Rogue Scholar

Publicados 12 de novembro de 2015 in Henry Rzepa's Blog

Derek Lowe has a recent post entitled " Another Funny-Looking Structure Comes Through ". He cites a recent medchem article[cite]10.1021/acsmedchemlett.5b00398[/cite] in which the following acetal sub-structure appears in a promising drug candidate (blue component below). His point is that orally taken drugs have to survive acid (green below) encountered in the stomach, and acetals are famously sensitive to hydrolysis (red below). But if

References

Organic ChemistryDrug DiscoveryBiochemistry

Inglês

Design of Selective PAK1 Inhibitor G-5555: Improving Properties by Employing an Unorthodox Low-pK_a Polar Moiety

https://doi.org/10.1021/acsmedchemlett.5b00398

Publicados 3 de novembro de 2015 in ACS Medicinal Chemistry Letters

Autores Chudi O. Ndubaku, James J. Crawford, Joy Drobnick, Ignacio Aliagas, David Campbell, Ping Dong, Laura M. Dornan, Sergio Duron, Jennifer Epler, Lewis Gazzard, Christopher E. Heise, Klaus P. Hoeflich, Diana Jakubiak, Hank La, Wendy Lee, Baiwei Lin, Joseph P. Lyssikatos, Jasna Maksimoska, Ronen Marmorstein, Lesley J. Murray, Thomas O’Brien, Angela Oh, Sreemathy Ramaswamy, Weiru Wang, Xianrui Zhao, Yu Zhong, Elizabeth Blackwood, Joachim Rudolph

Inglês

Isoxazolinyldioxepins. Part 1. Structure–reactivity studies of the hydrolysis of oxazolinyldioxepin derivatives

https://doi.org/10.1039/p29890001265

Publicados 1 de janeiro de 1989 in J. Chem. Soc., Perkin Trans. 2

Autores Patrick Camilleri, David Munro, Karen Weaver, David J. Williams, Henry S. Rzepa, Alexandra M. Z. Slawin

Inglês

Isoxazolinyldioxepins. Part 1. Structure–reactivity studies of the hydrolysis of oxazolinyldioxepin derivatives

https://doi.org/10.1039/p29890001929

Publicados 1 de janeiro de 1989 in J. Chem. Soc., Perkin Trans. 2

Autores Patrick Camilleri, David Munro, Karen Weaver, David J. Williams, Henry S. Rzepa, Alexandra M. Z. Slawin

Condensed Matter PhysicsGeneral Materials ScienceGeneral Chemistry

N,N,N′,N′-Tetramethylstreptamine 2,4,6-orthoformate hydrochloride

https://doi.org/10.1107/s1600536803006287

Publicados 31 de março de 2003 in Acta Crystallographica Section E Structure Reports Online

Autores Claus Beckmann, Peter G. Jones, Anthony J. Kirby

InChI=1S/C4H11NO2.C2H3O2.Cl.H2O/c1-7-3-4(5)2-6;1-2(3)4;;/h4,6H,1-3H2,5H3;1H3;;1H2/t4-;;;/m0.../s1PEWGYHILMGIKGN-WJXVXWFNSA-N

C 6 H 16 Cl 1 N 1 O 5

https://doi.org/10.14469/ch/191590

Publicados 12 de novembro de 2015

Autores Henry S Rzepa, Imperial College London, Imperial College London, Henry S Rzepa

# freq wb97xd/6-311g(d,p) scrf=(cpcm,solvent=water) geom=connectivity

Crystal StructureExperimental 3D CoordinatesCrystal SystemSpace GroupCell Parameters

Inglês

CCDC 209989: Experimental Crystal Structure Determination

https://doi.org/10.5517/cc71hvl

Publicados 1 de janeiro de 2003

Autores C. Beckmann, P.G. Jones, A.J. Kirby

Related Article: C.Beckmann, P.G.Jones, A.J.Kirby|2003|Acta Crystallogr.,Sect.E:Struct.Rep.Online|59|o566|doi:10.1107/S1600536803006287

How to stop (some) acetals hydrolysing.

References

Design of Selective PAK1 Inhibitor G-5555: Improving Properties by Employing an Unorthodox Low-pKa Polar Moiety

Isoxazolinyldioxepins. Part 1. Structure–reactivity studies of the hydrolysis of oxazolinyldioxepin derivatives

Isoxazolinyldioxepins. Part 1. Structure–reactivity studies of the hydrolysis of oxazolinyldioxepin derivatives

N,N,N′,N′-Tetramethylstreptamine 2,4,6-orthoformate hydrochloride

C 6 H 16 Cl 1 N 1 O 5

CCDC 209989: Experimental Crystal Structure Determination

Design of Selective PAK1 Inhibitor G-5555: Improving Properties by Employing an Unorthodox Low-pK_a Polar Moiety