(±)-Warfarin (±)-华法林

CAS 81-81-2 MFCD00006854

化学结构图

81-81-2
SMILES: CC(=O)CC(c1ccccc1)c1c(O)c2ccccc2oc1=O

化学属性

Mol. FormulaC₁₉H₁₆O₄
Mol. Weight308.33
Melting Point151 - 1630C
Appearance 外消旋体为无色、无臭、无味的结晶。m.p.159～161℃。易溶于丙酮，能溶于醇，不溶于苯和水。烯醇式呈酸性，与金属形成盐，其钠盐溶于水，不溶于有机溶剂。烯醇乙酸酯的m.p.117～118℃，酮式m.p.182～183℃。
Boiling Point
SolubilityPractically insoluble
Flash Point-

别名和识别编码

Chemical Name(±)-Warfarin
Synonym (Phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarine 1-(4'-Hydroxy-3'-coumarinyl)-1-phenyl-3-butanone 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)- 3(A-ACETONYLBENZYL)- 3-(1'-Phenyl-2'-acetylethyl)-4-hydroxycoumarin 3-(1-PHENYL-2-ACETYL)ETHYL-4-HYDROXYCOUMARIN 3-(1-丙酮基苄基)-4-羟基香豆素 3-(3-氧代-1-苯基丁基)-4-羟基-2H-1-苯并吡喃-2-酮 3-(A-ACETONLYLBENZYL)-4-HYDROXY-COUMARIN 3-(ALPHA-ACETONYLBENZYL)-4-HYDROXYCOUMARIN 3-(alpha-Phenyl-beta-acetylethyl)-4-hydroxycoumarin 3-Α-(丙酮基苄基)-4-羟基香豆素 4-HYDROXY-3-(3-OXO-1-PHENYLBUTYL 4-Hydroxy-3-(3-oxo-1-fenyl-butyl) cumarine 4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-cumarin 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one ATHROMBINE-K(R) Arab Rat Deth Athromb Athrombin-K
MDL Number-
PubChem Substance ID54678486
Beilstein Registry Number1293536
EC Number201-377-6
CAS Number81-81-2
Chemical Name Translation(±)-华法林
Merck Number13,10097
Wiswesser Line NotationT66 BOVJ DYR&1V1 EQ
LabNetwork Molecule IDLN00236936
InChIInChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3
Canonical SMILES-
信息真实价格透明    资金保障    专业采购外包团队在线服务   
信息真实价格透明    资金保障    专业采购外包团队在线服务   
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分类

  • {SNA} 1694 Pharmaceuticals & Personal Care Products, Alphabetical Index of Analytical Standards, Method and Regulation Specific, Analytical Standards, Analytical/Chromatography, Application Index, Biochemicals and Reagents, Cell Signaling Enzymes, EPA, Enzymes, Inhibitors, and Substrates, Neats, Substrates, W, Xenobiotics and Drug Metabolism
  • {SA} Alpha sort, Alphabetic, Analytical Standards, Analytical/Chromatography, Chromatography, Environmental Standards, Pesticides, Pesticides & Metabolites, Q-Z, Rodenticides, W
  • {Chemicalbook} 农药: 杀鼠

安全信息

RTECSGN4550000
GHS Symbol
Precautionary statements
  • P308+P313
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P201 Obtain special instructions before use. 使用前获取专门指示。
Hazard statements
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H372 Causes damage to organs through prolonged or repeated exposure 长期或频繁接触会损伤器官
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
WGK Germany3
Signal word Danger
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Safety Statements
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
  • S52 Not recommended for interior use on large surface areas 建议不在表面积大的区域内部使用；
Hazard Codes T
Risk Statements
  • R52/53
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R48/25
Packing GroupI
Hazard Class6.1(a)
Storage condition -20 -20°C 2-8°C
UN Number UN 2811 6.1/PG 1
Restrict 剧毒化学品
Warnings 危化品目录(2015) 危险化学品 
TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 320 mg/m3
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 22(7),49,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 750 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique.
   (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France)
   V.9-

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 6 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de
   Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France)
   V.1-  1947-  Volume(issue

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 800 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - food intake (animal)
REFERENCE :
   TIVSAI Trudy, VNIIVS.  Transactions of the All-Union Scientific Research
   Institute of Veterinary Sanitation.  (VNIIVS, Moscow, USSR)  V.11-    1957-
   Volume(issue)/page/year: 58,122,1977

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TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - woman
DOSE                    : 33600 ug/kg
SEX/DURATION            : female 1-32 week(s) after conception
TOXIC EFFECTS :
   Rep

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rabbit
DOSE                    : 10 mg/kg
SEX/DURATION            : female 8-28 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - other developmental
   abnormalities
   Reproductive - Effects on Newborn - stillbirth
REFERENCE :
   BLOOAW Blood.  (Grune & Stratton, Inc., 465 S. Lincoln Dr., Troy, MO 63379)
   V.1-    1946-  Volume(issue)/page/year: 36,623,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Human - woman
DOSE                    : 6450 ug/kg
SEX/DURATION            : female 27-33 week(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   JMSHAO Journal of the Mount Sinai Hospital (New York).  (New York, NY)
   V.1-36, 1934-69.  For publisher information, see MSJMAZ.
   Volume(issue)/page/year: 26,562,1959

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 240 mg/kg
SEX/DURATION            : female 2-3 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - pre-implantation mortality (e.g. reduction in
   number of implants per female; total number of implants per corpora lutea)
REFERENCE :
   CCPTAY Contraception.  (Geron-X, Inc., POB 1108, Los Altos, CA 94022)  V.1-
   1970-  Volume(issue)/page/year: 3,279,1971

TYPE OF TEST            : TDLo - Lowest publ

其他信息

  • 灭火剂:砂土、干粉、泡沫
  • 储运特性:库房通风低温干燥; 与食品原料分开储运
  • 用途二:抗凝血性杀鼠剂。作用机制是抑制维生素K 1 ，在动物肝脏内阻碍血液中的凝血酶原的合成。主要用于居住区、粮库、家禽饲养场杀灭家鼠。将配制的毒饵投入在鼠类经常活动的地方，每天检查，吃掉补投，全吃加倍，连续1周，供鼠食取。投药3d后发现死鼠，1周内出现高峰。
  • 上游原料:硫酸 --> 钠 --> 氧氯化硫 --> 甲苯 --> 苯甲醛 --> 水杨酸 --> 石蜡 --> 4-羟基香豆素 --> 原粉 --> 玉米粉 --> 丁烯 --> 邻乙酰水杨酸 --> 母粉
  • 类别:农药
  • MOL 文件:81-81-2.mol
  • 毒性分级:剧毒
  • 职业标准:TWA 0.1 毫克/立方米; STEL 0.3 毫克/立方米
  • 方法一:4-羟基香豆素的制备 以水杨酸为原料， 先与甲醇进行酯化，然后用醋酐于40℃酰化，再在金属钠作用于下240～250℃闭环、酸化合成4-羟基香豆素。也可通过水杨酸和氯化亚砜经酰化、环化、酸化制得。 取代丁烯-[3]-酮-[2]-的制备 苯甲醛与丙酮在氢氧化钠存在下缩合制得。 杀鼠灵的合成 将上述2个中间体在吡啶中回流24h，除去吡啶，注入水中，用盐酸酸化至pH值约2，放置，固化，重结晶，得杀鼠灵。
  • 图谱信息:华法林(81-81-2)红外图谱(IR1) 华法林(81-81-2)红外图谱(IR2)
  • 急性毒性:口服-大鼠 LD50: 1.6 毫克/公斤; 口服-小鼠 LD50: 3 毫克/公斤
  • MSDS 信息:3-(1'-Phenyl-2'-acetylethyl)-4-hydroxycoumarin(81-81-2).msds
  • Sigma Aldrich:81-81-2(sigmaaldrich)
  • 下游产品:溴敌隆 --> 氟鼠酮
  • 用途三:该品为抗凝血型杀鼠剂，在全世界广泛使用，主要用于杀灭小家鼠，大家鼠、褐家鼠等家栖鼠，也可用于灭野鼠。杀鼠灵的作用方式是进入鼠体后表现抗凝血作用，使鼠体内出血而致死。一般投饵后三周内灭鼠率可达90%以上。该品也用作口服抗凝血药。称华法林钠，用于防治血栓栓塞性疾病。
  • 毒性:对家鼠急性LD 50 3mg/kg (14mg/kg)，另有报道小鼠急性经口LD 50 为374mg/kg，对狗的LD 100 为20～50mg/kg （200～300mg/kg），对猫的LD 100 为5mg/kg。对鸡、鸭、牛、羊毒力较小，对猪、狗、猫较敏感。
  • 可燃性危险特性:可燃; 火场中可排放剧毒烟雾
  • 用途一:属抗血凝性杀鼠剂，用于杀大鼠和鼷鼠
  • 方法二:由苯甲醛与丙酮合成苄叉丙酮，再与4-羟基香豆素缩合制得杀鼠灵。商品有98%原粉，2.5%母粉和0.025毒饵。纯粉由淀粉和原粉均匀混合而成。毒饵由玉米粉等粮食与母粉和警戒色混匀后挤压烘干成条形，也可用母粉和石蜡混合制成蜡块毒饵。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Coumarins 香豆素
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Forensic and Veterinary Standards - Chromatography
  5. Drugs & Metabolites - Forensic and Veterinary Standards
  6. Neat Compounds - Drugs & Metabolites
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Environmental Standards - Chromatography
  5. Pesticides & Metabolites - Environmental Standards
  6. Pesticides - Pesticides & Metabolites
  7. Rodenticides - Pesticides

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