32500-65-5Relevant academic research and scientific papers
METHYL-1H-PYRAZOLE ALKYLAMINE COMPOUNDS HAVING MULTIMODAL ACTIVITY AGAINST PAIN
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Page/Page column 122; 123, (2016/07/05)
The present invention relates to compounds having dual pharmacological activity towards both the sigma (σ) receptor, and the μ-opiod receptor and more particularly to methyl-1H-pyrazole alkylamine compounds having this pharmacological activity, to process
1-METHYLPYRAZOLE-PIPERAZINE COMPOUNDS HAVING MULTIMODAL ACTIVITY AGAINST PAIN
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Page/Page column 106; 107, (2016/07/05)
The present invention relates to 1-methylpyrazole-piperazine compounds having dual pharmacological activity towards both the sigma (σ) receptor, and the μ-opiod receptor, to processes of preparation of such compounds, to pharmaceutical compositions compri
1-METHYLPYRAZOLE MODULATORS OF SUBSTANCE P, CALCITONIN GENE-RELATED PEPTIDE, ADRENERGIC RECEPTOR, AND/OR 5-HT RECEPTOR
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Page/Page column 33, (2010/11/05)
The present invention relates to new 1-methylpyrazole modulators of substance P release, calcitonin gene-related peptide activity, adrenergic receptor activity, and/or 5 -HT receptor activity, pharmaceutical compositions thereof, and methods of use thereof.
Effects of base, electrophile, and substrate on the selective alkylation of heteroaromatic systems
Smith, Thomas E.,Mourad, Michelle S.,Velander, Alan J.
, p. 1211 - 1217 (2007/10/03)
Several heteroaromatic systems, including oxazoles, pyrazoles, and thiophenes, are regioselectively alkylated using lithium diethylamide. Effects of substrate, base, and electrophile on the selectivity of this process are surveyed and interpreted.
Process for separating carbinols
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, (2008/06/13)
A method for predominantly preparing the enantiomer (R)-(+)-5-(phenyl)hydroxymethyl-1-methyl-1H-pyrazole, (R)-(+)-1, by separating the racemate (+)-5-(phenyl)hydroxymethyl-1-methyl-1H-pyrazole of formula (1), comprising the series of steps of using a lipa
Regioselective Halo- and Carbodesilylation of (Trimethylsilyl)-1-methylpyrazoles
Effenberger, Franz,Krebs, Andreas
, p. 4687 - 4695 (2007/10/02)
The isomeric 3-, 4-, and 5-(trimethylsilyl)- as well as the 3,4-, 3,5-, and 4,5-bis(trimethylsilyl)-1-methylpyrazoles (2, 7, 3, 5, 9, and 10, respectively) are obtained by methylation of the corresponding (trimethylsilyl)-1H-pyrazoles or by silylation of Grignard or lithio derivatives of appropriate 1-methylpyrazoles with chlorotrimethylsilane. 5 and 10 are halodesilylated regioselectively by Br2 or ICl in the 4-position, yielding 13 and 15.With addditional bromine, these monobromo compounds suffer exclusively bromodesilylation to give 3,4- and 4,5-dibromo-1-methylpyrazole (14 and 16, respectively).These findings are in accord with the electrophilic substitution reactivity indices for 1-methylpyrazole (8) and with ipso-directing influence of the Me3Si group.The reaction of 5 with I2, unexpectedly, attacks preferentially at the 3-position.Regioselective carbodesilylation in the 5-position is observed in the fluoride-catalyzed reactions of 3, 9, and 10 with carbon electrophiles.The high regiospecificity of this reaction is rationalized in terms of carbanion stabilization at the individual pyrazole positions.
ALPHA-LITHIATION OF N-ALKYL GROUPS IN PYRAZOLES
Katritzky, Alan R.,Jayaram, Chandra,Vassilatos, Socrates N.
, p. 2023 - 2029 (2007/10/02)
1,3,5-Trimethylpyrazole and 1-ethyl-3,5-dimethylpyrazole undergo lithiation exclusively at the α-position of the N-alkyl group. 1-Benzylpyrazole is metallated under kinetic control at -78 deg C at the CH2 group, but the metallorganic intermediate rearrang
