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Warfarin sodium

CAS No.129-06-6
Chemical Name:Warfarin sodium
CBNumber:CB7346095
Molecular Formula:C19H15O4.Na
Formula Weight:330.31
MOL File:129-06-6.mol

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)
FDA UNII 6153CWM0CL
NCI Drug Dictionary Panwarfin
EPA Substance Registry System Sodium warfarin (129-06-6)
UNSPSC Code 41116107
NACRES NA.24

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)

NFPA 704:

	0
3		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H300-H360-H412
Precautionary statements P202-P264-P270-P273-P280-P301+P310

Warfarin sodium Price More Price(3)

Brand: Sigma-Aldrich(India)
Product number: A4571
Product name : 3-(α-Acetonylbenzyl)-4-hydroxycoumarin sodium salt
Purity: ≥98%
Packaging: 10G
Price: ₹9157.95
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: W0005
Product name : Warfarin Sodium (contains Isopropyl Alcohol)
Purity:
Packaging: 5G
Price: ₹4700
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: W0005
Product name : Warfarin Sodium (contains Isopropyl Alcohol)
Purity:
Packaging: 25G
Price: ₹10000
Updated: 2022/05/26
Buy: Buy

Warfarin sodium Chemical Properties,Usage,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