16093-82-6

Basic information

• Product Name: 1H-Imidazol-2-carboxamide
• Synonyms: 1H-Imidazol-2-carboxamide;1H-Imidazole-2-carboxamide
• CAS NO: 16093-82-6
• Molecular Formula: C₄H₅N₃O
• Molecular Weight: 111.102
• Mol File: 16093-82-6.mol

Chemical Properties

• Melting Point: 312-313 °C (decomp)
• Boiling Point: 365.4 °C at 760 mmHg
• Flash Point: 174.8 °C
• Appearance: /
• Density: 1.394 g/cm³
• Vapor Pressure: 1.58E-05mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.61±0.10(Predicted)
• CAS DataBase Reference: 1H-Imidazol-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazol-2-carboxamide(16093-82-6)
• EPA Substance Registry System: 1H-Imidazol-2-carboxamide(16093-82-6)

Safety Data

• Hazardous Substances Data: 16093-82-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-Imidazol-2-carboxamide serves as a crucial precursor in the synthesis of pharmaceuticals, specifically for the development of antifungal and antiparasitic drugs. Its chemical properties allow it to be a fundamental component in creating effective treatments for various infections and conditions.
Used in Chemical Production:
1H-Imidazol-2-carboxamide finds application in the manufacturing of dyes, where its chemical structure contributes to the color-producing properties of these products. Additionally, it is utilized in the production of photographic chemicals, playing a role in the development of images in photographic processes.
Used in Agricultural Sector:
1H-Imidazol-2-carboxamide is also employed in the formulation of agricultural products, potentially contributing to the effectiveness of these products in various agricultural applications.
Used in Personal Care and Cosmetics Industry:
Due to its buffering capabilities and its ability to adjust pH levels, 1H-Imidazol-2-carboxamide is a key ingredient in many personal care and cosmetic products. This ensures the stability and efficacy of these products while maintaining optimal pH conditions for consumer use.

InChI:InChI=1/C4H5N3O/c5-3(8)4-6-1-2-7-4/h1-2H,(H2,5,8)(H,6,7)

Upstream product

• 74840-92-9 5H,10H-diimidazo<1,2-a:1',2'-d>pyrazine-5,10-dione dihydrochloride 

Downstream Products

• 31722-49-3 2-cyano imidazole 

Relevant articles and documents

Design, Synthesis, and Biological Evaluation of 2-Nitroimidazopyrazin-one/-es with Antitubercular and Antiparasitic Activity

Tuberculosis and parasitic diseases, such as giardiasis, amebiasis, leishmaniasis, and trypanosomiasis, all urgently require improved treatment options. Recently, it has been shown that antitubercular bicyclic nitroimidazoles such as pretomanid and delamanid have potential as repurposed therapeutics for the treatment of visceral leishmaniasis. Here, we show that pretomanid also possesses potent activity against Giardia lamblia and Entamoeba histolytica, thus expanding the therapeutic potential of nitroimidazooxazines. Synthetic analogues with a novel nitroimidazopyrazin-one/-e bicyclic nitroimidazole chemotype were designed and synthesized, and structure-activity relationships were generated. Selected derivatives had potent antiparasitic and antitubercular activity while maintaining drug-like properties such as low cytotoxicity, good metabolic stability in liver microsomes and high apparent permeability across Caco-2 cells. The kinetic solubility of the new bicyclic derivatives varied and was found to be a key parameter for future optimization. Taken together, these results suggest that promising subclasses of bicyclic nitroimidazoles containing different core architectures have potential for further development.

Nitroimidazole carboxamides as antiparasitic agents targeting Giardia lamblia, Entamoeba histolytica and Trichomonas vaginalis

Diarrhoeal diseases caused by the intestinal parasites Giardia lamblia and Entamoeba histolytica constitute a major global health burden. Nitroimidazoles are first-line drugs for the treatment of giardiasis and amebiasis, with metronidazole 1 being the mo

PHENYL-3-{ (3- (1H- PYRROL- 2 -YL) - [1 , 2 , 4] 0XADIAZ0L-5-YL] PIPERIDIN-1-YL}-METHANONE DERIVATIVES AND RELATED COMPOUNDS AS POSITIVE ALLOSTERIC MODULATORS OF METABOTROPIC GLUTAMATE RECEPTORS

The present invention provides new compounds of formula (I) as positive allosteric modulators of metabotropic receptors - subtype 5 ("mGluR5") which are useful for the treatment or prevention of central nervous system disorders such as for example, cognitive decline, both positive and negative symptoms in schizophrenia as well as other central or peripheral nervous system disorders in which the mGluR5 subtype of glutamate metabotropic receptor is involved. The invention is also directed to pharmaceutical compounds and compositions in the prevention or treatment of such diseases in which mGluKi is involved. W represents (C4-C7)cycloalkyl, (C3-C7)heterocycloalkyl , (C3-C7)heterocycloalkyl-(C1-C3)alkyl or (C3-C7)heterocycloalkenyl ring; represents a (C5-C7)heteroeycloalkyl, (C5-C7)heterocycloalkeiiyl ring or a heteroaryl group of formula (a), (b), (c), (d), (e), (f), (g), (i). Q denotes a cycloalkyl, an aryl or heteroaryl group of formula (j), (k), (l), (m), (n). A is azo -N=N-, ethyl, ethenyl, ethynyl, -NR8C(=O)-, -NR8C(=O)-O-, -NR8C(=O)-NR9, NR8S(=O)2-, -C(=O)NR8-, -O-C(=O)NR8-, -S-, -S(=O)-, -S(=O)2-, -S(C=O)2NR8-, -C(=0)-0-, -0-C(=0)-, -C(=NR8)NR9-, C(C=NOR8)NR9- , -NR8C(=NOR9)-, =N-0-, -0-N=CH- or a group aryl or heteroaryl of formula, (o), (p), (q), (r), (s), (t), (u), (v), (w), (x). The other substituents are defined in the claims.

Syntheses and Reactions of Some 4,5-Dihaloimidazole-2-carboxylic Acid Derivatives

The preparation of 5H,10H-diimidazopyrazine-5,10-dione (2a) and its 2,3,7,8-tetrabromo- and 2,3,7,8-tetrachloro- analogs (2b and 2c, respectively) is reported.These dimers, when allowed to react with various anilines, afford imidazole-2-carboxamides (3a-c).