Dicoumarol
Also known as dicumarol, Bishydroxycoumarin, melitoxin
Key facts
What buyers check first
- Appearance
- White or creamy white, crystalline powder
- Melting point
- 287 to 293
- Solubility
- Practically insol in water, alc, ether.
- HS code
- 293220
- Category
- Rodenticides, nematicides and other pesticides

What is Dicoumarol?
Plain description, key identifiers and synonyms
Dicoumarol is a hydroxycoumarin that is methane in which two hydrogens have each been substituted by a 4-hydroxycoumarin-3-yl group. Related to warfarin, it has been used as an anticoagulant. It has a role as an anticoagulant, an EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor, a vitamin K antagonist and a Hsp90 inhibitor.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 4-hydroxy-3-[(4-hydroxy-2-oxochromen-3-yl)methyl]chromen-2-one
- CAS number
- 66-76-2 CAS number cross-checked
- EC number
- 200-632-9
- Molecular formula
- C19H12O6
- UNII
- 7QID3E7BG7
- MDL number
- MFCD00006857
- InChIKey
- DOBMPNYZJYQDGZ-UHFFFAOYSA-N
- InChI
- InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2
- SMILES (canonical and isomeric)
- C1=CC=C2C(=C1)C(=C(C(=O)O2)CC3=C(C4=CC=CC=C4OC3=O)O)O
Synonyms
- dicumarol
- Bishydroxycoumarin
- melitoxin
- Antitrombosin
- Baracoumin
- Dicumarine
- Acadyl
- Acavyl
- Dicuman
- Dicumol
- Dicoumal
- Dufalone
- Kumoran
- Temparin
- Trombosan
- Cumid
- Cuma
- bis-hydroxycoumarin
- Dicumaol R
- Dicoumarolum
- 3,3'-Methylenebis(4-hydroxycoumarin)
- Anathrombase
- Apekumarol
- Dicoumerol
- Dicumarinum
Show all 39 synonymsShow fewer synonyms
- Dicumarolum
- Bis(4-hydroxycoumarin-3-yl)methane
- Bis-3,3'-(4-hydroxycoumarinyl)methane
- Di-(4-hydroxy-3-coumarinyl)methane
- Dicumarolo
- Dwukumarol
- Di-4-hydroxy-3,3'-methylenedicoumarin
- 3,3'-Methylen-bis(4-hydroxy-cumarin)
- 3,3'-Methylene-bis(4-hydroxycoumarine)
- 3,3'-Methylenebis(4-hydroxy-1,2-benzopyrone)
- 3,3'-Methylenebis(4-hydroxy-2H-1-benzopyran-2-one)
- NC 034
- 3,3'-Metilen-bis(4-idrossi-cumarina)
- 3,3'-Methyleen-bis(4-hydroxy-cumarine)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | White or creamy white, crystalline powderexp.Measured value |
|---|---|
| Odour | Slight, pleasant odorexp.Measured value |
| Taste | Slightly bitter tasteexp.Measured value |
| Melting point | 287 to 293exp.Measured value |
| Solubility | Practically insol in water, alc, ether.exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 336.30 g/molcalc.Computed value |
|---|---|
| Exact mass | 336.0634 Dacalc.Computed value |
| LogP (octanol/water) | 2.9calc.Computed value |
| Topological polar surface area | 100.9 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 25calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 4calc.Computed value |
| Fraction sp3 carbons | 0.05calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=c1oc2ccccc2cc1Cc1cc2ccccc2oc1=O
4 rings, 23 atoms, the 3,3'-Methylenebis(2H-1-benzopyran-2-one) ring system.
21 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H372Causes damage to organs through prolonged or repeated exposure.
- H411Toxic to aquatic life with long lasting effects.
Precautionary statements (9)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P273Avoid release to the environment.
- P301 + P317If swallowed: Get medical help.
- P319Get medical help if you feel unwell.
- P330Rinse mouth.
- P391Collect spillage.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidDicoumarol suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- United States, San DiegoUnclaimed profileDicoumarolGrade, purity and minimum order on requestPrice on request
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- United States, San DiegoUnclaimed profileDicoumarolGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileDicoumarolGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileDicoumarolGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profileDicoumarolGrade, purity and minimum order on requestPrice on request
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- United States, San DiegoUnclaimed profileDicoumarolGrade, purity and minimum order on requestPrice on request
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- China, ShanghaiUnclaimed profileDicoumarolGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
69 suppliers in 14 countries
- United States28
- China18
- United Kingdom5
- Germany3
- Spain2
- Hong Kong2
- and 8 more countries
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Dicoumarol price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Rodenticide.
The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies discontinued drug products. Dicumarol is included on this list.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Anticoagulants
- Enzyme Inhibitors
- Uncoupling Agents
Roles
- Hsp90 inhibitor
- antagonist
- anticoagulant
- enzyme inhibitor
- hematologic agent
- pharmaceutical
- vitamin K antagonist
Pharmacology
Dicumarol is a hydroxycoumarin originally isolated from molding sweet-clover hay, with anticoagulant and vitamin K depletion activities. Dicumarol is a competitive inhibitor of vitamin K epoxide reductase, thus, it inhibits vitamin K recycling and causes depletion of active vitamin K in blood. This prevents the formation of the active form of prothrombin and several other coagulant enzymes, and inhibits blood clotting.
How it is made
Originally isolated from spoiled sweet clover (improperly cured Melilotus hay) ... now prepared synthetically by the action of formaldehyde on 4-hydroxy-coumarin (obtained as the Na derivative by the action of sodium metal on methyl acetylsalicylate)...
Regulatory status
Inventories, regulations and trade controls that list this substance
Europe
- EU harmonised classification (CLP Annex VI)Index no: 607-060-00-2
Health and food
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: Dicoumarol (INN), Ref no: 231, Annex ref: II/231
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Dicoumarol is traded under.
Lactones
- United States14.2%
- India * partner reported13.5%
- Brazil8.5%
* Partner reported figures, a lower bound.
The HS code shown for Dicoumarol is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Dicoumarol, based on the data on this page
What is Dicoumarol?
What is the CAS number of Dicoumarol?
What is the molecular formula and weight of Dicoumarol?
What is Dicoumarol used for?
Is Dicoumarol hazardous?
What is the HS code of Dicoumarol?
Where can I buy Dicoumarol?
What is the price of Dicoumarol?
Guides for buyers
Practical guides that help when you source, ship or handle Dicoumarol
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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