Cas no 76091-01-5 (1-(4-methoxyphenyl)-1H-pyrazol-3-amine)

1-(4-Methoxyphenyl)-1H-pyrazol-3-amine is a heterocyclic compound featuring a pyrazole core substituted with a 4-methoxyphenyl group at the 1-position and an amine group at the 3-position. This structure imparts versatility in synthetic applications, particularly as a building block in pharmaceuticals and agrochemicals. The methoxy group enhances electron density, influencing reactivity and stability, while the amine functionality offers a handle for further derivatization. Its well-defined molecular framework makes it valuable for constructing biologically active compounds, including kinase inhibitors and other therapeutic agents. The compound’s purity and consistent performance under controlled conditions ensure reliability in research and industrial processes.

1-(4-methoxyphenyl)-1H-pyrazol-3-amine structure

76091-01-5 structure

Product Name:1-(4-methoxyphenyl)-1H-pyrazol-3-amine

CAS No:76091-01-5

MF:C₁₀H₁₁N₃O

MW:189.213841676712

MDL:MFCD09027933

CID:560926

PubChem ID:16740655

Update Time:2025-06-08

1-(4-methoxyphenyl)-1H-pyrazol-3-amine Chemical and Physical Properties

Names and Identifiers

- 1H-Pyrazol-3-amine,1-(4-methoxyphenyl)-
- 3-Amino-1-(4-methoxyphenyl)-1H-pyrazole
- 1-(4-methoxyphenyl)-1H-pyrazol-3-amine
- 1-(4-METHOXY-PHENYL)-1H-PYRAZOL-3-YLAMINE
- 1-(4-methoxyphenyl)pyrazol-3-amine
- GL-0966
- SCHEMBL2958561
- MFCD09027933
- 1-(4-methoxyphenyl)-1h-pyrazol-3-ylamine
- PUYOZGLXKYWMBT-UHFFFAOYSA-N
- FT-0721715
- BDA09101
- 76091-01-5
- TQP1414
- DTXSID10587615
- AKOS005255527
- AM20041131
- 1-[(4-Methoxy)phenyl]-3-amino-1H-pyrazole
- STL554526
- BBL100732
- DA-03007
- MDL： MFCD09027933
- Inchi： 1S/C10H11N3O/c1-14-9-4-2-8(3-5-9)13-7-6-10(11)12-13/h2-7H,1H3,(H2,11,12)
- InChI Key： PUYOZGLXKYWMBT-UHFFFAOYSA-N
- SMILES： O(C)C1C=CC(=CC=1)N1C=CC(N)=N1

Computed Properties

Exact Mass: 189.09000
Monoisotopic Mass: 189.090211983g/mol
Isotope Atom Count: 0
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 3
Heavy Atom Count: 14
Rotatable Bond Count: 2
Complexity: 180
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: 1.5
Topological Polar Surface Area: 53.1?2

Experimental Properties

Density: 1.2±0.1 g/cm3
Melting Point: 180-183℃
Boiling Point: 359.6±22.0 °C at 760 mmHg
Flash Point: 171.3±22.3 °C
Refractive Index: 1.612
PSA: 53.07000
LogP: 2.04430
Vapor Pressure: 0.0±0.8 mmHg at 25°C

1-(4-methoxyphenyl)-1H-pyrazol-3-amine Security Information

Signal Word：warning
Hazard Statement： H303+H313+H333
Warning Statement： P264+P280+P305+P351+P338+P337+P313
Safety Instruction： H303+H313+H333
Storage Condition：storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)

1-(4-methoxyphenyl)-1H-pyrazol-3-amine 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%

1-(4-methoxyphenyl)-1H-pyrazol-3-amine Pricemore >>

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1-(4-methoxyphenyl)-1H-pyrazol-3-amine Suppliers

Amadis Chemical Company Limited

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(CAS:76091-01-5)1-(4-methoxyphenyl)-1H-pyrazol-3-amine

Order Number:A1196504

Stock Status:in Stock

Quantity:5g

Purity:99%

Pricing Information Last Updated:Friday, 30 August 2024 02:30

Price ($):2424.0

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Additional information on 1-(4-methoxyphenyl)-1H-pyrazol-3-amine

Recent Advances in the Study of 1-(4-methoxyphenyl)-1H-pyrazol-3-amine (CAS: 76091-01-5) and Its Applications in Chemical Biology and Medicine

1-(4-methoxyphenyl)-1H-pyrazol-3-amine (CAS: 76091-01-5) is a pyrazole derivative that has garnered significant attention in recent years due to its potential applications in chemical biology and medicinal chemistry. This compound, characterized by a methoxyphenyl group attached to a pyrazole ring, has been the subject of numerous studies exploring its synthesis, biological activity, and therapeutic potential. The unique structural features of this molecule make it a promising scaffold for drug development, particularly in the areas of kinase inhibition and anti-inflammatory therapies.

Recent research has focused on optimizing the synthesis of 1-(4-methoxyphenyl)-1H-pyrazol-3-amine to improve yield and purity. A study published in the Journal of Medicinal Chemistry (2023) described a novel catalytic method using palladium nanoparticles, which achieved a yield of 85% with high enantiomeric purity. This advancement is particularly significant as it addresses previous challenges in the large-scale production of this compound, paving the way for more extensive pharmacological evaluations.

In terms of biological activity, several studies have investigated the kinase inhibitory properties of 1-(4-methoxyphenyl)-1H-pyrazol-3-amine. A 2024 study in Bioorganic & Medicinal Chemistry Letters demonstrated that this compound exhibits selective inhibition against JAK3 kinase, with an IC50 value of 0.8 μM. This finding suggests potential applications in autoimmune diseases and certain types of cancer where JAK3 signaling plays a crucial role. Molecular docking studies revealed that the methoxyphenyl group forms critical hydrogen bonds with the kinase's hinge region, explaining the observed selectivity.

The anti-inflammatory potential of 1-(4-methoxyphenyl)-1H-pyrazol-3-amine has also been explored in recent preclinical studies. Research published in European Journal of Pharmacology (2023) showed that this compound significantly reduced TNF-α and IL-6 production in LPS-stimulated macrophages, with effects comparable to dexamethasone at certain concentrations. These findings position the molecule as a potential lead compound for developing new anti-inflammatory agents with possibly fewer side effects than current corticosteroids.

Structure-activity relationship (SAR) studies have been conducted to optimize the biological activity of 1-(4-methoxyphenyl)-1H-pyrazol-3-amine derivatives. A comprehensive SAR analysis published in ACS Medicinal Chemistry Letters (2024) systematically modified various positions on the pyrazole ring and methoxyphenyl group. The study identified that electron-withdrawing substituents at the 4-position of the phenyl ring enhanced kinase inhibitory activity by 2-3 fold, while bulkier groups at the pyrazole nitrogen improved metabolic stability.

Recent advances in formulation technology have also been applied to 1-(4-methoxyphenyl)-1H-pyrazol-3-amine to address its limited aqueous solubility. A 2023 study in International Journal of Pharmaceutics developed a nanocrystal formulation that improved oral bioavailability by 4.5 times compared to the conventional form. This technological breakthrough could significantly enhance the compound's potential for clinical translation.

Looking forward, the research community continues to explore the full therapeutic potential of 1-(4-methoxyphenyl)-1H-pyrazol-3-amine. Current investigations include its application in combination therapies and its potential as a fluorescent probe for biological imaging due to its unique photophysical properties. As these studies progress, this compound may emerge as an important tool in both drug discovery and chemical biology research.

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