Synthesis, molecular structure, NMR spectroscopic and computational analysis of a selective adenosine A2A antagonist, ZM 241385

Manuela Jorg, Mark James Agostino, Elizabeth Yuriev, Frankie S Mak, Neil D Miller, Jonathan White, Peter John Scammells, Benvenuto Capuano

Research output: Contribution to journalArticleResearchpeer-review

11 Citations (Scopus)

Abstract

Herein, we describe the synthesis of the adenosine A(2A) antagonist ZM 241385 (9) starting from commercially available 2-furanhydrazide (1) and including a comprehensive structural characterization of all the intermediates and the final product. In addition, extensive NMR analysis, including temperature and concentration-dependent experiments, are reported as well as the first single-crystal structure of the compound ZM 241385 (9) as the trihydrate. Furthermore, an extensive structural comparison of the single-crystal structure with the published protein bound X-ray structures is reported.
Original languageEnglish
Pages (from-to)1241 - 1251
Number of pages11
JournalStructural Chemistry
Volume24
Issue number4
DOIs
Publication statusPublished - 2013

Cite this

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title = "Synthesis, molecular structure, NMR spectroscopic and computational analysis of a selective adenosine A2A antagonist, ZM 241385",
abstract = "Herein, we describe the synthesis of the adenosine A(2A) antagonist ZM 241385 (9) starting from commercially available 2-furanhydrazide (1) and including a comprehensive structural characterization of all the intermediates and the final product. In addition, extensive NMR analysis, including temperature and concentration-dependent experiments, are reported as well as the first single-crystal structure of the compound ZM 241385 (9) as the trihydrate. Furthermore, an extensive structural comparison of the single-crystal structure with the published protein bound X-ray structures is reported.",
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Synthesis, molecular structure, NMR spectroscopic and computational analysis of a selective adenosine A2A antagonist, ZM 241385. / Jorg, Manuela; Agostino, Mark James; Yuriev, Elizabeth; Mak, Frankie S; Miller, Neil D; White, Jonathan; Scammells, Peter John; Capuano, Benvenuto.

In: Structural Chemistry, Vol. 24, No. 4, 2013, p. 1241 - 1251.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Synthesis, molecular structure, NMR spectroscopic and computational analysis of a selective adenosine A2A antagonist, ZM 241385

AU - Jorg, Manuela

AU - Agostino, Mark James

AU - Yuriev, Elizabeth

AU - Mak, Frankie S

AU - Miller, Neil D

AU - White, Jonathan

AU - Scammells, Peter John

AU - Capuano, Benvenuto

PY - 2013

Y1 - 2013

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AB - Herein, we describe the synthesis of the adenosine A(2A) antagonist ZM 241385 (9) starting from commercially available 2-furanhydrazide (1) and including a comprehensive structural characterization of all the intermediates and the final product. In addition, extensive NMR analysis, including temperature and concentration-dependent experiments, are reported as well as the first single-crystal structure of the compound ZM 241385 (9) as the trihydrate. Furthermore, an extensive structural comparison of the single-crystal structure with the published protein bound X-ray structures is reported.

UR - http://link.springer.com.ezproxy.lib.monash.edu.au/article/10.1007/s11224-012-0151-7

U2 - 10.1007/s11224-012-0151-7

DO - 10.1007/s11224-012-0151-7

M3 - Article

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SP - 1241

EP - 1251

JO - Structural Chemistry

JF - Structural Chemistry

SN - 1040-0400

IS - 4

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