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

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$8.00	$5.00
1g	97%	in stock	$11.00	$8.00
5g	97%	in stock	$19.00	$13.00
10g	97%	in stock	$24.00	$17.00
25g	97%	in stock	$55.00	$38.00

Description

• Catalog Number: AA32816
• 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

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-(3,4-Dihydroxyphenyl)ethanone, also known as DHE, is a versatile compound widely used in chemical synthesis for its unique properties and reactivity. This compound serves as a key intermediate in the synthesis of various pharmaceuticals, agrochemicals, and fine chemicals. Due to its functional group arrangement, 1-(3,4-Dihydroxyphenyl)ethanone can participate in a wide range of organic reactions, including acylation, alkylation, and condensation reactions, making it a valuable building block for the construction of more complex molecules. In addition, the presence of the dihydroxyphenyl moiety in 1-(3,4-Dihydroxyphenyl)ethanone offers the potential for further functionalization through selective derivatization, enhancing its utility in the design and synthesis of novel compounds with targeted properties. Overall, the strategic incorporation of 1-(3,4-Dihydroxyphenyl)ethanone in chemical synthesis enables chemists to access diverse chemical space and develop innovative solutions for various applications in the fields of medicinal chemistry, materials science, and beyond.

Literature

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

  Molecules (Basel, Switzerland) 20111024

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

  Journal of agricultural and food chemistry 20110727

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

  Journal of biomedical science 20100101

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

  Molecular biology international 20100101

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

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

• Quantitative determination of catecholic degradation products from insect sclerotized cuticles.

  Insect biochemistry and molecular biology 20080901

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

  International immunopharmacology 20071101

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

  Insect biochemistry and molecular biology 20070901

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

  Insect biochemistry and molecular biology 20070301

• Antifungal agent and other constituents from Cynanchum otophyllum.

  Natural product research 20070301

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

  Bioscience, biotechnology, and biochemistry 20060201

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

  Yao xue xue bao = Acta pharmaceutica Sinica 20050101

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

  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

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

  Journal of agricultural and food chemistry 20041229

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

  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

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

  Molecular pharmacology 20010201