6811-77-4

Basic information

• Product Name: 3-deazaadenine
• Synonyms: 3-deazaadenine;4-Amino-1H-imidazo[4,5-c]pyridine;1H-IMidazo(4,5-c)pyridin-4-aMine;3H-IMidazo[4,5-c]pyridin-4-aMine;1H-IMidazo[4,5-c]pyridin-...;3-deazaadenine-6;4-Amino-3H-imidazo[4,5-c]pyridine
• CAS NO: 6811-77-4
• Molecular Formula: C₆H₆N₄
• Molecular Weight: 134.14
• Mol File: 6811-77-4.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 529.3°C at 760 mmHg
• Flash Point: 307.3°C
• Appearance: /
• Density: 1.48g/cm³
• Vapor Pressure: 2.73E-11mmHg at 25°C
• Refractive Index: 1.806
• Storage Temp.: 2-8°C(protect from light)
• Solubility: DMSO (Slightly, Heated)
• PKA: 11.37±0.40(Predicted)
• CAS DataBase Reference: 3-deazaadenine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-deazaadenine(6811-77-4)
• EPA Substance Registry System: 3-deazaadenine(6811-77-4)

Safety Data

• Hazardous Substances Data: 6811-77-4(Hazardous Substances Data)

Usage

General Description

3-deazaadenine is a synthetic analog of adenine, a purine nucleotide base found in DNA and RNA. It differs from adenine by the replacement of a nitrogen atom with a carbon atom at the 3 position, hence the name "3-deaza" adenine. This modification results in a chemical structure with similar properties to natural adenine, including its ability to form hydrogen bonds and participate in base pairing, but with altered chemical reactivity. 3-deazaadenine is used in the study of nucleic acid structure and function, and has potential applications in drug development and nucleic acid-based therapies. Its modified structure may offer unique biological activities and improved pharmacokinetic properties compared to natural adenine.

InChI:InChI=1/C6H6N4/c7-6-5-4(1-2-8-6)9-3-10-5/h1-3H,(H2,7,8)(H,9,10)

Upstream product

• 149299-08-1 4-chloro-1⁽³⁾H-imidazo[4,5-c]pyridine; hydrochloride 
• 2789-25-5 2-chloro-3-nitropyridin-4-amine 
• 14432-12-3 4-Amino-2-chloropyridine 
• 129266-19-9 4-amino-3-(2'-deoxy-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-c>pyridine 
• 131425-05-3 4-amino-3-(2',3'-dideoxy-β-D-glycero-pentofuranosyl)-3H-imidazo<4,5-c>pyridine 
• 54-96-6 3,4-diaminopyridine 
• 91184-02-0 1H-Imidazo[4,5-c]pyridine-N-oxide 
• 272-97-9 Imidazo<4,5-c>pyridin 
• 161263-95-2 2-(morpholin-4-yl)-pyridine-3,4-diamine 
• 14432-16-7 2-chloro-4-nitropyridine-N-oxide 
• 2402-95-1 2-chloropyridine-N-oxide 
• 109-09-1 2-chloropyridine 
• 1207615-07-3 7H-imidazo[4,5-c]tetrazo[1,5-a]pyridine 
• 2897-43-0 2,6-dichloro-3-nitropyridin-4-amine 

Downstream Products

• 114978-81-3 4-amino-1-<4-(benzoyloxy)but-2-ynyl>imidazo<4,5-c>pyridine 
• 114979-04-3 4-amino-1-<4-<(benzyloxy)methoxy>-3-<<(benzyloxy)methoxy>methyl>but-2-enyl>imidazo<4,5-c>pyridine 
• 881844-13-9 4-amino-1-[2'-deoxy-3',5'-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-7-nitro-1H-imidazo[4,5-c]pyridine 
• 881844-18-4 4-amino-3-[2'-deoxy-3',5'-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl]-7-nitro-3H-imidazo[4,5-c]pyridine 
• 1523571-14-3 tert-butyl (tert-butoxycarbonyl)(7-chloro-1H-imidazo[4,5-c]pyridin-4-yl)carbamate 
• 1449481-47-3 C₁₆H₁₂N₄O 
• 1266379-67-2 1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-4-(3,3,4,4-tetramethyl-2,5-dioxopyrrolidin-1-yl)-1H-imidazo[4,5-c]pyridine 
• 1266379-70-7 C₄₉H₅₉N₆O₈P 
• 1266379-69-4 1-[5-O-(4,4-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl]-4-(3,3,4,4-tetramethyl-2,5-dioxopyrrolidin-1-yl)-1H-imidazo[4,5-c]pyridine 
• 137427-72-6 cyclic ester of 9-(S)-(3-hydroxy-2-phosphonomethoxypropyl)-3-deazaadenine 
• 881844-12-8 4-(isobutyrylamino)-1H-imidazo[4,5-c]pyridine 
• 668268-64-2 8-chloro-3-deazaadenine 
• 668268-69-7 3-chloro-3-deazaadenine 
• 52559-17-8 2-chloro-3-deazaadenine 

Relevant articles and documents

Facile synthesis of a 3-deazaadenosine phosphoramidite for RNA solid-phase synthesis

Access to 3-deazaadenosine (c3A) building blocks for RNA solid-phase synthesis represents a severe bottleneck in modern RNA research, in particular for atomic mutagenesis experiments to explore mechanistic aspects of ribozyme catalysis. Here, w

MLL1 INHIBITORS AND ANTI-CANCER AGENTS

The present invention provides a compound of Formula (I): or an enantiomer, an enantiomeric mixture, or a pharmaceutically acceptable salt thereof; wherein the variables are as defined herein. The present invention further provides pharmaceutical composit

Synthesis, conformational study and antiviral activity of L-like neplanocin derivatives

The L-like enantiomer of 9-(trans-2′, trans-3′-dihydroxycyclopent-4′-enyl)-3-deazaadenine (DHCDA) (1), its 3-deaza-3-bromo derivative (3), and the conformational restricted methanocarba (MC) nucleoside analogues (2 and 4) were synthesized. X-ray crystal structures showed the L isomer MC analogue 4 adopts a similar North-like locked conformation as conventional D-MC nucleosides, while the DHCDA analogue 3 preferred south-like conformer. Compounds 1 and 4 showed potent antiviral activity against norovirus, while compound 2 and 3 were less potent or inactive. The conformational behavior of “sugar” puckering (north/south) and nucleobase orientation (syn /anti) may contribute to the antiviral activity differences. For compound 3, antiviral activity was also found against Ebola virus.