Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Acenocoumarol
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

Acenocoumarol

 EINECS 205-807-3
CAS No. 152-72-7 Density 1.427 g/cm3
PSA 113.33000 LogP 4.04100
Solubility N/A Melting Point 196-199 °C
Formula C19H15NO6 Boiling Point 592.718 °C at 760 mmHg
Molecular Weight 353.331 Flash Point 312.265 °C
Transport Information UN 2811 Appearance White crystalline solid
Safety 26-36/37 Risk Codes 63-22-36/37/38
Molecular Structure Molecular Structure of 152-72-7 (ACENOCOUMAROL) Hazard Symbols Xn
Synonyms

Acenocoumarol(6CI);Coumarin, 3-(a-acetonyl-p-nitrobenzyl)-4-hydroxy- (8CI);3-(Alpha-acetonyl-4-nitrobenzyl)-4-hydroxycoumarin;3-(a-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin;3-(a-Acetonyl-p-nitrobenzyl)-4-hydroxycoumarin;3-(a-p-Nitrophenyl-b-acetylethyl)-4-hydroxycoumarin;3-[a-(4'-Nitrophenyl)-b-acetylethyl]-4-hydroxycoumarin;3-[a-(p-Nitrophenol)-b-acetylethyl]-4-hydroxycoumarin;4-Hydroxy-2-oxo-3-[3-oxo-1-(4-nitrophenyl)butyl]-2H-chromene;Acenocoumarin;Acitrom;Ascumar;DL-3-(a-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin;G 23,350;Minisintrom;Nicoumalone;Nitrowarfarin;Sinkumar;Sinthrome;Sintrom;Sintrom Mitis;Syncumar;Syntrom;Trombostop;Zotil;

Article Data 12

Acenocoumarol Synthetic route

1076-38-6

4-hydroxy[1]benzopyran-2-one

946-49-6, 3490-37-7, 30625-98-0

(E)-4-(4-nitrophenyl)-3-buten-2-one

152-72-7

acenocoumarol

Conditions
ConditionsYield
With polystyrene-divinylbenzene support prepared with 2-ethylhexanoic acid as porogen with immobilized 1,5,7-triazabicyclo[4.4.0]dec-5-ene at 100℃; for 72h; Reagent/catalyst; Michael Addition; Green chemistry;96%
With N-ethyl-N,N-diisopropylamine In water for 18h; Michael Addition; Reflux;96%
946-49-6, 3490-37-7, 30625-98-0

4-(p-nitrophenyl)-3-butene-2-one

1076-38-6

4-hydroxy[1]benzopyran-2-one

152-72-7

acenocoumarol

Conditions
ConditionsYield
potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride In water for 2h; Product distribution; Heating; var. catalysts;92%
potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride In water for 2h; Heating;92%
1076-38-6

4-hydroxy[1]benzopyran-2-one

116-11-0

2-Methoxypropene

555-16-8

4-nitrobenzaldehdye

152-72-7

acenocoumarol

Conditions
ConditionsYield
Stage #1: 4-hydroxy[1]benzopyran-2-one; 2-Methoxypropene; 4-nitrobenzaldehdye With ethylenediamine diacetic acid In 1,4-dioxane at 90℃; tandem Knoevenagel-hetero-Diels-Alder reaction;
Stage #2: With hydrogenchloride; silica gel In water; trifluoroacetic acid at 20℃;
152-72-7

acenocoumarol

14602-86-9

(1R,2S,5R)-menthyl chloroformate

Carbonic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 3-[1-(4-nitro-phenyl)-3-oxo-butyl]-2-oxo-2H-chromen-4-yl ester

Conditions
ConditionsYield
With TEA In 1,2-dichloro-ethane for 0.5h; Ambient temperature;100%
152-72-7

acenocoumarol

4-Hydroxy-3-[3-[(E)-hydroxyimino]-1-(4-nitro-phenyl)-butyl]-chromen-2-one

Conditions
ConditionsYield
With pyridine; sodium hydroxide; hydroxylamine hydrochloride In ethanol 1) 12 h, 2) reflux, 6 h;70%
67-56-1

methanol

152-72-7

acenocoumarol

2-methoxy-2-methyl-4-(4-nitro-phenyl)-3,4-dihydro-2H-pyrano[3,2-c]chromen-5-one

2-methoxy-2-methyl-4-(4-nitro-phenyl)-3,4-dihydro-2H-pyrano[3,2-c]chromen-5-one

Conditions
ConditionsYield
With hydrogenchloride for 22h; Reflux;A 12%
B 64%
152-72-7

acenocoumarol

108-24-7

acetic anhydride

4-acetoxy-3-<1-(4-nitrophenyl)-3-oxobutyl>-2H-1-benzopyran-2-one

Conditions
ConditionsYield
for 1h; Heating;49.4%
152-72-7

acenocoumarol

4'-Amino-warfarin

Conditions
ConditionsYield
With hydrogen; nickel
152-72-7

acenocoumarol

4-[1-(4-Hydroxy-2-oxo-2H-chromen-3-yl)-3-oxo-butyl]-benzenediazonium; chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / Raney Ni
2: 1.) ice-bath, 1 h, 2.) 0 deg C, overnight
View Scheme

Acenocoumarol Chemical Properties

Chemistry informtion about Acenocoumarol (CAS NO.152-72-7) is:
IUPAC Name: 2-Hydroxy-3-[1-(4-Nitrophenyl)-3-Oxobutyl]Chromen-4-One
Synonyms: 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
Product Categories: Aromatics ; Chiral Reagents ; Heterocycles ; Intermediates & Fine Chemicals ; Pharmaceuticals 
MF: C19H15NO6
MW: 353.33
EINECS: 205-807-3
 Density: 1.427 g/cm3
Melting Point: 196-1990°C
 Flash Point: 312.3 °C
Boiling Point: 592.7 °C at 760 mmHg
Vapour Pressure: 6.78E-15 mmHg at 25°C
 Enthalpy of Vaporization: 92.95 kJ/mol
Following is the molecular structure of Acenocoumarol (CAS NO.152-72-7) is:

Acenocoumarol Uses

 Acenocoumarol (CAS NO.152-72-7) can be used as R-Enantiomer of Acenocoumarol. Vitamin K antagonist; It is structurally similar to Warfarin and used as Anticoagulant.

Acenocoumarol Production

Raw materials are 4-Hydroxycoumarin-->4-Phenyl-1-butene .

Acenocoumarol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
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.
mouse LD50 oral 1470mg/kg (1470mg/kg)   Therapie. Vol. 11, Pg. 85, 1956.
rat LD50 oral 513mg/kg (513mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 3, 1969.

Acenocoumarol Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. A human teratogen by an unspecified route. When heated to decomposition it emits toxic fumes such as NOx. See also WARFARIN. 
RIDADR: 2811
HazardClass: 6.1(b)
PackingGroup: III

Acenocoumarol Specification

Acenocoumarol (CAS NO.152-72-7) is a white crystalline solidis.It is an anticoagulant that functions as a vitamin K antagonist (like warfarin). It is a derivative of coumarin and is marketed under the brand names Sintrom and Sinthrome.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 152-72-7