Cas no 195252-62-1 (6-chloro-N4-cyclopropylpyrimidine-4,5-diamine)

6-Chloro-N4-cyclopropylpyrimidine-4,5-diamine is a versatile pyrimidine derivative with significant potential in pharmaceutical and agrochemical applications. Its structure features a chloro substituent at the 6-position and a cyclopropylamino group at the 4-position, offering a reactive scaffold for further functionalization. This compound is particularly valuable as an intermediate in the synthesis of heterocyclic compounds, including kinase inhibitors and antimicrobial agents. The cyclopropyl moiety enhances metabolic stability, while the chloro group provides a handle for selective cross-coupling reactions. Its well-defined reactivity profile and high purity make it suitable for research and development in medicinal chemistry. Handling should follow standard safety protocols for halogenated amines.
6-chloro-N4-cyclopropylpyrimidine-4,5-diamine structure
195252-62-1 structure
Product Name:6-chloro-N4-cyclopropylpyrimidine-4,5-diamine
CAS No:195252-62-1
MF:C7H9ClN4
MW:184.62615942955
MDL:MFCD09743305
CID:829724
PubChem ID:10511720
Update Time:2026-04-29

6-chloro-N4-cyclopropylpyrimidine-4,5-diamine Chemical and Physical Properties

Names and Identifiers

    • 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine
    • 5-amino-4-chloro-6-(N-cyclopropylamino)pyrimidine
    • 6-chloro-4-N-cyclopropylpyrimidine-4,5-diamine
    • MDL: MFCD09743305
    • Inchi: InChI=1S/C7H9ClN4/c8-6-5(9)7(11-3-10-6)12-4-1-2-4/h3-4H,1-2,9H2,(H,10,11,12)
    • InChI Key: UOZWNOIHCDKJPY-UHFFFAOYSA-N
    • SMILES: C1CC1NC2=NC=NC(=C2N)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2

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abcr
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6-chloro-N4-cyclopropylpyrimidine-4,5-diamine Related Literature

Additional information on 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine

Introduction to 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine (CAS No. 195252-62-1) in Modern Pharmaceutical Research

6-chloro-N4-cyclopropylpyrimidine-4,5-diamine, identified by the Chemical Abstracts Service Number (CAS No.) 195252-62-1, is a significant intermediate in the synthesis of pharmaceutical compounds. This heterocyclic amine derivative has garnered attention in the field of medicinal chemistry due to its versatile structural framework, which allows for modifications that enhance biological activity. The compound's unique combination of a chloro substituent and a cyclopropyl group on a pyrimidine core makes it a valuable scaffold for developing novel therapeutic agents.

The pyrimidine scaffold is a cornerstone in drug design, particularly in the development of antiviral, anticancer, and antimicrobial agents. Its aromatic nature and ability to form hydrogen bonds with biological targets make it an ideal candidate for medicinal chemists. In the case of 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine, the presence of both a chloro group and an amine functionality at positions 6 and 4, respectively, provides multiple sites for further chemical manipulation. This flexibility is crucial for optimizing pharmacokinetic properties such as solubility, bioavailability, and metabolic stability.

Recent advancements in computational chemistry have enabled more precise predictions of molecular interactions between 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine and biological targets. These studies have revealed that the compound can exhibit potent inhibitory effects on enzymes and receptors involved in various disease pathways. For instance, research has shown that derivatives of this compound may interfere with kinases and other enzymes implicated in cancer progression. The cyclopropyl group, in particular, has been identified as a key moiety that enhances binding affinity by improving hydrophobic interactions with target proteins.

The synthesis of 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include nucleophilic substitution reactions to introduce the chloro and amine functionalities, followed by cyclization to form the pyrimidine ring. Advances in green chemistry have also influenced the synthesis of this compound, with efforts to minimize waste and reduce hazardous byproducts. Such environmentally conscious approaches are increasingly important in pharmaceutical manufacturing to align with global sustainability goals.

In clinical research, 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine has been explored as a precursor for several lead compounds under investigation for their potential therapeutic applications. One notable area of interest is its role in developing treatments for infectious diseases caused by resistant pathogens. The structural features of this compound allow it to mimic natural substrates of bacterial enzymes, thereby inhibiting their function and reducing pathogenicity. Additionally, preclinical studies have suggested that derivatives of this molecule may exhibit anti-inflammatory properties by modulating immune responses.

The development of new antiviral drugs has also benefited from the versatility of 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine. Its pyrimidine core is structurally similar to nucleobases found in viral genomes, making it a promising candidate for interfering with viral replication cycles. Researchers have synthesized analogs of this compound that demonstrate efficacy against RNA viruses by inhibiting key enzymes such as RNA-dependent RNA polymerase. Such findings underscore the importance of exploring novel scaffolds like 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine in combating emerging viral threats.

Regulatory considerations play a critical role in the commercialization of pharmaceuticals derived from 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine. Compliance with Good Manufacturing Practices (GMP) ensures that synthetic processes are reproducible and meet safety standards for human consumption. Furthermore, rigorous toxicological assessments are conducted to evaluate potential side effects before clinical trials can commence. These measures are essential for ensuring patient safety while advancing therapeutic options based on this promising compound.

The future directions for research on 6-chloro-N4-cyclopropylpyrimidine-4,5-diamine include expanding its structural diversity through combinatorial chemistry approaches. By systematically varying substituents on the pyrimidine ring and other functional groups, scientists aim to identify new analogs with enhanced pharmacological profiles. High-throughput screening techniques are being employed to rapidly assess biological activity across large libraries of derivatives derived from this core structure.

In conclusion,6-chloro-N4-cyclopropylpyrimidine-4,5-diamine (CAS No. 195252-62-1) represents a significant advancement in pharmaceutical research due to its versatile structural framework and potential therapeutic applications across multiple disease areas including cancer treatment,*infectious diseases,*and*antiviral therapies.*Ongoing studies continue*to uncover new derivatives*with improved efficacy*and reduced toxicity,*making*this*compound*a cornerstone*of modern drug discovery efforts.*

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