Cas no 21616-59-1 (1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride)

1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride is a high-purity chemical compound primarily used as a key intermediate in pharmaceutical and agrochemical synthesis. Its dihydrochloride salt form enhances stability and solubility, making it suitable for various organic reactions. The compound features a pyrazole core with reactive amine groups at the 4 and 5 positions, enabling versatile functionalization for heterocyclic chemistry applications. It is particularly valuable in the development of biologically active molecules, including kinase inhibitors and antimicrobial agents. Strict quality control ensures consistent performance in research and industrial processes. Proper handling under inert conditions is recommended due to its sensitivity to moisture and oxidation.
1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride structure
21616-59-1 structure
Product Name:1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride
CAS No:21616-59-1
MF:C4H10Cl2N4
MW:185.05499792099
CID:250024
PubChem ID:13525020
Update Time:2025-06-07

1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride Chemical and Physical Properties

Names and Identifiers

    • 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride
    • 1H-Pyrazole-4,5-diamine,1-methyl-, hydrochloride (1:2)
    • 2-methylpyrazole-3,4-diamine,dihydrochloride
    • 4,5-diamino-1-methyl-1H-pyrazole dihydrochloride
    • 4,5-DIAMINO-1-METHYLPYRAZOLEHCL
    • 1H-Pyrazole-4,5-diamine,1-methyl-, dihydrochloride (9CI)
    • 4,5-Diamino-1-methylpyrazole dihydrochloride
    • Pyrazole, 4,5-diamino-1-methyl-, dihydrochloride(8CI)
    • 03FK8ORW3O
    • UNII-03FK8ORW3O
    • 21616-59-1
    • Q27247562
    • 1-Methyl-1H-pyrazole-4,5-diaminedihydrochloride
    • MFCD01209618
    • FT-0756081
    • 4,5-Diamino-1-methylpyrazole hydrochloride
    • 4,5-Diamino-1-methylpyrazole HCl [INCI]
    • 1H-Pyrazole-4,5-diamine, 1-methyl-, dihydrochloride
    • 2-methylpyrazole-3,4-diamine;dihydrochloride
    • 2-methylpyrazole-3, 4-diamine;dihydrochloride
    • Pyrazole, 4,5-diamino-1-methyl-, dihydrochloride
    • 4,5-DIAMINO-1-METHYLPYRAZOLE HCL
    • 1-METHYL-1H-PYRAZOLE-4,5-DIAMINE 2HCL
    • 1H-Pyrazole-4,5-diamine, 1-methyl-, hydrochloride (1:2)
    • SCHEMBL7115195
    • DB-191207
    • A10126
    • Inchi: 1S/C4H8N4.2ClH/c1-8-4(6)3(5)2-7-8;;/h2H,5-6H2,1H3;2*1H
    • InChI Key: WESMJIWCCWFIRS-UHFFFAOYSA-N
    • SMILES: Cl.Cl.N1(C)C(=C(C=N1)N)N

Computed Properties

  • Exact Mass: 184.0282517g/mol
  • Monoisotopic Mass: 184.0282517g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 84.1
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 69.9?2

1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride Pricemore >>

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Additional information on 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride

Introduction to 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride (CAS No. 21616-59-1)

1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride is a significant compound in the field of pharmaceutical chemistry, recognized for its versatile applications in drug discovery and medicinal research. This compound, identified by the Chemical Abstracts Service Number (CAS No.) 21616-59-1, belongs to the pyrazole class of heterocyclic organic compounds. Pyrazoles have garnered considerable attention due to their broad spectrum of biological activities and structural flexibility, making them valuable scaffolds in the development of novel therapeutic agents.

The molecular structure of 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride consists of a pyrazole ring substituted with a methyl group at the 1-position and amino groups at the 4- and 5-positions, with the salt form being the dihydrochloride. This specific arrangement imparts unique chemical and pharmacological properties that have been extensively studied in recent years. The presence of multiple nitrogen atoms in its structure enhances its potential as a bioactive molecule, facilitating interactions with various biological targets.

In recent years, 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride has been explored for its potential in multiple therapeutic areas. One of the most promising applications is in the field of anticancer research. Studies have demonstrated that pyrazole derivatives can exhibit inhibitory effects on key enzymes involved in cancer cell proliferation and survival. The diamine functionality in 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride allows for interactions with metal ions, which is a critical feature for designing metal-based anticancer agents. Recent research has shown that this compound can act as a chelating agent, forming complexes with transition metals such as platinum and copper, which are known for their anticancer properties.

Furthermore, the compound has shown promise in the development of antimicrobial agents. The pyrazole core is known to possess antimicrobial activity due to its ability to disrupt bacterial cell membranes and inhibit essential metabolic pathways. The methyl group and amino groups in 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride enhance its binding affinity to microbial targets, making it an effective candidate for combating drug-resistant bacterial strains. Preliminary studies have indicated that this compound exhibits potent activity against Gram-positive and Gram-negative bacteria, as well as certain fungal species.

Another area where 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride has been investigated is in the treatment of inflammatory diseases. Chronic inflammation is a hallmark of many pathological conditions, including autoimmune disorders and metabolic diseases. The diamine groups in the compound can interact with inflammatory signaling pathways, potentially reducing inflammation and alleviating symptoms associated with these conditions. Research has shown that pyrazole derivatives can modulate cytokine production and inhibit key inflammatory enzymes such as COX-2 and NF-κB. This makes 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride a promising candidate for developing anti-inflammatory therapies.

The compound's structural features also make it an attractive scaffold for designing kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways and are often dysregulated in various diseases, including cancer. The pyrazole ring in 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride provides a suitable platform for binding to kinase active sites due to its rigid structure and electron-rich environment. Recent studies have identified this compound as a potent inhibitor of several kinases involved in cancer progression, including EGFR and JAK2. By inhibiting these kinases, the compound can disrupt aberrant signaling pathways that drive tumor growth and metastasis.

In addition to its therapeutic applications, 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride has been explored for its potential use in agricultural chemistry. Pyrazole derivatives are known to possess herbicidal and fungicidal properties due to their ability to interfere with plant growth regulators and microbial metabolism. The unique chemical properties of this compound make it an effective candidate for developing environmentally friendly agrochemicals that can protect crops from pests and diseases without harming beneficial organisms.

The synthesis of 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride involves multi-step organic reactions that require careful optimization to ensure high yield and purity. The process typically begins with the condensation of appropriate precursors under controlled conditions to form the pyrazole ring. Subsequent functionalization steps introduce the methyl group and amino groups at specific positions on the ring. The final step involves converting the free base into its dihydrochloride salt to enhance stability and solubility.

The pharmacokinetic properties of 1-Methyl-1H-pyrazole-4,5-diamine dihydrochloride are also important considerations in drug development. Studies have shown that this compound exhibits good oral bioavailability and distributes widely throughout various tissues upon administration. Its metabolism follows typical pathways involving oxidative degradation by cytochrome P450 enzymes followed by renal excretion. Understanding these pharmacokinetic profiles helps in optimizing dosing regimens and minimizing potential side effects.

In conclusion, 1-Methyl - 1 H -pyra z ole - 4 , 5 - diam ine di hy droch lor ide ( CAS No . 21616 - 59 - 1 ) is a multifunctional compoun d wi th promi s ing appl icat ions i n phar ma ceutical resea rch . Its bi oacti ve properti es make i t a val u abl e scaff old f or deve l opi ng no vel thera peu tic s agai nst can cer , inf l amm ati on , mi crobial i nfecti ons , an d ki nase - relat ed dis eases . Addi t i onal ly , i ts structur al feat ures enabl e i t to be use d i n agri cul tur al ch emi str y . As resea rch conti nues , t he appl icat ions o f thi s compoun d are expe cted to e xpand , provi ding no vel soluti ons t o chal lenge s i gni fi cant health an d enviro nmen tal issue s . p >

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