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Home > Encyclopedia > (±)-Warfarin sodium

(±)-Warfarin sodium

pharmaceutical raw materials
(±)-Warfarin sodium structure

(±)-Warfarin sodium 

structure
  • CAS No:

    129-06-6

  • Formula:

    C19H16O4.Na

  • Chemical Name:

    (±)-Warfarin sodium

  • Synonyms:

    2H-1-Benzopyran-2-one,4-hydroxy-3-(3-oxo-1-phenylbutyl)-,sodium salt (1:1);Coumarin,3-(α-acetonylbenzyl)-4-hydroxy-,sodium salt;2H-1-Benzopyran-2-one,4-hydroxy-3-(3-oxo-1-phenylbutyl)-,sodium salt;Warfarin,sodium deriv.;3-(α-Acetonylbenzyl)-4-hydroxycoumarin sodium;Athrombin;Coumadin sodium;Prothromadin;Panwarfin;Sodium coumadin;Sodium warfarin;Warfarin sodium;Warfarin sodium salt;Sodium,[[2-oxo-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-4-yl]oxy]-;Coumafene sodium;Varfine;Tintorane;Marevan;Waran;Warfilone;Coumadin;Ratsul Soluble;Zoocoumarin sodium salt;(±)-Warfarin sodium;Aldocumar;Coumadan Sodico;Dimantil;Farin;Coumadine;Orfarin;Simarc 2;Sofarin;UniWarfin;Warfarina;Warfil 5;Marevam;Taro-warfarin;Warfant;12795-55-0;51821-81-9;859043-62-2

  • Categories:

    Active Pharmaceutical Ingredients  >  Blood System Drugs

Description

Colorless solidSlightly bitter crystalline powder. An anticoagulant used as a rodenticide. Warfarin sodium, 3-( -acetonylbenzyl)-4-hydroxycoumarin sodium salt (Coumadin,Panwarfin), is a white, odorless, crystalline powder, with aslightly bitter taste; it is slightly soluble in chloroform and solublein alcohol or water. A 1% solution has a pH of 7.2 to 8.5.


Warfarin sodium is a slightly bitter crystalline powder. An anticoagulant used as a rodenticide. (EPA, 1998)


Warfarin sodium is a slightly bitter crystalline powder. An anticoagulant used as a rodenticide. (EPA, 1998)|An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.

(±)-Warfarin sodium Basic Attributes

330.31

330.086792

204-929-4

2811|3027

DTXSID7035010

29322090

Characteristics

66.4

4.04780

Warfarin sodium is a slightly bitter crystalline powder. An anticoagulant used as a rodenticide. (EPA, 1998)

1.307g/cm3

approximate 161℃

515.2ºC at 760mmHg

188.8ºC

Very soluble in water and in ethanol (96 per cent), soluble in acetone, very slightly soluble in methylene chloride.

Store at away from heat and open flame. Do not store near feeds and foodstuffs and keep away from children, domestic animals, pets, or wildlife.

LD50 in male rats, female rats, mice, rabbits (mg/kg): 323, 58, 374, ~800 orally (Hagen); also reported as LD50 in male, female rats (mg/kg): 100.3, 8.7 orally (Back)

No rapid reaction with air. No rapid reaction with water.

Alcohols and Polyols

A coumarin derivative, a lactone. Lactones are similar to esters reactive chemistries.

Safety Information

II

6.1(a)

UN 1544 6.1/PG 2

1

61-28

53-36/37/39-45-36/37-28

GN4725000

T+

Contact with strong oxidizers may cause fires and explosions.

Missing Phrase - N15.00950417-P201-P280-P308 + P313

H300-H360

When heated to decomposition, it emits toxic fumes of sodium oxide. (EPA, 1998)

|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P262, P264, P270, P271, P280, P281, P284, P301+P310, P302+P350, P304+P340, P308+P313, P310, P314, P320, P321, P322, P330, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 104 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

(Non-Specific -- Coumarin Derivative Pesticide, Solid, n.o.s.) Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing. Remove and isolate contaminated clothing at the site. Move container from fire area if you can do it without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. (Non-Specific -- Coumarin Derivative Pesticide, Solid, n.o.s.) Extinguish fires with dry chemical, carbon dioxide, water spray, fog, or foam. (EPA, 1998)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

(Non-Specific -- Coumarin Derivative Pesticide, Solid, n.o.s.) Do not touch spilled material; stop leak if you can do it without risk. Use water spray to reduce vapors. For small spills, take up with sand or other noncombustible absorbent material and place into containers for later disposal. For small dry spills, with clean shovel place material into clean, dry container and cover; move containers from spill area. For large spills, dike far ahead of spill for later disposal. (EPA, 1998)

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Drug Information

Agents that prevent BLOOD CLOTTING. (See all compounds classified as Anticoagulants.)|Substances used to destroy or inhibit the action of rats, mice, or other rodents. (See all compounds classified as Rodenticides.)

This material is highly toxic orally in humans. (EPA, 1998)

Signs and Symptoms of Acute Warfarin Sodium Exposure: Warfarin sodium is an anticoagulant. Hemorrhage is the most common sign and may be manifested by hemorrhagic skin rashes and lip, nose, and upper airway bleeding. Upper airway pain, difficulty in speaking and swallowing, and dyspnea (shortness of breath) may occur. Vomiting, abdominal pain, and bloody stools are common. Back pain may be noted. Emergency Life-Support Procedures: Acute exposure to warfarin sodium may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victims to fresh air. Emergency personnel should avoid self-exposure to warfarin sodium. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. RUSH to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self- exposure to warfarin sodium. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 3. Remove contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas THOROUGHLY with soap and water. 6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 7. RUSH to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 2. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 3. Vomiting may be induced with syrup of Ipecac. If elapsed time since ingestion of warfarin sodium is unknown or suspected to be greater than 30 minutes, do not induce vomiting and proceed to Step 4.Ipecac should not be administered to children under 6 months of age.Warning: Syrup of Ipecac should be administered only if victims are alert, have an active gag-reflex, and show no signs of impending seizure or coma. If ANY uncertainty exists, proceed to Step 4.The following dosages of Ipecac are recommended: children up to 1 year old, 10 mL (1/3 oz); children 1 to 12 years old, 15 mL (1/2 oz); adults, 30 mL (1 oz). Ambulate (walk) the victims and give large quantities of water. If vomiting has not occurred after 15 minutes, Ipecac may be readministered. Continue to ambulate and give water to the victims. If vomiting has not occurred within 15 minutes after second administration of Ipecac, administer activated charcoal. 4. Activated charcoal may be administered if victims are conscious and alert. Use 15 to 30 g (1/2 to 1 oz) for children, 50 to 100 g (1-3/4 to 3-1/2 oz) for adults, with 125 to 250 mL (1/2 to 1 cup) of water. 5. Promote excretion by administering a saline cathartic or sorbitol to conscious and alert victims. Children require 15 to 30 g (1/2 to 1 oz) of cathartic; 50 to 100 g (1-3/4 to 3-1/2 oz) is recommended for adults. 6. RUSH to a health care facility. (EPA, 1998)

4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one

(±)-Warfarin sodium Use and Manufacturing

Uses

Rodenticide.Used as an anticoagulant

2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, sodium salt (1:1): ACTIVE

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:330.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:330.08680324
Monoisotopic Mass:330.08680324
Topological Polar Surface Area:66.4
Heavy Atom Count:24
Complexity:508
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is a medium-acting anticoagulant of the dicoumarin class. Its mechanism of action is to competitively counteract the effect of vitamin K, inhibit the synthesis of coagulation factors in hepatocytes, and also has the effect of reducing thrombin-induced platelet aggregation reaction, thus having anticoagulant and antiplatelet aggregation functions.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Registered Holders

  • ALCHYMARS ICM SM PRIVATE LTD

    United States United States
    Active
  • ALEMBIC PHARMACEUTICALS LTD

    United States United States
    Active
  • FARMAK, a.s.

    Czech Czech
    Active

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