PHENPROCOUMON
- Product Name
- PHENPROCOUMON
- CAS No.
- 435-97-2
- Chemical Name
- PHENPROCOUMON
- Synonyms
- MARCUMA;Fencumar;Liquamar;Marcumar;Falithrom;Falithiom;Marcoumar;RO 1-4849;Phenprocumon;PHENPROCOUMON
- CBNumber
- CB1295890
- Molecular Formula
- C18H16O3
- Formula Weight
- 280.32
- MOL File
- 435-97-2.mol
PHENPROCOUMON Property
- Melting point:
- 179-180°
- Boiling point:
- 463.2±45.0 °C(Predicted)
- Density
- 1.261±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.50±1.00(Predicted)
- color
- White to Off-White
- EPA Substance Registry System
- Phenprocoumon (435-97-2)
Safety
- RIDADR
- 2811
- HazardClass
- 6.1(b)
- PackingGroup
- III
- Hazardous Substances Data
- 435-97-2(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H311Toxic in contact with skin
H331Toxic if inhaled
H370Causes damage to organs
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P307+P311IF exposed: call a POISON CENTER or doctor/physician.
P311Call a POISON CENTER or doctor/physician.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P322Specific measures (see …on this label).
P330Rinse mouth.
P361Remove/Take off immediately all contaminated clothing.
P363Wash contaminated clothing before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- SML2365
- Product name
- Phenprocoumon
- Purity
- ≥97% (HPLC)
- Packaging
- 5 mg
- Price
- $78.1
- Updated
- 2025/07/31
- Product number
- SML2365
- Product name
- Phenprocoumon
- Purity
- ≥97% (HPLC)
- Packaging
- 25 mg
- Price
- $318
- Updated
- 2025/07/31
- Product number
- P318820
- Product name
- Phenprocoumon
- Packaging
- 100mg
- Price
- $95
- Updated
- 2021/12/16
- Product number
- P318820
- Product name
- Phenprocoumon
- Packaging
- 500mg
- Price
- $425
- Updated
- 2021/12/16
- Product number
- 165912
- Product name
- Phenprocoumon
- Packaging
- 1g
- Price
- $460
- Updated
- 2021/12/16
PHENPROCOUMON Chemical Properties,Usage,Production
Chemical Properties
White Solid
Originator
Liquamar ,Organon ,US,1958
Uses
Phenprocoumon is known for being an oral anti-coagulant.
Definition
ChEBI: A hydroxycoumarin that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenylpropyl group.
Manufacturing Process
8.3 parts by weight of powdered sodium in 300 parts by volume of benzene, 100 parts by weight of diethyl (1'-phenylpropyl)-malonate and 72 parts by weight of acetylsalicylic acid chloride are reacted together to form diethyl 1(o-acetoxybenzoy1)-1-(1'-phenylpropyl)malonate, which boils at 195°198°C/0.03 mm Hg.
10.3 parts of weight of diethyl 1-(o-acetoxybenzoyl)-1-(1'-phenylpropyl)malonate are dissolved in 60 parts by volume of absolute ether and to this solution are added portion. wise at 10°C, while stirring, 2.6 parts by weight of sodium methylate. The reaction mixture is stirred for 4 hours, whereupon it is poured into ice water. The ether solution is washed neutral with ice water. After having distilled off the ether, a thick oil consisting of 3-carbethoxy-3-(1'phenylpropyl)-4-oxo-dihydrocoumarinis obtained. This compound crystallized in butyl oxide and has a MP of 108°-109°C.
The 3-carbethoxy-3-(1'-phenylpropyl)-4-oxo-dihydrocoumarinmay be hydrolyzed and decarboxylated as follows. The crude product is heated to 85°C for 1/2 hour with 100 parts by volume of 5% aqueous sodium hydroxide, while agitating or stirring. To remove traces of undissolved oil, the cooled solution is treated with 1 part by weight of charcoal, whereupon it is filtrated and acidified to Congo reaction with dilute sulfuric acid. The 3-(1'phenylpropyl)-4-hydroxycoumarin formed is separated off and recrystallized in 80% ethanol, whereupon it melts at 178°-179°C according to US Patent 2,701,804.
brand name
Liquamar (Organon).
Therapeutic Function
Anticoagulant
Biological Activity
Phenprocoumon is a coumarin derivative th at inhibits vitamin K and acts as a long acting oral anticoagulant. It was recently found to act synergistically with flutamide to modulate the stability of the androgen receptor (AR) and resensitize AR-mutant prostate cancer cells to flutamide.
Synthesis
Phenprocoumon, 3-(|á-ethylbenzyl)-4-hydroxycoumarin (24.1.14), is synthesized by acylating sodium salts of diethyl ester (1-phenylpropyl)butyric acid with acetylsalicylic acid chloride, which forms the compound 24.1.12, which upon reaction with sodium ethoxide cyclizes to 3-(|á-ethylbenzyl)-2-carboethoxy-4-hydroxycoumarin (24.1.13). Alkaline hydrolysis of this product and further decarboxylation gives phenprocoumon(24.1.14).
PHENPROCOUMON Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from PHENPROCOUMON manufacturers
- Product
- 4-Hydroxy-3-(1-phenylpropyl)-2H-chromen-2-on 435-97-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 97.4%
- Supply Ability
- 100 tons
- Release date
- 2022-02-20