Antipyrine 安替比林

CAS 60-80-0 MFCD00003146

化学结构图

60-80-0
SMILES: Cc1cc(=O)n(-c2ccccc2)n1C

化学属性

Mol. FormulaC11H12N2O
Mol. Weight188.23
Melting Point109-111 °C
TSCAYes
Boiling Point319 °C at 760 mmHg
Solubility1000 G/L (20 ºC)
Appearance 无色晶体或白色结晶性粉末。熔点114℃,沸点319℃(98.8kPa),211-212℃(1.33kPa),相对密度1.0747(20/4℃),折光率1.5697。溶于苯、乙醇、水、氯仿,略溶于醚。无臭,有微苦味。
Density1.156
Refractive index1.5697
Stability对光敏感

别名和识别编码

Chemical NameAntipyrine
CAS Number60-80-0
Synonym Antipyrine {LY} Antipyrine {} {LY} Antipyrine {} {} {LY} Antipyrine {} {} {} {LY} Antipyrine {} {} {} {} {LY} Antipyrine {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Antipyrine {} {} {} {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00003146
EC Number200-486-6
Merck Number716
Beilstein Registry Number24,27
PubChem Substance ID87568340
Chemical Name Translation安替比林
Reaxys-RN157775
Wiswesser Line NotationT5NNVJ A1 BR& E1
LabNetwork Molecule IDLN00194206
InChIInChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
Canonical SMILESO=C1N(C2=CC=CC=C2)N(C)C(C)=C1
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分类

  • {SNA} A, AM to AQ, APIs & Metabolites, APIs (Active Pharmaceutical Ingredients) & Metabolites, Alphabetical Index of Analytical Standards, Analytical Standards, Antipyrine / Phenazone, Chromatography, Pharmaceutical Standards, 分析/色谱
  • {SNA} Alphabetical Index of Analytical Standards, A, AM to AQ, Analytical Standards, Analytical/Chromatography
  • {SNA} A, AM to AQ, Alphabetical Index of Analytical Standards,
  • {uni_hamburg} no charge; nitrogen heterocycle; carbocycle; aromatic; 5ring; 6ring; amide; lactame; 1fragment
  • Heterocycles
  • {SNA} Analytical Standards, Chromatography, EP Standards, EP Standards P - R, Pharmaceutical Standards, Pharmacopeia Standards, 分析/色谱
  • {SN

产品应用

  • 硝酸、亚硝酸及碘的分析试剂。测定能形成络合阳离子的元素(如铋、锡、锑和汞等)。重量分析测定钛。

相关文献及参考

  • Farrell, G.C., et al.: Br. J. Clin. Pharmacol., 18, 559 (1984),
  • Short: III/38B
  • Short: III/10a
  • Vessel, E.S., et al.: Clin. Pharm. Ther., 26, 275 (1979),
  • Merck: 14,716
  • Short: IV/16
  • Short: IV/8A
  • Merck: 14,716 Beilstein:24,27

安全信息

RTECSCD2450000
Safety Statements
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R22 Harmful if swallowed 吞咽有害
WGK Germany1
GHS Symbol
Precautionary statements
  • 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
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • 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。
  • P332+P313
  • P307+P311
  • P302+P350
  • P337+P313
  • P301+P312+P330
  • P302+P352+P332+P313+P362+P364
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P305+P351+P338+P337+P313
  • P308+P311
  • P305+P351+P338
  • P405 Store locked up. 上锁保管。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H315 Causes skin irritation 会刺激皮肤
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
Signal word Warning
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes Xn
Packing GroupIII
Hazard Class6.1(b)
UN Number 3249
Storage condition 2-8°C {LY} 2-8°C {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 361 gm/kg/92W-C
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Kidney, Ureter, Bladder - tumors
   Kidney, Ureter, Bladder - Kidney tumors
REFERENCE :
   IJCNAW International Journal of Cancer.  (International Union Against
   Cancer, 3 rue du Conseil- General, 1205 Geneva, Switzerland)  V.1-    1966-
   Volume(issue)/page/year: 27,521,1981

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 74 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85DCAI "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M.,
   Springfield, IL, C.C. Thomas, 1970  Volume(issue)/page/year: 2,73,1970

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 525 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation)
   Behavioral - convulsions or effect on seizure threshold
   Gastrointestinal - nausea or vomiting
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 1250 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation)
   Behavioral - convulsions or effect on seizure threshold
   Gastrointestinal - nausea or vomiting
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 39,177,1930

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig,
   Ger. Dem. Rep.)  Volume(issue)/page/year: 4,1304,1935

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 80 mmol/L
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 13,2389,1992

其他信息

  • 急性毒性:口服-大鼠 LD50: 1705 毫克/公斤; 口服-小鼠 LD50: 1310 毫克/公斤
  • F:10
  • 毒性分级:中毒
  • 安替比林价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30015226 安替比林;二甲基苯基吡唑酮 100g 30元 2011/04/16 D1876 2,3-二甲基-1-苯基-5-吡唑啉酮 2,3-Dimethyl-1-phenyl-5-pyrazolone 25G 142元 2011/04/16 D1876 2,3-二甲基-1-苯基-5-吡唑啉酮 2,3-Dimethyl-1-phenyl-5-pyrazolone 500G 891元
  • 图谱信息:安替比林(60-80-0)质谱(MS) 安替比林(60-80-0)红外图谱(IR2) 安替比林(60-80-0)核磁图( 13 CNMR) 安替比林(60-80-0)Raman光谱 安替比林(60-80-0)红外图谱(IR1)
  • Acros Organics:安替比林 Antipyrine, 99%(60-80-0)
  • 灭火剂:干粉,泡沫,沙土,二氧化碳, 雾状水
  • 类别:有毒物品
  • MOL 文件:60-80-0.mol
  • 上游原料:硫酸二甲酯 --> 乙酰乙酸乙酯 --> 甲基肼 --> 溴甲烷 --> 甲醇溶液 --> 3-甲基吡唑 --> 吡唑酮 --> 甲基吡啶酮
  • 用途二:用作硝酸、亚硝酸及碘的分析试剂
  • 用途一:用作解热镇痛药
  • 可燃性危险特性:可燃; 燃烧产生有毒氮氧化物烟雾
  • 储运特性:库房通风低温干燥
  • 方法一:由1-苯基-3-甲基吡唑酮-5经甲基化、水解而得。在干燥的甲基化罐中,加入吡唑酮,再加入硫酸二甲酯,升温至160℃,反应6h,加热水煮沸2h。将此甲基化反应物放入盛有氢氧化钠溶液的水解罐中,在100-110℃搅拌水解3h。静置分层,取安替比林油层放在结晶罐内,加蒸馏水稀释,搅拌,降温至10℃以下,析出晶体,甩滤,水洗,甩干得安替比林粗品。粗品用蒸馏水重结晶,活性炭脱色,即得成品。甲基化操作还可以采用氯甲烷或溴甲烷作原料,将这类甲基化试剂作成甲醇溶液,稍微过量地与1-萘基-3-甲基吡啶酮搅拌反应。然后蒸去甲醇,将反应物溶于水中,用氢氧化钠使呈微碱性,用苯萃取安替比林,再从苯中重结晶,最后用活性炭精制和水重晶。另一种方法是,用等摩尔的N,N-苯基甲基肼和乙酰乙酸乙酯在130-160℃油浴上加热回流制得。用沸水从浓稠的油状液体中萃取安替比林,然后蒸发除去水而得到晶体。
  • 下游产品:4-氨基安替比林
  • 用途三:该品为解热镇痛药,这类非甾抗炎药具有较强的解热镇痛、抗炎及抗风湿作用。但由于不良反应严重,临床应用已日趋减少,其中的一些老品种已逐渐趋向淘汰。安替比林、氨基比林、安乃近等片剂都是卫生部1982年9月公布的淘汰药品。安替比林是一种分析试剂。用于硝酸、亚硝酸及碘的分析,用于测定形成络合阳离子的元素,重量分析测定钛。
  • MSDS 信息:Phenazone(60-80-0).msds
  • Sigma Aldrich:60-80-0(sigmaaldrich)
  • Alfa Aesar:安替比林,98% Antipyrine, 98%(60-80-0)
  • 用途四:硝酸、亚硝酸及碘的分析试剂。测定能形成络合阳离子的元素(如铋、锡、锑和汞等)。重量分析测定钛。
  • TCI Shanghai:安替比林 2,3-Dimethyl-1-phenyl-5-pyrazolone,>;99.0%(T)(60-80-0)
  • 溶于苯、乙醇、水、氯仿,微溶于醚。无臭,有微苦味。水中溶解度:1000 g/l (20°C)。

系列性分类


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