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Cardiovascular and metabolic drugs

Acenocoumarol

Also known as Acenocoumarin, Nicoumalone, Sintrom

CAS 152-72-7Formula C19H15NO6Molar mass 353.33 g/molEC 205-807-3
GHS signal word: Danger. Pictograms: Harmful or irritant, Serious health hazard 95 suppliers listed
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Acenocoumarol chemical structure, C19H15NO6, CAS 152-72-7
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Crystals
Melting point
196 to 199
Solubility
In water, 9.39 mg/l @ 20 to 25 °C
HS code
293220
Category
Cardiovascular and metabolic drugs
Illustrative photo, a shrink wrapped pallet of kraft paper sacks in a chemical plant
Typical packagingIllustrative packaging image, not the actual product

What is Acenocoumarol?

Plain description, key identifiers and synonyms

Acenocoumarol is a hydroxycoumarin that is warfarin in which the hydrogen at position 4 of the phenyl substituent is replaced by a nitro group. It has a role as an anticoagulant and an EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor. It is a C-nitro compound, a hydroxycoumarin and a methyl ketone.

Acenocoumarol is a chemical compound: anticoagulant.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]chromen-2-one
CAS number
152-72-7 CAS number cross-checkedOther or deprecated CAS: 1185071-64-0
EC number
205-807-3
Molecular formula
C19H15NO6
UNII
I6WP63U32H
MDL number
MFCD00137816
InChIKey
VABCILAOYCMVPS-UHFFFAOYSA-N
InChI
InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3
SMILES (canonical and isomeric)
CC(=O)CC(C1=CC=C(C=C1)[N+](=O)[O-])C2=C(C3=CC=CC=C3OC2=O)O

Synonyms

  • Acenocoumarin
  • Nicoumalone
  • Sintrom
  • Nitrowarfarin
  • Nitrovarfarian
  • Sinthrome
  • Acenocumarol
  • Nicumalon
  • Sincoumar
  • Sinkumar
  • Ascumar
  • Syntrom
  • Zotil
  • Acenokumarin
  • Sinthrom
  • Sintroma
  • Acenocoumarolum
  • Acenocumarolo
  • Acenocumarolum
  • Mini-sintrom
  • Nitrophenylacetylethyl-4-hydroxycoumarine
  • Minisintrom
  • 3-(alpha-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin
  • 3-(alpha-Acetonyl-p-nitrobenzyl)-4-hydroxycoumarin
  • 3-(alpha-(4'-Nitrophenyl)-beta-acetylethyl)-4-hydroxycoumarin
Show all 38 synonyms
  • 4-Hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-1-benzopyran-2-one
  • 3-(alpha-p-Nitrophenyl-beta-acetylethyl)-4-hydroxycoumarin
  • 4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]chromen-2-one
  • 3-(alpha-(p-Nitrophenol)-beta-acetylethyl)-4-hydroxycoumarin
  • 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-chromen-2-one
  • 4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one
  • 4-Hydroxy-3-[1-(4-Nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one
  • Coumarin, 3-(alpha-acetonyl-p-nitrobenzyl)-4-hydroxy-
  • Mini Sintrom
  • 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)chromen-2-one
  • (+-)-Acenocoumarol
  • Syncoumar
  • Syncumar

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
Crystalsexp.
Odour
Odorlessexp.
Taste
Tastelessexp.
Melting point
196 to 199exp.
Solubility
In water, 9.39 mg/l @ 20 to 25 °Cexp.

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
353.33 g/molcalc.
Exact mass
353.0899 Dacalc.
LogP (octanol/water)
3.52calc.
Topological polar surface area
110.7 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
6calc.
Rotatable bonds
5calc.
Heavy atoms
26calc.
Rings
3calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.16calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=c1oc2ccccc2cc1Cc1ccccc1

O=c1oc2ccccc2cc1Cc1ccccc1

3 rings, 18 atoms, the 3-Benzyl-2H-1-benzopyran-2-one ring system.

221 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H302Harmful if swallowed.
  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H335May cause respiratory irritation.
  • H360May damage fertility or the unborn child.
  • H361Suspected of damaging fertility or the unborn child.
Precautionary statements (21)
  • P203Obtain, read and follow all safety instructions before use.
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • 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 and face protection.
  • P301 + P317If swallowed: Get medical help.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P318If exposed or concerned, get medical advice.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • 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 aid

Acenocoumarol suppliers

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Where suppliers are based

95 suppliers in 17 countries

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Acenocoumarol price

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Uses and applications

What the substance is used for, by industry and function

Use classes: Pharmaceuticals.

Pharmacological actions

  • Anticoagulants

Roles

  • anti-arrhythmia drug
  • anticoagulant
  • antineoplastic agent
  • cardiovascular drug
  • enzyme inhibitor
  • hematologic agent
  • pharmaceutical

Pharmacology

Acenocoumarol is a 4-hydroxycoumarin derivative with anticoagulant activity. As a vitamin K antagonist, acenocoumarol inhibits vitamin K epoxide reductase, thereby inhibiting the reduction of vitamin K and the availability of vitamin KH2. This prevents gamma carboxylation of glutamic acid residues near the N-terminals of the vitamin K-dependent clotting factors, including factor II, VII, IX, and X and anticoagulant proteins C and S. This prevents their activity and thus thrombin formation. Compared to other coumarin derivatives, acenocoumarol has a short half-life.

How it is made

Prepn: W. Stoll, F. Litvan, US 2648682 (1953 to Geigy).

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • EU Cosmetics Regulation Annex II, prohibited in cosmetics
    Name: Acenocoumarol (INN), Ref no: 254, Annex ref: II/254

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Acenocoumarol is traded under.

HS 2932.20Indicative HS code

Lactones

World exports in 2024
$1.97B
−4.7% vs 2023, imports $2.07B
2019 to 2024
Top exporters
  1. China56.3%
  2. India * partner reported7.4%
  3. Germany7.3%
Top importers
  1. United States14.2%
  2. India * partner reported13.5%
  3. Brazil8.5%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Acenocoumarol is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Acenocoumarol, based on the data on this page

What is Acenocoumarol?

Acenocoumarol is a hydroxycoumarin that is warfarin in which the hydrogen at position 4 of the phenyl substituent is replaced by a nitro group. It has a role as an anticoagulant and an EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor. It is a C-nitro compound, a hydroxycoumarin and a methyl ketone.

What is the CAS number of Acenocoumarol?

The CAS registry number of Acenocoumarol is 152-72-7. Other or deprecated CAS numbers: 1185071-64-0.

What is the molecular formula and weight of Acenocoumarol?

The molecular formula of Acenocoumarol is C19H15NO6 and its molar mass is 353.33 g/mol.

What is Acenocoumarol used for?

Use classes: Pharmaceuticals.

Is Acenocoumarol hazardous?

Acenocoumarol carries the GHS signal word "Danger". Main hazards: harmful if swallowed, causes skin irritation, causes serious eye irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Acenocoumarol?

Acenocoumarol is usually classified under HS code 293220 (Lactones). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Acenocoumarol?

CompoundList lists 95 suppliers of Acenocoumarol in United States, China, India, United Kingdom and 13 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Acenocoumarol in India?

17 suppliers in India list Acenocoumarol on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Acenocoumarol?

Suppliers quote Acenocoumarol on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Acenocoumarol

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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