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Warfarin sodium

Product Name
Warfarin sodium
CAS No.
129-06-6
Chemical Name
Warfarin sodium
Synonyms
VITAMIN K2;athrombin;panwarfin;WARFARIN SODIUM SALT;3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN;SODIUM 4-OXO-3-(3-OXO-1-PHENYL-BUTYL)-CHROMEN-2-OLATE;waran;varfine;marevan;tintorane
CBNumber
CB7346095
Molecular Formula
C19H15O4.Na
Formula Weight
330.31
MOL File
129-06-6.mol
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Warfarin sodium Property

Melting point:
approximate 161℃
alpha 
±0°
storage temp. 
2-8°C
solubility 
Very soluble in water and in ethanol (96 per cent), soluble in acetone, very slightly soluble in methylene chloride.
form 
powder
color 
White to Almost white
PH
pH (10g/l, 25℃) : 7.2～8.3
Merck 
14,10038
BCS Class
1,2
CAS DataBase Reference
129-06-6(CAS DataBase Reference)
EPA Substance Registry System
Sodium warfarin (129-06-6)
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Safety

Hazard Codes 
T+
Risk Statements 
61-28
Safety Statements 
53-36/37/39-45-36/37-28
RIDADR 
UN 1544 6.1/PG 2
WGK Germany 
1
RTECS 
GN4725000
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
29322090
Toxicity
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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H360May damage fertility or the unborn child

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR1435
Product name
Warfarin Sodium
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
1g
Price
$105
Updated
2024/03/01
Sigma-Aldrich
Product number
A4571
Product name
3-(α-Acetonylbenzyl)-4-hydroxycoumarin sodium salt
Purity
≥98%
Packaging
10g
Price
$274
Updated
2024/03/01
TCI Chemical
Product number
W0005
Product name
Warfarin Sodium (contains Isopropyl Alcohol)
Purity
>98.0%(HPLC)
Packaging
5g
Price
$66
Updated
2024/03/01
TCI Chemical
Product number
W0005
Product name
Warfarin Sodium (contains Isopropyl Alcohol)
Purity
>98.0%(HPLC)
Packaging
25g
Price
$195
Updated
2024/03/01
Sigma-Aldrich
Product number
W0100000
Product name
Warfarin sodium
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
w0100000
Price
$220
Updated
2024/03/01
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Warfarin sodium Chemical Properties,Usage,Production

Chemical Properties

Colorless solid

Originator

Coumadin ,Endo,US,1954

Uses

Warfarin Sodium (Crystalline Clathrate) is used for pharmaceutical care for patients with chronic heart failure and renal dysfunction.

Uses

central stimulant

Uses

Rodenticide.

Manufacturing Process

About 0.1 mol each of 4-hydroxycoumarin and benzalacetone are dissolved, in any desired order, in about three times their combined weight of pyridine. The solution is refluxed for about 24 hours, and then allowed to cool; after which it is poured into about 15 volumes of water, and acidified to about pH 2 by the addition of hydrochloric acid. An oil separates, and on cooling and standing overnight solidifies. The solid product is recovered, as by filtration, and recrystallized from ethanol, according to US Patent 2,427,578.
The base melts at about 161°C. It is a white crystalline solid, soluble in hot ethyl alcohol and substantially insoluble in cold water; it dissolves in alkali solutions with formation of the salt. The yield is about 40%.
Then, as described in US Patent 2,777,859, warfarin may be reacted with NaOH to give a sodium salt solution. Crystalline warfarin sodium may be prepared as described in US Patent 2,765,321.

brand name

Athrombin (Purdue Frederick); Coumadin (Bristol-Myers Squibb); Jantoven (USl); Panwarfin (Abbott).

Therapeutic Function

Anticoagulant

General Description

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.

General Description

Slightly bitter crystalline powder. An anticoagulant used as a rodenticide.

Reactivity Profile

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

Health Hazard

Warfarin sodium is highly toxic orally in humans.

Fire Hazard

When heated to decomposition, Warfarin sodium emits toxic fumes of sodium oxide.

Clinical Use

By virtue of its great potency, warfarin sodium at firstwas considered unsafe for use in humans and was used veryeffectively as a rodenticide, especially against rats. At theproper dosage level, however, it can be used in humans, especiallythrough the intravenous route.

Safety Profile

Poison to humans by ingestion. Experimental poison by ingestion and intravenous routes. Human systemic effects by ingestion: dermatitis. Human reproductive effects by ingestion: fetotoxicity, abnormal condition of newborn at birth, other newborn physical effects, and teratogenic effects includmg developmental abnormalities of the eye and ear, craniofacial area, skin and appendages, musculoskeletal system, cardiovascular system, and gastrointestinal system of the fetus. ,4n experimental teratogen. Other experimental reproductive effects. Mutation data reported. An anticoagulant drug. When heated to decomposition it emits toxic fumes of Na2O.

Veterinary Drugs and Treatments

In veterinary medicine, warfarin is used primarily for the oral, long-term treatment (or prevention of recurrence) of thrombotic conditions, primarily in cats, dogs, or horses. Use of warfarin in veterinary species is somewhat controversial and due to unproven benefit in reducing mortality, increased expense associated with monitoring, and potential for serious effects (bleeding), many do not recommend its use.

Drug interactions

Potentially hazardous interactions with other drugs
There are many significant interactions with warfarin.
Prescribe with care with regard to the following:
Anticoagulant effect enhanced by: alcohol, amiodarone, anabolic steroids, aspirin, aztreonam, bicalutamide, cephalosporins, chloramphenicol, cimetidine, ciprofloxacin, clopidogrel, cranberry juice, danazol, danshen, dipyridamole, dronedarone, disulfiram, entacapone, esomeprazole, exenatide, ezetimibe, fibrates, fluconazole, flutamide, fluvastatin, glucosamine, grapefruit juice, itraconazole, ketoconazole, levamisole, levofloxacin, macrolides, methylphenidate, metronidazole, miconazole, mirtazepine, nalidixic acid, neomycin, norfloxacin, NSAIDs, ofloxacin, omeprazole, pantoprazole, paracetamol, penicillins, proguanil, propafenone, ritonavir, rosuvastatin, saquinavir, SSRIs, simvastatin, sulfinpyrazone, sulphonamides, tamoxifen, tegafur, testosterone, tetracyclines, thyroid hormones, tigecycline, toremifene, tramadol, trimethoprim, valproate, venlafaxine, vitamin E and voriconazole.
Anticoagulant effect decreased by: acitretin, atorvastatin, azathioprine, barbiturates, carbamazepine, enteral feeds, eslicarbazepine, enzalutamide, fosphenytoin, ginseng, griseofulvin, oral contraceptives, phenobarbital, phenytoin, primidone, rifamycins, St John’s wort (avoid concomitant use), sucralfate, vitamin K.
Anticoagulant effects enhanced / reduced by: anion exchange resins, atazanavir, corticosteroids, dietary changes, disopyramide, efavirenz, fosamprenavir, nevirapine, ritonavir, telaprevir, tricyclics, trazodone.
Analgesics: increased risk of bleeding with IV diclofenac and ketorolac - avoid concomitant use.
Anticoagulants: increased risk of haemorrhage with apixaban, dabigatran, edoxaban and rivaroxaban - avoid concomitant use.
Antidiabetic agents: enhanced hypoglycaemic effect with sulphonylureas; also possible changes to anticoagulant effect.
Camomile: enhanced anticoagulation.
Ciclosporin: there have been a few reports of altered anticoagulant effect; decreased ciclosporin levels have been seen rarely.
Cytotoxics: increased risk of bleeding with erlotinib, imatinib and regorafenib; enhanced effect with capecitabine, etoposide, fluorouracil, ifosfamide, gefitinib, gemcitabine, sorafenib and vemurafenib; reduced effect with mercaptopurine and mitotane.
Melatonin: possibly enhanced INR.

Metabolism

The R- and S-isomers are both metabolised in the liver. The S-isomer is metabolised more rapidly than the R-isomer, mainly by the cytochrome P450 isoenzyme CYP2C9, which shows genetic polymorphism. Other isoenzymes are also involved in the metabolism of the R-isomer.
The metabolites, which have negligible or no anticoagulant activity, are excreted in the urine following reabsorption from the bile. Dose in renal impairment G

Warfarin sodium Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Warfarin sodium manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Warfarin sodium 129-06-6
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
97.0%~102.0%; USP41
Supply Ability
1500kg/month
Release date
2021-06-10
Hebei Yiduo Import and Export Co., Ltd.
Product
Warfarin sodium 129-06-6
Price
US $100.00-80.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000000
Release date
2025-01-21
Baoji Guokang Bio-Technology Co., Ltd.
Product
Warfarin sodium 129-06-6
Price
US $415.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
1T
Release date
2021-06-04

129-06-6, Warfarin sodium Related Search:

Sodium benzoate Warfarin Sodium acetate Tetrahydro-4H-pyran-4-one Sodium hydroxide Coumarin Butylated hydroxyanisole Sodium bicarbonate Diclofenac sodium Butylated Hydroxytoluene Sodium chloride Sodium sulfate CHLOROPHOSPHONAZO III Sodium chlorite 8-CHLOROADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT PHENPROCOUMON 4-acetylbutyric acid 4-Hydroxy-3-benzylcoumarin

  • sodiumcoumadin
  • sodiumwarfarin
  • tintorane
  • varfine
  • waran
  • 3-(A-ACETONYLBENZYL)-4-HYDROXYCOUMARIN SODIUM
  • 3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN
  • 3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN SODIUM
  • 3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN SODIUM SALT
  • SODIUM 4-OXO-3-(3-OXO-1-PHENYL-BUTYL)-CHROMEN-2-OLATE
  • 3-(α-Acetonylbenzyl)-4-hydroxycoumarin, sodium salt
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, sodium salt
  • WARFARINSODIUM,CRYSTALLINE,USP
  • SODIUM3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN
  • WARFARIN SODIUM CRYSTALLINE CLATHRATE
  • 3-(A-ACETONYLBENZYL)-4-HYDROXYCOUMARIN, SODIUM CLAT
  • WARFARIN SODIUM USP 26
  • WARFARIN SODIUM BP USP
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-onesodiumsalt3-(a-Acetonylbenzyl)-4-hydroxycoumarinsodiumsalt
  • 4-hydroxy-3-(3-oxo-1-phenylbutyl)-2h-1-benzopyran-2-onsodiumsalt
  • athrombin
  • coumadinsodium
  • coumafenesodium
  • marevan
  • panwarfin
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one sodium salt
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)coumarin sodium salt
  • 3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN SODIUM CLATHRATE
  • VITAMIN K2
  • 3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin Sodiuim Salt
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one sodium salt sodium salt
  • 2-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-4H-chroMen-4-one
  • 3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin Sodiuim Salt 4-Hydroxy-3-(3-oxo-1-phenylbutyl)coumarin Sodium Salt
  • WARFARIN SODIUM
  • WARFARIN, SODIUM CLATHRATE
  • WARFARIN SODIUM SALT
  • WARFARIN SODIUM SALT CLATHRATE
  • Warfarin Sodium (contains Isopropyl Alcohol)
  • Coumarin, 3-(a-acetonylbenzyl)-4-hydroxy-, sodium salt
  • 4-Sodiooxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one
  • Warfarin Sodium Amorphous ( Under Development )
  • ((3-(alpha-acetonylbenzyl)-2-oxo-2h-1-benzopyran-4-yl)oxy)-sodiu
  • 3-(alpha-acetonylbenzyl)-4-hydroxy-coumarisodiumsalt
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one(C19H15O4)
  • prothromadin
  • ratsulsoluble
  • Warfarin sodiuM(8% Isopropanol)
  • 3-(alpha-Acetonylbenzyl)-4-hydroxycouMarin sodiuM salt >=98%
  • Warfarin sodium, >=99%
  • warcoumin
  • warfarin,sodiumderiv.
  • warfilone
  • zoocoumarinsodiumsalt
  • sodium 2-oxo-3-(3-oxo-1-phenylbutyl)-1-benzopyran-4-olate
  • Warfarin sodium clathrate CRS
  • acetonylbenzyl
  • Warfarin sodium USP/EP/BP
  • 3-(α-Acetonylbenzyl)-4-hydroxycoumarin sodium salt