Flurbiprofen 2-(2-氟联苯-4-基)丙酸

CAS 5104-49-4 MFCD00079303

化学结构图

5104-49-4
SMILES: CC(C(=O)O)c1ccc(-c2ccccc2)c(F)c1

化学属性

Mol. FormulaC15H13FO2
Mol. Weight244
Melting Point110-112
TSCANo
Density1.422
Appearance 白色细微结晶粉末。熔点110111℃。易溶于乙醇,乙醚,丙酮,氯护、氯仿等有机溶剂,几乎不溶于水,有刺激性臭味。
SolubilitySoluble in DMSO (50 mg/ml), methanol (50 mg/ml), ethanol (~100 mg/ml), DMF (~100 mg/ml), and buffers of ionic strength ≥0.1 M and pH ≥7.4 (~5 mg/ml). Insoluble in water, Soluble in DMSO (50 mg/ml), methanol (50 mg/ml), ethanol (~100 mg/ml), DMF (

别名和识别编码

Chemical Name2-(2-Fluoro-1,1'-biphenyl-4-yl)propanoic acid
CAS Number5104-49-4
Synonym ######## (±)-2-氟-α-甲基-4-联苯基乙酸 L-790,330 (+)-2-(2-氟-4-联苯基)-丙酸 (+/-)-2-FLUORO-ALPHA-METHYL[1,1'-BIPHENYL]-4-ACETIC ACID (+/-)-FLURBIPROFEN 2-(2-Fluorobiphenyl-4-yl)propionic Acid 2-(2-fluoro-4-biphenylyl)propionicacid 2-(2-氟-4-联苯)丙酸 2-FLUORO-ALPHA-METHYL-[1,1'-BIPHENYL]-4-ACETIC ACID 2-FLUORO-[1,1'-BIPHENYL]-4-(ALPHA-METHYL)ACETIC ACID 2-Fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetic Acid 2-Fluoro-alpha-methyl-4-biphenylacetic acid 2-氟-ALPHA-甲基-4-联苯基乙酸 AKOS NCG1-0057 ANSAID Ansaid Apo Flurbiprofen Apo-Flurbiprofen BTS 18322 BTS-18322 BTS18322 Cebutid Dobrofen E 7869 E-7869 E7869 Flu Flubiprofen Flugalin Flurbiprofen
MDL NumberMFCD00079303
PubChem Substance ID3394
EC Number225-827-6
Reaxys-RN2054451
Merck Number4199
Beilstein Registry Number2054451
Chemical Name Translation2-(2-氟联苯-4-基)丙酸
Wiswesser Line NotationQVY1&R CF DR
LabNetwork Molecule IDLN00226391
InChIInChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)
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分类

  • {SNA} A to C,
  • {SNA} Analytical Standards, EP Standards, EP Standards E - F, Pharmacopeia Metrological Institutes Standards, 分析/色谱
  • {SNA} Analytical Standards, Analytical/Chromatography, Chromatography, EP Standards, EP Standards E - F, Pharmaceutical Standards, Pharmacopeia Standards
  • {SNA} A to C, Antibiotics A to Z, Antibiotics A-F, Application Index, Arachidonic Acid Cascade, Cell Signaling Enzymes, Cyclooxygenase, Cyclooxygenase (COX) Enzymes, Cyclooxygenase Inhibitors, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Lipids in Cell Signaling, 抗生素,
  • {SNA} A to C,

产品应用

  • A potent inhibitor of Cox-1 and Cox-2

相关文献及参考

  • Chalmers, et al.: Ann. Rheum. Dis., 31, 319 (1972),
  • 1. T Mahmud, S Somasundaram, et al., Enantiomers of flurbiprofen can distinguish key pathophysiological steps of NSAID enteropathy in the rat Gut 43 , 775-782, (1998) 摘要
  • 2. Jessica Amadio, Katherine Gordon, et al., Biotransformation of Flurbiprofen by Cunninghamella Species Appl. Environ. Microbiol. 76 , 6299-6303, (2010) 摘要
  • Geisslinger, G., and Schaible, H.G., New insights into the site and mode of antinociceptive action of flurbiprofen enantiomers. J. Clin. Pharmacol. 36 , 513-520, (1996) 摘要
  • Chowdhury, B., et al., Flurbiprofen, a unique non-steroidal anti-inflammatory drug with antimicrobial activity against Trichophyton , Microsporum and Epidermophyton species. Lett. Appl. Microbiol. 37 , 158-161, (2003) 摘要
  • Merck 14 ,4199
  • FT-IR 2 (2), 2627:B

安全信息

RTECSDU8341000
WGK Germany3
GHS Symbol
Precautionary statements
  • P203
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P310
  • P301+P310+P330
  • P301+P316
  • P302+P352
  • P304+P340
  • P305+P351+
  • P305+P351+P338
  • P318
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P332+P317
  • P337+P317
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P362+P364
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
Hazard Codes 6.1 T T,C
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Signal word Danger
UN Number 2811 UN 2811 6.1/PG 2
Safety Statements
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • 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);
Risk Statements
  • R25 Toxic if swallowed 吞咽有毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Packing GroupIII
Hazard Class6.1
Storage condition 保持密封,阴凉干燥处贮存
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 30 mg/kg/2W-I
TOXIC EFFECTS :
   Behavioral - hallucinations, distorted perceptions
   Behavioral - headache
   Nutritional and Gross Metabolic - other changes
REFERENCE :
   BMJOAE British Medical Journal.  (British Medical Assoc., BMA House,
   Tavistock Sq., London WC1H 9JR, UK)  V.1-    1857- Volume(issue)/page/year:
   4,496,1974

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 117 mg/kg
TOXIC EFFECTS :
   Behavioral - ataxia
   Gastrointestinal - hypermotility, diarrhea
   Blood - normocytic anemia
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 9,2641,1975

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 100 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Gastrointestinal - hypermotility, diarrhea
   Blood - normocytic anemia
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 9,2641,1975

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 10 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   IYKEDH Iyakuhin Kenkyu.  Study of Medical Supplies.  (Nippon Koteisho
   Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan)  V.1- 19

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 10 mg/kg
SEX/DURATION            : female 21 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - cardiovascular
   (circulatory) system
REFERENCE :
   PEREBL Pediatric Research.  (Williams & Wilkins Co., 428 E. Preston St.,
   Baltimore, MD 21202) V.1-    1967-  Volume(issue)/page/year: 22,567,1987

其他信息

  • TCI Shanghai:氟比洛芬 Flurbiprofen,>;98.0%(LC)(T)(5104-49-4)
  • 方法一:由2-氟联苯乙酮经氧化,酯化,酯交换,水解,脱羧等反应制得。
  • 抗炎镇痛药:氟比洛芬又称苯氟布洛芬、氟联苯丙酸,是一种强效苯丙酸类解热抗炎镇痛药,能抑制前列腺素合成环氧合酶而起止痛、抗炎及解热作用。其消炎和镇痛作用分别为阿司匹林(亦称乙酰水杨酸)的250倍及50倍。口服吸收迅速,1.5小时后血药浓度达峰值,半衰期为3.5小时,组织分布广,PPB为99.4%,可与血浆蛋白结合率较高的药物发生竞争血浆蛋白的作用。在肝脏中代谢为羟基氟比洛芬及其醛酸结合物。T1/2为3.5 h。由尿和粪便排泄,分别约为60%和40%。年龄对药物代谢无明显影响。主要用于风湿性关节炎、类风湿性关节炎、强直性脊椎炎、变性关节炎。也可预防手术摘除晶状体后发生无晶状体囊样斑点状水肿,抑制手术中瞳孔收缩,白内障及小梁成形氩气激光手术后眼睛炎症的治疗。还适用于其他一些原因如外伤、扭伤、手术等引起的疼痛。
  • 上游原料:2-氟联苯
  • 不良反应:最常见的不良反应有消化不良,胃部不适等,偶有头痛、皮疹等。消化性溃疡、支气管哮喘病人及孕妇、哺乳期妇女不宜服用。 其他不良反应有恶心、腹泻、腹痛、视力模糊、尿路感染征候、皮炎等。少数有肝转氨酶增高,继续用药,可能发展,亦可保持不变或消失。滴入眼时有轻度的刺痛感和烧灼感及(或)视觉紊乱。因影响血小板聚集而延长出血时间,有眼科手术应用本药后增加眼内
  • 毒性:非甾体类抗炎药(NSAID) 有抗炎、止痛和解热作用,毒性由小到大的排位是萘普酮、双水杨酯、舒林酸、双氯芬酸、布洛芬、酮基布洛芬、阿司匹林、萘普生、托美汀、氟比洛芬、炎痛喜康、苯氧布洛芬、吲哚美辛、氯甲灭酸。治疗的传统NSAID药物可首选阿司匹林,如患儿在治疗过程中不能耐受其不良反应时,可选用其他非甾体类抗炎药。目前已开发出选择性COX-2抑制剂,将全部替代传统的NSAID。已上市的选择性COX-2抑制剂有尼美舒利(尼蒙舒)、罗非昔布(万络)、塞来昔布 (西乐葆)、依托度酸(罗丁)、美洛昔康等。最近一项大规模、国际化、多中心、随机双盲化、前瞻性研究表明,选择性COX-2抑制剂的胃肠道、肾脏副作用极少,对血小板功能无明显影响,可作为JRA患儿早期联合治疗的首选药物而取代阿司匹林。
  • MSDS 信息:Flurbiprofen(5104-49-4).msds
  • 氟比洛芬价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 F0371 氟比洛芬 Flurbiprofen 5G 1270元 2014/06/02 F0371 氟比洛芬 Flurbiprofen 25G 3760元 2010/05/25 B22603 2-氟-a-甲基-4-联苯基乙酸, 99% 2-Fluoro-alpha-methyl-4-biphenylacetic acid, 99% 25g 14518元
  • 不良反应:最常见的不良反应有消化不良,胃部不适等,偶有头痛、皮疹等。消化性溃疡、支气管哮喘病人及孕妇、哺乳期妇女不宜服用。 其他不良反应有恶心、腹泻、腹痛、视力模糊、尿
  • Alfa Aesar:2-氟-a-甲基-4-联苯基乙酸,99% 2-Fluo
  • Alfa Aesar:2-氟-a-甲基-4-联苯基乙酸,99% 2-Fluoro-alpha-methyl-
  • 用途二:该品为解热镇痛药,用于慢性关节炎,变形关节症的镇痛,消炎,以及拔牙及外科手术后的镇痛。小鼠口服LD50为140mg/kg,大鼠为640-800mg/kg。
  • MOL 文件:5104-49-4.mol
  • 下游产品:氟比洛芬酯
  • 图谱信息:氟比洛芬(5104-49-4)红外图谱(IR1) 氟比洛芬(5104-49-4)核磁图( 1 HNMR) 氟比洛芬
  • Flurbiprofen 是一种苯基烷酸衍生物,是非甾体类抗炎药(NSAIDs)
  • Sigma Aldrich:5104-49-4(sigmaaldrich)
  • 用途一:解热镇痛消炎药,用于风湿性关节炎、骨关节炎、手术后及各种癌症止痛

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