Cas no 1691329-60-8 (6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine)

6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine is a heterocyclic amine compound featuring a tetrahydropyrimidine core substituted with a cyclopropyl group at the 6-position. This structure imparts unique steric and electronic properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The cyclopropyl moiety enhances metabolic stability and influences the compound's conformational flexibility, which can be advantageous in drug design for targeting specific biological pathways. Its amine functionality provides a reactive site for further derivatization, enabling the development of novel bioactive molecules. The compound's rigid yet adaptable scaffold is particularly useful in medicinal chemistry for optimizing ligand-receptor interactions. Its synthetic versatility allows for modifications to improve pharmacokinetic properties while maintaining target specificity.
6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine structure
1691329-60-8 structure
Product Name:6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine
CAS No:1691329-60-8
MF:C7H13N3
MW:139.198220968246
CID:5692869
PubChem ID:103318026
Update Time:2025-07-02

6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 1691329-60-8
    • 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine
    • EN300-1118358
    • 2-Pyrimidinamine, 6-cyclopropyl-1,4,5,6-tetrahydro-
    • Inchi: 1S/C7H13N3/c8-7-9-4-3-6(10-7)5-1-2-5/h5-6H,1-4H2,(H3,8,9,10)
    • InChI Key: WYKWJKNLQWZISD-UHFFFAOYSA-N
    • SMILES: N1C(N)=NCCC1C1CC1

Computed Properties

  • Exact Mass: 139.110947427g/mol
  • Monoisotopic Mass: 139.110947427g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 160
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.2
  • Topological Polar Surface Area: 50.4?2

Experimental Properties

  • Density: 1.47±0.1 g/cm3(Predicted)
  • Boiling Point: 252.3±23.0 °C(Predicted)
  • pka: 13.97±0.40(Predicted)

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Additional information on 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine

Introduction to 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine (CAS No. 1691329-60-8)

6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine is a significant compound in the field of pharmaceutical chemistry, characterized by its unique structural and functional properties. This compound, identified by the CAS number 1691329-60-8, has garnered attention due to its potential applications in the development of novel therapeutic agents. The presence of a cyclopropyl group and a tetrahydropyrimidine core makes it a versatile scaffold for medicinal chemistry investigations.

The chemical structure of 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine consists of a six-membered heterocyclic ring system fused with an amine functional group. This configuration allows for diverse interactions with biological targets, making it a promising candidate for drug discovery. The cyclopropyl moiety enhances the compound's lipophilicity, which can be advantageous for membrane permeability and absorption profiles in vivo.

In recent years, there has been growing interest in tetrahydropyrimidine derivatives due to their broad spectrum of biological activities. These derivatives have been explored for their potential in treating various diseases, including cancer, infectious diseases, and neurological disorders. The amine group in 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine provides a site for further functionalization, enabling the synthesis of analogs with enhanced pharmacological properties.

One of the most compelling aspects of this compound is its role in the development of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways and are often implicated in diseases such as cancer. By targeting specific kinases, inhibitors like those derived from 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine can modulate these pathways and potentially lead to therapeutic benefits. Recent studies have demonstrated the efficacy of related compounds in preclinical models, highlighting their promise as lead candidates for drug development.

The synthesis of 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine involves multi-step organic reactions that require careful optimization to achieve high yields and purity. Advanced synthetic methodologies have been employed to streamline the process and improve scalability. Techniques such as catalytic hydrogenation and nucleophilic substitution are commonly used in the construction of the tetrahydropyrimidine core. These methods ensure that the final product meets the stringent requirements for pharmaceutical applications.

The pharmacokinetic properties of 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine have been extensively studied to understand its behavior in biological systems. Metabolism studies indicate that the compound undergoes biotransformation via several pathways, including oxidative and reductive processes. These findings are crucial for predicting its half-life and potential side effects. Additionally, pharmacokinetic modeling helps in optimizing dosing regimens to maximize therapeutic efficacy while minimizing adverse effects.

From a regulatory perspective, 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine must comply with various guidelines set forth by global health authorities such as the FDA and EMA. These regulations ensure that the compound is safe and effective for human use. Compliance with Good Manufacturing Practices (GMP) is essential throughout its production process to maintain quality and consistency. Furthermore, preclinical and clinical trials are necessary to demonstrate its safety and efficacy before it can be approved for therapeutic use.

The future prospects of 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-amine are promising as ongoing research continues to uncover new applications. Innovations in drug design and delivery systems may further enhance its potential as a therapeutic agent. Collaborative efforts between academia and industry are essential to accelerate the translation of laboratory findings into clinical practice. By leveraging cutting-edge technologies such as high-throughput screening and computational modeling, researchers can identify new derivatives with improved pharmacological profiles.

In conclusion, 6-Cyclopropyl-1,4,5,6-tetrahydropyrimidin-2-am ine represents a significant advancement in pharmaceutical chemistry with its unique structural features and broad range of potential applications。 Its role in developing kinase inhibitors, coupled with ongoing research efforts, positions it as a valuable compound in the quest for novel therapeutics。 As scientific understanding evolves, so too will the applications and benefits derived from this remarkable molecule。

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