III
  • Hazardous Substances Data :152-72-7(Hazardous Substances Data)
  • Toxicity :LD50 orally in mice, rats: 1470, 1000 mg/kg (Leroux, Jamain)
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302-H315-H319-H335
  • Precautionary statements P301+P312+P330-P305+P351+P338-P261
ACENOCOUMAROL Price More Price(9)
  • Brand: Sigma-Aldrich
  • Product number: SML0074
  • Product name : Acenocoumarol
  • Purity: ≥98% (HPLC)
  • Packaging: 10mg
  • Price: $108
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: SML0074
  • Product name : Acenocoumarol
  • Purity: ≥98% (HPLC)
  • Packaging: 50mg
  • Price: $432
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: A3186
  • Product name : Acenocoumarol
  • Purity: 
  • Packaging: 50MG
  • Price: $158
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: A3186
  • Product name : Acenocoumarol
  • Purity: 
  • Packaging: 250MG
  • Price: $420
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Cayman Chemical
  • Product number: 10010569
  • Product name : Acenocoumarol
  • Purity: ≥98%
  • Packaging: 10mg
  • Price: $45
  • Updated: 2021/03/22
  • Buy: Buy

ACENOCOUMAROL Chemical Properties,Usage,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
  • 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.
  • Chemical 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.
ACENOCOUMAROL Preparation Products And Raw materials
Raw materials
Preparation Products
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152-72-7, ACENOCOUMAROLRelated Search:
  • 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
  • NICOUMALONE
  • 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
  • 152-72-7
  • C19H15NO6
  • Aromatics