549177
5-Amino-3-(4-methoxyphenyl)-1-phenylpyrazole
97%
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About This Item
Empirical Formula (Hill Notation):
C16H15N3O
CAS Number:
Molecular Weight:
265.31
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Assay
97%
form
solid
mp
192-196 °C (lit.)
SMILES string
COc1ccc(cc1)-c2cc(N)n(n2)-c3ccccc3
InChI
1S/C16H15N3O/c1-20-14-9-7-12(8-10-14)15-11-16(17)19(18-15)13-5-3-2-4-6-13/h2-11H,17H2,1H3
InChI key
LMLGFNHDEGGHOJ-UHFFFAOYSA-N
General description
5-Amino-3-(4-methoxyphenyl)-1-phenylpyrazole belongs to a family of 5-aminopyrazole derivatives, which are bioactive agents. They find a wide range of applications in the pharmaceutical and agrochemical industries.
Application
5-Amino-3-(4-methoxyphenyl)-1-phenylpyrazole (3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-5-amine) may be used in the preparation of pyrazolo[3,4-b]pyridines derivatives with potent anti-inflammatory activity against interleukin-6 (IL-6).
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Approaches towards the synthesis of 5-aminopyrazoles.
Aggarwal R, et al.
Beilstein Journal of Organic Chemistry, 7(1), 179-197 (2011)
Sandip B Bharate et al.
Bioorganic & medicinal chemistry, 16(15), 7167-7176 (2008-07-16)
In the present article, we have synthesized three different series of pyrazolo[3,4-b]pyridines and their structural analogues using novel synthetic strategy involving one-pot condensation of 5,6-dihydro-4H-pyran-3-carbaldehyde/2-formyl-3,4,6-tri-O-methyl-D-glucal/chromone-3-carbaldehyde with heteroaromatic amines. All synthesized compounds were evaluated for their anti-inflammatory activity against TNF-alpha and
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