(1-Methyl-1H-imidazol-5-yl)methanol - CAS 38993-84-9
Category:
Main Product
Product Name:
(1-Methyl-1H-imidazol-5-yl)methanol
Catalog Number:
38993-84-9
Synonyms:
RARECHEM AL BD 0940; (3-METHYL-3H-IMIDAZOL-4-YL)-METHANOL; 5-HYDROXYMETHYL-1-METHYL-1H-IMIDAZOLE; (1-METHYL-1H-IMIDAZOL-5-YL)METHANOL; 1-METHYL-5-(HYDROXYMETHYL)IMIDAZOLE
CAS Number:
38993-84-9
Molecular Weight:
112.13
Molecular Formula:
C5H8N2O
COA:
Inquire
MSDS:
Inquire
Canonical SMILES:
CN1C=NC=C1CO
InChI:
InChI=1S/C5H8N2O/c1-7-4-6-2-5(7)3-8/h2,4,8H,3H2,1H3
InChIKey:
PXGQMYCEAWZJJF-UHFFFAOYSA-N
Chemical Structure
CAS 38993-84-9 (1-Methyl-1H-imidazol-5-yl)methanol

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Reference Reading


1.Synthesis and evaluation of novel 2-butyl-4-chloro-1-methylimidazole embedded chalcones and pyrazoles as angiotensin converting enzyme (ACE) inhibitors.
Kantevari S1, Addla D, Bagul PK, Sridhar B, Banerjee SK. Bioorg Med Chem. 2011 Aug 15;19(16):4772-81. doi: 10.1016/j.bmc.2011.06.085. Epub 2011 Jul 2.
A series of novel 2-butyl-4-chloro-1-methylimidazole embedded aryl and heteroaryl derived chalcones and pyrazoles were synthesized and evaluated for their angiotensin converting enzyme (ACE) inhibitory activity. The condensation of 2-butyl-4-chloro-1-methylimidazole-5-carboxaldehyde with various aryl and heteroaryl methyl ketones in the presence of 10% aqueous NaOH in methanol proceeded efficiently to give the respective chalcones in very good yields. Further, the reaction of chalcones with hydrazine hydrate in acetic acid gave substituted pyrazole analogues. Screening all 36 new compounds using ACE inhibition assay, resulted chalcones with better ACE inhibitory activity compared to the respective pyrazole analogues. Among the chalcones 4a-r, three compounds, (E)-3-(2-butyl-4-chloro-1-methyl-1H-imidazol-5-yl)-1-(5-chlorothiophen-2-yl)prop-2-enone 4i, (E)-3-(2-butyl-4-chloro-1-methyl-1H-imidazol-5-yl)-1-(1H-pyrrol-2-yl)prop-2-enone 4l, (E)-3-(2-butyl-4-chloro-1-methyl-1H-imidazol-5-yl)-1-(dibenzo[b,d] thiophen-2-yl)prop-2-enone 4q were resulted as most active ACE inhibitors with IC(50) of 3.