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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
Molecular Weight:
330.31
MDL Number:
MFCD00083223
MOL File:
129-06-6.mol
MSDS File:
SDS
Last updated:2024-10-28 16:48:35

Warfarin sodium Properties

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.
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)
FDA UNII 6153CWM0CL
NCI Drug Dictionary Panwarfin
EPA Substance Registry System Sodium warfarin (129-06-6)

Pharmacokinetic data

Protein binding 99%
Volume of distribution 0.14(L/kg)
Biological half-life 37 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H300-H360-H412
Precautionary statements  P202-P264-P270-P273-P280-P301+P310
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)
NFPA 704
0
3 0

Warfarin sodium price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1435 Warfarin Sodium Pharmaceutical Secondary Standard; Certified Reference Material 129-06-6 1g $105 2024-03-01 Buy
Sigma-Aldrich A4571 3-(α-Acetonylbenzyl)-4-hydroxycoumarin sodium salt ≥98% 129-06-6 10g $274 2024-03-01 Buy
TCI Chemical W0005 Warfarin Sodium (contains Isopropyl Alcohol) >98.0%(HPLC) 129-06-6 5g $66 2024-03-01 Buy
TCI Chemical W0005 Warfarin Sodium (contains Isopropyl Alcohol) >98.0%(HPLC) 129-06-6 25g $195 2024-03-01 Buy
Sigma-Aldrich W0100000 Warfarin sodium European Pharmacopoeia (EP) Reference Standard 129-06-6 w0100000 $220 2024-03-01 Buy
Product number Packaging Price Buy
PHR1435 1g $105 Buy
A4571 10g $274 Buy
W0005 5g $66 Buy
W0005 25g $195 Buy
W0100000 w0100000 $220 Buy

Warfarin sodium Chemical Properties,Uses,Production

Chemical Properties

Colorless solid

Originator

Coumadin ,Endo,US,1954

Uses

central stimulant

Uses

Rodenticide.

Uses

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

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

Global( 437)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from Warfarin sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Warfarin sodium pictures 2024-11-21 Warfarin sodium
129-06-6
US $0.00 / Kg/Bag 1KG 97.0%~102.0%; USP41 1500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Warfarin sodium pictures 2024-11-14 Warfarin sodium
129-06-6
US $415.00 / Kg/Bag 1KG 99% 1T Baoji Guokang Bio-Technology Co., Ltd.
Warfarin sodium pictures 2024-10-28 Warfarin sodium
129-06-6
US $0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
  • Warfarin sodium pictures
  • Warfarin sodium
    129-06-6
  • US $0.00 / Kg/Bag
  • 97.0%~102.0%; USP41
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Warfarin sodium pictures
  • Warfarin sodium
    129-06-6
  • US $415.00 / Kg/Bag
  • 99%
  • Baoji Guokang Bio-Technology Co., Ltd.
  • Warfarin sodium pictures
  • Warfarin sodium
    129-06-6
  • US $0.00 / KG
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
tintorane varfine waran 3-(A-ACETONYLBENZYL)-4-HYDROXYCOUMARIN SODIUM 3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN SODIUM 3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN SODIUM SALT sodiumcoumadin sodiumwarfarin 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 coumadinsodium coumafenesodium marevan 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 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 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 ((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 Warfarin Sodium Amorphous ( Under Development ) 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 Warfarin sodium (Coumadin) Warfarin sodiumQ: What is Warfarin sodium Q: What is the CAS Number of Warfarin sodium Q: What is the storage condition of Warfarin sodium 3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN SODIUM 4-OXO-3-(3-OXO-1-PHENYL-BUTYL)-CHROMEN-2-OLATE athrombin panwarfin