Powder crystallography of pharmaceutical materials by combined crystal structure prediction and solid-state 1H NMR spectroscopy

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 4 (upper) Extracts from the aromatic region of the 13C–13C refocused INADEQUATE NMR spectrum and (lower) 1H–13C refocused INEPT NMR spectrum of flutamide.


A protocol for the ab initio crystal structure determination of powdered solids at natural isotopic abundance by combining solid-state NMR spectroscopy, crystal structure prediction, and DFT chemical shift calculations was evaluated to determine the crystal structures of four small drug molecules: cocaine, flutamide, flufenamic acid, and theophylline. For cocaine, flutamide and flufenamic acid, we find that the assigned ¹H isotropic chemical shifts provide sufficient discrimination to determine the correct structures from a set of predicted structures using the root-mean-square deviation (rmsd) between experimentally determined and calculated chemical shifts. In most cases unassigned shifts could not be used to determine the structures. This method requires no prior knowledge of the crystal structure, and was used to determine the correct crystal structure to within an atomic rmsd of less than 0.12 Å with respect to the known reference structure. For theophylline, the NMR spectra are too simple to allow for unambiguous structure selection.

 

 3 (upper) 1H (500 MHz) MAS NMR spectrum of flutamide: recorded in 8 scans with a recycle delay of 30 s at 60 kHz MAS and (lower) 13C (125 MHz) CPMAS NMR ...


 

 (upper) 1H (500 MHz) MAS NMR spectrum of flufenamic acid and (

 Molecular structure of cocaine (I), flutamide (II), flufenamic acid (


 

 Comparison between the structure of flutamide determined by powder 1H NMR and computational modelling here and

Powder crystallography of pharmaceutical materials by combined crystal structure prediction and solid-state ¹H NMR spectroscopy

Maria Baias,^a   Cory M. Widdifield,^a   Jean-Nicolas Dumez,^a   Hugh P. G. Thompson,^b   Timothy G. Cooper,^b   Elodie Salager,^a   Sirena Bassil,^a   Robin S. Stein,^a   Anne Lesage,^a   Graeme M. Day*^c and   Lyndon Emsley*^a  

*

Corresponding authors

^a

Université de Lyon, (CNRS/ENS-Lyon/UCB Lyon 1), Centre de RMN à Très Hauts Champs, 5 rue de la Doua, 69100 Villeurbanne, France
E-mail: lyndon.emsley@ens-lyon.fr
Fax: +33 4 78 89 67 61

^b

Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK

^c

Chemistry, University of Southampton, Highfield, Southampton, UK
E-mail: G.M.Day@soton.ac.uk

Phys. Chem. Chem. Phys., 2013,15, 8069-8080

DOI: 10.1039/C3CP41095A                                                                                                                                                                                                                                                                                   http://pubs.rsc.org/en/content/articlelanding/2013/cp/c3cp41095a#!divAbstract                                                 ////////////////////                                                                                                                                                                                                                                                                                                                                              odense,  denmark                                                                                                                                                                                                                                                                                                   

Nørregade 16, 5. tv, 5000 Odense C

Odense

City in Denmark

Odense is the third largest city in Denmark. It has a population of 173,814 as of January 2015, and is the main city of the island of Funen. Wikipedia

 


 
 

 
 

 


 

 

 

 


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Catalyst-free thiolation of indoles with sulfonyl hydrazides for the synthesis of 3-sulfenylindoles in water

 

Catalyst-free thiolation of indoles with sulfonyl hydrazides for the synthesis of 3-sulfenylindoles in water

Green Chem., 2016, Advance Article
DOI: 10.1039/C6GC00313C, Communication

Yu Yang, Sheng Zhang, Lin Tang, Yanbin Hu, Zhenggen Zha, Zhiyong Wang
A water promoted thiolation of indoles with sulfonyl hydrazides has been developed under mild conditions in water.

http://pubs.rsc.org/en/Content/ArticleLanding/2016/GC/C6GC00313C?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

 

A catalyst-free thiolation of indoles with sulfonyl hydrazides was efficiently developed in water under mild conditions without any ligand or additive. The reaction provided a variety of 3-sulfenylindoles with good to excellent yields and the only by-products were nitrogen and water.

 

[1] F.-L. Yang, X.-T. Ma and S.-K. Tian, Chem. Eur. J., 2012, 18, 1582

 

 

 

 

 

Catalyst-free thiolation of indoles with sulfonyl hydrazides for the synthesis of 3-sulfenylindoles in water

Yu Yang,^a   Sheng Zhang,^a   Lin Tang,^a   Yanbin Hu,^a  Zhenggen Zha^a and   Zhiyong Wang*^a  

 

*Corresponding authors

^aHefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry and Department of Chemistry & Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China, Hefei, P. R. China
E-mail: zwang3@ustc.edu.cn
Fax: (+86) 551-360-3185

Green Chem., 2016, Advance Article

DOI: 10.1039/C6GC00313C

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Pd(II) pincer type complex catalyzed tandem C-H and N-H activation of acetanilide in aqueous media: a concise access to functionalized carbazoles in a single step

 

 

Pd(II) pincer type complex catalyzed tandem C-H and N-H activation of acetanilide in aqueous media: a concise access to functionalized carbazoles in a single step

Green Chem., 2016, Advance Article
DOI: 10.1039/C5GC02937F, Paper

Vignesh Arumugam, Werner Kaminsky, Dharmaraj Nallasamy
NNO Pincer type Pd(II) complex catalyzed one-pot synthesis of N-acetylcarbazoles in aqueous media is presented.

http://pubs.rsc.org/en/Content/ArticleLanding/2016/GC/C5GC02937F?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

One-pot, tandem C–H and N–H activation of acetanilides with aryl boronic acids to realize functionalized carbazoles was conveniently performed under aerobic conditions using a novelNNO pincer type Pd(II) complex [Pd(L)Cl] (where L = nicotinic acid (phenyl-pyridin-2-yl-methylene)-hydrazide or furan-2-carboxylic acid (phenyl-pyridin-2-yl-methylene)-hydrazide) as a catalyst in neat water and a very low (0.01 mol%) amount of catalyst. It is worth noting that recyclability up to six consecutive runs and column chromatography free isolation of the title heterocycles in an excellent yield are achieved.

 

Pd(II) pincer type complex catalyzed tandem C–H and N–H activation of acetanilide in aqueous media: a concise access to functionalized carbazoles in a single step

Vignesh Arumugam,^a   Werner Kaminsky^b and  Dharmaraj Nallasamy*^a  

*Corresponding authors

^aInorganic & Nanomaterials Research Laboratory, Department of Chemistry, Bharathiar University, Coimbatore 641 046, India
E-mail: dharmaraj@buc.edu.in
Web: http://ndharmaraj.wix.com/inrl
Fax: +91 4222422387
Tel: +91 4222428316

^bDepartment of Chemistry, University of Washington, Seattle, USA

Green Chem., 2016, Advance Article

DOI: 10.1039/C5GC02937F

One-pot, tandem C–H and N–H activation of acetanilides with aryl boronic acids to realize functionalized carbazoles was conveniently performed under aerobic conditions using a novelNNO pincer type Pd(II) complex [Pd(L)Cl] (where L = nicotinic acid (phenyl-pyridin-2-yl-methylene)-hydrazide or furan-2-carboxylic acid (phenyl-pyridin-2-yl-methylene)-hydrazide) as a catalyst in neat water and a very low (0.01 mol%) amount of catalyst. It is worth noting that recyclability up to six consecutive runs and column chromatography free isolation of the title heterocycles in an excellent yield are achieved.

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 Eskişehir, Turkey





 

 

 

Anadolu University  

University in Eskişehir, Turkey

Anadolu University is a public university in Eskişehir, Turkey and the largest in Europe and the second largest university in the world by enrollment. Wikipedia

Address: Yunusemre Kampusu, 26470 Eskişehir, Turkey

Eskisehir

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