Phenprocoumon

Modify Date: 2024-01-02 17:07:36

Phenprocoumon Structure
Phenprocoumon structure
Common Name Phenprocoumon
CAS Number 435-97-2 Molecular Weight 280.318
Density 1.3±0.1 g/cm3 Boiling Point 463.2±45.0 °C at 760 mmHg
Molecular Formula C18H16O3 Melting Point 179.5ºC
MSDS N/A Flash Point 195.7±21.5 °C

 Use of Phenprocoumon


Phenprocoumon is a coumarin derivative that acts as a long acting oral anticoagulant and an antagonist of vitamin K.

 Names

Name phenprocoumon
Synonym More Synonyms

 Phenprocoumon Biological Activity

Description Phenprocoumon is a coumarin derivative that acts as a long acting oral anticoagulant and an antagonist of vitamin K.
Related Catalog
Target

Vitamin K[1].

In Vivo After a single i.v.-dose of phenprocoumon (0.355 mg/kg) the anticoagulant effect obtained is greater in older than in younger rats. There are no differences between younger and older rats in the rate of elimination, volume of distribution and in the free fraction and free concentration values of phenprocoumon in plasma and liver. After i.v.-injection of 64.3 μg/kg [3H]vitamin K1 and different doses of phenprocoumon (0.02 to 3 mg/kg) the [3H]vitamin K1 concentration in the liver decreases and the [3H] vitamin K1-2, 3-epoxide concentration increases dependent on the dose and the liver concentration of phenprocoumon. These changes are more pronounced in the older than in the younger rats[2].
References

[1]. Straubhaar B, et al. The prevalence of potential drug-drug interactions in patients with heart failure at hospital discharge. Drug Saf. 2006;29(1):79-90.

[2]. DIETMAR TRENK, et al. Age-dependent differences in the effect of phenprocoumon on the vitamin K1-epoxide cycle in rats. Trenk D. J Pharm Pharmacol. 1980 Dec;32(12):828-32.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 463.2±45.0 °C at 760 mmHg
Melting Point 179.5ºC
Molecular Formula C18H16O3
Molecular Weight 280.318
Flash Point 195.7±21.5 °C
Exact Mass 280.109955
PSA 50.44000
LogP 4.77
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.638
Storage condition 2-8℃

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GN6769000
CHEMICAL NAME :
Coumarin, 3-(alpha-ethylbenzyl)-4-hydroxy-
CAS REGISTRY NUMBER :
435-97-2
BEILSTEIN REFERENCE NO. :
1291115
LAST UPDATED :
199612
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C18-H16-O3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 222,107,1954
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
190 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 222,107,1954
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
32 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 222,107,1954
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 222,107,1954
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
62 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 222,107,1954 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
13500 ug/kg/26W-I
TOXIC EFFECTS :
Blood - hemorrhage Blood - change in clotting factors Related to Chronic Data - death
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,145,1971
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
24900 ug/kg/52W-I
TOXIC EFFECTS :
Related to Chronic Data - death
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,145,1971

 Safety Information

RIDADR UN 2811
Packaging Group III
Hazard Class 6.1(b)
HS Code 2932209090

 Synthetic Route

~95%

Phenprocoumon Structure

Phenprocoumon

CAS#:435-97-2

Literature: Kischel, Jette; Mertins, Kristin; Michalik, Dirk; Zapf, Alexander; Beller, Matthias Advanced Synthesis and Catalysis, 2007 , vol. 349, # 6 p. 865 - 870

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2932209090
Summary 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

Marcoumar
Phenprocumon
Marcumar
4-Hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
UNII:Q08SIO485D
Falithrom
Falithiom
Phenprocumone
3-(a-Ethylbenzyl)-4-hydroxycoumarin
2H-1-Benzopyran-2-one, 4-hydroxy-3-(1-phenylpropyl)-
RO 1-4849
Fencumar
LIQUAMAR
PHENPROCOUMON
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