ChemInform Abstract: Skeletal Fusion of Small Heterocycles with Amphoteric Molecules.

ChemInform ◽  
2012 ◽  
Vol 43 (17) ◽  
pp. no-no
Author(s):  
Lawrence L. W. Cheung ◽  
Zhi He ◽  
Shannon M. Decker ◽  
Andrei K. Yudin
Keyword(s):  
Amphoteric Molecules

Skeletal Fusion of Small Heterocycles with Amphoteric Molecules

2011 ◽  
Vol 50 (49) ◽  
pp. 11798-11802 ◽  
Author(s):  
Lawrence L. W. Cheung ◽  
Zhi He ◽  
Shannon M. Decker ◽  
Andrei K. Yudin
Keyword(s):  
Amphoteric Molecules

scholarly journals Efficient access to unprotected primary amines by iron-catalyzed aminochlorination of alkenes

Science ◽  
2018 ◽  
Vol 362 (6413) ◽  
pp. 434-439 ◽  
Author(s):  
Luca Legnani ◽  
Gabriele Prina-Cerai ◽  
Tristan Delcaillau ◽  
Suzanne Willems ◽  
Bill Morandi
Keyword(s):  
Room Temperature ◽  
Biologically Active ◽  
Primary Amines ◽  
General Strategy ◽  
Hydroxylamine Derivative ◽  
Homoallylic Amines ◽  
Efficient Access ◽  
Reaction Proceeds ◽  
Large Scope ◽  
Amphoteric Molecules

Primary amines are essential constituents of biologically active molecules and versatile intermediates in the synthesis of drugs and agrochemicals. However, their preparation from easily accessible alkenes remains challenging. Here, we report a general strategy to access primary amines from alkenes through an operationally simple iron-catalyzed aminochlorination reaction. A stable hydroxylamine derivative and benign sodium chloride act as the respective nitrogen and chlorine sources. The reaction proceeds at room temperature under air; tolerates a large scope of aliphatic and conjugated alkenes, including densely functionalized substrates; and provides excellent anti-Markovnikov regioselectivity with respect to the amino group. The reactivity of the 2-chloroalkylamine products, an understudied class of amphoteric molecules, enables facile access to linear or branched aliphatic amines, aziridines, aminonitriles, azido amines, and homoallylic amines.

Stress acidulated amphoteric molecules and mechanochromism via reversible intermolecular proton transfer

2013 ◽  
Vol 49 (59) ◽  
pp. 6587-6589 ◽  
Author(s):  
Yi Wang ◽  
Minjie Li ◽  
Yumo Zhang ◽  
Jin Yang ◽  
Shaoyin Zhu ◽  
...  
Keyword(s):  
Proton Transfer ◽  
Intermolecular Proton Transfer ◽  
Amphoteric Molecules

Synthesis of Eight-Membered Lactones: Intermolecular [6+2] Cyclization of Amphoteric Molecules with Siloxy Alkynes

2012 ◽  
Vol 124 (25) ◽  
pp. 6313-6317 ◽  
Author(s):  
Wanxiang Zhao ◽  
Zhaobin Wang ◽  
Jianwei Sun
Keyword(s):  
Siloxy Alkynes ◽  
Amphoteric Molecules

Lipophilicity of amphoteric molecules expressed by the true partition coefficient

1995 ◽  
Vol 113 (1) ◽  
pp. 47-55 ◽  
Author(s):  
Krisztina Takács-Novák ◽  
Miklós Józan ◽  
György Szász
Keyword(s):  
Partition Coefficient ◽  
Amphoteric Molecules

Macrocyclization of Linear Peptides Enabled by Amphoteric Molecules

2010 ◽  
Vol 132 (9) ◽  
pp. 2889-2891 ◽  
Author(s):  
Ryan Hili ◽  
Vishal Rai ◽  
Andrei K. Yudin
Keyword(s):  
Amphoteric Molecules

ChemInform Abstract: Air- and Moisture-stable Amphoteric Molecules: Enabling Reagents in Synthesis

ChemInform ◽  
2014 ◽  
Vol 45 (25) ◽  
pp. no-no
Author(s):  
Zhi He ◽  
Adam Zajdlik ◽  
Andrei K. Yudin
Keyword(s):  
Amphoteric Molecules

scholarly journals Log D Analysis Using Dynamic Approach

2018 ◽  
Author(s):  
Ganesh Kumar Paul ◽  
Prashanth Alluvada ◽  
Esayas Alemayehu ◽  
M.S. Shahul Hameed ◽  
Wasihun Alemayehu ◽  
...  
Keyword(s):  
Distribution Coefficient ◽  
Nalidixic Acid ◽  
Organic Phase ◽  
Algebraic Method ◽  
Pharmaceutical Formulations ◽  
Dynamic Approach ◽  
Ionic State ◽  
Lipinski’S Rule ◽  
Aqueous Buffer ◽  
Amphoteric Molecules

ABSTRACTLog D is one of the important parameters used in Lipinski’s rule to assess the druggability of a molecule in pharmaceutical formulations. It represents the logarithm (log10) of the distribution coefficient (D) of a molecule. The distribution coefficient is defined as the ratio of the concentration of the sum of ionized and unionized species of a molecule distributed between a hydrophobic organic phase and an aqueous buffer phase. Since the pH affects the ionic state of a molecule, log D value (which is dependent on the concentrations of the ionized species) also becomes dependent on pH. In this work, the conventional algebraic method is compared with a more generalized ‘dynamic’ approach to model the distribution coefficient of amphoteric, diamino-monoprotic molecule and monoprotic acid in the presence of salt or co-solvent. Recently reported experimental log D data of amphoteric molecules such as nalidixic acid, mebendazole, benazepril and telmisartan, were analyzed using both these approaches to show their equivalence.GRAPHICAL ABSTRACT

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