5502-78-3

Basic information

• Product Name: 9-METHYLGUANINE
• Synonyms: 2-AMINO-6-HYDROXY-9-METHYLPURINE;9-METHYLGUANINE;2-amino-1,9-dihydro-9-methyl-6H-purin-6-one;2-Amino-9-methyl-1,9-dihydro-6H-purine-6-one;2-Amino-9-methyl-1H-purin-6(9H)-one;N9-Methylguanine;2-amino-9-methyl-3H-purin-6-one;2-azanyl-9-methyl-3H-purin-6-one
• CAS NO: 5502-78-3
• Molecular Formula: C₆H₇N₅O
• Molecular Weight: 165.15
• EINECS: 226-839-4
• Product Categories: Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Purines
• Mol File: 5502-78-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: ≥300 °C
• Boiling Point: 503.9°C at 760 mmHg
• Flash Point: 258.6°C
• Appearance: /
• Density: 1.83g/cm³
• Vapor Pressure: 2.78E-10mmHg at 25°C
• Refractive Index: 1.864
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• BRN: 174008
• CAS DataBase Reference: 9-METHYLGUANINE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-METHYLGUANINE(5502-78-3)
• EPA Substance Registry System: 9-METHYLGUANINE(5502-78-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 5502-78-3(Hazardous Substances Data)

Usage

General Description

9-Methylguanine is a naturally occurring chemical compound that is a derivative of guanine, one of the four main nucleobases found in DNA and RNA. It is formed by the addition of a methyl group to the 9th position of the guanine base. 9-Methylguanine is known to be a mutagenic compound, meaning that it has the potential to cause genetic mutations by altering the structure of DNA. It is also used as a base-pair analog in studies of DNA replication and repair, and has been investigated for its potential therapeutic applications in cancer treatment. Additionally, 9-methylguanine has been found to be present in certain foods and beverages, although its exact role in these contexts is not well understood.

InChI:InChI=1/C6H7N5O/c1-11-2-8-3-4(11)9-6(7)10-5(3)12/h2H,1H3,(H3,7,9,10,12)

Upstream product

• 527-57-1 2,5-diamino-1H-pyrimidine-4,6-dione 
• 556-61-6 methyl thioisocyanate 
• 131490-67-0 1-methyl-5-<(thiocarbamoyl)amino>-1H-imidazole-4-carboxamide 
• 3035-73-2 6-chloro-9-methyl-9H-2-purinylamine 
• 10310-21-1 2-Amino-6-chloropurin 
• 64-18-6 formic acid 
• 77287-34-4 formamide 
• 86296-75-5 2-amino-6-(methylamino)-5-nitrosopyrimidin-4(3H)-one 
• 152833-01-7 O⁶-benzyl-9-methylguanine 
• 7732-18-5 water 
• 598-54-9 copper (I) acetate 
• 1198-33-0 9-methylxanthine 
• 131490-63-6 5-<amino>-1-methyl-1H-imidazole-4-carboxamide 
• 21343-04-4 5-amino-1-methyl-1H-imidazole-4-carboxamide 

Downstream Products

• 158982-11-7 2-amino-6-benzylamino-9-purine 
• 101622-51-9 olomoucine 
• 56-41-7 L-alanin 
• 99626-38-7 chloro-dinitrogen-hydrido-9-methylguanidine-bis-(triphenylphosphine)-iridium(III)-nonafluorobutansulfonate 
• 99626-35-4 chloro-hydrido-9-methylguanine-bis-(triphenylphosphine)-iridium(III)-tetrafluoroborate 
• 1140968-23-5 Cl₂CuHOC₆H₄(C₅H₄N)(CH₃)C₃N₂COOCH₃(C₅H₄N₅OCH₃) 
• 1274711-17-9 C₁₃H₁₂FN₅OS 
• 1274711-18-0 C₉H₁₃N₅OS 
• 99626-40-1 {((C₆H₅)3P)2(Cl)(H₂O)HIr(C₅H₂N₄(CH₃)(NH₂)(O))}⁽¹⁺⁾*C₄F₉SO₃^(1-) = {((C₆H₅)3P)2(Cl)(H₂O)(H)Ir(C₅H₂N₄(CH₃)(NH₂)(O))}SO₃C₄F₉ 
• 2835-81-6 2-aminobutanoic acid 
• 2382-18-5 2-amino-9-methyl-1,9-dihydro-purine-6-thione 

Relevant articles and documents

Preparation of a methylated DNA standard, and its stability on storage

Several methods are available for the determination of low levels of O6-methylguanine in DNA; this base arises after methylation by environmental carcinogens. The reliability of these assays is much improved by the use of a standard. We have prepared such a standard by treating calf thymus DNA with [3H-methyl]-N-methyl-N-nitrosourea. We characterized the methylated bases by hydrolysis of a sample to nucleosides, followed by liquid chromatography and liquid scintillation counting of the tritium content. The level of O6- methylguanine was 0.6 per one million nucleotides. This base is stable, and its level was unchanged after storage for 5 years at -20 °C. The methylated DNA also contained 7-methylguanine and 3-methyladenine, which are slowly cleaved from the DNA on standing. The half-life for loss of 7-methylguanine at neutral pH was estimated to be 70 h at 39 °C, 460 h at 22 °C, 3800 h at 10 °C, and about 4 years at -20 °C.

HETEROCYCLIC GTP CYCLOHYDROLASE 1 INHIBITORS FOR THE TREATMENT OF PAIN

The present invention relates to the field of small molecule heterocyclic inhibitors of GTP cyclohydrolase (GCH-I), or a tautomer, prodrug, or pharmaceutically acceptable salt thereof. The invention also features pharmaceutical compositions of the compounds and the medical use of these compounds for the treatment or prevention of pain (e.g., inflammatory pain, nociceptive pain, functional pain, or neuropathic pain).

2-Amino-6-(1,2,4-triazol-4-yl)-purine: A useful intermediate in the synthesis of 9-alkylguanines

2-Amino-6-(1,2,4-triazol-4-yl)purine, prepared from 2,6-diaminopurine, was regioselectively alkylated at position 9. Subsequent alkaline hydrolysis afforded 9-alkylguanines in high yield. (C) 2000 Elsevier Science Ltd.