89292-91-1

Basic information

• Product Name: 5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine
• Synonyms: 5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine;1H-1,2,4-Triazol-3-amine,5-(4-methyl-1-piperazinyl)-(9CI);5-(4-METHYLPIPERAZIN-1-YL)-4H-1,2,4-TRIAZOL-3-AMINE;1H-1,2,4-Triazol-3-amine, 5-(4-methyl-1-piperazinyl)-
• CAS NO: 89292-91-1
• Molecular Formula: C₇H₁₄N₆
• Molecular Weight: 182.22626
• Product Categories: PIPERIDINE;Heterocyclic Compounds
• Mol File: 89292-91-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 392.7±52.0 °C(Predicted)
• Appearance: /
• Density: 1.303±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 12.73±0.40(Predicted)
• CAS DataBase Reference: 5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine(89292-91-1)
• EPA Substance Registry System: 5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine(89292-91-1)

Safety Data

• Hazardous Substances Data: 89292-91-1(Hazardous Substances Data)

Usage

General Description

The chemical compound 5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine, also known as metronidazole, is a synthetic antibiotic and antiprotozoal medication. It is commonly used to treat infections caused by certain bacteria and parasites, including bacterial vaginosis, trichomoniasis, and pelvic inflammatory disease. Metronidazole works by interfering with the DNA of the microorganisms, ultimately killing them and stopping the spread of the infection. It is usually taken orally in the form of tablets or capsules, and is also available in gel and cream formulations for topical use. Possible side effects of metronidazole include nausea, vomiting, and a metallic taste in the mouth. It is important to use this medication as directed by a healthcare professional and to complete the full course of treatment to ensure the infection is completely eradicated.

Upstream product

• 75565-11-6 C₈H₁₄N₄S 
• 109-01-3 1-methyl-piperazine 
• 10191-60-3 dimethyl N-cyanodithioiminocarbonate 
• 131023-08-0 methyl <5-amino-3-(4-methylpiperazino)-1,2,4-triazol-1-yl>dithiocarbonate 
• 60-34-4 methylhydrazine 

Downstream Products

• 1354021-23-0 2-(4-methylphenyl)-3-[3-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-5-yl]-1,3-thiazolidin-4-one 
• 1354021-25-2 2-(4-chlorophenyl)-3-[3-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-5-yl]-1,3-thiazolidin-4-one 
• 1354021-21-8 3-[3-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-5-yl]-2-phenyl-1,3-thiazolidin-4-one 
• 1354021-27-4 2-(3,4-dimethoxyphenyl)-3-[3-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-5-yl]-1,3-thiazolidin-4-one 
• 137269-68-2 1-[5-amino-3-(4-methylpiperazinyl)-1H-1,2,4-triazol-1-yl]-N-{3-[3-(1-piperidinylmethyl)phenoxy]propyl}carbothioamide 

Relevant articles and documents

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

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.

On Triazoles. XXVIII. Synthesis of Isomeric 1,2,4-Triazolylcarbothiohydrazides

Different 3a, 3b, 9, 10 and 12 type 5-amino-1,2,4-triazolylcarbothiohydrazide isomers representing all possible isomeric types derived from 5-amino-1,2,4-triazoles were synthesised from the corresponding 5-amino-1,2,4-triazolyldithiocarbonates and hydrazines.HPLC measurements proved that in case of monosubstituted hydrazines the steric press in the intermediate 6 caused besides formation of the expected derivative 3a the formation of compounds 4 and 5, too, while the intermediate 7 yielded only 3b.Thermal rearangement of derivatives 3a in acetic acid led to isomers 9 and 10, respectively.

On Triazoles. V . Synthesis of 1- and 2-R1-3-R2,R3-Amino-5-amino-1,2,4-triazoles

The correct isomeric and tautomeric structure of different 1- and 2-R1-3-R2,R3-amino-5-amino-1,2,4-triazole derivatives prepared from the corresponding N-cyano-N'-R2,R3-S-methyl-isothioureas and the corresponding hydrazines was proved with the help of their ir, uv, 1H-nmr and 13C-nmr spectra as well as the uv spectra of the Schiff bases of an isomeric pair.