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66648-50-8,MFCD00045754
Catalog No.:AA003Q3Q

66648-50-8 | Ethyl 3,4-dihydroxycinnamate

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1g
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5g
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10g
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$120.00   $84.00
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25g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003Q3Q
Chemical Name:
Ethyl 3,4-dihydroxycinnamate
CAS Number:
66648-50-8
Molecular Formula:
C11H12O4
Molecular Weight:
208.2106
MDL Number:
MFCD00045754
SMILES:
CCOC(=O)/C=C/c1ccc(c(c1)O)O
NSC Number:
619661
Properties
Properties
 
Form:
Solid  
MP:
147~151℃  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
237  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
2.6  

Downstream Synthesis Route

[1]Lamidey,Anne-Marie;Fernon,Lionel;Pouysegu,Laurent;Delattre,Charlotte;Quideau,Stephane;Pardon,Patrick[HelveticaChimicaActa,2002,vol.85,#8,p.2328-2334]

[1]Patent:US2020/123094,2020,A1.Locationinpatent:Paragraph0066-0067;0072;0075

[2]JournalofPharmacyandPharmacology,2018,vol.70,p.1349-1356

[3]BioorganicandMedicinalChemistry,2013,vol.21,p.7182-7193

[4]Molecules,2010,vol.15,p.6152-6167

[5]BioorganicandMedicinalChemistryLetters,2012,vol.22,p.6085-6088

[6]ChemMedChem,2020,vol.15,p.68-78

[7]JournalofAgriculturalandFoodChemistry,2008,vol.56,p.1376-1386

[8]EuropeanJournalofMedicinalChemistry,2009,vol.44,p.4596-4602

[9]EuropeanJournalofMedicinalChemistry,2013,vol.62,p.289-296

[10]BioorganicandMedicinalChemistryLetters,2014,vol.24,p.1502-1505

[11]EuropeanJournalofPharmacology,2014,vol.730,p.125-132

[12]RSCAdvances,2014,vol.4,p.20781-20788

[13]ElectrochimicaActa,2015,vol.178,p.533-540

[14]MediatorsofInflammation,2017,vol.2017

[15]JournalofChemistry,2019,vol.2019

66648-50-8    16691-43-3   
C11H10N4O3S 

[1]Patent:US2008/319059,2008,A1.Locationinpatent:Page/Pagecolumn3

66648-50-8    824-79-3   
3-4,5-dihydroxy-2-(toluene-4-sulfonyl)phenylacrylicacidethylester 

[1]RSCAdvances,2014,vol.4,p.20781-20788

Literature

Title: A mechanistic study on the anti-cancer activity of ethyl caffeate in human ovarian cancer SKOV-3 cells.

Journal: Chemico-biological interactions 20140805

Title: Polyacetylenes and anti-hepatitis B virus active constituents from Artemisia capillaris.

Journal: Fitoterapia 20140601

Title: Activity of caffeic acid derivatives against Candida albicans biofilm.

Journal: Bioorganic & medicinal chemistry letters 20140315

Title: Biological activity evaluation and structure-activity relationships analysis of ferulic acid and caffeic acid derivatives for anticancer.

Journal: Bioorganic & medicinal chemistry letters 20121001

Title: Anti-inflammatory and free radial scavenging activities of the constituents isolated from Machilus zuihoensis.

Journal: Molecules (Basel, Switzerland) 20111110

Title: [Chemical contituents in leaves of Ehretia thyrsiflora].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100201

Title: Antinociceptive properties of caffeic acid derivatives in mice.

Journal: European journal of medicinal chemistry 20091101

Title: Ethyl caffeate from Verdicchio wine: chromatographic purification and in vivo evaluation of its antifibrotic activity.

Journal: Journal of separation science 20091101

Title: Chemical constituents from the aerial parts of Artemisia minor.

Journal: Journal of natural products 20090601

Title: New insights into the antioxidant activity of hydroxycinnamic acids: Synthesis and physicochemical characterization of novel halogenated derivatives.

Journal: European journal of medicinal chemistry 20090501

Title: Synthesis of trans-caffeate analogues and their bioactivities against HIV-1 integrase and cancer cell lines.

Journal: Bioorganic & medicinal chemistry letters 20081215

Title: Inhibitory effect of the alkyl side chain of caffeic acid analogues on lipopolysaccharide-induced nitric oxide production in RAW264.7 macrophages.

Journal: Bioorganic & medicinal chemistry 20080815

Title: Three angiotensin-converting enzyme inhibitors from Rabdosia coetsa.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20080501

Title: [Studies on chemical constituents of Balanophora spicata].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061101

Title: [Studies on chemical constituents of Acroptilon repens].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061101

Title: [Studies on phenolic compounds from Polygonum aviculane].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060501

Title: Drastic effect of several caffeic acid derivatives on the induction of heme oxygenase-1 expression revealed by quantitative real-time RT-PCR.

Journal: BioFactors (Oxford, England) 20060101

Title: Ethyl caffeate suppresses NF-kappaB activation and its downstream inflammatory mediators, iNOS, COX-2, and PGE2 in vitro or in mouse skin.

Journal: British journal of pharmacology 20051001

Title: Effect of caffeic acid phenethyl ester on proliferation and apoptosis of colorectal cancer cells in vitro.

Journal: World journal of gastroenterology 20050714

Title: [Studies on the constituents from Sambucus chinese].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20040701

Title: Antiproliferative activity of various flavonoids and related compounds: additive effect of interferon-alpha2b.

Journal: Bioorganic & medicinal chemistry letters 20040105

Title: CoMFA and CoMSIA 3D QSAR and docking studies on conformationally-restrained cinnamoyl HIV-1 integrase inhibitors: exploration of a binding mode at the active site.

Journal: Journal of medicinal chemistry 20020214

Title: [Studies on the phenylpropanoids from Eucommia ulmoides].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20020101

Title: Syntheses of certain 3-aryl-2-propenoates and evaluation of their cytotoxicity.

Journal: Bioorganic & medicinal chemistry letters 20010507

Title: Hydroxylated aromatic inhibitors of HIV-1 integrase.

Journal: Journal of medicinal chemistry 19951013

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