Cas no 85264-33-1 ((3,5-Dimethyl-1H-pyrazol-1-yl)methanol)

(3,5-Dimethyl-1H-pyrazol-1-yl)methanol is a pyrazole-derived alcohol with applications in organic synthesis and coordination chemistry. Its structure features a hydroxymethyl group attached to a 3,5-dimethylpyrazole ring, offering versatility as a ligand or building block in metal-organic frameworks (MOFs) and catalyst design. The compound’s sterically hindered pyrazole moiety enhances stability in complex formation, while the hydroxyl group provides a reactive site for further functionalization. It is particularly useful in the preparation of transition metal complexes due to its moderate basicity and chelating potential. The product is typically supplied as a solid with high purity, ensuring consistent performance in research and industrial applications.
(3,5-Dimethyl-1H-pyrazol-1-yl)methanol structure
85264-33-1 structure
Product Name:(3,5-Dimethyl-1H-pyrazol-1-yl)methanol
CAS No:85264-33-1
MF:C6H10N2O
MW:126.156401157379
MDL:MFCD00020738
CID:90912
PubChem ID:96393
Update Time:2025-06-08

(3,5-Dimethyl-1H-pyrazol-1-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (3,5-Dimethyl-1H-pyrazol-1-yl)methanol
    • 3,5-Dimethyl-1-hydroxymethylpyrazole
    • 3,5-Dimethyl-1H-pyrazole-1-methanol
    • (3,5-dimethylpyrazol-1-yl)methanol
    • 3,5-DIMETHYLPYRAZOLE-1-METHANOL
    • 1-(2-hydroxymethyl)-3,5-dimethylpyrazole
    • 1-(hydroxymethyl)-3,5-dimethyl-1H-pyrazole
    • 1H-Pyrazole-1-methanol,3,5-dimethyl
    • 1-hydroxymethyl-3,5-dimethylpyrazole
    • 3,5-Dimethyl pyrazole-1-carbinol
    • Dimethyl hydroxymethyl pyrazole
    • EINECS 286-553-0
    • 1H-Pyrazole-1-methanol, 3,5-dimethyl-
    • 3,5-dimethylpyrazol-1-methanol
    • 3,5-Dimethylpyrazole-1-carbinol
    • OBENDWOJIFFDLZ-UHFFFAOYSA-N
    • 968267D0AP
    • (3,5-dimethyl-pyrazol-1-yl)-methanol
    • 1-(hydroxymethyl)-3,5-dimethylpyr
    • 3,5-Dimethyl-1H-pyrazole-1-methanol (ACI)
    • Pyrazole-1-methanol, 3,5-dimethyl- (7CI)
    • 1-(Hydroxymethyl)-3,5-dimethylpyrazole
    • 2-(Hydroxymethyl)-3,5-dimethylpyrazole
    • 3,5-Dimethyl-1-(hydroxymethyl)pyrazole
    • Di(3,5-dimethyl-1H-pyrazol-1-yl)-1-methanol
    • N-(Hydroxymethyl)-3,5-dimethylpyrazole
    • NSC 71880
    • MDL: MFCD00020738
    • Inchi: 1S/C6H10N2O/c1-5-3-6(2)8(4-9)7-5/h3,9H,4H2,1-2H3
    • InChI Key: OBENDWOJIFFDLZ-UHFFFAOYSA-N
    • SMILES: OCN1C(C)=CC(C)=N1
    • BRN: 115623

Computed Properties

  • Exact Mass: 126.07900
  • Monoisotopic Mass: 126.079
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 97.1
  • 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: 0.4
  • Topological Polar Surface Area: 38
  • Surface Charge: 0
  • Tautomer Count: nothing

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.1192 (rough estimate)
  • Melting Point: 108.0 to 112.0 deg-C
  • Boiling Point: 234.28°C (rough estimate)
  • Flash Point: 87.3°C
  • Refractive Index: 1.5010 (estimate)
  • PSA: 38.05000
  • LogP: 0.44970
  • Solubility: Not determined

(3,5-Dimethyl-1H-pyrazol-1-yl)methanol Security Information

(3,5-Dimethyl-1H-pyrazol-1-yl)methanol Customs Data

  • HS CODE:2933199090
  • Customs Data:

    China Customs Code:

    2933199090

    Overview:

    2933199090. Other structurally non fused pyrazole ring compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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(3,5-Dimethyl-1H-pyrazol-1-yl)methanol Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Dichloromethane ;  5 d, reflux
Reference
X-ray crystal structures and MMA polymerization of cadmium(II) complexes with bidentate pyrazole ligands: the formation of monomers or dimers as a function of a methyl substituent on the pyrazole and aniline rings
Kim, Dongil; Kim, Sunghoon; Woo, Hyun Yul; Lee, Ha-Jin; Lee, Hyosun, Applied Organometallic Chemistry, 2014, 28(6), 445-453

Production Method 2

Reaction Conditions
Reference
Synthesis of some new pyrazole-containing chelating agents
Driessen, Willem L., Recueil: Journal of the Royal Netherlands Chemical Society, 1982, 101(12), 441-3

Production Method 3

Reaction Conditions
1.1 24 h, 120 °C
Reference
Coordination of new disulfide ligands to CuI and CuII: Does a CuIIμ-thiolate complex form?
Ording-Wenker, Erica C. M.; Siegler, Maxime A.; Bouwman, Elisabeth, Inorganica Chimica Acta, 2015, 428, 193-202

Production Method 4

Reaction Conditions
Reference
Formaldehyde condensation in the pyrazole series
Dvoretzky, Isaac; Richter, George Holmes, Journal of Organic Chemistry, 1950, 15, 1285-8

Production Method 5

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  5 min, 120 °C
Reference
Microwave-assisted synthesis of 1-hydroxymethylazoles
Lupsor, Simona; Tarcomnicu, Isabela; Aonofriesei, Florin; Iovu, Mircea, Revista de Chimie (Bucharest, 2011, 62(5), 493-498

Production Method 6

Reaction Conditions
1.1 Solvents: Ethanol
Reference
A selective synthesis of unsymmetrical 1,1'-methylenebisdiazoles by solid-liquid phase-transfer catalysis
Julia, Sebastian; Martinez-Martorell, Carlos; Elguero, Jose, Heterocycles, 1986, 24(8), 2233-7

Production Method 7

Reaction Conditions
1.1 Solvents: Methanol
Reference
The Mannich reaction of pyrazoles
Huttel, Rudolf; Jochum, Peter, Chemische Berichte, 1952, 85, 820-6

Production Method 8

Reaction Conditions
1.1 Solvents: Ethanol ,  Water ;  12 h, rt
Reference
Synthesis and enzyme inhibitory activities of some new pyrazole-based heterocyclic compounds
Harit, Tariq; Malek, Fouad; El Bali, Brahim; Khan, Ajmal; Dalvandi, Kourosh; et al, Medicinal Chemistry Research, 2012, 21(10), 2772-2778

Production Method 9

Reaction Conditions
1.1 Solvents: Methanol ;  3 h, rt
Reference
Synthesis, spectroscopic characterization, DFT study and antimicrobial activity of novel alkylaminopyrazole derivatives
Zalaru, Christina; Dumitrascu, Florea; Draghici, Constantin; Tarcomnicu, Isabela; Tatia, Rodica; et al, Journal of Molecular Structure, 2018, 1156, 12-21

Production Method 10

Reaction Conditions
1.1 Solvents: Dichloromethane ;  5 d, reflux
Reference
Synthesis and X-ray crystal structure of derivatives from the N,N-bis(1H-pyrazolyl-1-methyl)aniline(dichloro)Zn(II) complex: Substituent effects on the phenyl ring versus the pyrazole ring
Kim, Eunhee; Woo, Hyun Yul; Kim, Sunghoon; Lee, Hajin; Kim, Dongil; et al, Polyhedron, 2012, 42(1), 135-141

Production Method 11

Reaction Conditions
1.1 20 min, 120 °C
Reference
Microwave-assisted solvent-free synthesis, Hirshfeld surface analysis and DFT studies of 1-(hydroxymethyl)-pyrazoles
Sun, Xuancheng; Zheng, Chunyang ; Wang, Dunjia, Journal of Molecular Structure, 2024, 1295,

Production Method 12

Reaction Conditions
1.1 Solvents: Water
Reference
Process for the preparation of 1-hydroxymethylpyrazoles
, European Patent Organization, , ,

Production Method 13

Reaction Conditions
1.1 48 h, heated
Reference
New arylselanylpyrazole-copper catalysts: Highly efficient catalytic system for C-Se and C-S coupling reactions
Coelho, Felipe Lange; Dresch, Lucielle Codeim; Stieler, Rafael ; Campo, Leandra Franciscato; Schneider, Paulo Henrique, Catalysis Communications, 2019, 121, 19-26

Production Method 14

Reaction Conditions
1.1 Solvents: Ethanol ,  Water ;  1 h, 80 °C; 12 h, rt
Reference
Eco-friendly synthesis, characterization, in-silico ADMET and molecular docking analysis of novel carbazole derivatives as antibacterial and antifungal agents
Merzouki, O.; Arrousse, N.; El Barnossi, A.; Ech-chihbi, E. ; Fernine, Y.; et al, Journal of Molecular Structure, 2023, 1271,

Production Method 15

Reaction Conditions
1.1 Solvents: Ethanol ,  Water ;  2 h, rt → reflux; reflux → rt; 6 h, rt
Reference
Iron(III) complexes of tridentate N3 ligands as models for catechol dioxygenases: Stereoelectronic effects of pyrazole coordination
Sundaravel, Karuppasamy; Suresh, Eringathodi; Palaniandavar, Mallayan, Inorganica Chimica Acta, 2010, 363(12), 2768-2777

Production Method 16

Reaction Conditions
1.1 Solvents: Ethanol ,  Water ;  2 d, rt
Reference
Copper Complexes with Neutral N4 Tripodal Ligands: Influence of the Number of Nitrogen Donors on Their Structures, Properties, and Reactivity
Fujisawa, Kiyoshi; Chiba, Shingo; Miyashita, Yoshitaro; Okamoto, Ken-ichi, European Journal of Inorganic Chemistry, 2009, (26), 3921-3934

Production Method 17

Reaction Conditions
1.1 Solvents: Methanol ,  Water ;  3 h, rt
Reference
New Mannich bases with pharmacological activity
Zalaru, Christina; Putina, Gabriela; Dumitrascu, Florea; Draghici, Constantin, Revista de Chimie (Bucharest, 2007, 58(8), 773-775

Production Method 18

Reaction Conditions
Reference
Pyrazole Compounds : Synthesis, molecular structure, chemical reactivity, experimental and theoretical DFT FTIR spectra
Kaddouri, Y.; Abrigach, F.; Mechbal, N.; Karzazi, Y.; El Kodadi, M.; et al, Materials Today: Proceedings, 2019, 13, 956-963

(3,5-Dimethyl-1H-pyrazol-1-yl)methanol Raw materials

(3,5-Dimethyl-1H-pyrazol-1-yl)methanol Preparation Products

(3,5-Dimethyl-1H-pyrazol-1-yl)methanol Suppliers

Amadis Chemical Company Limited
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(CAS:85264-33-1)(3,5-Dimethyl-1H-pyrazol-1-yl)methanol
Order Number:A932353
Stock Status:in Stock
Quantity:1kg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 15:08
Price ($):899.0

Additional information on (3,5-Dimethyl-1H-pyrazol-1-yl)methanol

Introduction to (3,5-Dimethyl-1H-pyrazol-1-yl)methanol and Its Significance in Modern Chemical Research

(3,5-Dimethyl-1H-pyrazol-1-yl)methanol, with the CAS number 85264-33-1, is a versatile heterocyclic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its pyrazole core substituted with methyl groups at the 3 and 5 positions, exhibits unique structural and functional properties that make it a valuable scaffold for the development of novel therapeutic agents.

The pyrazole moiety is a six-membered aromatic ring containing two nitrogen atoms at the 1 and 4 positions. This structural feature imparts significant chemical diversity and reactivity, making pyrazole derivatives ideal candidates for drug discovery. In particular, (3,5-Dimethyl-1H-pyrazol-1-yl)methanol has been explored for its potential applications in various biological pathways, including enzyme inhibition and receptor binding.

Recent studies have highlighted the importance of (3,5-Dimethyl-1H-pyrazol-1-yl)methanol in the development of small-molecule inhibitors targeting critical biological processes. For instance, researchers have demonstrated its efficacy in modulating kinases, which are enzymes involved in cell signaling pathways. The methanol substituent at the 1-position of the pyrazole ring provides a hydroxyl group that can engage in hydrogen bonding interactions, enhancing binding affinity to target proteins.

One of the most compelling aspects of (3,5-Dimethyl-1H-pyrazol-1-yl)methanol is its ability to serve as a building block for more complex molecules. By incorporating this scaffold into larger structures, chemists can fine-tune pharmacological properties such as solubility, bioavailability, and metabolic stability. This flexibility has led to its use in designing compounds with potential therapeutic applications in areas such as oncology, inflammation, and neurodegenerative diseases.

The synthesis of (3,5-Dimethyl-1H-pyrazol-1-yl)methanol typically involves multi-step organic reactions that highlight the compound's synthetic accessibility. Advanced synthetic methodologies have been developed to improve yields and purity, enabling researchers to explore its full potential. These methods often include cyclization reactions, alkylation processes, and functional group transformations that are well-established in organic chemistry.

In the realm of drug discovery, the exploration of natural product-inspired scaffolds has been particularly fruitful. Compounds derived from natural sources often exhibit unique biological activities due to their complex structures. (3,5-Dimethyl-1H-pyrazol-1-yl)methanol, while not directly derived from a natural product, shares structural similarities with certain bioactive molecules found in nature. This has prompted researchers to investigate its derivatives as potential leads for new drugs.

The pharmacokinetic properties of (3,5-Dimethyl-1H-pyrazol-1-yl)methanol are also of great interest. Studies have shown that modifications to the pyrazole ring can significantly impact how a compound is absorbed, distributed, metabolized, and excreted by the body. Understanding these properties is crucial for optimizing drug candidates for clinical use. The hydroxymethyl group in particular plays a role in determining metabolic pathways and interactions with biological systems.

Computational chemistry has played an increasingly important role in the study of (3,5-Dimethyl-1H-pyrazol-1-yl)methanol. Advanced computational methods allow researchers to predict molecular interactions and optimize lead compounds before experimental synthesis. This approach not only saves time but also reduces costs associated with traditional trial-and-error drug discovery methods.

The future prospects for (3,5-Dimethyl-1H-pyrazol-1-yl)methanol are vast. As our understanding of biological systems continues to grow, so does the demand for innovative therapeutic agents. This compound remains a promising candidate for further research due to its unique structural features and potential applications in various disease areas.

In conclusion, (3,5-Dimethyl-1H-pyrazol-1-yl)methanol, CAS number 85264-33-1, represents an exciting area of research within chemical biology and pharmaceutical science. Its versatile structure and functional properties make it a valuable tool for developing new drugs targeting critical biological pathways. As research continues to uncover new applications for this compound, it is likely to play an increasingly important role in future medical advancements.

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Amadis Chemical Company Limited
(CAS:85264-33-1)(3,5-Dimethyl-1H-pyrazol-1-yl)methanol
A932353
Purity:99%
Quantity:1kg
Price ($):899.0
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