28686-90-0Relevant articles and documents
Aminomethylthiophene-2-carboxylic acids as dipeptide mimetic in new growth hormone secretagogues
Peschke, Bernd,Madsen, Kjeld,Hansen, Birgit Sehested,Johansen, Nils Langeland
, p. 1969 - 1972 (1997)
3-Aminomethylbenzoic acid is a well established dipeptide mimetic. Herein, aminomethylthiophene-2-carboxylic acids have been synthesized as analogues of 3-aminomethylbenzoic acid. Their use as a dipeptide-mimetic at the N-terminal of novel growth hormone secretagogues is described.
3,4-Ethylenedioxythiophene in planarizable push-pull oligothiophenes
Dal Molin, Marta,Matile, Stefan
supporting information, p. 1952 - 1957 (2013/06/05)
We report design, synthesis and evaluation of push-pull quaterthiophene amphiphiles containing one 3,4-ethylenedioxythiophene (EDOT) and a single strong twist in the scaffold. Planarizable push-pull oligothiophene amphiphiles have been introduced recently as conceptually innovative fluorescent probes that sense the fluidity and the potential of lipid bilayer membranes. The "hyper-twisted" EDOT probes respond to planarization and restricted rotational freedom with a red shift and changes in vibrational finestructure in the excitation spectrum, respectively. In solution, comparably weak solvatochromism and significant thermochromism are found. Planarization and restricted rotational freedom afford exquisite sensitivity toward nature and fluidity of lipid bilayer membranes, including ratiometric detection of phase transitions. The sensing of membrane potentials is weakened by these unique properties but remains possible.
Correlation of the rates of solvolyses of 4-methylthiophene-2-carbonyl chloride using the extended grunwald-winstein equation
Choi, Hojune,Koo, In Sun
scheme or table, p. 499 - 504 (2012/05/19)
The specific rates of sovolysis of 4-methylthiophene-2-carbonyl chloride (1) have been determined in 26 pure and binary solvents at 25.0 °C. Product selectivities are reported for solvolyses of 1 in aqueous ethanol and methanol binary mixtures. Comparison of the specific rates of solvolyses of 1 with those for p-methoxybenzoyl chloride (2) in terms of linear free energy relationships (LFER) are helpful in mechanistic considerations, as is also treatment in terms of the extended Grunwald-Winstein equation. It is proposed that the solvolyses of 1 in binary aqueous solvent mixtures proceed through an SN1 and/or ionization (I) pathway rather than through an associative S2 and/or addition-elimination (A-E) pathway.