21149-26-8

Basic information

• Product Name: 8-HYDROXYADENINE
• Synonyms: 8-OH-ADE;8-HYDROXYADENINE;6-amino-1,7-dihydro-Purin-8-one;6(1H)-Imino-7H-purine-8(9H)-one;6-Amino-7,9-dihydro-8H-purine-8-one;6-Amino-7H-purine-8-ol;6-Amino-9H-purin-8-ol;8-Oxoadenine
• CAS NO: 21149-26-8
• Molecular Formula: C₅H₅N₅O
• Molecular Weight: 151.13
• Product Categories: Amines;Aromatics;Bases & Related Reagents;Metabolites & Impurities;Nucleotides
• Mol File: 21149-26-8.mol

Chemical Properties

• Melting Point: >320 °C (decomp)
• Boiling Point: 220.7°Cat760mmHg
• Flash Point: 87.3°C
• Appearance: /
• Density: 1.577g/cm³
• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: 1.685
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Aqueous Acid (Slightly), Chloroform (Slightly), DMSO (Slighty, Heated, Sonicated
• PKA: 7.27±0.40(Predicted)
• CAS DataBase Reference: 8-HYDROXYADENINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-HYDROXYADENINE(21149-26-8)
• EPA Substance Registry System: 8-HYDROXYADENINE(21149-26-8)

Safety Data

• Hazardous Substances Data: 21149-26-8(Hazardous Substances Data)

Usage

Uses

8-Hydroxyadenine is an adenine metabolite, which can be used as a plant growth regulator.

InChI:InChI=1/C5H5N5O/c6-3-2-4(8-1-7-3)10-5(11)9-2/h1H,(H4,6,7,8,9,10,11)

Upstream product

• 66224-66-6 adenine 

Downstream Products

• 303014-70-2 (S)-6-Amino-9-[2-hydroxy-3-(trityloxy)propyl]-7H-purin-8(9H)-one 
• 303014-71-3 6-Amino-7,9-bis[(2S)-2-hydroxy-3-(trityloxy)propyl]-7H-purin-8(9H)-one 
• 1427272-52-3 6-amino-9-(cyclohexylmethyl)-7H-purin-8(9H)-one 
• 21266-35-3 6-amino-9-benzyl-7H-purin-8(9H)-one 
• 120-89-8 parabanic acid 
• 61066-33-9 pyrimidine-2,4,5,6(1H,3H)-tetraone 
• 57-13-6 urea 

Relevant articles and documents

Reaction of purines with hydroxyl radical generated by photolysis of mercaptopyridine-N-oxides

The UV-photolysis of 4-mercaptopyridine-N-oxyde in aqueous solution is shown to be an efficient method of generating HO. radicals, as an alternative to the radiolysis of water. The reaction of adenine with HO. produced by the photolytic method resulted in the formation of 8-hydroxyadenine and 4,6-diamino-5-formamidopyrimidine in conditions and yields similar to those observed when HO. is produced by water radiolysis. ESR studies of the transients formed upon reaction of HO. with xanthine showed the formation of a radical anion in neutral conditions and a radical dianion at high pH values, due to the oxidation of the substrate by the conjugate base of HO., the O.- radical.

Structure of the Antifungal Nucleotide Antibiotic Phosmidosine

The structure of phosmidosine (1), a novel proline-containing nucleotide antibiotic from Streptomyces durhameusis, active against the pathogenic fungus Botrytis cinerea, was determined by mass spectrometry and NMR spectroscopy.Homologs 2, 3, and the isomer 4 were detected and characterized using approaches based principally on tandem mass spectrometry and combined liquid chromatography-mass spectrometry which permitted assignment of most structural features directly in the crude isolate without prior isolation of individual components.Conversion of 1-4 to the O-isopropylidene derivatives 1a-4a by a microscale procedure resulted in enhanced fast atom bombardment ionization (FAB) signal to background sensitivity.Collision-induced dissociation mass spectra were aquired from molecular ions and ion source-generated fragment ions and used in conjunction with FAB-deuterium exchange methods for the assignment of structural differences between 1a-4a.