98412-23-8

Usage

Uses

Used in Pharmaceutical Industry:
(1-Benzyl-2-sulfanyl-1h-imidazol-5-yl)methanol is used as an antimicrobial agent for its ability to combat fungi and bacteria, attributed to its sulfur-containing thiol group which exhibits antimicrobial properties.
Used in Cancer Treatment Research:
(1-Benzyl-2-sulfanyl-1h-imidazol-5-yl)methanol is used as a potential cancer treatment agent due to its demonstrated ability to inhibit the growth of cancer cells, making it a candidate for further research into its efficacy and mechanisms of action in oncology.
Used in Medicinal Chemistry:
(1-Benzyl-2-sulfanyl-1h-imidazol-5-yl)methanol is used as a compound of interest in medicinal chemistry for its unique structure and potential biological activities, which may lead to the development of new drugs and therapies.

InChI:InChI=1/C11H12N2OS/c14-8-10-6-12-11(15)13(10)7-9-4-2-1-3-5-9/h1-6,14H,7-8H2,(H,12,15)

Upstream product

• 96-26-4 dihydroxyacetone 
• 3287-99-8 benzylamine hydrochloride 
• 333-20-0 potassium thioacyanate 
• 62147-49-3 1,3-dihydroxyacetone dimer 
• 108-20-3 di-isopropyl ether 
• 62147-49-3 dihydroxyacetone-dimer 
• 100-46-9 benzylamine 
• 71-36-3 butan-1-ol 

Downstream Products

• 85102-99-4 1-benzyl-1H-imidazole-5-carboxaldehyde 
• 182965-61-3 1-Benzyl-5-((E)-2-nitro-2-phenyl-vinyl)-1H-imidazole 
• 937673-03-5 2-(5-hydroxymethyl-1-benzyl-2-imidazolylthio)acetic acid 
• 1417526-45-4 N-((1-benzyl-1H-imidazol-5-yl)methyl)-N-ethylethanamine 
• 73941-33-0 methyl 1-benzyl-1H-imidazole-5-carboxylate 
• 76075-21-3 ethyl 1-benzyl-1H-imidazole-5-carboxylic acid 
• 479400-29-8 2-ethylthio-5-hydroxymethyl-1-phenylmethylimidazole 
• 338414-89-4 5-hydroxymethyl-1-phenylmethyl-2-phenylmethylthioimidazole 
• 479400-38-9 diethyl 1,4-dihydro-2,6,-dimethyl-4-(1-phenylmethyl-2-phenylmethylthio-5-imidazolyl)pyridine-3,5-dicarboxylate 
• 479400-37-8 dimethyl 1,4-dihydro-2,6,-dimethyl-4-(1-phenylmethyl-2-phenylmethylthio-5-imidazolyl)pyridine-3,5-dicarboxylate 
• 479400-36-7 diethyl 1,4-dihydro-2,6,-dimethyl-4-(1-phenylmethyl-2-ethylthio-5-imidazolyl)pyridine-3,5-dicarboxylate 
• 479400-34-5 diethyl 1,4-dihydro-2,6,-dimethyl-4-(1-phenylmethyl-2-methylthio-5-imidazolyl)pyridine-3,5-dicarboxylate 
• 479400-35-6 dimethyl 1,4-dihydro-2,6,-dimethyl-4-(1-phenylmethyl-2-ethylthio-5-imidazolyl)pyridine-3,5-dicarboxylate 
• 479400-33-4 dimethyl 1,4-dihydro-2,6,-dimethyl-4-(1-phenylmethyl-2-methylthio-5-imidazolyl)pyridine-3,5-dicarboxylate 

Relevant academic research and scientific papers

Ultrasound improves the synthesis of 5-hydroxymethyl-2-mercapto-1-benzylimidazole as a base compound of some pharmaceutical products

Application of ultrasound in synthesis appears to be a promising alternative for high-value chemicals and pharmaceuticals. This work describes the results of investigations carried out towards the synthesis of 5-hydroxymethyl-2-mercapto-1-benzylimidazole (HMMBI) in the presence of ultrasound (sono-synthetic) and in the absence of ultrasound (control method). Instead of mixing for long time in control method, the mixture was sonicated indirectly with 500 kHz and directly with 20 kHz apparatus. In some experiments the yield of the reaction was optimized by suitable manipulation of conditions such as temperature, vapor pressure of the solvent, ultrasonic intensity, and contact time. In control method, the yield of the reaction was increased by increasing the temperature but in sono-synthetic method, the thermal dependency was different in the range of temperature studied (7-25 °C). Kinetic results at 7 °C indicate that the yield of the reaction was reached to 90% after half an hour sonication but in control method it was reached to 70% after 72 h under the same conditions. Therefore, it is possible to reach a high yield of product under proper conditions of sonication.

Sustainable synthesis of thioimidazoles via carbohydrate-based multicomponent reactions

The synthesis of diversely functionalized thioimidazoles through a modern variant of the Marckwald reaction is presented. This new protocol utilizes unprotected carbohydrates as well as simple amine salts as sustainable and biorenewable starting materials. Importantly it was discovered that a bifurcated reaction pathway results from using aldoses and ketoses respectively, yielding distinct reaction products in a highly selective manner.

Design, synthesis and biological evaluation of novel 5-(imidazolyl-methyl) thiazolidinediones as antidiabetic agents

A newly designed series of imidazolyl-methyl- l-2,4-thiazolidinediones 9 (a-m) were synthesized and In Silico studies were carried out to rationalize their anti-diabetic activity. Generally, all newly synthesized thiazolidinediones had anti-hyperglycemic activity compared with a diabetic-control group, without toxicity in 3T3 cells (viability ≥ 90%). These studies revealed that the compounds 9e and 9b (11?10-6mol/kg) lowered blood glucose more effectively when compared to pioglitazone at the same dose. Following the administration of compound 9e, no weight gains or any serious side effects on liver and pancreas were observed. Moreover, the glucose consumption assay results showed a significant glucose-lowering effect (p 0.001) in HepG2 cells, which were exposed to 11 mM of glucose at concentrations of 1.25–10 mM of compound 9e. Also, the PPAR-γ gene expression study revealed that pioglitazone and 9e showed similar behavior relative to the control group.

Design, synthesis and biological evaluation of novel imidazole-chalcone derivatives as potential anticancer agents and tubulin polymerization inhibitors

Novel imidazole-chalcone derivatives were designed and synthesized as tubulin polymerization inhibitors and anticancer agents. The antiproliferative activity of the imidazole-chalcone was assessed on some human cancer cell lines including A549 (adenocarci

AZOLE HETEROCYCLIC COMPOUND, PREPARATION METHOD, PHARMACEUTICAL COMPOSITION AND USE

The present invention relates to the filed of pharmarcutical chemistry, and in particular, to a novel class of azole compounds represented by general formula (I), (II) or (III) amd a preparation method thereof, a pharmarcutical composition with the compounds as active components, and a use of the azole compounds and the pharmarcutical composition in the preparation of a medicament for treatment of diseases associated with Lp-PLA2 enzyme activities, wherein each substituent is as deinfed in the specifictaion.

AZOLE HETEROCYCLIC COMPOUND, PREPARATION METHOD, PHARMACEUTICAL COMPOSITION AND USE

The present invention relates to the field of pharmaceutical chemistry, and in particular, to a novel class of azole compounds represented by general formula (I), (II) or (III) and a preparation method thereof, a pharmaceutical composition with the compounds as active components, and a use of the azole compounds and the pharmaceutical composition in the preparation of a medicament for treatment of diseases associated with Lp-PLA2 enzyme activities, wherein each substituent is as defined in the specification.

Process for preparing a 1-substituted 5-hydroxymethyl imidazole

A process for preparing a 1-substituted 5-hydroxymethylimidazole of the formula: , wherein R represents alkyl, hydroxyalkyl, allyl, or substituted or unsubstituted arylmethyl or diarylmethyl, comprising the step of reacting a 1-substituted 2-mercapto-5-hy

Preparation of a clinically investigated ras farnesyl transferase inhibitor

The synthesis of ras farnesyl-protein transferase inhibitor 1 is described on a multi-kilogram scale. Retrosynthetic analysis reveals chloromethylimidazole 2 and a piperazinone 3 as viable precursors. The 1,5-disubstituted imidazole system was regioselectively assembled via an improved Marckwald imidazole synthesis. A new imidazole dethionation procedure has been developed to convert the Marckwald mercaptoimidazole product to the desired imidazole. This methodology was found to be tolerant of a variety of functional groups providing good to excellent yields of 1,5-disubstituted imidazoles. A new Mitsunobu cyclization strategy was developed to prepare the arylpiperazinone fragment 3.

Synthesis of 4-(1-phenylmethyl-5-imidazolyl)-1,4-dihydropyridines as calcium channel antagonists

o-Nitrophenyl group of nifedipine has been replaced with 2-alkylthio-1-phenylmethyl-5-imidazolyl substituent. Starting from dihydroxyacetone and phenylmethylamine hydrochloride, 2-alkythio-1-phenylmethyl-5-formylimidazole 3 is first synthesized and subsequently used in synthesizing symmetrical (5a-f) and asymmetrical (6a,b) dihydropyridines.

Synthesis and anti-inflammatory activity of 1-benzyl-2-(X-thio)pyrrolo[2,3-d]imidazole-5-carboxylates

A series of 1-benzyl-2-(X-thio)pyrrolo[2,3-d]imidazo were synthesized and tested as anti-inflammatory agents. Indomethacin and aspirin were used as reference drugs. All compounds except 6d had almost the same activity against carrageenan-induced oedema in