• 1. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
  Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
• 2. Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field
  XuxinCheng,XiaomingChen,PengyuanFan
• 3. Fate of Sb(v) and Sb(iii) species along a gradient of pH and oxygen concentration in the Carnoulès mine waters (Southern France)
  Eléonore Resongles,Corinne Casiot,Fran?oise Elbaz-Poulichet,Rémi Freydier,Odile Bruneel,Christine Piot,Sophie Delpoux,Aurélie Volant,Angélique Desoeuvre Environ. Sci.: Processes Impacts, 2013,15, 1536-1544
• 4. Excellent kinetics of single-phase Gd-doped ceria fuel electrodes in solid oxide cells?
  Andreas Nenning,Manuel Holzmann,Jürgen Fleig,Alexander K. Opitz Mater. Adv., 2021,2, 5422-5431
• 5. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials
  Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341

Introduction to 2-cyclopropyl-1H-1,3-benzodiazole (CAS No. 16405-79-1)

2-cyclopropyl-1H-1,3-benzodiazole, identified by its Chemical Abstracts Service (CAS) number 16405-79-1, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the benzodiazole class, which is well-known for its role in the development of drugs with anxiolytic, sedative, and muscle relaxant properties. The structural incorporation of a cyclopropyl group into the benzodiazole core introduces unique electronic and steric properties, making it a subject of interest for further exploration in drug design and development.

The 2-cyclopropyl-1H-1,3-benzodiazole scaffold has been studied for its potential pharmacological activities, particularly in the context of central nervous system (CNS) modulation. The cyclopropyl moiety is known to influence the binding affinity and metabolic stability of benzodiazole derivatives, which is crucial for optimizing their therapeutic efficacy and safety profiles. Recent advancements in computational chemistry and molecular modeling have enabled researchers to predict the binding interactions of this compound with various biological targets, providing insights into its mechanism of action.

In recent years, there has been a growing interest in developing novel benzodiazole derivatives with improved pharmacokinetic properties and reduced side effects. The 2-cyclopropyl substitution pattern has been shown to enhance the lipophilicity of the molecule, which can lead to better blood-brain barrier penetration. This characteristic is particularly valuable for designing drugs that require rapid onset of action in neurological disorders. Additionally, the structural rigidity provided by the cyclopropyl group may contribute to increased metabolic stability, reducing the likelihood of degradation by cytochrome P450 enzymes.

One of the most compelling aspects of 2-cyclopropyl-1H-1,3-benzodiazole is its potential as a lead compound for further derivatization. Researchers have employed structure-activity relationship (SAR) studies to modify various positions within the benzodiazole ring system, including the nitrogen atoms and aromatic rings. These modifications aim to fine-tune the pharmacological properties of the compound, such as enhancing receptor selectivity or prolonging duration of action. For instance, functionalization at the 5-position can introduce additional binding interactions with specific CNS receptors, which may lead to more targeted therapeutic effects.

The synthesis of 2-cyclopropyl-1H-1,3-benzodiazole involves multi-step organic reactions that require precise control over reaction conditions and reagent selection. Advanced synthetic methodologies, such as transition-metal-catalyzed cross-coupling reactions and palladium-mediated transformations, have been utilized to construct the desired heterocyclic framework efficiently. The use of chiral auxiliaries or asymmetric catalysis has also been explored to achieve enantiomerically pure derivatives, which are often preferred in pharmaceutical applications due to their improved pharmacological profiles.

From a medicinal chemistry perspective, 2-cyclopropyl-1H-1,3-benzodiazole represents an intriguing example of how structural modifications can influence drug-like properties. The presence of the cyclopropyl group not only affects physical chemical parameters but also modulates electronic distributions across the molecule. This can have profound implications on how the compound interacts with biological targets at both the molecular and cellular levels. High-throughput screening (HTS) techniques have been employed to identify novel analogs with enhanced potency or selectivity against specific therapeutic targets.

Recent preclinical studies have demonstrated promising results regarding the anxiolytic activity of 2-cyclopropyl-1H-1,3-benzodiazole derivatives. These studies often involve in vitro assays that measure binding affinity to benzodiazepine receptors (e.g., GABAA receptors) and in vivo models that evaluate behavioral responses in animal models of anxiety. The compound's ability to modulate these receptors suggests its potential as a treatment for anxiety disorders without causing excessive sedation or dependence associated with traditional benzodiazepines.

The development of next-generation CNS drugs necessitates a comprehensive understanding of metabolic pathways and drug-drug interactions. Metabolomic studies have been conducted on 2-cyclopropyl-1H-1,3-benzodiazole to identify major metabolites formed through oxidative or reductive transformations. These insights are critical for predicting drug safety and optimizing dosing regimens. Additionally, computational toxicology tools have been used to assess potential adverse effects associated with long-term use of this compound or its derivatives.

The future directions for research on 2-cyclopropyl-1H-1,3-benzodiazole include exploring its role in treating other neurological disorders beyond anxiety. For example, modifications at positions other than 2 may yield compounds with anticonvulsant or neuroprotective properties. Furthermore, investigating its interaction with other biological targets outside the traditional benzodiazepine receptor system could uncover novel therapeutic applications.

In conclusion,2-cyclopropyl-1H-1,3-benzodiazole (CAS No. 16405-79-1) is a structurally interesting compound with significant potential in pharmaceutical research. Its unique combination of lipophilicity and metabolic stability makes it an attractive candidate for further development into novel CNS therapeutics. As our understanding of molecular mechanisms continues to evolve,2-cyclopropyl derivatives will likely play a crucial role in addressing unmet medical needs in neurological disorders.

• 946-18-9(1H-Benzimidazole,2-(3-methylbutyl)-)
• 36947-70-3(2-cyclohexyl-1H-1,3-benzodiazole)
• 150649-20-0(1H-Benzimidazole,2-(2-methylcyclopropyl)-)
• 150649-19-7(1H-Benzimidazole,2-(1-methylcyclopropyl)-)
• 157324-45-3(1H-Benzimidazole,2-(2-methylcyclopentyl)-(9CI))
• 97968-80-4(2-Cyclobutyl-1H-1,3-benzodiazole)
• 5851-45-6(2-(2-methylpropyl)-1H-1,3-benzodiazole)
• 13786-52-2(2-sec-Butyl-1H-benzimidazole)
• 152876-70-5(1H-Benzimidazole,2-(1-methylbutyl)-)
• 91565-71-8(2-Cyclopentyl-1H-1,3-benzodiazole)