2-Aminomethylpyrimidine hydrochloride
[CAS# 372118-67-7]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Methyl pyrimidine
• Name: 2-Aminomethylpyrimidine hydrochloride
• Synonyms: pyrimidin-2-ylmethanamine hydrochloride
• Molecular Formula: C₅H₇N₃.HCl
• Molecular Weight: 145.59
• CAS Registry Number: 372118-67-7
• EC Number: 692-058-4
• SMILES: C1=CN=C(N=C1)CN.Cl

Safety Data

• Hazard Symbols: GHS06;GHS07 Danger
• Risk Statements: H301-H302-H312-H315-H319-H332-H335
• Safety Statements: P261-P264-P264+P265-P270-P271-P280-P301+P316-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	3	H301
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H302
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319
Acute toxicity	Acute Tox.	4	H312
Skin irritation	Skin Irrit.	2	H315

Discovery and Applications

2-Aminomethylpyrimidine hydrochloride, with the chemical formula C6H8ClN3, is a pyrimidine derivative notable for its applications in both synthetic chemistry and pharmaceutical research. Its discovery and development have opened avenues for diverse chemical syntheses and therapeutic interventions.

The compound was first synthesized in the early 20th century, amidst growing interest in pyrimidine derivatives due to their potential in medicinal chemistry. The synthesis of 2-aminomethylpyrimidine hydrochloride typically involves the reaction of pyrimidine with a suitable aminomethylating agent, followed by hydrochloric acid treatment to yield the hydrochloride salt. This process allows for the compound's isolation and purification, leading to further investigations into its chemical and biological properties.

2-Aminomethylpyrimidine hydrochloride is primarily utilized in the pharmaceutical industry as a building block in the synthesis of various biologically active compounds. Its unique structure, featuring an amino group and a pyrimidine ring, makes it a versatile intermediate in drug development. The compound's ability to form various derivatives has been exploited to create new molecules with potential therapeutic applications.

One of the notable applications of 2-aminomethylpyrimidine hydrochloride is in the synthesis of kinase inhibitors. Kinases are critical enzymes in cellular signaling, and their dysregulation is often associated with cancer and other diseases. Derivatives of 2-aminomethylpyrimidine have been shown to inhibit specific kinases, making them valuable candidates for the development of targeted cancer therapies. The compound's ability to interact with kinase domains has been leveraged to design potent and selective inhibitors.

In addition to its role in kinase inhibitor development, 2-aminomethylpyrimidine hydrochloride is used in the synthesis of antimicrobial agents. The pyrimidine ring structure is a key feature in many antimicrobial drugs, and the amino group of 2-aminomethylpyrimidine provides opportunities for creating compounds with enhanced antimicrobial activity. Researchers have explored its potential in developing new antibiotics and antifungal agents.

Furthermore, 2-aminomethylpyrimidine hydrochloride has found applications in the synthesis of other bioactive molecules, including those with neuroprotective and anti-inflammatory properties. Its utility in creating compounds with diverse pharmacological effects highlights its importance as a chemical building block.

The compound also serves as a valuable reference material in chemical research. Its well-characterized properties make it useful for studying reaction mechanisms and developing new synthetic methodologies. Researchers utilize 2-aminomethylpyrimidine hydrochloride to explore various aspects of organic synthesis and to validate the effectiveness of new chemical processes.

In summary, 2-aminomethylpyrimidine hydrochloride is a significant chemical substance with a wide range of applications in pharmaceutical research and synthetic chemistry. Its role as an intermediate in the synthesis of kinase inhibitors, antimicrobial agents, and other bioactive compounds underscores its importance in drug development and chemical synthesis. Ongoing research continues to explore its potential and to develop new applications for this versatile compound.

References

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