74131-25-2Relevant articles and documents
Synthesis and thermal evaluation of novel mono- and bis-adamantylated resorcinol-based phthalonitrile resins with enhanced solubility
Mishra, Preeti,Pandey, A. K.,Shukla, S. K.,Singh, Ajit Shankar
, (2021)
Phthalonitrile (PN) resins are high-temperature-resistant thermosetting polymers which find applications in military as well as aerospace owing to their outstanding performance. At present, most of the PN resins are melt-processed and cured at high temper
Synthesis of 1,8-di(1-adamantyl)naphthalenes as single enantiomers stable at ambient temperatures
Aikawa, Haruo,Takahira, Yusuke,Yamaguchi, Masahiko
supporting information; scheme or table, p. 1479 - 1481 (2011/03/22)
Single enantiomers of 1,8-di(1-adamantyl)naphthalenes were synthesized by the [4+2]cycloaddition reaction of 6-adamantylbenzyne and 2-adamantylfuran. The enantiomers were resolved by conversion into diastereomeric ketopinic acid esters. The absolute confi
Studies on depigmenting activities of dihydroxyl benzamide derivatives containing adamantane moiety
Rho, Ho Sik,Baek, Heung Soo,Ahn, Soo Mi,Yoo, Jae Won,Kim, Duck Hee,Kim, Han Gon
scheme or table, p. 1532 - 1533 (2009/12/01)
Six diphenolic compounds containing adamantane moiety were synthesized and evaluated as potent inhibitors on tyrosinase activity and melanin formation in melan-a cells. The inhibitory activity of 4-adamantyl resorcinol 1 was similar to that of 4-n-butyl resorcinol in both assays. However, dihydroxyl benzamide derivatives 6a-e showed different inhibitory patterns. All derivatives significantly suppressed the cellular melanin formation without tyrosinase inhibitory activities. These behaviors indicated that the introduction of amide bond changes the binding mode of dihydroxyl groups to tyrosinase. Among derivatives, 6d (3,4-dihydroxyl compound) and 6e (2,3-dihydroxyl compound) showed stronger inhibitory activities (IC50 = 1.25 μM and 0.73 μM, respectively) as compared to 4-n-butyl resorcinol (IC50 = 21.64 μM) and hydroquinone (IC50 = 3.97 μM). This study showed that the position of dihydroxyl substituent at aromatic ring is important for the intercellular inhibition of melanin formation, and also amide linkage and adamantane moiety enhance the inhibition.