Chemical Structure and Key Structural Features

1-(2-Chloro-4-hydroxyphenyl)-3-cyclopropylurea belongs to the phenylurea class of organic compounds. Its structure consists of a urea core (–NH–CO–NH–) that bridges a 2-chloro-4-hydroxyphenyl group on one nitrogen and a cyclopropyl group on the other nitrogen.

The ortho-chloro substituent introduces steric and electronic effects that influence the compound's conformation and intermolecular interactions, including potential hydrogen-bonding geometry at the urea NH adjacent to the aryl ring. The para-hydroxyl group provides a free phenolic –OH capable of hydrogen bonding, metal coordination, or further synthetic elaboration (e.g., O-alkylation, O-acylation), making this compound a versatile intermediate in organic synthesis.

The cyclopropyl group on the terminal urea nitrogen is a well-recognized bioisostere in medicinal chemistry. Its constrained ring geometry and unique electronic properties (Walsh orbital character) can improve metabolic stability, modulate lipophilicity, and enhance target selectivity compared with acyclic alkyl or larger cycloalkyl substituents.

Together, these three structural elements — aryl chloride, phenol, and cyclopropylurea — make this molecule a multifunctional scaffold suitable for further derivatization or direct use as a biochemical tool compound.

Research Applications and Medicinal Chemistry Relevance

Phenylurea derivatives as a compound class have been widely investigated across multiple areas of biomedical research. The specific substitution pattern present in 1-(2-Chloro-4-hydroxyphenyl)-3-cyclopropylurea — combining an electron-withdrawing aryl chloride, a hydrogen-bond-donor phenol, and a rigid cyclopropyl group — makes it relevant in several research contexts:

• Medicinal Chemistry Intermediates: The free phenolic hydroxyl group and aryl chloride enable selective functionalization, making this compound a useful building block for library synthesis aimed at exploring structure–activity relationships (SAR) in drug discovery programs.
• Biochemical Probe Development: Urea-based scaffolds are known to interact with a range of biological targets including kinases, soluble epoxide hydrolase (sEH), and other enzymes. The cyclopropylurea motif in particular has been explored in the design of enzyme inhibitors, though specific biological data for this exact compound should be verified experimentally.
• Organic Synthesis: The compound can serve as a precursor for further N-functionalization of the urea, O-alkylation of the phenol, or palladium-catalyzed cross-coupling reactions at the aryl chloride position, enabling access to more complex molecular architectures.
• Fragment-Based Drug Discovery (FBDD): The molecular weight and functional group diversity of this compound are consistent with fragment-like properties, potentially making it suitable for fragment screening campaigns.

Researchers should conduct primary biological assays to determine the specific activity profile of this compound in their system of interest.

Handling, Storage, and Laboratory Safety Considerations

As with all research-grade chemical reagents, proper handling and storage of 1-(2-Chloro-4-hydroxyphenyl)-3-cyclopropylurea are essential to maintain compound integrity and ensure laboratory safety. The following general guidelines apply:

• Personal Protective Equipment (PPE): Wear appropriate laboratory gloves, safety goggles, and a lab coat when handling this compound. Work in a well-ventilated area or fume hood where possible.
• Storage Conditions: Store the compound in a tightly sealed container, protected from light, heat, and moisture. Specific recommended storage temperature and conditions should be confirmed from the product Certificate of Analysis (CoA) supplied with SKU C590205.
• Solubility: Phenylurea compounds of this structural type are generally sparingly soluble in water but may dissolve in polar organic solvents such as DMSO, DMF, or ethanol. Users should verify solubility empirically and prepare stock solutions accordingly.
• Stability: The phenolic hydroxyl group may be susceptible to oxidation under prolonged exposure to air. Long-term storage under inert atmosphere (e.g., argon or nitrogen) or at low temperature is advisable.
• Waste Disposal: Dispose of chemical waste in accordance with applicable institutional and local regulatory requirements.

Consult the Safety Data Sheet (SDS) for SKU C590205 for complete hazard information specific to this compound before use.

Ordering and Product Specifications

1-(2-Chloro-4-hydroxyphenyl)-3-cyclopropylurea is available from Aladdin Scientific under catalog number C590205. When ordering, researchers and procurement teams should note the following:

• SKU: C590205
• Product Name: 1-(2-Chloro-4-hydroxyphenyl)-3-cyclopropylurea
• Purity and Grade: Specific purity data, analytical method (e.g., HPLC, NMR), and lot-specific information are provided on the Certificate of Analysis (CoA) available upon request or download from the Aladdin Scientific website.
• Available Pack Sizes: Please consult the Aladdin Scientific product page or contact customer service for current available quantities and pricing.
• Quality Assurance: All Aladdin Scientific research reagents undergo quality control testing. Researchers requiring specific purity thresholds or additional analytical data should contact technical support prior to ordering.

For bulk quantities, custom synthesis inquiries, or specific purity requirements, please contact Aladdin Scientific directly via the website or customer service channels.