7732-44-7

Basic information

• Product Name: AKOS B014994
• Synonyms: AKOS B014994;CHEMBRDG-BB 3014994;ART-CHEM-BB B014994;1-Hydroxy-2-naphthohydrazide;1-Hydroxy-naphthalene-2-carboxylicacid hydrazide;1-hydroxy-2-naphthohydrazide(SALTDATA: FREE);1-hydroxy-2-naphthalenecarbohydrazide;1-hydroxynaphthalene-2-carbohydrazide
• CAS NO: 7732-44-7
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.21
• Mol File: 7732-44-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.352g/cm³
• Refractive Index: 1.711
• Storage Temp.: 2-8°C
• CAS DataBase Reference: AKOS B014994(CAS DataBase Reference)
• NIST Chemistry Reference: AKOS B014994(7732-44-7)
• EPA Substance Registry System: AKOS B014994(7732-44-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 7732-44-7(Hazardous Substances Data)

Usage

General Description

AKOS B014994 is a chemical compound that is a derivative of phenethylamine and belongs to the benzylamine class of compounds. It is often used as an intermediate in organic synthesis and drug development. It has been implicated in the inhibition of monoamine oxidase, a key enzyme involved in the metabolism of neurotransmitters such as dopamine and serotonin. This suggests that AKOS B014994 may have potential therapeutic applications in the treatment of conditions such as depression and anxiety. However, further research is needed to fully understand its pharmacological properties and potential uses.

InChI:InChI=1/C11H10N2O2/c12-13-11(15)9-6-5-7-3-1-2-4-8(7)10(9)14/h1-6,14H,12H2,(H,13,15)

Upstream product

• 948-03-8 1-hydroxy-naphthalene-2-carboxylic acid methyl ester 
• 33950-71-9 ethyl 1-hydroxy-2-naphthoate 
• 86-48-6 1-hydroxy-2-naphthoic acid 

Downstream Products

• 1147840-46-7 1-hydroxy-naphthalene-2-carboxylic acid (3,5-dibromo-2,4-dihydroxy-benzylidene)-hydrazide 

Relevant articles and documents

Synthesis and Anti-Proliferative Activity of Sulfanyltriazolylnaphthalenols and Sulfanyltriazolylnaphthalene-1,4-diones

A series of new sulfanyltriazolylnaphthalenols (10a–f and 13a–f) and sulfanyltriazolylnaphthalene-1,4-diones (14a–f) were synthesized and evaluated against a panel of cancer cell lines. Among the tested compounds, 10b and 10d showed the best anti-prolifer

4-Amino-1,2,4-triazole-3-thione-derived Schiff bases as metallo-β-lactamase inhibitors

Resistance to β-lactam antibiotics in Gram-negatives producing metallo-β-lactamases (MBLs) represents a major medical threat and there is an extremely urgent need to develop clinically useful inhibitors. We previously reported the original binding mode of 5-substituted-4-amino/H-1,2,4-triazole-3-thione compounds in the catalytic site of an MBL. Moreover, we showed that, although moderately potent, they represented a promising basis for the development of broad-spectrum MBL inhibitors. Here, we synthesized and characterized a large number of 4-amino-1,2,4-triazole-3-thione-derived Schiff bases. Compared to the previous series, the presence of an aryl moiety at position 4 afforded an average 10-fold increase in potency. Among 90 synthetic compounds, more than half inhibited at least one of the six tested MBLs (L1, VIM-4, VIM-2, NDM-1, IMP-1, CphA) with Ki values in the μM to sub-μM range. Several were broad-spectrum inhibitors, also inhibiting the most clinically relevant VIM-2 and NDM-1. Active compounds generally contained halogenated, bicyclic aryl or phenolic moieties at position 5, and one substituent among o-benzoic, 2,4-dihydroxyphenyl, p-benzyloxyphenyl or 3-(m-benzoyl)-phenyl at position 4. The crystallographic structure of VIM-2 in complex with an inhibitor showed the expected binding between the triazole-thione moiety and the dinuclear centre and also revealed a network of interactions involving Phe61, Tyr67, Trp87 and the conserved Asn233. Microbiological analysis suggested that the potentiation activity of the compounds was limited by poor outer membrane penetration or efflux. This was supported by the ability of one compound to restore the susceptibility of an NDM-1-producing E. coli clinical strain toward several β-lactams in the presence only of a sub-inhibitory concentration of colistin, a permeabilizing agent. Finally, some compounds were tested against the structurally similar di-zinc human glyoxalase II and found weaker inhibitors of the latter enzyme, thus showing a promising selectivity towards MBLs.