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ワルファリン

ワルファリン 化学構造式
81-81-2
CAS番号.
81-81-2
化学名:
ワルファリン
别名:
デトモル;4-ヒドロキシ-3-(1-フェニル-3-オキソブチル)-2H-1-ベンゾピラン-2-オン;クマデル;ワルフ化合物42;化合物42;クマトックス;テムスW;ロダファリン;ロデックス;3-[α-(2-オキソプロピル)ベンジル]-4-ヒドロキシクマリン;クメフェン;3-(1-フェニル-3-オキソブチル)-4-ヒドロキシ-2H-1-ベンゾピラン-2-オン;クマズ;ワルファリン;3-(α-アセトニルベンジル)-4-ヒドロキシクマリン;4-ヒドロキシ-3-[1-フェニル-3-オキソブチル]-2H-1-ベンゾピラン-2-オン;4-ヒドロキシ-3-(3-オキソ-1-フェニルブチル)-2H-1-ベンゾピラン-2-オン;ロダファリンC;3-(3-オキソ-1-フェニルブチル)-4-ヒドロキシ-2H-1-ベンゾピラン-2-オン;ラトロンG
英語化学名:
Warfarin
英語别名:
RAX;Ratox;Rosex;D-Con;Co-rax;Ratron;temusw;warf42;Kumadu;Warfin
CBNumber:
CB0413732
化学式:
C19H16O4
分子量:
308.33
MOL File:
81-81-2.mol

ワルファリン 物理性質

融点 :
162-164 °C(lit.)
沸点 :
356°C
比重(密度) :
1.1411 (rough estimate)
屈折率 :
1.4434 (estimate)
闪点 :
2℃
貯蔵温度 :
2-8°C
外見 :
Crystalline
酸解離定数(Pka):
pKa 4.90±0.01(H2O t = 25±0.5 I = 0.15 (KCl))(Approximate)
色:
Colorless
水溶解度 :
Practically insoluble
Merck :
13,10097
BRN :
8868198
暴露限界値:
NIOSH REL: TWA 0.1 mg/m3, IDLH 100 mg/m3; OSHA PEL: 0.1 mg/m3; ACGIH TLV: TWA 0.1 mg/m3.
CAS データベース:
81-81-2(CAS DataBase Reference)
NISTの化学物質情報:
3-(Alpha-acetonylbenzyl)-4-hydroxycoumarin(81-81-2)
EPAの化学物質情報:
2H-1-Benzopyran- 2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)- (81-81-2)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  T,T+,Xn,F
Rフレーズ  61-48/25-52/53-28-21-36-20/21/22-11
Sフレーズ  53-45-61-52-36/37-28-26-16
RIDADR  UN 2811 6.1/PG 1
WGK Germany  3
RTECS 番号 GN4550000
国連危険物分類  6.1(a)
容器等級  I
HSコード  29322090
有毒物質データの 81-81-2(Hazardous Substances Data)
毒性 EC50 (24-hour) for Daphnia magna 88.8 mg/L (Lilius et al., 1995); acute oral LD50 for rats 186 mg/kg (Hartley and Kidd, 1987), 3 mg/kg (RTECS, 1985)
化審法 一般化学物質
安衛法 57,57-2
絵表示(GHS)
注意喚起語 Danger
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H225 引火性の高い液体および蒸気 引火性液体 2 危険 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H300 飲み込むと生命に危険 急性毒性、経口 1, 2 危険 P264, P270, P301+P310, P321, P330,P405, P501
H312 皮膚に接触すると有害 急性毒性、経皮 4 警告 P280,P302+P352, P312, P322, P363,P501
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 P264, P280, P305+P351+P338,P337+P313P
H360 生殖能または胎児への悪影響のおそれ 生殖毒性 1A, 1B 危険
H372 長期にわたる、または反復暴露により臓器の障 害 特定標的臓器有害性、単回暴露 1 危険 P260, P264, P270, P314, P501
H412 長期的影響により水生生物に有害 水生環境有害性、慢性毒性 3 P273, P501
注意書き
P201 使用前に取扱説明書を入手すること。
P210 熱/火花/裸火/高温のもののような着火源から遠ざ けること。-禁煙。
P260 粉じん/煙/ガス/ミスト/蒸気/スプレーを吸入しないこ と。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。
P308+P313 暴露または暴露の懸念がある場合:医師の診断/手当てを 受けること。

ワルファリン 価格 もっと(17)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01ACSP-076S ワーファリン Standard
Warfarin Standard, 100 ug/mL in MeOH
81-81-2 1mL ¥4400 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01ACSP-076N ワルファリン標準品
Warfarin Standard
81-81-2 10mg ¥4800 2018-12-26 購入
関東化学株式会社(KANTO) 49802-01 ワルファリン標準品
Warfarin standard
81-81-2 250mg ¥12000 2018-12-13 購入
Sigma-Aldrich Japan 45706 ワルファリン PESTANAL?, analytical standard
Warfarin PESTANAL?, analytical standard
81-81-2 250mg-r ¥15400 2018-12-25 購入
Sigma-Aldrich Japan 1719000 ワルファリン United States Pharmacopeia (USP) Reference Standard
Warfarin United States Pharmacopeia (USP) Reference Standard
81-81-2 200mg ¥70000 2018-12-25 購入

ワルファリン 化学特性,用途語,生産方法

外観

白色〜ほとんど白色, 結晶性粉末〜粉末

溶解性

水:17mg/l(20℃)。ベンゼン、エーテル、シクロヘキサンにわずかに溶ける。メタノール、エタノール、イソプロパノールに可溶。アセトン:65、クロロホルム:56、ジオキサン:100(g/l、20℃)エタノール及びアセトンに溶け、水にはほとんど溶けない。

用途

農薬(殺ソ剤)

効能

抗凝固薬, ビタミンK拮抗薬

化学的特性

Colorless crystals; odorless; tasteless. Soluble in acetone, dioxane; slightly soluble in methanol, ethanol; very soluble in alkaline aqueous solution; insoluble in water and benzene.

化学的特性

Warfarin is a colorless, odorless crystalline solid.

使用

Anticoagulant.

使用

Pesticide and rodenticide

使用

Coumadin is widely used as an anticoagulant for various systemic diseases such as venous thromboembolism, cardiac arrhythmia, following myocardial infarction, and hematologic abnormalities, among others. However, the efficacy of coumadin for CRVO is not established. It was reported that 13 of 354 patients taking warfarin developed CRVO despite maintaining therapeutic levels of the anticoagulant.

主な応用

Warfarin is an anti-coagulant used to prevent heart attacks, strokes, and the formation of blood clots. It interferes with the use of vitamin K in the required carboxylation of several vitamin K-dependent proteins in the clotting cascade, preventing the initiating of clotting. (±)-Warfarin is a racemic mixture of 2 optically active isomers. (±)-Warfarin has a half-life of 36-42 hours in circulation, bound to plasma proteins, and accumulates in the liver, where the two isomers are metabolized by different pathways. 

brand name

Athrombin- K (Purdue Frederick);Coumadine;Marevan;Mervan;Sofarin;Waran;Warfilone.

世界保健機関(WHO)

Warfarin, a coumarin anticoagulant, was introduced into medicine in 1950 for the prevention and managementof thrombo-embolic disorders. Its use during the first trimester of pregnancy has been associated with birth malformations, particularly in relation to cranial and limb development, and there have been reports of foetal death due to haemorrhage following administration of the drug during the late stages of pregnancy. The decision of the Egyptian agency to requrie a warning regarding teratogenicity to be included in the approved information of products containing warfarin beings the text of the package insert in line with those approved in other countries. Warfarin is included in the WHO Model List of Essential Drugs.

反応プロフィール

Warfarin is incompatible with the following: Strong oxidizers .

健康ハザード

Warfarin is classified as very toxic. Probable oral lethal dose in humans is 50-500 mg/kg, between 1 teaspoon and 1 ounce for a 150 lb. person. Material is an anticoagulant. Toxic effects other than hemorrhage are rarely seen in humans. Material is believed to be teratogenic in humans. Persons with a history of blood disorders with bleeding tendencies would be expected to be at increased risk from exposure.

健康ハザード

Highly toxic substance; exhibits acute,delayed and chronic effects. Ingestion of adose of 3–15 g is thought to be fatal toadult human. It is an anticoagulant causinghemorrhage. The toxic symptoms whichbegin a few days or weeks after ingestioninclude bleeding of nose and gums, pallorand blood in the urine and feces. Anothersymptom may be hematomas around jointsand hip. If the dose is large or lethalthe delayed effects may lead to cerebralhemorrhage, paralysis and death. It exhibitedteratogenic effects in laboratory animals.The LD50 values reported in the literaturewidely vary.

火災危険

Contact with strong oxidizers may cause fires and explosions. Toxic gases and vapors (e.g., carbon monoxide) may be released in heating to decomposition. Avoid strong oxidizers.

农业用途

Rodenticide: Warfarin and its sodium salt is an anticoagulant rodenticide used for controlling rats and house mice in and around homes, animal and agricultural premises, and commercialand industrial sites. It is effective in very low dosages. About a week is required before a marked reduction in the rodent population is noticeable. Rodents do not become bait-shy after once tasting warfarin; they continue to consume it until its anti-clotting properties have produced death through internal hemorrhaging. It can be used year-after-year wherever a rodent problem exists. Warfarin and its sodium salt are only slightly dangerous to humans and domestic animals when used as directed, but care must be taken with young pigs, which are especially susceptible. The sodium salt is also used to treat people with blood hypercoagulation problems. Registered for use in EU countries . Registered for use in the U.S.

応用例(製薬)

A group of naturally occurring antibiotics chemically related to the coumarin group of anticoagulants. The best known is novobiocin, but a few naturally occurring coumarins and some semisynthetic derivatives have been studied. They share a narrow range of antimicrobial activity largely directed against aerobic Gram-positive organisms. Novobiocin inhibits susceptible strains of Staph. aureus (including β-lactamaseproducing and methicillin-resistant strains), Str. pyogenes and Str. pneumonia at a concentration of 0.1–2 mg/L and it has been considered for the treatment of infection with multiresistant Staph. aureus and other Gram-positive cocci. However, since resistance arises readily and side effects are common, the general consensus is that it no longer has a place in antibacterial therapy.
There has been some revived interest in coumarins as potentiating agents of antineoplastic drugs.

製品名

ARAB RAT DETH®; ATROMBINE-K®; BRUMIN®; COMPOUND 42®; D-CON®; CO- RAX®; DETHMORE®; EAGLES-7®; EASTERN STATES DUOCIDE®; GROVEX SEWER BAIT®; HOPKINS BAR BAIR®; HOPKINS COV-R-TOX®; HOPKINS RODEX®; KILLGERM SEWARIN P®; KILMOL®; LIQUA-TOX®; MAR-FIN®; MOUSE PAK®; PLUSBAIT®; RAT-A-WAY®; RAT-B-GON®; RAT-O-CIDE®; RAT-GARD®; RAT & MICE BAIT®; RATRON®; RATS-NO-MORE®; RATTUNAL®; RAX®; RCR SQUIRREL KILLER®; RENTOKIL®; RENTOKIL BIOTROL®; RODEX BLOX®; RODENTEX®; RO- DETH®; RODEX®; ROUGH & READY MOUSE MIX®; SAKARAT®; SOLFARIN®; SOREXA PLUS®; SOREX CR1®; SEWARIN®; SPRAY-TROL BRANCH®; TWIN LIGHT RAT AWAY®; RODEN-TROL®; WARFARAT®; WARF COMPOUND®; VAMPIRINIP® Sodium Salt: ATHROMBIN®; LIQUA-TOX®; PANWARFIN®; RATSUL SOLUBLE®; TINTORANE®; VARFINE®; WARAN®; WARCOUMIN®; WARFILONE®

安全性プロファイル

A human poison by ingestion. Poison by inhalation and intravenous routes. Moderately toxic by skin contact, subcutaneous, and intraperitoneal routes. Human systemic effects by ingestion: hemorrhage, ulceration or bleeding from small intestine, blood clotting factor change. Human reproductive effects by ingestion and intramuscular routes: fetal death and physical abnormalities at birth. Human teratogenic effects include developmental abnormalities of the craniofacial area, musculoskeletal system, and respiratory system. An experimental teratogen. Other experimental reproductive effects. Used as an oral anticoagulant and as a rodenticide. When heated to decomposition it emits acrid smoke and fumes.

職業ばく露

Warfarin is used as an oral anticoagulant and as a rodenticide or rat poison.

応急処置

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Medical observation is recommended.

環境運命予測

Photolytic. Warfarin may undergo direct photolysis since the pesticide showed an absorption maximum of 330 nm (Gore et al., 1971)
Chemical/Physical. The hydrolysis half-lives at 68.0°C and pH values of 3.09, 7.11 and 10.18 were calculated to be 12.9, 57.4 and 23.9 days, respectively. At 25°C and pH 7, the half-life was estimated to be 16 years (Ellington et al., 1986)

輸送方法

UN3027 Coumarin derivative pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

純化方法

dl-Warfarin crystallises from EtOH or MeOH. UV: max at 308nm ( 13,610) in H2O. The acetate has m 117-118o, the O-triflate has m 90-91o, and the 2,4-dinitrophenylhydrazone has m 215-216o. It is an effective anticoagulant and rodenticide. [West et al. J Am Chem Soc 83 2676 1961, HPLC: Banfield & Rowland J Pharm Sci 72 921 1983, Beilstein 17 III/IV 6794.] dl-Warfarin is resolved via recrystallisation of the quinidine salt, and the free acids are recrystallised (70g) from 600mL of 80% aqueous Me2CO. Large prismatic crystals of the pure enantiomers are obtained by slow crystallisation from Me2CO or AcOH. The solubilities of the pure enantiomers at 25o are 11.2% in Me2CO and 2.6% in AcOH, whereas the racemate has solubilities of 6.5% in Me2CO and 2% in AcOH. The IR spectra are the same with max (CHCl3) at 2.78 (w), 5.88, 6.16 and 6.38. [West et al. J Am Chem Soc 83 2676 1961, Cbz-proline diastereoisomeric esters were used for HPLC analysis: Banfield & Rowland J Pharm Sci 72 921 1983.] Poisonous, anticoagulant and rodenticide.

不和合性

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Dust mixtures with air may cause explosion.

廃棄物の処理

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. Incineration.

ワルファリン 上流と下流の製品情報

原材料

準備製品


ワルファリン 生産企業

Global( 165)Suppliers
名前 電話番号 ファックス番号 電子メール 国籍 製品カタログ 優位度
Henan Tianfu Chemical Co.,Ltd.
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0371-55170693 info@tianfuchem.com CHINA 20680 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32457 55
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86-0551-65418684 18949823763
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J & K SCIENTIFIC LTD. 400-666-7788 +86-10-82848833
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INTATRADE GmbH +49 3493/605464
+49 3493/605470 sales@intatrade.de Germany 3580 66
3B Pharmachem (Wuhan) International Co.,Ltd. 86-21-50328103 * 801、802、803、804 Mobile:18930552037
86-21-50328109 3bsc@sina.com China 15884 69

81-81-2(ワルファリン)キーワード:


  • 81-81-2
  • coumadin
  • SAKARAT
  • 1-(4’-hydroxy-3’-coumarinyl)-1-phenyl-3-butanone
  • 1-(4’-hydroxy-3’coumarinyl)-1-phenyl-3-butanone
  • PROLIN(R)
  • WARF COMPOUND 42(R)
  • 1-(4'-Hydroxy-3'-coumarinyl)-1-phenyl-3-butanone
  • 200coumarin
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-
  • 2H-1-Benzopyran-2-one,4-hydroxy-3-(3-oxo-1-phenylbutyl)-,
  • 3-(2-Acetyl-1-phenylethyl)-4-hydroxycoumarin
  • 3-(Acetonylbenzyl)-4-hydroxycoumarin
  • 3-(alpha-acetonylbenzene)-4-hydroxycoumarin
  • Arab rat deth
  • arabratdeath
  • arabratdeth
  • Athrombine-K
  • Athrombin-K
  • athrombin-k/potassiumsalt/
  • Brumolin
  • Compound 42
  • compound42
  • Co-rax
  • coumadin/sodiumsalt/
  • maagrattentodcum
  • marevan/sodiumsalt/
  • Mar-Frin
  • martin’smar-frin
  • Martin's mar-frin
  • Maveran
  • デトモル
  • 4-ヒドロキシ-3-(1-フェニル-3-オキソブチル)-2H-1-ベンゾピラン-2-オン
  • クマデル
  • ワルフ化合物42
  • 化合物42
  • クマトックス
  • テムスW
  • ロダファリン
  • ロデックス
  • 3-[α-(2-オキソプロピル)ベンジル]-4-ヒドロキシクマリン
  • クメフェン
  • 3-(1-フェニル-3-オキソブチル)-4-ヒドロキシ-2H-1-ベンゾピラン-2-オン
  • クマズ
  • ワルファリン
  • 3-(α-アセトニルベンジル)-4-ヒドロキシクマリン
  • 4-ヒドロキシ-3-[1-フェニル-3-オキソブチル]-2H-1-ベンゾピラン-2-オン
  • 4-ヒドロキシ-3-(3-オキソ-1-フェニルブチル)-2H-1-ベンゾピラン-2-オン
  • ロダファリンC
  • 3-(3-オキソ-1-フェニルブチル)-4-ヒドロキシ-2H-1-ベンゾピラン-2-オン
  • ラトロンG
  • バンピリニップIII
  • ワルフ5
  • アトロンビンK
  • クマフェン
  • デトネル
  • ブルモリン
  • ラトロン
  • バンピリニップII
  • ズークマリン
  • ワルファリン標準品
  • 3-(アルファ-アセトニルベンジル)-4-ヒドロキシクマリン (別名ワルファリン)
  • CS_N-13750-250MG_ワルファリンクーマフェン
  • ワルファリンクーマフェン
  • (±)-ワーファリン
  • ワーファリン STANDARD
  • ワルファリン標準物質
  • ワーファリン Standard, 100 µg/mL in MeOH
  • 抗凝固薬
  • 殺鼠剤
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