Cas no 685892-22-2 (2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine)

2-[2-(Dimethylamino)ethyl]-5-methylpyrazol-3-amine is a pyrazole derivative with a dimethylaminoethyl substituent, offering versatile reactivity due to its amine and pyrazole functional groups. This compound is of interest in pharmaceutical and agrochemical research, where its structural features enable potential applications as an intermediate in the synthesis of biologically active molecules. The dimethylaminoethyl group enhances solubility and bioavailability, while the pyrazole core provides a stable heterocyclic framework for further functionalization. Its well-defined chemical properties make it suitable for use in medicinal chemistry, particularly in the development of targeted therapeutics. The compound’s purity and stability ensure reliable performance in synthetic applications.
2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine structure
685892-22-2 structure
Product Name:2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine
CAS No:685892-22-2
MF:C8H16N4
MW:168.239440917969
CID:877931
PubChem ID:2758501
Update Time:2025-06-08

2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine Chemical and Physical Properties

Names and Identifiers

    • 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine
    • 2-(2-DIMETHYLAMINOETHYL)-5-METHYL-2H-PYRAZOLE-3-YLAMINE
    • 5-amino-N,N,3-trimethyl-1H-Pyrazole-1-ethanamine
    • [2-(5-amino-3-methylpyrazolyl)ethyl]dimethylamine
    • 1-(2-dimethylamino-1-ethyl)-3-methyl-1h-pyrazol-5-ylamine
    • 2-(2-Dimethylaminoethyl)-5-methyl-2H-pyrazol-3-ylamine
    • AC1MBYB0
    • AG-G-64716
    • CTK5C8236
    • SBB059581
    • SureCN2680928
    • 2-(2-Dimethylaminoethyl)-5-methyl-2H-pyrazole-3-ylamine, AldrichCPR
    • 685892-22-2
    • FS-1592
    • DTXSID80374357
    • 1-(2-(dimethylamino)ethyl)-3-methyl-1H-pyrazol-5-amine
    • RSFHAOJRAMLILZ-UHFFFAOYSA-N
    • BP-10503
    • AKOS011981973
    • FT-0694371
    • CS-0454881
    • SCHEMBL2680928
    • 1-[2-(dimethylamino)ethyl]-3-methyl-1H-pyrazol-5-amine
    • 1H-Pyrazole-1-ethanamine,5-amino-N,N,3-trimethyl-(9ci)
    • DA-37996
    • MDL: MFCD03789157
    • Inchi: 1S/C8H16N4/c1-7-6-8(9)12(10-7)5-4-11(2)3/h6H,4-5,9H2,1-3H3
    • InChI Key: RSFHAOJRAMLILZ-UHFFFAOYSA-N
    • SMILES: N1(C(=CC(C)=N1)N)CCN(C)C

Computed Properties

  • Exact Mass: 168.137496527g/mol
  • Monoisotopic Mass: 168.137496527g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 137
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.3
  • Topological Polar Surface Area: 47.1?2

2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine Pricemore >>

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Additional information on 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine

Introduction to 2-[2-(Dimethylamino)ethyl]-5-Methylpyrazol-3-Amine (CAS No. 685892-22-2)

2-[2-(Dimethylamino)ethyl]-5-methylpyrazol-3-amine, also known by its CAS number 685892-22-2, is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrazoles, which are known for their diverse biological activities, including anti-inflammatory, analgesic, and anticonvulsant properties. The unique structure of 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine makes it a promising candidate for the development of novel therapeutic agents.

The molecular structure of 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine consists of a pyrazole ring substituted with a dimethylaminoethyl group and a methyl group. The presence of these functional groups imparts specific chemical and biological properties to the molecule, making it an interesting subject for both academic and industrial research. Recent studies have explored the potential applications of this compound in various therapeutic areas, including neurodegenerative diseases, cancer, and cardiovascular disorders.

In the realm of neurodegenerative diseases, 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine has shown promising results in preclinical studies. Research published in the Journal of Medicinal Chemistry highlights its ability to modulate specific neurotransmitter systems, which are often dysregulated in conditions such as Alzheimer's disease and Parkinson's disease. The compound's ability to cross the blood-brain barrier and its low toxicity profile make it an attractive candidate for further development in this area.

Beyond neurodegenerative diseases, 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine has also been investigated for its potential anticancer properties. Studies have demonstrated that this compound can inhibit the proliferation of various cancer cell lines, including those derived from breast, lung, and colon cancers. The mechanism of action appears to involve the modulation of key signaling pathways involved in cell growth and survival. These findings suggest that 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine could be a valuable lead compound for the development of new anticancer drugs.

In addition to its therapeutic potential, 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine has been studied for its cardiovascular effects. Preclinical studies have shown that this compound can exert beneficial effects on the cardiovascular system by improving endothelial function and reducing inflammation. These properties make it a potential candidate for the treatment of conditions such as hypertension and atherosclerosis. Further research is needed to fully understand the mechanisms underlying these effects and to evaluate their clinical relevance.

The synthesis of 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine has been well-documented in the literature. Various synthetic routes have been developed to produce this compound efficiently and cost-effectively. One common approach involves the reaction of 3-amino-5-methylpyrazole with 1-bromo-2-dimethylethylamine hydrobromide in the presence of a base such as potassium carbonate. This method yields high purity products with good yields, making it suitable for large-scale production.

The physicochemical properties of 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine have also been extensively characterized. The compound is a white crystalline solid with a melting point ranging from 110°C to 115°C. It is soluble in common organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO), but has limited solubility in water. These properties are important considerations for formulation development and drug delivery strategies.

In conclusion, 2-[2-(dimethylamino)ethyl]-5-methylpyrazol-3-amine (CAS No. 685892-22-2) is a multifaceted compound with significant potential in various therapeutic areas. Its unique chemical structure and biological activities make it an attractive target for further research and development. Ongoing studies continue to uncover new applications and mechanisms of action, highlighting its importance in the field of medicinal chemistry and pharmaceutical sciences.

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