20277-02-5

Basic information

• Product Name: (4-HYDROXY-PHENYL)-ACETIC ACID HYDRAZIDE
• Synonyms: CHEMBRDG-BB 3015278;ART-CHEM-BB B015278;(4-HYDROXY-PHENYL)-ACETIC ACID HYDRAZIDE;AKOS B015278;2-(4-hydroxyphenyl)acetohydrazide(SALTDATA: FREE);Benzeneacetic acid, 4-hydroxy-, hydrazide;2-(4-hydroxyphenyl)ethanehydrazide
• CAS NO: 20277-02-5
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• Mol File: 20277-02-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 455.7 °C at 760 mmHg
• Flash Point: 229.4 °C
• Appearance: /
• Density: 1.275 g/cm³
• Vapor Pressure: 6.37E-09mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (4-HYDROXY-PHENYL)-ACETIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-HYDROXY-PHENYL)-ACETIC ACID HYDRAZIDE(20277-02-5)
• EPA Substance Registry System: (4-HYDROXY-PHENYL)-ACETIC ACID HYDRAZIDE(20277-02-5)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53
• Safety Statements: 26-36/37/39-61-60
• HazardClass: IRRITANT
• Hazardous Substances Data: 20277-02-5(Hazardous Substances Data)

Usage

General Description

(4-HYDROXY-PHENYL)-ACETIC ACID HYDRAZIDE, also known as 4-hydroxyphenylacetic hydrazide or PAAH, is a chemical compound with the molecular formula C8H10N2O3. It is an organic hydrazide derivative of 4-hydroxyphenylacetic acid, and is commonly used as a reagent in the synthesis of pharmaceuticals and agrochemicals. PAAH is a white to off-white crystalline powder with a melting point of 132-138°C, and is typically stored in cool, dry conditions away from light and air. Its primary applications include its use as an intermediate in the synthesis of other compounds, or as a building block in the preparation of peptide and protein conjugates for research purposes. Additionally, PAAH is also used as a reagent in the analysis of carbonyl compounds and in the synthesis of fragrances and flavorings.

InChI:InChI=1/C8H10N2O2/c9-10-8(12)5-6-1-3-7(11)4-2-6/h1-4,11H,5,9H2,(H,10,12)

Upstream product

• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 17138-28-2 (4-hydroxy-phenyl)-acetic acid ethyl ester 
• 156-38-7 4-hydroxyphenylacetate 
• 37859-23-7 2-(p-hydroxyphenyl)acetyl chloride 

Downstream Products

• 437608-70-3 4-((4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)methyl)phenol 
• 828251-44-1 (4-hydroxy-phenyl)-acetic acid [(3Z)-4-bromo-5-methyl-2-oxo-1,2-dihydro-indol-3-ylidene]-hydrazide 
• 828251-83-8 (4-hydroxy-phenyl)-acetic acid [(3Z)-4-chloro-5-methoxy-2-oxo-1,2-dihydro-indol-3-ylidene]-hydrazide 
• 828251-86-1 (4-hydroxy-phenyl)-acetic acid [(3Z)-6,7-dichloro-4-hydroxy-5-methoxy-2-oxo-1,2-dihydro-indol-3-ylidene]-hydrazide 
• 940057-40-9 4-((6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)phenol 
• 1109271-22-8 5-(4-hydroxyphenyl)methyl-2-mercapto-1,3,4-oxadiazole 
• 1147839-91-5 (4-hydroxy-phenyl)-acetic acid (3,5-dibromo-2,4-dihydroxybenzylidene)-hydrazide 
• 1276691-27-0 C₁₆H₁₅N₃O 
• 1456614-19-9 C₁₃H₁₅N₅O₃S 
• 1456613-97-0 2-(4-hydroxybenzyl)-5-thioxo-5,6-dihydro-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7(4H)-one 

Relevant articles and documents

Co and Cu complexes with 2-acetylpyridine-4-hydroxy phenylacetyl acylhydrazone: Synthesis, crystal structures, CT-DNA/BSA binding behaviors, antibacterial activities and molecular docking studies

Two mononuclear complexes [Co(HL)L]NO3 (1) and [Cu(HL)2](NO3)2 (2)were synthesized from the reaction of 2-acetylpyridine-4-hydroxy phenylacetyl acylhydrazone (HL) with copper/cobalt nitrate hydrate. The single-c

Inhibitory potential of new phenolic hydrazide-hydrazones with a decoy substrate fragment towards laccase from a phytopathogenic fungus: SAR and molecular docking studies

Laccase from pathogenic fungi participates in both the delignification and neutralization of phytoantibiotics. Furthermore, it interferes with the hormone signaling in plants and catalyzes melanization. Infections of these pathogens contribute to loss in

2,3,4-Trihydroxybenzyl-hydrazide analogues as novel potent coxsackievirus B3 3C protease inhibitors

Human coxsackievirus B3 (CVB3) 3C protease plays an essential role in the viral replication of CVB3, which is a non-enveloped and positive single-stranded RNA virus belonging to Picornaviridae family, causing acute viral myocarditis mainly in children. During optimization based on SAR studies of benserazide (3), which was reported as a novel anti-CVB3 3Cpro agent from a screening of compound libraries, the 2,3,4-trihydroxybenzyl moiety of 3 was identified as a key pharmacophore for inhibitory activity against CVB3 3Cpro. Further optimization was performed by the introduction of various aryl-alkyl substituted hydrazide moieties instead of the serine moiety of 3. Among the optimized compounds, 11Q, a 4-hydroxyphenylpentanehydrazide derivative, showed the most potent inhibitory activity (IC50 Combining double low line 0.07 μM). Enzyme kinetics studies indicated that 11Q exhibited a mixed inhibitory mechanism of action. The antiviral activity against CVB3 was confirmed using the further derived analogue (14b) with more cell permeable valeryl ester group at the 2,3,4-trihydroxy moiety.