1457-59-6

Basic information

• Product Name: 5-methyl-1H-4-carboxylic acid
• Synonyms: 5-methyl-1H-4-carboxylic acid;5-Methyl-1H-imidazole-4-carboxylic acid;1H-imidazole-5-carboxylic acid, 4-methyl-;5-methyl-1H-imidazole-4-carboxylic acid(SALTDATA: FREE);EINECS 215-944-0;5-Methyl-4-imidazolylcarboxylic acid;5-Methylimidazole-4-carboxylic acid;5-Methyl-4-imidazolecarboxylic Acid
• CAS NO: 1457-59-6
• Molecular Formula: C5H6N2O2
• Molecular Weight: 126.12
• EINECS: 215-944-0
• Product Categories: pharmacetical
• Mol File: 1457-59-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 458.2 °C at 760 mmHg
• Flash Point: 230.9 °C
• Appearance: /
• Density: 1.404 g/cm³
• Vapor Pressure: 3.45E-09mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: 2-8°C
• PKA: 2.36±0.31(Predicted)
• CAS DataBase Reference: 5-methyl-1H-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-1H-4-carboxylic acid(1457-59-6)
• EPA Substance Registry System: 5-methyl-1H-4-carboxylic acid(1457-59-6)

Safety Data

• Hazardous Substances Data: 1457-59-6(Hazardous Substances Data)

Usage

Description

5-methyl-1H-4-carboxylic acid, also known as an imidazolyl carboxylic acid, is a compound characterized by a 1H-imidazole structure with a methyl group and a carboxylic acid group substituents at positions 5 and 4, respectively. This organic compound is of interest in various fields due to its unique chemical properties and potential applications.

Uses

Used in Pharmaceutical Industry:
5-methyl-1H-4-carboxylic acid is used as an active pharmaceutical ingredient for the development of new drugs targeting various medical conditions. Its unique chemical structure allows for the modulation of specific biological pathways, making it a promising candidate for drug discovery and development.
Used in Chemical Synthesis:
In the chemical industry, 5-methyl-1H-4-carboxylic acid serves as a key intermediate in the synthesis of various complex organic compounds. Its versatile structure enables it to be a valuable building block for creating a wide range of molecules with diverse applications.
Used in Material Science:
5-methyl-1H-4-carboxylic acid is used as a component in the development of novel materials with specific properties. Its incorporation into polymers or other materials can lead to enhanced characteristics such as improved stability, reactivity, or selectivity in various applications.
Used in Agricultural Industry:
5-methyl-1H-4-carboxylic acid is used as a chemical additive in the agricultural industry, where it can serve as a growth regulator, herbicide, or pesticide. Its unique properties allow it to be tailored for specific applications, improving crop yield and quality.
Used in Environmental Applications:
In the environmental sector, 5-methyl-1H-4-carboxylic acid can be employed as a component in the development of eco-friendly technologies. Its potential use in biodegradable materials, water treatment processes, or as a catalyst for green chemical reactions highlights its versatility and applicability in sustainable solutions.

InChI:InChI=1/C5H6N2O2/c1-3-4(5(8)9)7-2-6-3/h2H,1H3,(H,6,7)(H,8,9)

Upstream product

• 51605-32-4 Ethyl 5-Methyl-4-imidazolecarboxylate 
• 29636-87-1 4-methyl-5-hydroxymethylimidazole 
• 51605-32-4 ethyl 4⁽⁵⁾-methylimidazole-5⁽⁴⁾-carboxylate 
• 68282-53-1 4-methyl-1H-imidazole-5-carbaldehyde 
• 71704-67-1 4-methylimidazol-5-yl-carboxylic acid hydrazide 
• 1260230-21-4 4-methyl-1-(4-methylimidazol-5-yl-carbonyl)-thiosemicarbazide 
• 1260230-20-3 4-ethyl-1-(4-methylimidazol-5-yl-carbonyl)-thiosemicarbazide 

Downstream Products

• 1094346-27-6 N'-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}acetyl)-4-methyl-1H-imidazole-5-carbohydrazide 

Relevant articles and documents

Synthesis and in vivo lipid-lowering activity of novel imidazoles-5-carboxamide derivatives in Triton-WR-1339-induced hyperlipidemic wistar rats

A new series of imidazole-5-carboxamide derivatives were prepared and tested for their anti-hyperlipidemic activity in Triton-WR-1339-induced hyperlipidemic Wistar rats. The purpose of this research was to improve benzophenone carboxamides water solubility maintaining at the same time the antihyperlipidemic activity. Compounds 4, 6, 10, and 11 were synthesized through a coupling reaction between imidazoles-5-carbonyl chloride and amino benzophenones. The tested animals (n=48) were divided into six groups: The first group (hyperlipidemic control group; HCG) received an intraperitoneal injection (i.p.) of (300 mg/kg) Triton WR-1339. The second group received i.p. injection of Triton WR-1339 followed by an intra-gastric administration of bezafibrate (100 mg/kg) (bezafibrate; BF). The third, fourth, fifth, and sixth groups received i.p. injection of Triton WR-1339 followed by an intra-gastric administration of (30 mg/kg) of compounds 4, 6, 10, and 11, respectively. At a dose of 30 mg/kg body weight compounds 4, 6, 10, and 11 significantly (p0.0001) decreased the plasma level of triglyceride (TG), low-density lipoprotein (LDL) and total cholesterol (TC) levels after 18 h of treatment. Additionally, compounds 4, 6, 11 and bezafibrate (100 mg/kg) significantly (p0.0001) increased the plasma level of high-density lipoprotein (HDL) levels, which is known for its preventive role against atherogenesis. These results demonstrate the possibility of pharmacokinetic properties improvement maintaining the biological and pharmacological profile of these compounds.

Quinoline-based compound and selective androgen receptor agonist comprising the same

Provided are a novel quinoline-based compound, a pharmaceutical composition containing the quinoline-based compound, and a method for producing the quinoline-based compound. The quinoline-based compound acts on an androgen receptor to increase activities of the androgen receptor, and thus can be favorably used as an agent for treating and preventing diseases or conditions, in which the increased activities of the androgen can lead to improvement of symptoms or the responsiveness to treatment, for example, various hormone-related diseases of the male or female, muscle-wasting disease, osteoporosis, and the like.COPYRIGHT KIPO 2016

Study of direction of cyclization of 1-azolil-4-aryl/alkyl- thiosemicarbazides

On a four series of 1-azolil-4-aryl/alkyl-thiosemicabazides, a study on the influence of azole moiety on the capability for intramolecular cyclization and its direction was carried out. It was found that for 4-aryl/alkyl- thiosemicabazides with triazole, imidazole, or pyrrole moiety at N-1 nitrogen atom possible products were only s-triazoles, both in alkaline and acidic medium. Successful dehydrocyclization of 1-azolil-4-aryl/alkyl- thiosemicarbazides leading to a thiadiazole has been documented only for a series of 1-(4-methyl-1,2,3-thiadiazol-5-yl-carbonyl)-4-aryl/alkyl- thiosemicarbazides. It can be speculative that the determination of pK a value of oxygen atom of 1-azolil-4-aryl/alkyl-thiosemicarbazide can be a very valuable parameter in the prediction of the possibility of dehydrocyclization to form thiadiazole.