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Showing 1 to 12 of 146 entries
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Tandem Coupling of Azide with Isonitrile and Boronic Acid: Facile Access to Functionalized Amidines.

Angewandte Chemie (International ed. in English)

Zhang Z, Huang B, Qiao G, Zhu L, Xiao F, Chen F, Fu B, Zhang Z.
PMID: 28319297
Angew Chem Int Ed Engl. 2017 Apr 03;56(15):4320-4323. doi: 10.1002/anie.201700539. Epub 2017 Mar 20.

Amidine is a notable nitrogen-containing structural motif found in bioactive natural products and pharmaceuticals. Herein, a novel rhodium(I)-catalyzed tandem reaction of readily accessible azides with isonitriles and boronic acids via a carbodiimide intermediate is achieved. This protocol offers an...

One-pot synthesis of diverse N,N'-disubstituted guanidines from N-chlorophthalimide, isocyanides and amines via N-phthaloyl-guanidines.

Organic & biomolecular chemistry

Demjén A, Angyal A, Wölfling J, Puskás LG, Kanizsai I.
PMID: 29517090
Org Biomol Chem. 2018 Mar 28;16(12):2143-2149. doi: 10.1039/c7ob03109b. Epub 2018 Mar 08.

A sequential one-pot approach towards N,N'-disubstituted guanidines from N-chlorophthalimide, isocyanides and amines is reported. This strategy provides straightforward and efficient access to diverse guanidines in yields up to 81% through previously unprecedented N-phthaloylguanidines. This protocol also features wide substrate...

Tandem deprotonation/azide-tetrazole tautomerization of 4,6-diazido-N-nitro-1,3,5-triazin-2-amine in dimethylsulfoxide solutions: a theoretical study.

Physical chemistry chemical physics : PCCP

Chapyshev SV, Ushakov EN.
PMID: 26073044
Phys Chem Chem Phys. 2015 Jul 14;17(26):17296-300. doi: 10.1039/c5cp02096d.

4,6-Diazido-N-nitro-1,3,5-triazin-2-amine (2) is a new promising high-energy organic compound that isomerizes in dimethylsulfoxide (DMSO) solutions to form unknown products with interesting 13C and 15N NMR spectroscopic characteristics. To identify these products, the relative energies and the 13C and 15N...

Dendritic Guanidines as Efficient Analogues of Cell Penetrating Peptides.

Pharmaceuticals (Basel, Switzerland)

Bonduelle CV, Gillies ER.
PMID: 27713272
Pharmaceuticals (Basel). 2010 Mar 12;3(3):636-666. doi: 10.3390/ph3030636.

The widespread application of cell penetrating agents to clinical therapeutics and imaging agents relies on the ability to prepare them on a large scale and to readily conjugate them to their cargos. Dendritic analogues of cell penetrating peptides, with...

Molecular design of flotation collectors: A recent progress.

Advances in colloid and interface science

Liu G, Yang X, Zhong H.
PMID: 28532662
Adv Colloid Interface Sci. 2017 Aug;246:181-195. doi: 10.1016/j.cis.2017.05.008. Epub 2017 May 10.

The nature of froth flotation is to selectively hydrophobize valuable minerals by collector adsorption so that the hydrophobized mineral particles can attach air bubbles. In recent years, the increasing commercial production of refractory complex ores has been urgent to...

Aqueous Sulfate Separation by Crystallization of Sulfate-Water Clusters.

Angewandte Chemie (International ed. in English)

Custelcean R, Williams NJ, Seipp CA.
PMID: 26252802
Angew Chem Int Ed Engl. 2015 Sep 01;54(36):10525-9. doi: 10.1002/anie.201506314. Epub 2015 Aug 07.

An effective approach to sulfate separation from aqueous solutions is based on the crystallization of extended [SO4(H2O)5(2-)]n sulfate-water clusters with a bis(guanidinium) ligand. The ligand was generated in situ by hydrazone condensation in water, thereby bypassing the need for...

N-functionalized benzotriazole-1-carboximidoyl chlorides: synthetic equivalents for isocyanide dichlorides.

The Journal of organic chemistry

Katritzky AR, Rogovoy B, Klein C, Insuasty H, Vvedensky V, Insuasty B.
PMID: 11304212
J Org Chem. 2001 Apr 20;66(8):2854-7. doi: 10.1021/jo001685o.

Readily prepared N-functionalized benzotriazole-1-carboximidoyl chlorides are proposed as stable and novel isocyanide dichloride synthetic equivalents. Subsequent condensations of these new intermediates afford polysubstituted guanidines, S-aryl isothioureas, and 2-aminoquinazolin-4-thiones.

BTS-67582 (Knoll Pharmaceuticals Co).

IDrugs : the investigational drugs journal

Emilien G.
PMID: 16158354
IDrugs. 1999 Apr;2(4):355-9.

BTS-67582, a morpholinoguanidine, is a potassium channel blocker in phase II trials by Knoll in the US, the UK and France for the treatment of diabetes. Knoll acquired the drug as part of the 1995 purchase of the pharmaceutical...

The Determination of Guanidines in Urine as Picrates.

The Biochemical journal

Sharpe JS.
PMID: 16743481
Biochem J. 1925;19(2):168-170.1. doi: 10.1042/bj0190168.

No abstract available.

Bicyclic-guanidines, -guanidinates and -guanidinium salts: wide ranging applications from a simple family of molecules.

Chemical communications (Cambridge, England)

Coles MP.
PMID: 19557249
Chem Commun (Camb). 2009 Jul 07;(25):3659-76. doi: 10.1039/b901940e. Epub 2009 May 27.

Bicyclic guanidines have physical, electronic and chemical properties that differentiate them from their acyclic counterparts, with many of these characteristics directly imposed by the rigid framework. These distinctive features have led to this class of molecule finding practical applications...

Ytterbium triflate: a highly active catalyst for addition of amines to carbodiimides to N,N',N''-trisubstituted guanidines.

The Journal of organic chemistry

Zhu X, Du Z, Xu F, Shen Q.
PMID: 19621891
J Org Chem. 2009 Aug 21;74(16):6347-9. doi: 10.1021/jo900903t.

Ytterbium triflate was found to be efficient catalyst for addition of amines to carbodiimides to N,N',N''-trisubstituted guanidines with a wide scope of amines under solvent-free condition.

A structural, theoretical and coordinative evaluation of the bicyclic guanidinate derived from 1,4,6-triazabicyclo[3.3.0]oct-4-ene.

Dalton transactions (Cambridge, England : 2003)

Khalaf MS, Coles MP, Hitchcock PB.
PMID: 18682868
Dalton Trans. 2008 Aug 28;(32):4288-95. doi: 10.1039/b806510a. Epub 2008 Jun 17.

Partial deprotonation of the bicyclic guanidine 1,4,6-triazabicyclo[3.3.0]oct-4-ene (Htbo) is achieved using (n)BuLi. Isolation of the resulting lithium salts has resulted in the structural characterization of the mixed anion complex {[Li(tbo)(VIII)(tboH)](2)}(infinity) (where -H = 1-(2-aminoethyl)-2-imidazolidinethione) and the partially deprotonated salt...

Showing 1 to 12 of 146 entries