68703-67-3

Basic information

• Product Name: 1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-
• Synonyms: 4-AMINO-1H-PYRAZOLE-3-CARBONITRILE;1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-;1H-Pyrazole-3-carbonitrile,4-amino-(9CI);4-AMINO-1H-PYRAZOLE-5-CARBONITRILE
• CAS NO: 68703-67-3
• Molecular Formula: C4H4N4
• Molecular Weight: 108.1
• Product Categories: VARIOUSAMINE;pharmacetical
• Mol File: 68703-67-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-(68703-67-3)
• EPA Substance Registry System: 1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-(68703-67-3)

Safety Data

• Hazardous Substances Data: 68703-67-3(Hazardous Substances Data)

Usage

General Description

1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO- is a chemical compound with the molecular formula C4H3N5. It is a derivative of pyrazole and contains a carbonitrile and an amino group. 1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO- is often used in organic synthesis and pharmaceutical research as a building block for the synthesis of other compounds. Its properties and uses make it a valuable tool in the development of new drugs and chemical compounds with potential therapeutic applications.

Upstream product

• 61241-07-4 4-Nitro-1H-5-pyrazolecarbonitrile 
• 61241-07-4 4-nitro-1H-pyrazole-3-carbonitrile 

Downstream Products

• 13877-56-0 7-aminopyrazolo<4,3-d>pyrimidine 

Relevant articles and documents

Design, synthesis, and cytotoxic activity of novel 2H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidine derivatives

In this study, a series of novel 2H-imidazo [1, 2-c] pyrazolo [3, 4-e] pyrimidine derivatives were designed, synthesized, and evaluated for their cytotoxic activities. The in vitro cell growth inhibition assay of the target compounds indicated their selectivity in inhibiting the proliferation of blood tumor cells (K562, U937) and solid tumor cells (HCT116, HT-29). Compound 9b exhibited the highest antiproliferative activities against K562 (IC50 = 5.597 μM) and U937 (IC50 = 3.512 μM). Based on the flow cytometry assays, compound 9b caused obvious induction of cell apoptosis and cell arrest at the S phase. Furthermore, western blot analysis revealed that compound 9b upregulated the expression of Bax, downregulated the levels of Bcl-2, and further activated caspase-3 in K562 cells. Therefore, compound 9b may be a potential anticancer agent that deserves further investigation.

Exploring the 2- and 5-positions of the pyrazolo[4,3-d]pyrimidin-7-amino scaffold to target human A1 and A2A adenosine receptors

A new series of 7-aminopyrazolo[4,3-d]pyrimidine derivatives (1-31) were synthesized to evaluate some structural modifications at the 2- and 5-positions aimed at shifting affinity towards the human (h) A2A adenosine receptor (AR) or both hA2A and hA1 ARs. The most active compounds were those featured by a 2-furyl or 5-methylfuran-2-yl moiety at position 5, combined with a benzyl or a substituted-benzyl group at position 2. Several of these derivatives (22-31) displayed nanomolar affinity for the hA2A AR (Ki = 3.62-57 nM) and slightly lower for the hA1 ARs, thus showing different degrees (3-22 fold) of hA2A versus hA1 selectivity. In particular, the 2-(2-methoxybenzyl)-5-(5-methylfuran-2-yl) derivative 25 possessed the highest hA2A and hA1 AR affinities (Ki = 3.62 nM and 18 nM, respectively) and behaved as potent antagonist at both these receptors (cAMP assays). Its 2-(2-hydroxybenzyl) analog 26 also showed a high affinity for the hA2A AR (Ki = 5.26 nM) and was 22-fold selective versus the hA1 subtype. Molecular docking investigations performed at the hA2A AR crystal structure and at a homology model of the hA1 AR allowed us to represent the hypothetical binding mode of our derivatives and to rationalize the observed SARs.