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pyrazole

pyrazole Chem.
  (ˈpaɪər-, ˈpɪrəzəʊl)
  [ad. G. pyrazol (L. Knorr 1885, in Ber. d. Deut. Chem. Ges. XVIII. 311). f. pyrrol pyrrole with inserted az- (see azo-).]
  A weakly basic white crystalline solid, CH:CH·CH:N·NH; any substituted derivative of this.

1887 Jrnl. Chem. Soc. LII. ii. 665 In order to examine whether the formation of pyrazoline-derivatives from phenylhydrazine and acids of the acrylic series is analogous to the formation of pyrazole-derivatives from unsaturated ketones, cinnamyl hydrazine was prepared and its products of decomposition investigated. 1926 H. G. Rule tr. J. Schmidt's Text-bk. Org. Chem. iii. iii. 566 Pyrazole differs strongly from pyrrole in its remarkable stability and more definitely basic character. 1938 C. D. Hurd in H. Gilman Org. Chem. I. vii. 679 β-Diketones and β-keto esters give rise to..pyrazoles with hydrazines. 1968 [see pyrazolone]. 1970 New Scientist 5 Mar. 447/1 By dosing rats heavily with pyrazole, a compound that inhibits alcohol dehydrogenase, Krebs and his group have shown that quite high levels of alcohol can build up in the bloodstream if not removed.

Oxford English Dictionary

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