CAS: 93-35-6; 7-Hydroxy-2H-Chromen-2-One
该化合物是一种自然产生的带有分子式C9H6O3的 Coumarin衍生物,它因其荧光特性而得到广泛研究,使其作为生物化学探测器和紫外线吸收应用物具有价值;作为有机合成的前体,umbelliferone作为药物,香味和农用化学的中间体,它吸收紫外线(最大吸收量~300-330纳米)的能力为太阳屏配方和光学材料提供了实用性能;该化合物还表现出微小的生物活动,包括抗氧化剂和潜在的抗炎效应,尽管其主要工业用途仍用于合成化学,其晶状纯度(>98%)和在标准条件下的稳定确保研究和制造过程的一贯性能.
物理性质
- 熔点230 °C (分解)(文献)
- 沸点382.1±37.0 °C at 760 mmHg
- 闪点181.2±19.3 °C
- 密度1.4±0.1 g/cm3
- PH:Non/ uorescence (6.5) to blue / uorescence (8.0)
- pKa:7.11(at 25°C)
- PSA:50.44
- LogP:1.58
- 折射率1.640
- 蒸汽压0.0±0.9 mmHg at 25°C
- 溶解性Dioxane: Soluble
- 外观形态类白色至米棕色粉末和团聚体
- 储存条件2-8°C
- 产品应用用作荧光指示剂和酸碱指示剂(pH为6.5-8.0).
- 性质描述白色针状结晶.熔点225-228°C(230-232°C).易溶于醇,氯仿和乙酸,溶于稀碱液,难溶于醚,微溶于沸水(1g/100ml).溶液显蓝色荧光.能升华.
MSDS等安全信息
- GHS象形图
- GHS符号GHS07;
注释: Exclamation mark - 危险类别特定目标器官毒性 - 单次接触 类别3
皮肤腐蚀/刺激 类别2
严重眼刺激 类别2
严重眼刺激 类别2A - 警示词Warning(警告)
- 危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激. - 防范说明P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
- UN编号NONH for all modes of transport
- 危险品标志Xi
- 安全声明26-36
- 危险类别码36/37/38
- WGK Germany3
欧盟法规
ECHA物质C&L通报REACH预注册上下游产品
CAS号617-48-1 DL-苹果酸 | CAS号108-46-3 间苯二酚 | CAS号31005-03-5 2H-1-Benzopyran... | CAS号623-47-2 丙炔酸乙酯 | CAS号17577-28-5 (乙氧基羰基甲基)三苯基氯化膦 | CAS号95-01-2 2,4-二羟基苯甲醛 | CAS号1156545-65-1 2-methylbutyric... | CAS号1099-45-2 乙基(三苯基膦)乙酸酯 | CAS号471-25-0 丙炔酸 | CAS号1530-45-6 (乙氧基羰基甲基)三苯基溴化膦 | CAS号108530-10-5 三氟甲磺酸2-氧代-2H-色满-7-基酯 | CAS号10387-50-5 7-Prenyloxycoumarin | CAS号5631-68-5 3-(2,4-二羟基苯基)丙酸 | CAS号495-02-3 橙皮油内酯 | CAS号14882-94-1 芸香内酯 | CAS号484-12-8 蛇床子素 | CAS号2067-86-9 7-Hydroxy-2-oxo... | CAS号22919-21-7 7-(2,3-dihydrox... | CAS号20921-02-2 7-methoxy-3,4-d... | CAS号21316-80-3 7-hydroxy-3-(2-...合成工艺路线路线简述
- 3520-14-7 + 483-14-7 = 93-35-6 + 153212-75-0 + 92340-57-3 + 103-90-2 + 5719-85-7 + 62-99-7 + 1750-45-4 + 125-73-5
反应条件:1.1 Catalysts: Nadph,Nadp,Magnesium Chloride,Cytochrome P450 Cyp1A2 Solvents: Dimethyl Sulfoxide,Water; Ph 7.4,37 °C
标题:Stereoselective Interaction Between Tetrahydropalmatine Enantiomers And Cyp Enzymes In Human Liver Microsomes
作者:Sun,Si-Yuan; Wang,Yu-Qing; Li,Li-Ping; Wang,Lu; Zeng,Su; Et Al
参考文献:Chirality 日期:2013 卷标:25(1) 页码:43-47]
31005-03-5 = 93-35-6
反应条件:1.1 Reagents: Zinc,Zinc Iodide Catalysts: 1,2-Bis(Diphenylphosphino)Ethane,Cobalt Dibromide Solvents: Acetonitrile; 10 Min,Rt1.2 16 H,80 °C
标题:Low-Valent Cobalt-Catalyzed Deprotection Of Allyloxyarenes
作者:Kokic,Branislav; Selakovic,Zivota; Nikolic,Andrea M.; Andrijevic,Ana; Andjelkovic,Boban; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2022 卷标:2022(43)]
1516900-23-4 = 93-35-6
反应条件:1.1 Catalysts: (Sp-5-41)-[1,3-Bis(2,4,6-Trimethylphenyl)-2-Imidazolidinylidene]Dichloro[[2-(1-M... Solvents: Dichloromethane; 24 H,37 °C
标题:Biotinylated Metathesis Catalysts: Synthesis And Performance In Ring Closing Metathesis
作者:Kajetanowicz,Anna; Chatterjee,Anamitra; Reuter,Raphael; Ward,Thomas R.
参考文献:Catalysis Letters 日期:2014 卷标:144(3) 页码:373-379]
149542-04-1 = 93-35-6
反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Acetonitrile; 4 H,22 °C
标题:A Ph-Triggered Polymer Degradation Or Drug Delivery System By Light-Mediated Cis/trans Isomerization Of O-Hydroxy Cinnamates
作者:Abramov,Alex; Maiti,Binoy; Keridou,Ina; Puiggali,Jordi; Reiser,Oliver; Et Al
参考文献:Macromolecular Rapid Communications 日期:2021 卷标:42(13)]
102-29-4 = 93-35-6
反应条件:1.1 Reagents: Formic Acid Catalysts: Dirhodium Tetraacetate; Ph 3 - 12,100 °C
标题:A Single Step Process For The Synthesis Of Coumarin Derivatives
参考文献:India]
102-29-4 = 93-35-6
反应条件:1.1 Reagents: Sodium Acetate Catalysts: Dirhodium Tetraacetate Solvents: Formic Acid,Water; 3 H,100 °C
标题:Rh-Catalyzed Synthesis Of Coumarin Derivatives From Phenolic Acetates And Acrylates Via C-H Bond Activation
作者:Gadakh,Sunita K.; Dey,Soumen; Sudalai,Arumugam
参考文献:Journal Of Organic Chemistry 日期:2015 卷标:80(22) 页码:11544-11550]
6915-15-7 = 93-35-6
反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water; 15 S
标题:Synthesis Of Hydroxycoumarins And Hydroxybenzo[f]- Or [h]Coumarins As Lipid Peroxidation Inhibitors
作者:Symeonidis,Theodoros; Chamilos,Michael; Hadjipavlou-Litina,Dimitra J.; Kallitsakis,Michael; Litinas,Konstantinos E.
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2009 卷标:19(4) 页码:1139-1142]
= 93-35-6
反应条件:1.1 Reagents: Sodium Methoxide Solvents: 1-Butyl-3-Methylimidazolium Hexafluorophosphate; 5 Min,80 °C1.2 Reagents: Triphenylphosphine; 5.5 H,210 °C
标题:One-Pot Wittig And Knoevenagel Reactions In Ionic Liquid As Convenient Methods For The Synthesis Of Coumarin Derivatives
作者:Valizadeh,Hassan; Vaghefi,Sevil
参考文献:Synthetic Communications 日期:2009 卷标:39(9) 页码:1666-1678]
6915-15-7 = 93-35-6
反应条件:1.1 Reagents: Sulfuric Acid; -25 °C; 1 H,-20 °C; 24 H,-20 °C -> Rt
标题:Preparation Of Psoralen
参考文献:China]
149542-04-1 = 93-35-6
反应条件:1.1 Solvents: Ethanol; Rt
标题:Photoconversion Of O-Hydroxycinnamates To Coumarins And Its Application To Fluorescence Imaging
作者:Cho,Sung-Youl; Song,Young-Kyu; Kim,Joong-Gon; Oh,Se-Young; Chung,Chan-Moon
参考文献:Tetrahedron Letters 日期:2009 卷标:50(33) 页码:4769-4772]
10387-49-2 = 93-35-6
反应条件:1.1 Reagents: Samarium,Iodine Solvents: Methanol
标题:Metallic Samarium And Iodine In Alcohol. Deacylation And Dealkyloxycarbonylation Of Protected Alcohols And Lactams
作者:Yanada,Reiko; Negoro,Nobuyuki; Bessho,Kiyoshi; Yanada,Kazuo
参考文献:Synlett 日期:1995 卷标:(12) 页码:1261-3]
531-59-9 = 93-35-6
反应条件:1.1 Reagents: Pyridine,Hydrobromide (1:1) Solvents: Sulfolane; Rt -> 160 °C; 7 H,150 - 160 °C; Rt -> 80 °C
标题:Highly Efficient And Scalable Process For Demethylation Of 6-(2,4-Dimethoxybenzoyl)Chromen-2-One And Other Aryl Methyl Ethers
作者:Srivastava,Amit; Yang,Jason; Zhao,Baoshu; Jiang,Yong; Blackmon,Wade; Et Al
参考文献:Synthetic Communications 日期:2010 卷标:40(12) 页码:1765-1771]
31005-03-5 = 93-35-6
反应条件:1.1 Reagents: Ammonium Formate Catalysts: Palladium Solvents: Methanol; 1 H,Reflux
标题:Mild And Efficient Deprotection Of Allyl Ethers Of Phenols And Hydroxycoumarins Using A Palladium On Charcoal Catalyst And Ammonium Formate
作者:Ganguly,Nemai C.; Dutta,Sanjoy; Datta,Mrityunjoy
参考文献:Tetrahedron Letters 日期:2006 卷标:47(32) 页码:5807-5810]
10387-50-5 = 93-35-6
反应条件:1.1 Catalysts: P-Toluenesulfonic Acid Solvents: Dichloromethane; 1.0 H,Rt1.2 Solvents: Water
标题:A Simple,Effective And Highly Selective Cleavage Of 3-Methylbut-2-Enyl (Prenyl) Ethers Using P-Toluenesulfonic Acid
作者:Babu,K. Suresh; Raju,B. China; Srinivas,P. V.; Rao,A. Sridhar; Kumar,S. Praveen; Et Al
参考文献:Chemistry Letters 日期:2003 卷标:32(8) 页码:704-705]
10387-49-2 = 93-35-6 [标题:Reaction Conditions
标题:Deacylation Of Aromatic Acetates. A New Method Of Selective Protection Of The Hydroxyl Function
作者:Gonzalez,A. G.; Jorge,Z. D.; Dorta,H. Lopez; Luis,F. Rodriguez
参考文献:Tetrahedron Letters 日期:1981 卷标:22(4) 页码:335-6]
31005-03-5 = 93-35-6
反应条件:1.1 Reagents: Tetrabutylammonium Iodide Solvents: Dichloromethane1.2 Reagents: Boron Trichloride Solvents: Dichloromethane1.3 Reagents: Water
标题:Boron Trichloride/tetra-N-Butylammonium Iodide: A Mild,Selective Combination Reagent For The Cleavage Of Primary Alkyl Aryl Ethers
作者:Brooks,Paige R.; Wirtz,Michael C.; Vetelino,Michael G.; Rescek,Diane M.; Woodworth,Graeme F.; Et Al
参考文献:Journal Of Organic Chemistry 日期:1999 卷标:64(26) 页码:9719-9721]
141-82-2 = 93-35-6
反应条件:1.1 Catalysts: Ammonium Bicarbonate; 1 H,90 °C; Rt -> 140 °C; 2 H,140 °C
标题:Temperature Dependent Green Synthesis Of 3-Carboxycoumarins And 3,4-Unsubstituted Coumarins
作者:Van Schijndel,Jack; Molendijk,Dennis; Canalle,Luiz Alberto; Rump,Erik Theodorus; Meuldijk,Jan
参考文献:Current Organic Synthesis 日期:2019 卷标:16(1) 页码:130-135]
= 93-35-6
反应条件:1.1 Catalysts: Ytterbium Triflate; 2 Min,80 °C
标题:Ytterbium Triflate Promoted Coupling Of Phenols And Propiolic Acids: Synthesis Of Coumarins
作者:Fiorito,Serena; Epifano,Francesco; Taddeo,Vito A.; Genovese,Salvatore
参考文献:Tetrahedron Letters 日期:2016 卷标:57(26) 页码:2939-2942]
10387-49-2 = 93-35-6
反应条件:1.1 Catalysts: Bis[2-[[[3-(Trimethoxysilyl)Propyl]Imino-Kn]Methyl]Phenolato-Ko]Cobalt (Mesoporous Silica-Supported) Solvents: Methanol; 1.5 H,Rt
标题:A Highly Efficient And Reusable Mesoporous Supported Co(Ii) Catalyst For Chemoselective Deprotection Of Aryl Acetates
作者:Rajabi,Fatemeh
参考文献:Tetrahedron Letters 日期:2009 卷标:50(52) 页码:7256-7258]
105-39-5 = 93-35-6
反应条件:1.1 Reagents: Sodium Methoxide,Triphenylphosphine
标题:Microwave-Induced In Situ Wittig Reaction Of Salicylaldehydes With Ethyl Chloroacetate And Triphenylphosphine In Solventless System
作者:Valizadeh,H.; Shockravi,A.; Heravi,M. M.; Ghadim,H. Abbasi
参考文献:Journal Of Chemical Research 日期:2003 卷标:(11) 页码:718-720]
= 93-35-6
反应条件:1.1 Reagents: Iodocyclohexane Solvents: Dimethylformamide; 4 H,Rt -> 120 °C
标题:Cyclohexyl Iodide Promoted Approach For Coumarin Analog Synthesis Using Small Scaffold
作者:Sharma,Dharminder; Reddy,C. B.; Shil,Arun K.; Saroach,Rashi Prakash; Das,Pralay
参考文献:Molecular Diversity 日期:2013 卷标:17(4) 页码:651-659
Methoxymethylumbelliferone置于对甲苯磺酸体系中,用 Neat (No Solvent,Solid Phase) 作为反应溶剂,化学反应 0.58H,以90%的收率获得产物7-羟基香豆素
参考文献:A Rapid,Solvent-Free Deprotection Of Methoxymethyl (Mom) Ethers By Ptsa; An Eco-Friendly Approach
标题:A Rapid,Solvent-Free Deprotection Of Methoxymethyl (Mom) Ethers By Ptsa; An Eco-Friendly Approach
摘要:背景:甲氧基亚甲基(mom)的制备简便和碱性稳定性使其成为一种重要的羟基保护基团.目前已有多种方法可用于去保护mom.虽然这些方法一般较好,但它们使用溶剂,需要较长的反应时间和繁琐的后处理.本文的主要主题是研发了一种无溶剂,固相,快速去保护mom的方法. 方法:将mom保护的化合物与对甲苯磺酸(ptsa)混合,在研钵中研磨5分钟后静置30分钟.随后加入水(4oc),Ptsa,甲醇和甲醛溶解,留下沉淀产品. 结果:通过此方法去保护的一系列不同的mom醚均获得非常好到优异的产率(85-98%).还确定了mom在其他保护基团(如甲氧基,苄基,酯,酰胺,烯丙基和内酯)存在下的兼容性.而醋酸保护在这些条件下并不稳定. 结论:描述了一种高效,选择性和高产率的去保护mom基团的方法,该方法是在无溶剂条件下由ptsa完成.该过程环保,因为去保护过程中未使用溶剂.反应条件温和,应对复杂和易分解分子的mom衍生物的去保护过程有益.
DOI:10.2174/1570178614666170321103650
海关参考信息
- 2908199090-其他酚的卤化衍生物
2908999090-其他酚的硝化衍生物
2918290000-其他含酚基羧酸
2905199090-其他饱和一元醇 - 💡 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
专利信息
专利号:US-2003182068-A1
优先权日:2001-10-30
标 题 :Device and methods for directed synthesis of chemical libraries
发明人：BATTERSBY BRONWYN J; MILLER CHRISTOPHER R; TRAU MATHIAS; WAY JEFFERY C; JOHNSTON ANGUS
摘要:The invention features a sort computer which interfaces with a sorting device in order to control the sorting of beads on a bead by bead basis. The invention further features novel methods for the directed synthesis of encoded libraries of oligomers, e.g., oligonucleotides, on beads. These methods allow the synthesis of libraries that are sufficiently large to permit complex genomic analyses to be carried out. New methods of using the encoded libraries also are described.
专利号:US-6998484-B2
优先权日:2000-10-04
标 题:Synthesis of purine locked nucleic acid analogues
发明人：KOCH TROELS; JENSEN FLEMMING REISSIG
权利人:SANTARIS PHARMA AS
摘要:The present invention relates to a new method for the synthesis of purine LNA (Locked Nucleic Acid) analogues which provides a higher overall yield. The method comprising a regioselective 9-N purine glycosylation reaction followed by a one-pot nucleophilic aromatic substitution reaction of the 6-substituent in the purine ring and simultaneous nucleophile-induced intramolecular ring closure of the C-branched carbohydrate to form novel purine LNA analogues. The novel strategy is illustrated by the synthesis of the novel compound (1S,3R,4R,7S)-7-benzyloxy-1-methanesulfonylmethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane which is easily converted into (1S,3R,4R,7S)-7-hydroxy-1-hydroxymethyl-3-((2-N-isobutyrylguanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane after isobutyryl protection of the 2-amino purine group and subsequent substitution of 1-methanesulfonyl with benzoate, debenzoylation and debenzylation.
专利号:US-9440940-B2
优先权日:2014-03-18
标 题:Methods for synthesis of psoralen derivatives
发明人：REFOUVELET BERNARD
权利人:MACOPHARMA S A S
摘要:Methods for the synthesis of psoralen derivatives are provided. In one embodiment, the method may include acetylating a compound of formula (II) to form a compound of formula (III), subjecting the compound of formula (III) to a Fries rearrangement to form a compound of formula (IV), and subjecting the compound of formula (IV) to cyclization, reduction and aromatization, to form a compound having the following formula (I):
专利号:US-5247099-A
优先权日:1989-08-17
标题:Process for synthesis of 7-hydroxy coumarins having substitutions in the 4-position
发明人：CELEBUSKI JOSEPH E
权利人:ABBOTT LAB
摘要:A process for synthesis of a compound of the formula:
专利号:US-7598291-B2
优先权日:2004-09-02
标题 :Methods and compositions for enhancing collagen and proteoglycan synthesis in the skin
发明人：NIMNI MARCEL; HAN BO
权利人:NIMNI MARCEL; HAN BO
摘要:A composition for application to the skin can stimulate the in vivo synthesis of collagen and proteoglycans and improve the appearance of the skin, increasing its elasticity and fullness. In general, a composition according to the present invention comprises: (1) an antioxidant compound in a quantity sufficient to enhance collagen synthesis in the skin; (2) an organic penetrant in which the antioxidant compound is soluble in a sufficient quantity that a concentration of the antioxidant compound sufficient to enhance collagen synthesis can be applied topically and penetrate the skin; (3) a mixture of essential amino acids; (4) a supplemental source of sulfur; and (5) a topical pharmaceutically acceptable carrier. The antioxidant compound can be lipoic acid, a lipoic acid analogue or derivative, a bioflavonoid, a constituent of ginkgo, or an isoflavone. The organic penetrant is preferably benzyl alcohol. Other ingredients, such as esters of tocopherol and ascorbic acid, can be included.
专利号:US-5679773-A
优先权日:1995-01-17
标题 :Reagants and methods for immobilized polymer synthesis and display
发明人：HOLMES CHRISTOPHER P
权利人:AFFYMAX TECH NV
摘要:Compounds and methods for solid phase synthesis of organic molecules including peptides, oligonucleotides, benzodiazepines, beta -turn mimetics, and prostaglandins. The present invention provides new reagents in the form of linking groups and resins and substrates having attached linking groups which are useful in solid phase synthesis of high density arrays of organic molecules. The invention also provides methods which increase yields of various organic synthesis strategies.
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供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Marshall ME, Mohler JL, Edmonds K, Williams B, Butler K, Ryles M, Weiss L, Urban D, Bueschen A, Markiewicz M, et al. An updated review of the clinical development of coumarin (1,2-benzopyrone) and 7-hydroxycoumarin. J Cancer Res Clin Oncol. 1994;120 Suppl:S39-42. Review. Review. Review. Review. Review. Review.
7: Farinola N, Piller NB. CYP2A6 polymorphisms: is there a role for pharmacogenomics in preventing coumarin-induced hepatotoxicity in lymphedema patients? Pharmacogenomics. 2007 Feb;8(2):151-8. Review. Review. Review. Review. Review. Japanese. Review. Epub 2007 Dec 20. Review.
合成参考文献
参考文献:10.1055/s-2005-871295
摘要:Chou HC, Chen JJ, Duh CY, Huang TF, Chen IS. Cytotoxic and anti-platelet aggregation constituents from the root wood of Melicope semecarpifolia. Planta Med. 2005 Nov;71(11):1078–81. doi: 10.1055/s-2005-871295.
参考文献:10.1080/10286020.2011.586343
摘要:Saeed S, Shah S, Mehmood R, Malik A. Paniculacin, a new coumarin derivative fromMurraya paniculata. Journal of Asian Natural Products Research. 2011 Aug;13(8):724–7. doi: 10.1080/10286020.2011.586343.
参考文献:10.1107/s1600536811012761
摘要:Dong FX. Dimethyl-ammonium 2-[(2-oxo-2H-chromen-7-yl)-oxy]acetate. Acta Crystallogr Sect E Struct Rep Online. 2011 May 01;67(Pt 5):o1105.
参考文献:10.1021/np50001a008
摘要:Thompson EB, Aynilian GH, Dobberstein RH, Cordell GA, Fong HH, Farnsworth NR. Biological and phytochemical investigation of plants XV. Pteryxia terebinthina var. terebinthina (Umbelliferae). J Nat Prod. 1979 Jan;42(1):120–5. doi: 10.1021/np50001a008.
📝 需求与反馈
尽可能描述清楚需求与问题信息
