2683-90-1

Basic information

• Product Name: 8-AZAHYPOXANTHINE
• Synonyms: 8-AZAHYPOXANTHINE;4,5-dihydro-1H-triazolo(4,5-d)pyrimidin-4-ol;7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one, 1,4-dihydro- (9CI);8-AZAHYPOXANTHINE HYDRATE;7H-1,2,3-Triazolo4,5-dpyrimidin-7-one, 1,4-dihydro-;3H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL;1,4-Dihydro-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one;8-Azahypoxanthine,98%
• CAS NO: 2683-90-1
• Molecular Formula: C₄H₃N₅O
• Molecular Weight: 137.1
• EINECS: 220-244-3
• Product Categories: PYRIMIDINE;Biochemistry;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Fused Ring Systems
• Mol File: 2683-90-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 332 °C (decomp)(Solv: water (7732-18-5))
• Boiling Point: 251.91°C (rough estimate)
• Flash Point: 91.7 °C
• Appearance: Light yellow to light beige/Fine Crystalline Powder
• Density: 1.5530 (rough estimate)
• Vapor Pressure: 0.0548mmHg at 25°C
• Refractive Index: 1.8000 (estimate)
• Storage Temp.: Refrigerator
• PKA: 7.17±0.20(Predicted)
• CAS DataBase Reference: 8-AZAHYPOXANTHINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-AZAHYPOXANTHINE(2683-90-1)
• EPA Substance Registry System: 8-AZAHYPOXANTHINE(2683-90-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• Hazardous Substances Data: 2683-90-1(Hazardous Substances Data)

Usage

Chemical Properties

light yellow to light beige fine crystalline

InChI:InChI=1/C4H3N5O/c10-4-2-3(5-1-6-4)8-9-7-2/h1-2H,(H,5,6,7,8,10)

Upstream product

• 4316-98-7 6-chloro-4,5-diaminopyrimidine 
• 4342-07-8 5-amino-1,2,3-triazole-4-carboxamide 
• 109-94-4 formic acid ethyl ester 
• 1672-50-0 5,6-diamino-4(3H)-pyrimidinone 
• 7732-18-5 water 
• 64-19-7 acetic acid 
• 116434-79-8 5,6-diamino-3H-pyrimidin-4-one; hydrochloride 

Downstream Products

• 4342-07-8 5-amino-1,2,3-triazole-4-carboxamide 
• 21323-67-1 7-Amino-<1,2,3>thiadiazolo<5,4-d>pyrimidin 
• 609342-58-7 Acetic acid (1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-(7-oxo-6,7-dihydro-[1,2,3]triazolo[4,5-d]pyrimidin-1-ylmethoxy)-cyclohexyl ester 
• 609342-57-6 Acetic acid (1S,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-(7-oxo-6,7-dihydro-[1,2,3]triazolo[4,5-d]pyrimidin-3-ylmethoxy)-cyclohexyl ester 
• 186519-30-2 (3-chloro-phenyl)-(1H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-amine hydrochloride 

Relevant articles and documents

N8-Glycosylated 8-Azapurine and Methylated Purine Nucleobases: Synthesis and Study of Base Pairing Properties

In this report, we present the synthesis of N8-glycosylated 8-aza-2-methylhypoxanthine and 8-aza-6-thiohypoxanthine 2′-deoxynucleosides as well as methylated 2′-deoxynebularine derivatives. In vitro base pairing properties between each modified and canonical nucleobase were studied. As demonstrated by Tm, incorporation of the modified bases in DNA resulted, with few exceptions, in low stability of duplexes. Modified bases studied in this report are preferentially recognized by T (for N8-glycosylated 8-aza-2-methylhypoxanthine and methylated purines) and G (N8-glycosylated 8-aza-2-methylhypoxanthine). The base pair formed between N8-glycosylated 8-aza-6-thiohypoxanthine and N9-glycosylated 2-methyl-6-thiohypoxanthine (X2:X6) showed, to some extent, an orthogonal interaction. Based on Tm studies, the only potential self-pairing system is formed by the N8-glycosylated 8-aza-6-thiohypoxanthine nucleoside (X2) but only in the absence of canonical G and T. This study indicated that the canonical thymine base is the preferential base partner of methylated purine bases.