Home Other Building Blocks 1197-09-7
1197-09-7,MFCD00192301
Catalog No.:AA000PEC

1197-09-7 | 3',4'-Dihydroxyacetophenone

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
98%
in stock  
$12.00   $8.00
- +
5g
98%
in stock  
$15.00   $11.00
- +
10g
98%
in stock  
$26.00   $18.00
- +
25g
98%
in stock  
$62.00   $43.00
- +
100g
98%
in stock  
$245.00   $171.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA000PEC
Chemical Name:
3',4'-Dihydroxyacetophenone
CAS Number:
1197-09-7
Molecular Formula:
C8H8O3
Molecular Weight:
152.1473
MDL Number:
MFCD00192301
SMILES:
CC(=O)c1ccc(c(c1)O)O
Properties
Computed Properties
 
Complexity:
155  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
1.5  

Upstream Synthesis Route

[1]Tetrahedron,2015,vol.71,#26-27,p.4557-4564

[1]DRP/DRBPOrg.Chem.,

[2]Fortschr.Teerfarbenfabr.Verw.Industriezweige,vol.21,p.693

[3]Patent:US1964973,1932,,

[4]TetrahedronLetters,1997,vol.38,#25,p.4459-4462

[1]ActaChemicaScandinavica(1947-1973),1959,vol.13,p.329,332

[1]TetrahedronLetters,1999,vol.40,#38,p.6933-6937

[1]JournalofAgriculturalandFoodChemistry,2018,

Downstream Synthesis Route

[1]JournaloftheAmericanChemicalSociety,1950,vol.72,p.3792

[1]GazzettaChimicaItaliana,1947,vol.77,p.465,468

[1]Baltzly;Buck[JournaloftheAmericanChemicalSociety,1943,vol.65,p.1984,1985]

[2]Clemmensen[ChemischeBerichte,1914,vol.47,p.62]

[3]Locationinpatent:experimentalpartXiao,Zhu-Ping;Ma,Tao-Wu;Fu,Wei-Chang;Peng,Xiao-Chun;Zhang,Ai-Hua;Zhu,Hai-Liang[EuropeanJournalofMedicinalChemistry,2010,vol.45,#11,p.5064-5070]

[4]Bordet,Alexis;Goclik,Lisa;Leitner,Walter;Offner-Marko,Lisa[ChemicalCommunications,2020,vol.56,#66,p.9509-9512]

[1]Jefferson,Alan;Wangchareontrakul,Sirichai[AustralianJournalofChemistry,1985,vol.38,#4,p.605-614]

[2]Sakata,Kazunori;Shimoda,Manabu;Hashimoto,Mamoru[JournalofHeterocyclicChemistry,1996,vol.33,#6,p.1593-1598]

[3]Rosenmund;Lohfert[ChemischeBerichte,1928,vol.61,p.2605]

[4]Smissman;Borchardt[Journalofmedicinalchemistry,1971,vol.14,#8,p.702-707]

[1]Mora-Soumille,Nathalie;AlBittar,Sheiraz;Rosa,Maxence;Dangles,Olivier[DyesandPigments,2013,vol.96,#1,p.7-15,9]

[2]Stephen;Weizmann[JournaloftheChemicalSociety,1914,vol.105,p.1051]

[3]Dzierzgowski[ZhurnalRusskagoFiziko-KhimicheskagoObshchestva,1893,vol.25,p.157][ChemischeBerichte,26Ref.<1893>,589]

[4]Elhabiri;Figueiredo;Toki;Saito;Brouillard[JournaloftheChemicalSociety.PerkinTransactions2(2001),1997,#2,p.355-362]

[5]Mas,Thierry[Synthesis,2003,#12,p.1878-1880]

[6]CurrentPatentAssignee:EXPANSCIENCE;LABORATOIRESPHARMASCIENCE-US5804580,1998,A

[7]CurrentPatentAssignee:DUPONTDENEMOURSINC-US4205079,1980,A

Literature

Title: Autotoxicity and allelopathy of 3,4-dihydroxyacetophenone isolated from Picea schrenkiana needles.

Journal: Molecules (Basel, Switzerland) 20111024

Title: Further investigation into maple syrup yields 3 new lignans, a new phenylpropanoid, and 26 other phytochemicals.

Journal: Journal of agricultural and food chemistry 20110727

Title: Effect of combination of taurine and azelaic acid on antimelanogenesis in murine melanoma cells.

Journal: Journal of biomedical science 20100101

Title: Tyrosinase small interfering RNA effectively suppresses tyrosinase gene expression in vitro and in vivo.

Journal: Molecular biology international 20100101

Title: [3,4-dihydroxyacetophenone inhibits proliferation of human pulmonary artery smooth muscle cells induced by focal adhesion kinase].

Journal: Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology 20081101

Title: Quantitative determination of catecholic degradation products from insect sclerotized cuticles.

Journal: Insect biochemistry and molecular biology 20080901

Title: Inflammation pro-resolving potential of 3,4-dihydroxyacetophenone through 15-deoxy-delta12,14-prostaglandin J2 in murine macrophages.

Journal: International immunopharmacology 20071101

Title: Involvement of tyrosine residues, N-terminal amino acids, and beta-alanine in insect cuticular sclerotization.

Journal: Insect biochemistry and molecular biology 20070901

Title: Aspects of cuticular sclerotization in the locust, Scistocerca gregaria, and the beetle, Tenebrio molitor.

Journal: Insect biochemistry and molecular biology 20070301

Title: Antifungal agent and other constituents from Cynanchum otophyllum.

Journal: Natural product research 20070301

Title: Antimelanogenic activity of 3,4-dihydroxyacetophenone: inhibition of tyrosinase and MITF.

Journal: Bioscience, biotechnology, and biochemistry 20060201

Title: Effect of 3, 4-dihydroxyacetophenone on Na+, K+ -ATPase activity of injured mitochondria and the oxygen consumption of brain cells of rat.

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20050101

Title: Dual effect of 3,4-dihydroxyacetophenone on LPS-induced apoptosis in RAW264.7 cells by modulating the production of TNF-alpha.

Journal: Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20050101

Title: Synergistic effects of thiols and amines on antiradical efficiency of protocatechuic acid.

Journal: Journal of agricultural and food chemistry 20041229

Title: Effects of 3,4-dihydroxyacetophenone on cytosolic calcium in pulmonary artery endothelial and smooth muscle cells during acute hypoxia.

Journal: Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20040101

Title: Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.

Journal: Molecular pharmacology 20010201

Title: You Jung Kim, et al. Antimelanogenic Activity of 3,4-dihydroxyacetophenone: Inhibition of Tyrosinase and MITF. Biosci Biotechnol Biochem. 2006 Feb;70(2):532-4.

Title: Xiao Ruan, et al. Autotoxicity and Allelopathy of 3,4-dihydroxyacetophenone Isolated From Picea Schrenkiana Needles. Molecules. 2011 Oct 24;16(10):8874-93.

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