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Ethyl 1,7-dihydro-7-oxo-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate is a chemical compound with the molecular formula C8H10N4O3. It is a derivative of 1,2,4-triazolo[1,5-a]pyrimidine, characterized by its unique structure and potential biological activity. ethyl 1,7-dihydro-7-oxo-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate is commonly used in pharmaceutical research and development, making it a promising candidate for drug discovery, particularly in the field of antiviral and antibacterial agents.

89977-78-6

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89977-78-6 Usage

Uses

Used in Pharmaceutical Research and Development:
Ethyl 1,7-dihydro-7-oxo-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate is used as a research compound for its potential biological activity and therapeutic applications. Its unique structure and properties make it a valuable tool in the discovery and development of new drugs.
Used in Antiviral and Antibacterial Agents:
Ethyl 1,7-dihydro-7-oxo-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate is used as a potential candidate for the development of antiviral and antibacterial agents. Its unique chemical structure and potential biological activity make it a promising candidate for the treatment of various viral and bacterial infections.
Used in Medicinal Chemistry:
Ethyl 1,7-dihydro-7-oxo-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate is used in medicinal chemistry for its potential applications in the treatment of various diseases and medical conditions. Its unique properties and potential biological activity make it a valuable compound for further research and development in the field of medicine.

Check Digit Verification of cas no

The CAS Registry Mumber 89977-78-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,9,7 and 7 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 89977-78:
(7*8)+(6*9)+(5*9)+(4*7)+(3*7)+(2*7)+(1*8)=226
226 % 10 = 6
So 89977-78-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H8N4O3/c1-2-15-7(14)5-3-9-8-10-4-11-12(8)6(5)13/h3-4H,2H2,1H3,(H,9,10,11)

89977-78-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 7-oxo-1H-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate

1.2 Other means of identification

Product number -
Other names 6-ethoxycarbonyl-7-hydroxy-1,2,4-triazolo<1,5-a>pyrimidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:89977-78-6 SDS

89977-78-6Downstream Products

89977-78-6Relevant academic research and scientific papers

Design and synthesis of 1,2,4-triazolo[1,5-a]pyrimidine derivatives as PDE 4B inhibitors endowed with bronchodilator activity

Abd El-Aleam, Rehab H.,George, Riham F.,Lee, Kevin J.,Keeton, Adam B.,Piazza, Gary A.,Kamel, Amr A.,El-Daly, Mahmoud E.,Hassan, Ghaneya S.,Abdel-Rahman, Hamdy M.

, (2019)

A series of 1,2,4-triazolo[1,5-a]pyrimidine derivatives was designed, synthesized, and screened for their phosphodiesterase (PDE 4B) inhibitory activity and bronchodilation ability. Compound 7e showed 41.80% PDE 4B inhibition at 10 μM. Eight compounds were screened for their bronchodilator activity, where compounds 7f and 7e elicited promising bronchodilator activity with EC50 values of 18.6 and 57.1 μM, respectively, compared to theophylline (EC50 = 425 μM). Molecular docking at the PDE 4B active site revealed a binding mode and docking scores comparable to those of a reference ligand, consistent with their PDE 4B inhibition activity.

Synthesis of 1,2,4-triazolo[1,5-a]pyrimidine derivatives: Antimicrobial activity, DNA Gyrase inhibition and molecular docking

Abd El-Aleam, Rehab H.,George, Riham F.,Hassan, Ghaneya S.,Abdel-Rahman, Hamdy M.

, (2020)

A series of 1,2,4-triazolo[1,5-a]pyrimidine derivatives was designed, synthesized and screened for their antibacterial and antifungal activities as well as their safety profile. Compounds 2b, 3a, 6b, 8b, 8c, 8h, 9a,b, 10b, 11a,b and 12a,b showed high activity against Gram-positive and Gram-negative bacteria with MIC values ranging from 0.25 to 2.0 μg/mL. Many compounds were safe with no cytotoxicity against human embryonic kidney and red blood cells at concentration up to 32 μg/mL. Moreover, compound 9a showed the highest inhibitory activity against DNA Gyrase with IC50 = 0.68 μM compared to ciprofloxacin IC50 = 0.85 μM. Molecular docking at DNA Gyrase active site revealed binding mode and docking scores comparable to that of ciprofloxacin confirming their antibacterial activity via DNA Gyrase inhibition.

Synthesis and structure activity relationship investigation of triazolo[1,5-a]pyrimidines as CB2 cannabinoid receptor inverse agonists

Aghazadeh Tabrizi, Mojgan,Baraldi, Pier Giovanni,Ruggiero, Emanuela,Saponaro, Giulia,Baraldi, Stefania,Poli, Giulio,Tuccinardi, Tiziano,Ravani, Annalisa,Vincenzi, Fabrizio,Borea, Pier Andrea,Varani, Katia

, p. 11 - 27 (2016/03/04)

CB2 cannabinoid receptor ligands are known to be therapeutically important for the treatment of numerous diseases. Recently, we have identified the heteroaryl-4-oxopyridine/7-oxopyrimidine derivatives as highly potent and selective CB2 receptor ligands, showing that the pharmakodynamics of the new compounds was controlled by the nature of the heterocycle core. In this paper we describe the synthesis and biological evaluation of 7-oxo-4-pentyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide derivatives that led to the identification of novel CB2 receptor inverse agonists. Cyclic AMP experiments on CB2 receptors expressed in CHO cells revealed that introduction of structural modifications at position 2 of triazolopyrimidine template changes the functional activity from partial to inverse agonism. The molecular docking analysis of the novel structures is reported.

Design, synthesis, and pharmacological properties of new heteroarylpyridine/heteroarylpyrimidine derivatives as CB2 cannabinoid receptor partial agonists

Aghazadeh Tabrizi, Mojgan,Baraldi, Pier Giovanni,Saponaro, Giulia,Moorman, Allan R.,Romagnoli, Romeo,Preti, Delia,Baraldi, Stefania,Corciulo, Carmen,Vincenzi, Fabrizio,Borea, Pier Andrea,Varani, Katia

, p. 1098 - 1112 (2013/03/28)

Recent developments indicate that CB2 receptor ligands have the potential to become therapeutically important. To explore this potential, it is necessary to develop compounds with high affinity for the CB2 receptor. Very recently, we

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