20401-90-5

Basic information

• Product Name: 3-(1H-indol-3-yl)propanehydrazide
• Synonyms: 1H-Indole-3-propanoic acid, hydrazide; 3-(1H-Indol-3-yl)propanehydrazide
• CAS NO: 20401-90-5
• Molecular Formula: C₁₁H₁₃N₃O
• Molecular Weight: 203.2404
• Mol File: 20401-90-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 516.9°C at 760 mmHg
• Flash Point: 266.4°C
• Density: 1.263g/cm³
• Vapor Pressure: 8.59E-11mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: 3-(1H-indol-3-yl)propanehydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1H-indol-3-yl)propanehydrazide(20401-90-5)
• EPA Substance Registry System: 3-(1H-indol-3-yl)propanehydrazide(20401-90-5)

Safety Data

• Hazardous Substances Data: 20401-90-5(Hazardous Substances Data)

Usage

General Description

3-(1H-indol-3-yl)propanehydrazide is a chemical compound with the molecular formula C11H13N3O. It is a hydrazide derivative of 3-(1H-indol-3-yl)propanoic acid and is often used in the field of medicinal chemistry and drug discovery. 3-(1H-indol-3-yl)propanehydrazide has shown potential as a pharmaceutical intermediate and in the development of new drugs. Its unique structure incorporating an indole moiety makes it of interest in various biological and pharmacological studies. Additionally, its hydrazide functionality makes it a versatile building block for the synthesis of diverse organic compounds. Further research and investigation into its properties and potential applications are warranted.

Upstream product

• 40641-03-0 ethyl 3-(indol-3-yl)propanoate 
• 830-96-6 Indole-3-propionic acid 
• 5548-09-4 Methyl indole-3-propionate 

Downstream Products

• 937247-23-9 tert-butyl (R)-1-(5-(2-(1H-indol-3-yl)ethyl)-4-(2,4-dimethoxybenzyl)-4H-1,2,4-triazol-3-yl)-2-(1H-indol-3-yl)ethylcarbamate 
• 937248-07-2 C₃₆H₄₀N₆O₄ 
• 937248-10-7 C₃₅H₃₈N₆O₃ 
• 937248-16-3 (R)-tert-butyl 1-(5-(2-(1H-indol-3-yl)ethyl)-4-(4-methoxybenzyl)-4H-1,2,4-triazol-3-yl)-2-(1H-indol-3-yl)ethylcarbamate 
• 937248-21-0 C₃₅H₃₈N₆O₃ 
• 937248-25-4 C₃₄H₃₆N₆O₂ 
• 937248-29-8 C₃₄H₃₅BrN₆O₂ 
• 937248-34-5 C₃₄H₃₅FN₆O₂ 
• 937248-38-9 C₃₄H₃₄Cl₂N₆O₂ 
• 937248-43-6 C₃₅H₃₈N₆O₂ 
• 937248-54-9 C₄₁H₄₂N₆O₂ 
• 1449036-27-4 5-(2-(1H-indol-3-yl)ethyl)-2-(4-(3,5,6-trichloropyridin-2-yloxy))-1,3,4-oxadiazole 
• 1449036-05-8 N'-(4-(3,5,6-trichloropyridin-2-yloxy)benzylidene)-3-(1H-indol-3-yl)propanehydrazide 
• 1449036-26-3 5-(3-(1H-indol-3-yl)ethyl)-2-(3-phenoxyphenyl)-1,3,4-oxadiazole 

Relevant articles and documents

4-Alkyl-1,2,4-triazole-3-thione analogues as metallo-β-lactamase inhibitors

In Gram-negative bacteria, the major mechanism of resistance to β-lactam antibiotics is the production of one or several β-lactamases (BLs), including the highly worrying carbapenemases. Whereas inhibitors of these enzymes were recently marketed, they only target serine-carbapenemases (e.g. KPC-type), and no clinically useful inhibitor is available yet to neutralize the class of metallo-β-lactamases (MBLs). We are developing compounds based on the 1,2,4-triazole-3-thione scaffold, which binds to the di-zinc catalytic site of MBLs in an original fashion, and we previously reported its promising potential to yield broad-spectrum inhibitors. However, up to now only moderate antibiotic potentiation could be observed in microbiological assays and further exploration was needed to improve outer membrane penetration. Here, we synthesized and characterized a series of compounds possessing a diversely functionalized alkyl chain at the 4-position of the heterocycle. We found that the presence of a carboxylic group at the extremity of an alkyl chain yielded potent inhibitors of VIM-type enzymes with Ki values in the μM to sub-μM range, and that this alkyl chain had to be longer or equal to a propyl chain. This result confirmed the importance of a carboxylic function on the 4-substituent of 1,2,4-triazole-3-thione heterocycle. As observed in previous series, active compounds also preferentially contained phenyl, 2-hydroxy-5-methoxyphenyl, naphth-2-yl or m-biphenyl at position 5. However, none efficiently inhibited NDM-1 or IMP-1. Microbiological study on VIM-2-producing E. coli strains and on VIM-1/VIM-4-producing multidrug-resistant K. pneumoniae clinical isolates gave promising results, suggesting that the 1,2,4-triazole-3-thione scaffold worth continuing exploration to further improve penetration. Finally, docking experiments were performed to study the binding mode of alkanoic analogues in the active site of VIM-2.

COMPOUNDS FOR TREATING RAC-GTPASE MEDIATED DISORDER

This disclosure relates to certain compounds that are effective in the treatment of a Rac-GTPase mediated disorder (e.g., acute lymphoblastic or chronic myelogenous leukemia), as well as methods for the manufacture of and the use of these compounds (e.g.,

Indole hydrazone compounds

The invention provides a compound of the formula I as shown in the description. In the formula, R is connected with the carbon atom at the 2nd or 3rd site of indolyl and is selected from none or C1-3 alkylene. Molecular tweezers of bisindole acylhydrazone have a good recognition cooperation function on inspected malic acid, tartaric acid, ascorbic acid and tryptophan, and have no recognition cooperation function on other inspected organic acids such as lactic acid, oxalic acid, tyrosine, histidine and serine. Therefore, due to the selective recognition property of a molecular tweezers receptor has the potential to be applied to fields such as analysis and separation of relevant organic acids in biological medicines, and transportation of organic acid medicines.