5-Fluorovilardin
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Identifikacija | |
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3D model (Jmol) |
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DrugBank |
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ECHA InfoCard | 100.162.280 |
PubChem[1][2] C ID |
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SMILES
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Svojstva | |
C7H8FN3O4 | |
Molarna masa | 217,155 |
Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa). | |
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Reference infokutije | |
5-Fluorovilardin je selektivni agonist AMPA receptora,[3][4][5] sa samo ograničenim efektima na kainatni receptor.[6] On je ekscitotoksični neurotoksin kada se koristi in vivo i stoga se retko koristi kod intaktnih životinja, ali se široko koristi za selektivnu stimulaciju AMPA receptora in vitro.[7][8][9] On je strukturno sličan jedinjenju vilardin, koje je takođe agonist za AMPA i kainatne receptore. Vilardine se prirodno javlja u Mariosousa willardiana i Acacia sensu lato.[10][11]
Osobine
5-Fluorovilardin je organsko jedinjenje, koje sadrži 7 atoma ugljenika i ima molekulsku masu od 217,155 Da.[12][13]
Osobina | Vrednost |
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Broj akceptora vodonika | 5 |
Broj donora vodonika | 3 |
Broj rotacionih veza | 3 |
Particioni koeficijent[14] (ALogP) | -4,6 |
Rastvorljivost[15] (logS, log(mol/L)) | -1,9 |
Polarna površina[16] (PSA, Å2) | 112,7 |
Reference
- ^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
- ^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.
- ^ Patneau, DK; Mayer, ML; Jane, DE; Watkins, JC (1992). „Activation and Desensitization of AMPA / Kainate Receptors by Novel Derivatives of Willardiine”. Journal of Neuroscience. 12 (2): 595—606. PMC 6575614
. PMID 1371315. doi:10.1523/JNEUROSCI.12-02-00595.1992.
- ^ Hawkins, LM; Beaver, KM; Jane, DE; Taylor, PM; Sunter, DC; Roberts, PJ (1995). „Characterization of the pharmacology and regional distribution of (S)-3H-5-fluorowillardiine binding in rat brain”. British Journal of Pharmacology. 116 (3): 2033—9. PMC 1908955
. PMID 8640342. doi:10.1111/j.1476-5381.1995.tb16408.x.
- ^ Lunn, ML; Ganakas, AM; Mercer, LD; Lawrence, AJ; Beart, PM (1996). „Localisation and properties of AMPA-insensitive kainate sites: receptor autoradiography and gene expression in rat brain”. Neuroscience Letters. 204 (1–2): 121—4. PMID 8929993. S2CID 36885666. doi:10.1016/0304-3940(96)12335-1.
- ^ Larm, JA; Cheung, NS; Beart, PM (1996). „(S)-5-fluorowillardiine-mediated neurotoxicity in cultured murine cortical neurones occurs via AMPA and kainate receptors”. European Journal of Pharmacology. 314 (1–2): 249—54. PMID 8957243. doi:10.1016/S0014-2999(96)00633-4.
- ^ Jensen, RJ (1999). „Responses of directionally selective retinal ganglion cells to activation of AMPA glutamate receptors”. Visual Neuroscience. 16 (2): 205—19. PMID 10367956. S2CID 42955027. doi:10.1017/s0952523899162023.
- ^ Olivera, S; Rodriguez-Ithurralde, D; Henley, JM (2001). „Regional localization and developmental profile of acetylcholinesterase-evoked increases in 3H-5-fluorowillardiine binding to AMPA receptors in rat brain”. British Journal of Pharmacology. 133 (7): 1055—62. PMC 1572873
. PMID 11487516. doi:10.1038/sj.bjp.0704167.
- ^ Kessler, M; Arai, AC (2006). „Use of 3H fluorowillardiine to study properties of AMPA receptor allosteric modulators”. Brain Research. 1076 (1): 25—41. PMID 16256076. S2CID 28267484. doi:10.1016/j.brainres.2005.09.024.
- ^ Klaassen, C. D.; John Barr Watkins (2010). „Toxic Agents” (PDF). Casarett and Doull's essentials of toxicology. USA: McGraw-Hill Prof Med/Tech. стр. 374. ISBN 978-0-07-176651-7.
- ^ Atta-ur- Rahman (2000). „Interference of Alkaloids” (PDF). Bioactive Natural Products (Part B), Part 2. Amsterdam: Alsevier Science B. V. стр. 72. ISBN 9780080542010.
- ^ Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035—41. PMC 3013709
. PMID 21059682. doi:10.1093/nar/gkq1126.
- ^ David S. Wishart; et al. (2008). „DrugBank: a knowledgebase for drugs, drug actions and drug targets”. Nucleic acids research. 36 (Database issue): D901—6. PMC 2238889
. PMID 18048412. doi:10.1093/nar/gkm958.
- ^ Ghose, A.K., Viswanadhan V.N., and Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o. Архивирано из оригинала 22. 07. 2014. г. Приступљено 13. 12. 2013. CS1 одржавање: Вишеструка имена: списак аутора (веза)
- ^ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488—1493. PMID 11749573. doi:10.1021/ci000392t.
- ^ Ertl P.; Rohde B.; Selzer P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties”. J. Med. Chem. 43: 3714—3717. PMID 11020286. doi:10.1021/jm000942e.
Literatura
- Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (I изд.). Oxford University Press. ISBN 978-0-19-850346-0.
- Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th изд.). New York: Wiley-Interscience. ISBN 0-471-72091-7.
- Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry (Second изд.). Academic Press. ISBN 0080429882.
Spoljašnje veze
![](http://upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/30px-Commons-logo.svg.png)
5-Fluorovilardin на Викимедијиној остави.
- 5-Fluorowillardiine
- п
- р
- у
Grupa I | Agonisti: Neselektivni: ACPD • DHPG • Kuiskualinska kiselina; mGlu1-selektivni: Ro01-6128 • Ro67-4853 • Ro67-7476 • VU-71; mGlu5-selektivni: ADX-47273 • CDPPB • CHPG • DFB • VU-1545 Antagonisti: Neselektivni: MCPG • NPS-2390; mGlu1-selektivni: BAY 36-7620 • CPCCOEt • LY-367,385 • LY-456,236; mGlu5-selektivni: DMeOB • Fenobam • LY-344,545 • MPEP • MTEP • SIB-1757 • SIB-1893 |
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Grupa II | Agonisti: Neselektivni: CBiPES • DCG-IV • Eglumegad • LY-379,268 • LY-404,039 • LY-487,379 • MGS-0028; mGlu2-selektivni: BINA • LY-566,332 Antagonisti: Neselektivni: APICA • EGLU • HYDIA • LY-307,452 • LY-341,495 • MCPG • MGS-0039; mGlu2-selektivni: PCCG-4; mGlu3-selektivni: CECXG; Negativni alosterni modulatori: RO4491533 |
Grupa III | Agonisti: Neselektivni: L-AP4; mGlu4-selektivni: PHCCC • VU-001,171 • VU-0155,041; mGlu7-selektivni: AMN082; mGlu8-selektivni: DCPG Antagonisti: Neselektivni: CPPG • MAP4 • MSOP • MPPG • MTPG • UBP-1112; mGlu7-selektivni: MMPIP |
transporta
EAAT | |
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vGluT |