- -

Neutral 1,3-Diindolylureas for Nerve Agent Remediation

RiuNet: Institutional repository of the Polithecnic University of Valencia

Share/Send to

Cited by

Statistics

Neutral 1,3-Diindolylureas for Nerve Agent Remediation

Show full item record

Barba Bon, A.; Costero Nieto, AM.; Parra Álvarez, M.; Gil Grau, S.; Martínez Mañez, R.; Sancenón Galarza, F.; Gale, PA.... (2013). Neutral 1,3-Diindolylureas for Nerve Agent Remediation. Chemistry - A European Journal. 19(5):1586-1590. https://doi.org/10.1002/chem.201202028

Por favor, use este identificador para citar o enlazar este ítem: http://hdl.handle.net/10251/37609

Files in this item

Item Metadata

Title: Neutral 1,3-Diindolylureas for Nerve Agent Remediation
Author: Barba Bon, Andrea Costero Nieto, Ana María Parra Álvarez, Margarita Gil Grau, Salvador Martínez Mañez, Ramón Sancenón Galarza, Félix Gale, Philip A. Hiscock, Jennifer R.
UPV Unit: Universitat Politècnica de València. Instituto de Reconocimiento Molecular y Desarrollo Tecnológico - Institut de Reconeixement Molecular i Desenvolupament Tecnològic
Universitat Politècnica de València. Departamento de Química - Departament de Química
Issued date:
Abstract:
Efficient neutralization of nerve-agent simulants by 1,3-diindolylureas in a neutral medium was investigated (DCP=diethylchlorophosphate, DCNP=diethylcyanophosphonate). The rate of hydrolysis of the simulants was found to ...[+]
Subjects: Remediation , Nerve agents , Diindolylureas , Complexation , Catalysts
Copyrigths: Cerrado
Source:
Chemistry - A European Journal. (issn: 0947-6539 )
DOI: 10.1002/chem.201202028
Publisher:
Wiley-VCH Verlag
Publisher version: http://dx.doi.org/10.1002/chem.201202028
Project ID:
DGICYT (projects MAT2009-14564-C04-1 and MAT2009-14564-C04-3)
info:eu-repo/grantAgreement/Generalitat Valenciana//PROMETEO09%2F2009%2F016/ES/Ayuda prometeo 2009 para el grupo de diseño y desarrollo de sensores/
MICINN
University of Southampton
Thanks:
DGICYT (projects MAT2009-14564-C04-1 and MAT2009-14564-C04-3) and GeneralitatValenciana (project PROMETEO/2009/016) are gratefully acknowledged. A. B. B. thanks MICINN for a pre-doctoral FPI fellowship. SCSIE (Universidad ...[+]
Type: Artículo

References

1992 www.fas.org/cw/cwagents

Kim, K., Tsay, O. G., Atwood, D. A., & Churchill, D. G. (2011). Destruction and Detection of Chemical Warfare Agents. Chemical Reviews, 111(9), 5345-5403. doi:10.1021/cr100193y

Smith, B. M. (2008). Catalytic methods for the destruction of chemical warfare agents under ambient conditions. Chem. Soc. Rev., 37(3), 470-478. doi:10.1039/b705025a [+]
1992 www.fas.org/cw/cwagents

Kim, K., Tsay, O. G., Atwood, D. A., & Churchill, D. G. (2011). Destruction and Detection of Chemical Warfare Agents. Chemical Reviews, 111(9), 5345-5403. doi:10.1021/cr100193y

Smith, B. M. (2008). Catalytic methods for the destruction of chemical warfare agents under ambient conditions. Chem. Soc. Rev., 37(3), 470-478. doi:10.1039/b705025a

VERIANSYAH, B., KIM, J., & LEE, J. (2007). Destruction of chemical agent simulants in a supercritical water oxidation bench-scale reactor. Journal of Hazardous Materials, 147(1-2), 8-14. doi:10.1016/j.jhazmat.2006.12.040

Dawson, R. M., Pantelidis, S., Rose, H. R., & Kotsonis, S. E. (2008). Degradation of nerve agents by an organophosphate-degrading agent (OpdA). Journal of Hazardous Materials, 157(2-3), 308-314. doi:10.1016/j.jhazmat.2007.12.099

Briseño-Roa, L., Hill, J., Notman, S., Sellers, D., Smith, A. P., Timperley, C. M., … Griffiths, A. D. (2006). Analogues with Fluorescent Leaving Groups for Screening and Selection of Enzymes That Efficiently Hydrolyze Organophosphorus Nerve Agents. Journal of Medicinal Chemistry, 49(1), 246-255. doi:10.1021/jm050518j

GHANEM, E., & RAUSHEL, F. (2005). Detoxification of organophosphate nerve agents by bacterial phosphotriesterase. Toxicology and Applied Pharmacology, 207(2), 459-470. doi:10.1016/j.taap.2005.02.025

Vayron, P., Renard, P.-Y., Valleix, A., & Mioskowski, C. (2000). Design and Synthesis of anα,α-Difluorophosphinate Hapten for Antibody-Catalyzed Hydrolysis of Organophosphorus Nerve Agents. Chemistry - A European Journal, 6(6), 1050-1063. doi:10.1002/(sici)1521-3765(20000317)6:6<1050::aid-chem1050>3.0.co;2-5

Saint-André, G., Kliachyna, M., Kodepelly, S., Louise-Leriche, L., Gillon, E., Renard, P.-Y., … Wagner, A. (2011). Design, synthesis and evaluation of new α-nucleophiles for the hydrolysis of organophosphorus nerve agents: application to the reactivation of phosphorylated acetylcholinesterase. Tetrahedron, 67(34), 6352-6361. doi:10.1016/j.tet.2011.05.130

Zafrani, Y., Yehezkel, L., Goldvaser, M., Marciano, D., Waysbort, D., Gershonov, E., & Columbus, I. (2011). The reactivity of quaternary ammonium- versus potassium- fluorides supported on metal oxides: paving the way to an instantaneous detoxification of chemical warfare agents. Organic & Biomolecular Chemistry, 9(24), 8445. doi:10.1039/c1ob06136d

Kenley, R. A., Fleming, R. H., Laine, R. M., Tse, D. S., & Winterle, J. S. (1984). Cobalt(III) complex catalyzed hydrolysis of phosphorus esters. Inorganic Chemistry, 23(13), 1870-1876. doi:10.1021/ic00181a018

Ward, J. R., Szafraniec, L. L., Beaudry, W. T., & Hovanec, J. W. (1990). On the mechanism of phosphono or phosphorofluoridate hydrolysis catalyzed by transition metal ions. Journal of Molecular Catalysis, 58(3), 373-378. doi:10.1016/0304-5102(90)85026-e

Brown, R. S., & Zamkanei, M. (1985). Hydrolysis of neutral phosphate and phosphonate esters catalysed by Co2+-chelates of tris-imidazolyl phosphines. Inorganica Chimica Acta, 108(3), 201-207. doi:10.1016/s0020-1693(00)84540-5

Norman, P. R., Tate, A., & Rich, P. (1988). Enhanced hydrolysis of a phosphonate ester by mono-aquo metal cation complexes. Inorganica Chimica Acta, 145(2), 211-217. doi:10.1016/s0020-1693(00)83959-6

Hay, R. W., Govan, N., & Norman, P. R. (1998). Transition Metal Chemistry, 23(2), 133-138. doi:10.1023/a:1006938908480

Xie, Y., & Popov, B. N. (2000). Catalyzed Hydrolysis of Nerve Gases by Metal Chelate Compounds and Potentiometric Detection of the Byproducts. Analytical Chemistry, 72(9), 2075-2079. doi:10.1021/ac990858a

Morales-Rojas, H., & Moss, R. A. (2002). Phosphorolytic Reactivity ofo-Iodosylcarboxylates and Related Nucleophiles. Chemical Reviews, 102(7), 2497-2522. doi:10.1021/cr9405462

Ballester, P., Vidal-Ferran, A., & van Leeuwen, P. W. N. M. (2011). Modern Strategies in Supramolecular Catalysis. Advances in Catalysis, 63-126. doi:10.1016/b978-0-12-387772-7.00002-2

Caltagirone, C., Gale, P. A., Hiscock, J. R., Brooks, S. J., Hursthouse, M. B., & Light, M. E. (2008). 1,3-Diindolylureas: high affinity dihydrogen phosphate receptors. Chemical Communications, (26), 3007. doi:10.1039/b806238b

Caltagirone, C., Hiscock, J. R., Hursthouse, M. B., Light, M. E., & Gale, P. A. (2008). 1,3-Diindolylureas and 1,3-Diindolylthioureas: Anion Complexation Studies in Solution and the Solid State. Chemistry - A European Journal, 14(33), 10236-10243. doi:10.1002/chem.200801639

Gale, P. A., Hiscock, J. R., Jie, C. Z., Hursthouse, M. B., & Light, M. E. (2010). Acyclic indole and carbazole-based sulfate receptors. Chemical Science, 1(2), 215. doi:10.1039/c0sc00202j

Gale, P. A., Hiscock, J. R., Moore, S. J., Caltagirone, C., Hursthouse, M. B., & Light, M. E. (2010). Anion-Anion Proton Transfer in Hydrogen Bonded Complexes. Chemistry - An Asian Journal, 5(3), 555-561. doi:10.1002/asia.200900230

Makuc, D., Hiscock, J. R., Light, M. E., Gale, P. A., & Plavec, J. (2011). NMR studies of anion-induced conformational changes in diindolylureas and diindolylthioureas. Beilstein Journal of Organic Chemistry, 7, 1205-1214. doi:10.3762/bjoc.7.140

Sambrook, M. R., Hiscock, J. R., Cook, A., Green, A. C., Holden, I., Vincent, J. C., & Gale, P. A. (2012). Hydrogen bond-mediated recognition of the chemical warfare agent soman (GD). Chemical Communications, 48(45), 5605. doi:10.1039/c2cc31096a

Hynes, M. J. (1993). EQNMR: a computer program for the calculation of stability constants from nuclear magnetic resonance chemical shift data. Journal of the Chemical Society, Dalton Transactions, (2), 311. doi:10.1039/dt9930000311

Jandorf, B. J., Wagner-Jauregg, T., O’Neill, J. J., & Stolberg, M. A. (1952). The Reaction of Phosphorus-containing Enzyme Inactivators with Phenols and Polyphenols. Journal of the American Chemical Society, 74(6), 1521-1523. doi:10.1021/ja01126a051

Gustafson, R. L., & Martell, A. E. (1962). A Kinetic Study of the Copper(II) Chelate-catalyzed Hydrolysis of Isopropyl Methylphosphonofluoridate (Sarin). Journal of the American Chemical Society, 84(12), 2309-2316. doi:10.1021/ja00871a007

Yang, Y.-C., Szafraniec, L. L., Beaudry, W. T., Rohrbaugh, D. K., Procell, L. R., & Samuel, J. B. (1996). Autocatalytic Hydrolysis of V-Type Nerve Agents. The Journal of Organic Chemistry, 61(24), 8407-8413. doi:10.1021/jo9614506

[-]

recommendations

 

This item appears in the following Collection(s)

Show full item record