3-Methyl-1-(piperidin-4-yl)urea hydrochloride
[CAS# 1233951-96-6]

Identification

• Classification: Chemical reagent >> Organic reagent >> Urea
• Name: 3-Methyl-1-(piperidin-4-yl)urea hydrochloride
• Synonyms: 1-methyl-3-piperidin-4-ylurea;hydrochloride
• Molecular Formula: C₇H₁₆ClN₃O
• Molecular Weight: 193.67
• CAS Registry Number: 1233951-96-6
• EC Number: 828-797-8
• SMILES: CNC(=O)NC1CCNCC1.Cl

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H303-H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	5	H303
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2A	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

3-Methyl-1-(piperidin-4-yl)urea hydrochloride is a substituted urea derivative in which a methyl group is attached to the nitrogen of the urea moiety, and a piperidin-4-yl group is connected to the other nitrogen, forming a bifunctional molecule. The compound is typically isolated as a hydrochloride salt to enhance its stability and solubility in aqueous media. The combination of a cyclic amine and a urea group provides multiple sites for hydrogen bonding and chemical reactivity, making the compound a versatile intermediate in medicinal chemistry and synthetic applications.

The synthesis of 3-methyl-1-(piperidin-4-yl)urea hydrochloride generally involves the reaction of 4-aminopiperidine with an appropriate isocyanate or carbamoyl chloride, followed by methylation of the urea nitrogen under controlled conditions. The formation of the hydrochloride salt is achieved by treatment with hydrogen chloride in a suitable solvent, yielding a crystalline solid with enhanced handling properties. Purification is typically performed by recrystallization or filtration, resulting in a stable product suitable for further chemical transformations.

In synthetic chemistry, the compound serves as an intermediate for preparing substituted ureas, guanidines, or other nitrogen-containing scaffolds. The urea group is reactive toward acylation, sulfonylation, or carbamoylation reactions, while the piperidine ring can be further functionalized via alkylation, acylation, or other modifications. This dual functionality allows the construction of molecules with diverse substitution patterns, facilitating exploration of structure–activity relationships in drug discovery and chemical biology.

In medicinal chemistry, derivatives derived from 3-methyl-1-(piperidin-4-yl)urea hydrochloride have been investigated for their potential as enzyme inhibitors, receptor ligands, or modulators of biological pathways. The piperidine ring provides conformational flexibility and lipophilicity that can enhance binding affinity and pharmacokinetic properties, while the urea group enables hydrogen-bonding interactions with biological targets. The hydrochloride salt improves solubility and handling in formulation studies, supporting both in vitro and in vivo investigations.

The compound also has applications in chemical methodology and materials research. Its reactivity allows exploration of selective functionalization reactions, and it can be employed as a building block for designing small-molecule libraries or for introducing urea-containing motifs into more complex molecular frameworks. The combination of a cyclic amine and a urea group is valuable for constructing molecules with specific electronic and steric properties, which can be useful in catalysis or molecular recognition studies.

Physically, 3-methyl-1-(piperidin-4-yl)urea hydrochloride is generally a white crystalline solid with good solubility in water and polar organic solvents such as ethanol and dimethylformamide. It is stable under ambient conditions but should be protected from strong oxidizing or reducing agents that could degrade the urea or amine functionality. Proper storage ensures maintenance of chemical integrity for synthetic, biological, or analytical applications.

Overall, 3-methyl-1-(piperidin-4-yl)urea hydrochloride is a versatile nitrogen-containing intermediate combining a urea moiety with a piperidine ring. Its dual functionality allows selective chemical transformations and derivatization, making it a valuable building block for the synthesis of pharmacologically active compounds, heterocyclic scaffolds, and functional small molecules in medicinal and synthetic chemistry.

References

2018. Substituted 1,2,4-thiadiazolyl pyrrolones and 1,2,4-thiadiazolyl hydantoines and salts thereof and use thereof as herbicides. EP Patent, 3558986.

2019. A kind of 1-methyl-3-(piperidin-4-yl) urea hydrochloride synthetic method. CN Patent, 106748971.