1572-10-7 Usage
Description
3-Amino-5-phenylpyrazole, also known as 3-phenyl-1H-pyrazol-5-amine, is an amino pyrazole derivative and an aza-heterocyclic amine. It is an off-white to cream-colored crystalline powder that has been synthesized by heating either 3-amino-4-bromoor 3-amino-5-phenylisothiazole in the presence of anhydrous hydrazine. On reaction with ZnCl2, it forms chlorido-tris(3-amino-5-phenyl-1Hpyrazole-N2)zinc (II) chloride.
Uses
Used in Pharmaceutical Synthesis:
3-Amino-5-phenylpyrazole is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its versatile chemical structure allows it to be a key component in the creation of different drug molecules.
Used in Organic Chemistry:
In the field of organic chemistry, 3-Amino-5-phenylpyrazole is used as a building block for the synthesis of various organic compounds. Its reactivity and functional groups make it a valuable asset in the synthesis of complex organic molecules.
Used in the Synthesis of Urea Derivatives:
3-Amino-5-phenylpyrazole is used as a reactant for the synthesis of urea derivatives by reacting with azido(6-(benzofuran-2-yl)-2-methylpyridin-3-yl) methanone. This application is particularly useful in the development of new compounds with potential biological activities.
Used in the Synthesis of 2-Mercaptoacetamide Analogs:
It is also used in the synthesis of 2-mercaptoacetamide analogs by treating with thioglycolic acid. This application can lead to the development of new therapeutic agents with potential applications in medicine.
Used in the Synthesis of 3-(Substituentpyrimidayl)-5,6-Benzocoumarins:
3-Amino-5-phenylpyrazole is used as a reactant for the synthesis of 3-(substituentpyrimidayl)-5,6-benzocoumarins by treating with 3-(2′-formyl-1′-chlorovinyl)-5,6-benzocoumarin. This application can contribute to the development of novel compounds with potential applications in various industries.
Used in the Synthesis of Substituted 2,7-Diphenylpyrazolo[1,5-a]pyrimidine-5-Carboxylic Esters:
It is used as a reactant for the synthesis of substituted 2,7-diphenylpyrazolo[1,5-a]pyrimidine-5-carboxylic esters by reacting with substituted β-diketo esters. This application can lead to the creation of new compounds with potential uses in various fields.
Used in the Synthesis of N-Ethoxycarbonylthiourea Derivatives:
3-Amino-5-phenylpyrazole is used as a reactant for the synthesis of N-ethoxycarbonylthiourea derivatives by reacting with ethoxycarbonyl isothiocyanate. This application can result in the development of new compounds with potential applications in various industries.
Used in the Synthesis of Heterobiaryl Pyrazolo[3,4-b]pyridines:
It is used as a reactant for the synthesis of heterobiaryl pyrazolo[3,4-b]pyridines by reacting with indole-3-carboxaldehyde. This application can contribute to the development of novel heterocyclic compounds with potential applications in various fields.
Check Digit Verification of cas no
The CAS Registry Mumber 1572-10-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,7 and 2 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1572-10:
(6*1)+(5*5)+(4*7)+(3*2)+(2*1)+(1*0)=67
67 % 10 = 7
So 1572-10-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H9N3/c10-9-6-8(11-12-9)7-4-2-1-3-5-7/h1-6H,(H3,10,11,12)
1572-10-7Relevant articles and documents
Synthesis, biological evaluation and 3D-QSAR studies of novel 5-phenyl-1 H -pyrazol cinnamamide derivatives as novel antitubulin agents
Wang, Shu-Fu,Yin, Yong,Zhang, Ya-Liang,Mi, Shan-Wei,Zhao, Meng-Yue,Lv, Peng-Cheng,Wang, Bao-Zhong,Zhu, Hai-Liang
, p. 291 - 299 (2015)
A series of novel 5-phenyl-1H-pyrazol derivatives (5a-5x) containing cinnamamide moiety were synthesized and their biological activities as potential tubulin polymerization inhibitors were evaluated. Among them, compound 5j exhibited the most potent inhibitory activity with an IC50 value of 1.02 μ1/4M for tubulin, which was superior to that of Colchicine (IC50 Combining double low line 1.34 μ1/4M). Docking simulation was performed to insert compound 5j into the crystal structure of tubulin at colchicine binding site to determine the probable binding model. 3D-QSAR model was also built to provide more pharmacophore understanding that could be used to design new agents with more potent tubulin inhibitory activity.
Gramine-based structure optimization to enhance anti-gastric cancer activity
Zhang, Xin-Hui,Guo, Qian,Wang, Heng-Ying,Li, Yi-Han,Khamis, Mussa Yussuf,Ma, Li-Ying,Wang, Bo,Liu, Hong-Min
, (2021/01/07)
Gramine is a natural indole alkaloid with a wide range of biological activities, but its anti-gastric cancer activity is poor. Herein, a pharmacophore fusion strategy was adopted to design and synthesize a new series of indole-azole hybrids on the structural basis of gramine. Based on our previous studies, different nitrogen-containing five-membered heterocyclic rings and terminal alkyne group were introduced into the indole-based scaffold to investigate their effect on improving the anti-gastric cancer activity of gramine derivatives. Structure-activity relationship (SAR) studies highlighted the role played by terminal alkyne in enhancing the inhibitory effect, and compound 16h displayed the best antiproliferative activity against gastric cancer MGC803 cells with IC50 value of 3.74 μM. Further investigations displayed compound 16h could induce mitochondria-mediated apoptosis, and caused cell cycle arrest at G2/M phase. Besides, compound 16h could inhibit the metastasis ability of MGC803 cells. Our studies may provide a new strategy for structural optimization of gramine to enhance anti-gastric cancer activity, and provide a potential candidate for the treatment of gastric cancer.
Synthesis of aminopyrazole analogs and their evaluation as CDK inhibitors for cancer therapy
Rana, Sandeep,Sonawane, Yogesh A.,Taylor, Margaret A.,Kizhake, Smitha,Zahid, Muhammad,Natarajan, Amarnath
supporting information, p. 3736 - 3740 (2018/10/24)
We synthesized a library of aminopyrazole analogs to systematically explore the hydrophobic pocket adjacent to the hinge region and the solvent exposed region of cyclin dependent kinases. Structure-activity relationship studies identified an optimal substitution for the hydrophobic pocket and analog 24 as a potent and selective CDK2/5 inhibitor.
