CAS: 92-13-7; (+)-Pilocarpine

• ⚠️《化妆品禁用原料目录》
• 英文名称(+)-Pilocarpine
• 中文名称匹罗卡品
• IUPAC名称2(3H)-Furanone, 3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-, (3S,4R)-
• 其它别名2(3H)-Furanone,3-ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-, (3S-cis)-; Pil°Carpine(8CI); (+)-Pil°Carpine; °Cucarpine; °Cusert P 20; °Cusert Pilo; °Cusert Pilo40; Pil°Carpine, (+)-; Pil°Carpol; Pilokarpin; Syncarpine
• CAS编号92-13-7
• MFCD编号:MFCD00153042
• EINECS号:202-128-4
• 分子式:C11H16N2O2
• 分子量:208.26
• 产品CID: 1959304
• 同类组份化合物CAS54-71-7 (HCl)92-13-7 (free base)148-72-1 (nitrate)
• 产品分类原料药 → 神经系统用药 → 拟胆碱药

• 相似结构搜索
• 产品信息参考;;;;
• InChIKey: QCHFTSOMWOSFHM-WPRPVWTQSA-N
• InChI=1S/C11H16N2O2/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2/h5,7-8,10H,3-4,6H2,1-2H3/t8-,10-/m0/s1…
• 计算化学: 氢键受体数3.0氢键供体数0.0可旋转键数3.0

物理性质

• 熔点34 °C
• 沸点431.8±18.0 °C at 760 mmHg
• 闪点215.0±21.2 °C
• 密度1.2±0.1 g/cm3
• PH:D18 +106° (c = 2)
• pKa:6.87(at 30°C)
• PSA:44.12
• LogP:-0.09
• 折射率1.585
• 蒸汽压0.0±1.0 mmHg at 25°C
• 溶解性Chloroform (Sparingly, Sonicated), Methanol (Slightly)
• 外观形态无色至淡黄色低于 34°C 为固体, 高于 36°C 为液体
• 储存条件-20°C，惰性气体保存
• 产品应用该化合物是一个水解缓慢的肌肉萎缩活性活性药剂,没有尼古丁效应. PILOCARPINE被用作一种粘液和青光眼治疗.

MSDS等安全信息

• GHS象形图
• GHS符号GHS06;
  注释: Skull and crossbones
• 危险类别急性毒性 类别2(吸入)
  急性毒性 类别2(经口)
• 警示词Danger(危险)
• 危险描述H330 |吸入致命.
  H300 |吞咽致命.
• 防范说明P260-P264-P284-P301+P310-P310
• 危险等级6.1(b)
• UN编号1544
• 危险品标志T+
• 包装等级III
• 安全声明25-45
• 危险类别码26/28
• WGK Germany3

欧盟法规

上下游产品

合成工艺路线路线简述

• 合成目标产物 Pilocarpine 主要起始原料 2(3H)-Furanone, 4-[(2,3-Dihydro-3-Methyl-2-Thioxo-1H-Imidazol-4-yl)Methyl]-3-Ethyldihydro-
• 146849-15-2 + 146512-93-8 = 92-13-7 [标题:Reaction Conditions
  标题:Ethyl Bromozincacetate
  作者:Fuerstner,Alois
  参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001 卷标:1 页码:1-7]
  
  146500-01-8 = 92-13-7 [标题:Reaction Conditions
  标题:Ethyl Bromozincacetate
  作者:Fuerstner,Alois
  参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Asymmetric Multifunctional Modular Organocatalysis: One-Pot Direct Strategy To Enantiopure α,β-Disubstituted γ-Butyrolactones
  作者:Mahto,Pratibha; Rana,Nirmal K.; Shukla,Khyati; Das,Braja G.; Joshi,Harshit; Et Al
  参考文献:Organic Letters 日期:2019 卷标:21(15) 页码:5962-5966]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Compositions And Methods For The Treatment Of Eye Disorders
  参考文献:World Intellectual Property Organization]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:An Effective Chirospecific Synthesis Of (+)-Pilocarpine From L-Aspartic Acid
  作者:Dener,Jeffrey M.; Zhang,Lin Hua; Rapoport,Henry
  参考文献:Journal Of Organic Chemistry 日期:1993 卷标:58(5) 页码:1159-66]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Preparation Of Pilocarpines And Intermediates
  参考文献:World Intellectual Property Organization]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Lipophilicity,Aqueous Solubility,Stability And Enzymic Hydrolysis Of Various O,O'-Dicarboxylate (Dibenzyl) Bispilocarpates As Possible Prodrugs Of Pilocarpine For Ophthalmic Administration
  作者:Jarvinen,T.; Suhonen,P.; Launonen,M.; Peura,P.; Urtti,A.
  参考文献:S.T.P. Pharma Sciences 日期:1992 卷标:2(1) 页码:53-60]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Preparation Of Pilocarpine And Analogs
  参考文献:European Patent Organization]
  
  36635-61-7 + 144128-27-8 = 92-13-7
  反应条件:1.1 Reagents: Potassium Carbonate Solvents: Benzene,Dichloromethane1.2 Reagents: Triethylamine Solvents: Benzene,Dichloromethane
  标题:A Synthesis Of Pilocarpine
  作者:Horne,David A.; Fugmann,Burkhard; Yakushijin,Kenichi; Buchi,George
  参考文献:Journal Of Organic Chemistry 日期:1993 卷标:58(1) 页码:62-4]
  
  36635-61-7 + 144128-27-8 = 92-13-7
  反应条件:1.1 Reagents: Potassium Carbonate Solvents: Benzene,Dichloromethane; Rt; 3 H,Rt1.2 Reagents: Triethylamine; 7 D,25 °C
  标题:A Chemoenzymatic Approach To (+)-Pilocarpine
  作者:Csuk,Rene; Woeste,Barbara
  参考文献:Tetrahedron 日期:2008 卷标:64(40) 页码:9384-9387]
  
  36635-61-7 + 144128-27-8 = 92-13-7
  反应条件:1.1 Reagents: Potassium Carbonate Solvents: Benzene,Dichloromethane; 3 H,23 °C1.2 Reagents: Triethylamine; 1 W,23 °C
  标题:Concise Synthesis Of Both Enantiomers Of Pilocarpine
  作者:Schmidt,Theresa; Heise,Niels; Merzweiler,Kurt; Deigner,Hans-Peter; Al-Harrasi,Ahmed; Et Al
  参考文献:Molecules 日期:2021 卷标:26(12)]
  
  142143-27-9 = 92-13-7 [标题:Reaction Conditions
  标题:Carboxylic Acid Esters: Product Subclass 4: Alkanedioic Acid Esters
  作者:Masse,C. E.
  参考文献:Science Of Synthesis 日期:2006 卷标:20 页码:987-1046]
  
  531-35-1 = 92-13-7
  反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran1.2 Reagents: 2,6-Di-Tert-Butyl-4-Methylphenol Solvents: Tetrahydrofuran
  标题:Chirospecific Synthesis Of (+)-Pilocarpine
  作者:Compagnone,Reinaldo S.; Rapoport,Henry
  参考文献:Journal Of Organic Chemistry 日期:1986 卷标:51(10) 页码:1713-19]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:A Highly Reusable Rhodium Catalyst-Organic Framework For The Intramolecular Cycloisomerization Of 1,6-Enynes
  作者:Corkum,Elizabeth G.; Hass,Michael J.; Sullivan,Andrew D.; Bergens,Steven H.
  参考文献:Organic Letters 日期:2011 卷标:13(13) 页码:3522-3525]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Synthesis Of Chiral Pilocarpine Analogues Via A C-8 Ketone Intermediate
  作者:Holden,Kenneth G.; Mattson,Matthew N.; Cha,Kyung Hoi; Rapoport,Henry
  参考文献:Journal Of Organic Chemistry 日期:2002 卷标:67(17) 页码:5913-5918]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Highly Enantioselective Syntheses Of Functionalized α-Methylene-γ-Butyrolactones Via Rh(I)-Catalyzed Intramolecular Alder Ene Reaction: Application To Formal Synthesis Of (+)-Pilocarpine
  作者:Lei,Aiwen; He,Minsheng; Zhang,Xumu
  参考文献:Journal Of The American Chemical Society 日期:2002 卷标:124(28) 页码:8198-8199]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Palladium-Catalyzed Intramolecular Alkyne-α,β-Unsaturated Carbonyl Coupling. A Formal Synthesis Of (+)-Pilocarpine
  作者:Wang,Zhong; Lu,Xiyan
  参考文献:Tetrahedron Letters 日期:1997 卷标:38(29) 页码:5213-5216]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:A New Type Of Redox Initiator-Drug/peroxide Initiator
  作者:Li,Yaolan; Liao,Deqing; Wu,Qiuren; Feng,Xinde
  参考文献:Jinan Daxue Xuebao 日期:1991 卷标:12(3) 页码:66-71]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:γ-Butyrolactone Natural Products Via Tributyltin-Hydride-Mediated Radical Cyclizations
  作者:Belletire,John L.; Mahmoodi,Nosrat O.
  参考文献:Journal Of Natural Products 日期:1992 卷标:55(2) 页码:194-206]
  
  = 92-13-7 [标题:Reaction Conditions
  标题:Cholinergic Activity Of Fluorinated Quaternary Pilocarpine Derivatives
  作者:Aboul-Enein,Hassan Y.; Al-Badr,A. A.; Rashed,M. S.; Ismail,M.
  参考文献:Toxicological And Environmental Chemistry 日期:1986 卷标:11(3) 页码:183-90

海关参考信息

• 2905121000-正丙醇
  2909110000-乙醚
  2912110000-甲醛
  2912120000-乙醛
• 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
• 详情请参考：📖 海关编码查询和海关进出口税则

其他信息查阅

• ➥ 象形图和危险代码
• ➥ 防范代码详解
• ➥ 危险代码说明
• ➥ Globally Harmonized System
• ➥ REACH监管