708-74-7

Basic information

• Product Name: 2,4-Pteridinediamine,6-methyl-
• Synonyms: Pteridine,2,4-diamino-6-methyl- (6CI,7CI,8CI);2,4-Diamino-6-methylpteridine;6-Methyl-2,4-diaminopteridine;NSC 79658;6-Methylpteridine-2,4-diamine
• CAS NO: 708-74-7
• Molecular Formula: C₇H₈N₆
• Molecular Weight: 176.1786
• Product Categories: PIPERIDINE
• Mol File: 708-74-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 479.5 °C at 760 mmHg
• Flash Point: 275.4 °C
• Appearance: /
• Density: 1.502 g/cm³
• Vapor Pressure: 2.34E-09mmHg at 25°C
• Refractive Index: 1.791
• PKA: pKa 5.5(H2O,t undefined,I=0.1) (Uncertain)
• CAS DataBase Reference: 2,4-Pteridinediamine,6-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pteridinediamine,6-methyl-(708-74-7)
• EPA Substance Registry System: 2,4-Pteridinediamine,6-methyl-(708-74-7)

Safety Data

• Hazardous Substances Data: 708-74-7(Hazardous Substances Data)

Usage

General Description

2,4-Pteridinediamine,6-methyl- is a chemical compound that belongs to the class of pteridines. It is a derivative of pteridine and has a molecular formula of C7H8N6. 2,4-Pteridinediamine,6-methyl- is commonly used in the synthesis of various pharmaceuticals and dyes. It has also been studied for its potential applications in the treatment of certain diseases, including cancer and diabetes. Additionally, 2,4-Pteridinediamine,6-methyl- has been found to exhibit antioxidant and anti-inflammatory properties, making it a potentially valuable compound for various medical and industrial purposes.

InChI:InChI=1/C7H8N6/c1-3-2-10-6-4(11-3)5(8)12-7(9)13-6/h2H,1H3,(H4,8,9,10,12,13)

Upstream product

• 1004-74-6 2,4,5,6-tetraaminopyrimidine 
• 73323-67-8 N-acetyl-α-aminopropionaldehyde 
• 79614-35-0 1-(benzenesulfonyl)-4-methylimidazolin-2-one 
• 83736-00-9 1-(4-Fluoro-benzenesulfonyl)-4-methyl-1,3-dihydro-imidazol-2-one 
• 79614-36-1 1-(4'-chlorobenzenesulfonyl)-4-methylimidazolin-2-one 
• 83736-03-2 1-(4-Bromo-benzenesulfonyl)-4-methyl-1,3-dihydro-imidazol-2-one 
• 83735-99-3 1-(4-Methoxy-benzenesulfonyl)-4-methyl-1,3-dihydro-imidazol-2-one 
• 83736-01-0 1-(2,5-Dichloro-benzenesulfonyl)-4-methyl-1,3-dihydro-imidazol-2-one 
• 83736-02-1 1-(2,5-Dibromo-benzenesulfonyl)-4-methyl-1,3-dihydro-imidazol-2-one 
• 54972-20-2 1-tosyl-4-methylimidazolin-2-one 
• 867-54-9 1,1-dibromopropan-2-one 
• 5392-28-9 2,4,5,6-tetraaminopyrimidine sulfate 
• 152941-77-0 4-amino-6-methyl-2-pivaloylaminopteridine 
• 39944-62-2 2,4,5,6-tetraamino-pyrimidine dihydrochloride 

Downstream Products

• 708-75-8 2-amino-6-methylpteridin-4(1H)-one 
• 86669-33-2 methotrexate di-t-butyl ester 
• 113311-25-4 2,4-diamino-6-dibromomethylpteridine 
• 59368-16-0 6-bromomethyl-pteridine-2,4-diamine 
• 59-05-2 N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid 

Relevant articles and documents

One-step synthesis of lumazine and xanthine: First co-crystal of lumazine and perchloric acid with a unique monohydrated hydronium ion (H 5O2+) mediated supramolecular assembly of the lumazine dimer

A perchloric acid mediated one-step synthesis of lumazine derivatives from pterins and xanthine from guanine is reported. However, 2-pivaloylamino derivatives of pterins underwent simple hydrolysis of the pivaloylamino group generating free pterin compounds, but the 2-oxo derivatives, that is, the lumazine compounds, were not obtained. A novel supramolecular assembly is constructed by the unique hydrogen bonding of H5O2 + bridging two hydrogen-bonded dimers of lumazine to form the co-crystal 21 with aqueous perchloric acid. In contrast, N2-pivaloyl- 6-bromo-5-deazapterin was simply hydrolysed to form the protonated deazapterin 22, which forms a unique six-membered cyclic hydrogen-bonded structure leading to the generation of a polymeric supramolecular assembly. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

PROTECTION AND DEPROTECTION OF FUSED 2-AMINO-4(3H)PYRIMIDONES: CONVERSION OF PTERINS AND 5-DEAZAPTERINS TO 2,4-DIAMINO DERIVATIVES

5-Deazapterins and pterins are readily converted to their 4-deoxy-4-amino derivatives (a lactam-to-amidine conversion) by reaction with 4-chlorophenyl phosphorodichloridate and 1,2,4-triazole to give intermediate 4- derivatives, followed by reaction with aqueous ammonia.Some anomalous results obtained by application of the Mitsunobu reaction (normally a lactam-to-lactim ether conversion) to 5-deazapterins are detailed.

REACTION OF TETRAAMINOPYRIMIDINE WITH 1-ARYLSULFONYL-4-METHYLIMIDAZOLIN-2-ONES

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