2099-73-2

Basic information

• Product Name: 1,3-Dimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione
• Synonyms: 1,3-Dimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione;1,3-Dimethyl-8-nitro-1H-purine-2,6(3H,9H)-dione;8-NITROTHEOPHYLLINE;1,3-Dimethyl-8-nitro-3,9-dihydro-purine-2,6-dione
• CAS NO: 2099-73-2
• Molecular Formula: C₇H₇N₅O₄
• Molecular Weight: 225.16
• Mol File: 2099-73-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 535°Cat760mmHg
• Flash Point: 277.4°C
• Appearance: /
• Density: 1.67g/cm³
• Vapor Pressure: 1.6E-11mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: 2-8°C
• PKA: pKa 3.55± 0.05(H2O,t =25,I=0.03) (Uncertain)
• CAS DataBase Reference: 1,3-Dimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione(2099-73-2)
• EPA Substance Registry System: 1,3-Dimethyl-8-nitro-3,7-dihydro-1H-purine-2,6-dione(2099-73-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 2099-73-2(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

InChI:InChI=1/C7H7N5O4/c1-10-4-3(5(13)11(2)7(10)14)8-6(9-4)12(15)16/h1-2H3,(H,8,9)

Upstream product

• 58-55-9 theophylline 

Downstream Products

• 42297-40-5 1,3,7-trimethyl-2,6-dioxo-8-nitro-1H,3H,7H-xanthine 
• 5426-45-9 8-Methylaminotheophyllin 
• 135574-30-0 7-Allyl-8-amino-1,3-dimethylxanthine 
• 577-66-2 8-Ethoxy-3,7-dihydro-1,3,7-trimethyl-1H-purin-2,6-dion 
• 5415-44-1 1,3,7-trimethyluric acid 
• 155581-82-1 N-[4-(7-Ethyl-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylsulfamoyl)-phenyl]-acetamide 
• 31950-61-5 8-Amino-7-benzyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione 
• 78146-62-0 7-methyl-8-dimethylaminotheophylline 
• 155581-81-0 4-acetylamino-N-(1,3,7-trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-benzenesulfonamide 
• 109286-40-0 7-benzyl-8-chloro-1,3-dimethyl-1,3,7-trihydropurine-2,6-dione 
• 25314-95-8 8-chloro-7-ethyl-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione 
• 4921-49-7 8-chlorocaffeine 
• 37789-28-9 8-Aminocaffeine 

Relevant articles and documents

Purines. XIV [1]. Synthesis and properties of 8-nitroxanthine and its N- methyl derivatives

Xanthine (1) and its N-methyl derivatives 2-16 have been nitrated to the corresponding 8-nitro derivatives 17-32 under different reaction conditions. Nitration in glacial acetic acid with nitric acid works well with the N-7 unsubstituted and some of the 9-methylxanthines, respectively, whereas the 7- methylxanthine derivatives react best with nitronium tetrafluoroborate in sulfolane or glacial acetic acid. The 8-nitro group can be displaced nucleophilically to form 8-chloro-, 33, 34, 8-ethoxy-, 35, 36, and uric acid derivatives 37-40, respectively. The newly synthesized 8-nitroxanthines have been characterized by elemental analyses, pK-determinations and uv and 1H- nmr spectra.