325708-48-3

Basic information

• Product Name: 2-Amino-6-(4-aminophenyl)-4(1H)-pteridinone
• Synonyms: 2-Amino-6-(4-aminophenyl)-4(1H)-pteridinone
• CAS NO: 325708-48-3
• Molecular Formula: C₁₂H₁₀N₆O
• Molecular Weight: 254.2474
• Mol File: 325708-48-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Amino-6-(4-aminophenyl)-4(1H)-pteridinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-6-(4-aminophenyl)-4(1H)-pteridinone(325708-48-3)
• EPA Substance Registry System: 2-Amino-6-(4-aminophenyl)-4(1H)-pteridinone(325708-48-3)

Safety Data

• Hazardous Substances Data: 325708-48-3(Hazardous Substances Data)

Usage

Type

Synthetic chemical compound

Potential Uses

Anti-cancer agent
Treatment of autoimmune diseases

Mechanism of Action

Inhibits dihydrofolate reductase enzyme

Biological Processes Affected

Interference with DNA and RNA synthesis
Inhibition of cancer cell growth
Modulation of the immune system

Historical Use

Used in chemotherapy

Current Status

Largely replaced by newer and less toxic drugs in chemotherapy
Still utilized in research
Occasionally employed for severe autoimmune disease treatment

Upstream product

• 25846-86-0 6-(phenyl)pterin 
• 325708-41-6 N²-isobutyryl-6-(4-nitrophenyl)pterin 

Downstream Products

• 325708-55-2 6-(4-azidophenyl)-N²-isobutyrylpterin 

Relevant articles and documents

Pteridines. Part CXI. Pteridine-based photoaffinity probes for nitric oxide synthase and aromatic amino acid hydroxylases

Various 6-substituted pteridines and 5,6,7,8-tetrahydropterins carrying photolabile functions at the side chain (see 7, 20-22, 34-36, 38, and 39) as well as at the 5-position (see 27-29) were synthesized from pterin and from 6-phenylpterin (1) and 6-(hydroxymethyl)pterin (10). Attachment of the photoaffinity labels via ester bonds required a special protecting-group strategy based upon acid-labile (see 30-33) and β-eliminating blocking groups (see 17-19). The 6-(4-azidophenyl)pterin (7) was obtained from 6-phenylpterin (1) via intermediates 2 and 4-6, due to the low solubility of simple pterins in general. The pteridine derivatives 21, 22, 25, 26, 28, 29, 32, 33, 35, 36, 38, and 39 were screened as inhibitors of neuronal (type I) NO synthase (see Table) from porcine cerebellum. of which 22, 35, 36, and 38 showed interesting inhibitory activity with similar potency and effectiveness.