29984-62-1

Basic information

• Product Name: 7(1H)-Pteridinone, 4-amino-2-phenyl-
• CAS NO: 29984-62-1
• Molecular Formula: C12H9N5O
• Molecular Weight: 239.236
• Mol File: 29984-62-1.mol

Chemical Properties

• CAS DataBase Reference: 7(1H)-Pteridinone, 4-amino-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 7(1H)-Pteridinone, 4-amino-2-phenyl-(29984-62-1)
• EPA Substance Registry System: 7(1H)-Pteridinone, 4-amino-2-phenyl-(29984-62-1)

Safety Data

• Hazardous Substances Data: 29984-62-1(Hazardous Substances Data)

Upstream product

• 56472-04-9 4,6-diamino-5-nitroso-2-phenylpyrimidine 
• 49653-17-0 ethyl 2-ethoxyglycolate 
• 78270-90-3 2-phenylpyrimidine-4,5,6-triamine 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 

Downstream Products

• 1201639-38-4 4-N,N-dimethylaminomethyleneimino-2-phenyl-7(8H)-pteridone 
• 174522-72-6 4-Amino-2-phenyl-8-[2-deoxy-3,5-di-O-(4-chlorobenzoyl)-β-D-ribofuranosyl]-pteridine-7-one 
• 79378-82-8 4-amino-2-phenyl-8-(2,3,5-tri-O-benzoyl-β-D-erythro-pentofuranosyl)-7(8H)-pteridone 
• 79395-76-9 4-Amino-8-<2-desoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-ribofuranosyl>-2-phenyl-7(8H)-pteridinon 
• 79378-85-1 4-amino-2-phenyl-8-β-D-erythro-pentofuranosyl-7(8H)-pteridone 
• 79378-89-5 4-Amino-8-(2-desoxy-α-D-ribofuranosyl)-2-phenyl-7(8H)-pteridinon 
• 1070983-72-0 (2-Phenyl-7-trimethylsilanyloxy-pteridin-4-yl)-trimethylsilanyl-amine 

Relevant articles and documents

Nucleosides part LXVI I[1]: Synthesis of 4-amino-7(8H) pteridinone-N8-nucleosides-structural analogs of adenosine

Various 4-amino-7(8H)pteridones (6, 12, 14, 15, 20, 22) have been glycosylated with 1-chloro-2'-deoxy-D-ribofuranose derivatives (25, 26) applying the new DBU-salt method to form the N8-2'-deoxy-D-ribofuranosides (27-36) which can be regarded as 2'-deoxyadenosine analogs. Analogously reacted the 2-N,N-dimethyl-amino-methyleneimino-7(8H)pteridones (43-48) to give preferentially the corresponding N8-ss-D-anomers (49-55). Ribosylation with 1-bromo-2,3,5-tri-O-benzoyl-a-D-ribofuranose (56) proceeded as well with 6, 12, 15, 45, and 46 to yield to N8-ss-D-ribofuranosides 57-61. Sugar deprotection led to the free N8-2'-deoxy-ss-D-ribofuranosides 37-42 and N8-ss-D-ribofurano-sides 62-65, respectively. Glycosylations via the silyl-method under Vorbruggen conditions led with 6, 12 and 15 to the same results, however, 4-amino-6-phenyl-7(8H)pteridone (14) reacted differently forming the N1-ss-D-ribofuranosides (71, 79) and the N1-2'-deoxy - and ss-D-ribofuranosides 73, 74, 77, 78. The assignments of the structures have been achieved by 1H-NMR- and UV-spectra. C,H,N-elemental analyses account for the composition.

Pteridine nucleotide analogs as fluorescent DNA probes

The invention provides novel pteridine nucleotides which are highly fluorescent under physiological conditions and which may be used in the chemical synthesis of fluorescent oligonucleotidcs. The invention further provides for fluorescent oligonucleotides comprising one or more pteridine nucleotides. In addition the invention provides for pteridine nucleotide triphosphates which may be used as the constituent monomers in DNA amplification procedures.

Nucleosides, XXXVI. - Synthesis and Properties of 4-Amino-8-β-D-ribofuranosyl-7(8H)-pteridinone and its 2- and 6-Phenyl Derivatives.

4-Amino-7(8H)-pteridinone (5) and its 2- and 5-phenyl derivatives (6-8) are converted by the Silyl-Hilbert-Johnson method to the corresponding acylated N-8-ribosides (15-18, 23, 24).Deacylation led to the free pteridine nucleosides (19-22, 25) which can b