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Creative Commons Attribution-ShareAlike 3.0 United States Inherent Properties, Identifiers and References
ChemSpider ID: 10442445
Empirical Formula: C19H16O4
Molecular Weight: 308.3279
Nominal Mass: 308 Da
Average Mass: 308.3279 Da
Monoisotopic Mass: 308.104859 Da
Systematic Name: 4-hydroxy-3-(3-oxo-1-phenyl-butyl)chromen-2-one
SMILES: CC(=O)CC(C\1=C(/O)c2ccccc2OC/1=O)c3ccccc3
InChI: InChI=1/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6​-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3
InChIKey: PJVWKTKQMONHTI-UHFFFAOYAW
Creative Commons Attribution-ShareAlike 3.0 United States (Details...) Original Reference(s)
Warfarin (also known under the brand names of Coumadin, Jantoven, Marevan, and Waran) is an anticoagulant. It is named for the Wisconsin Alumni Research Foundation, which sponsored its development. It was initially marketed as a pesticide against rats and mice, and is still popular for this purpose, although more modern poisons such as brodifacoum are much more potent and toxic. After its introduction it turned out to be effective and relatively safe in the prophylaxis (prevention) of thrombosis and embolism (abnormal formation and migration of blood clots) in many disorders. Its activity has to be monitored by frequent blood testing for the international normalized ratio (INR) to ensure an adequate yet safe dose is taken. Warfarin is a synthetic derivative of coumarin, a chemical found naturally in many plants, notably woodruff (''Galium odoratum'', Rubiaceae), and at lower levels in licorice, lavender, and various other species. Warfarin and related coumarins decrease blood coagulation by inhibiting vitamin K epoxide reductase, an enzyme that recycles oxidated vitamin K to its reduced form after it has participated in the carboxylation of several blood coagulation proteins, mainly prothrombin and factor VII. For this reason, drugs in this class are also referred to as "vitamin K antagonists". Read more...
Creative Commons Attribution-ShareAlike 3.0 United States Disclaimer (Details...) Supplemental Information

User Data

  • identifiers
    • Chemical Name: Warfarin
  • experimental physchem properties
    • Melting Point: 161 - 162 C
    • Boiling Point: Decomposes
    • Boiling Point: decomposes
    • Flash Point: ?
    • Specific Gravity: ?
    • Solubility: 0.002%
    • Ionization Potential: ?
  • miscellaneous
    • Appearance: Colorless, odorless, crystalline powder. [rodenticide]
    • First Aid: Eye: Irrigate immediately Skin: Soap wash promptly Breathing: Respiratory support Swallow: Medical attention immediately
    • Exposure Routes: inhalation, skin absorption, ingestion, skin and/or eye contact
    • Symptoms: Hematuria (blood in the urine), back pain; hematoma arms, legs; epistaxis (nosebleed), bleeding lips, mucous membrane hemorrhage; abdominal pain, vomiting, fecal blood; petechial rash; abnormal hemato logic indices
    • Target Organs: Blood, cardiovascular system
    • Incompatibilities and Reactivities: Strong oxidizers
    • Personal protection and Sanitation: Skin: Prevent skin contact Eyes: No recommendation Wash skin: When contaminated Remove: When wet or contaminated Change: Daily
    • Exposure Limits: NIOSH REL : TWA 0.1 mg/m 3 OSHA PEL : TWA 0.1 mg/m 3
    • Source: synthetic
    • Drug Status: USP, INN, BAN, JAN
    • Therapeutic Effect: anticoagulant, rodenticide
  • miscellaneous
    • Appearance: solid
    • Stability: Stable. Incompatible with strong oxidizing agents.
    • Toxicity: ORL-RAT LD50 3 mg kg-1 to 186 mg kg-1, SKN-RAT LD50 1400 mg kg-1, ORL-MUS LD50 60 mg kg-1, ORL-MUS LD50 374 mg kg-1
    • Safety: Safety glasses, gloves. Take care to avoid breathing dust.
    • Source: synthetic
    • Drug Status: USP, INN, BAN, JAN
    • Therapeutic Effect: anticoagulant, rodenticide
(Details...) Names and Synonyms Creative Commons Attribution-ShareAlike 3.0 United States

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

1-(4'-Hydroxy-3'-coumarinyl)-1-phenyl-3-butanone
129-06-6[RN]
201-377-6[EINECS]
204-929-4[EINECS]
2610-86-8[RN]
2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-
3-(.alpha.-Acetonylbenzyl)-4-hydroxycoumarin
3-(.alpha.-Phenyl-.beta.-acetylethyl)-4-hydroxycoumarin
3-(a-Acetonylbenzyl)-4-hydroxycoumarin
3-(alpha-acetonylbenzyl)-4-hydroxycoumarin
3-(alpha-Phenyl-beta-acetylethyl)-4-hydroxycoumarin
3-a-Phenyl-b-acetylethyl-4-hydroxycoumarin
4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one
4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
4-Hydroxy-3-(3-oxo-1-phenylbutyl)coumarin
81-81-2[RN]
Antrombin K
Athrombin
Athrombin-K
Brumolin
CO-Rax
Coumadin[Wiki]
Coumafen
Coumafene
Coumaphene
Coumarin, 3-(alpha-acetonylbenzyl)-4-hydroxy-
Cov-R-Tox
Dethmor
Dethnel
DL-3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin
Marevan[Wiki]
Panwarfin
Prothromadin
Ratoxin
Rodex
Tintorane
Varfine
Waran[Wiki]
Warcoumin
WARF compound 42
warfarin[Wiki]
Warfarin deriv.
Warfarin K
Warfilone
(RS)-Warfarin
3-(1'-Phenyl-2'-acetylethyl)-4-hydroxycoumarin
3-(a-acetonylbenzyl)-4-hydroxy-Coumarin
3-(alpha-Acetonyl)-benzyl-4-hydroxycoumarin
4-Hydroxy-3-(3-oxo-1-phenyl butyl)-2H-1-benzopyran-2-one
81-81-2, 2610-86-8, 129-06-6
Athrombine-K
Coumaphen
Coumefene
D-Con
DL-3-(a-Acetonylbenzyl)-4-hydroxycoumarin
Fasco fascrat powder
Kumader
Kumadu
Kumatox
Maveran
rac-Warfarin
Rat-Mix
rat-o-cide
Ratox
Ratron
Ratron G
Rattunal
RAX
Rodafarin
Rosex
Temus W
Tox-hid
Vampirinip II
Vampirinip iii
W.A.R.F. 42
Warf
Warfarat
Warfarin-alcohol
Zoocoumarin
(Details...) Database ID(s) Creative Commons Attribution-ShareAlike 3.0 United States

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

Caswell No. 903
HSDB 1786
BRN 1293536
NSC 59813