733748-40-8

Basic information

• Product Name: C₂₂H₁₈N₂O₂
• CAS NO: 733748-40-8
• Molecular Weight: 342.397
• Mol File: 733748-40-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₂H₁₈N₂O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₂H₁₈N₂O₂(733748-40-8)
• EPA Substance Registry System: C₂₂H₁₈N₂O₂(733748-40-8)

Safety Data

• Hazardous Substances Data: 733748-40-8(Hazardous Substances Data)

Upstream product

• 81-50-5 1-amino-2-methyl-4-bromoanthraquinone 
• 108-44-1 1-amino-3-methylbenzene 

Relevant articles and documents

Discovery of potent competitive antagonists and positive modulators of the P2X2 receptor

Evaluation and optimization of anthraquinone derivatives related to Reactive Blue 2 at P2X2 receptors yielded the first potent and selective P2X2 receptor antagonists. The compounds were tested for inhibition of ATP (10 μM) mediated currents in Xenopus oocytes expressing the rat P2X2 receptor. The most potent antagonists were sodium 1-amino-4-[3-(4,6-dichloro[1,3,5]triazine-2- ylamino)phenylamino]- 9,10-dioxo-9,10-dihydroanthracene-2-sulfonate (63, PSB-10211, IC50 8 6 nM) and disodium 1-amino- 4-[3-(4,6-dichloro[1,3, 5]triazine-2-ylamino)-4-sulfophenylamino]-9,10-dioxo-9,10-dihydroanthracene- 2-sulfonate (57, PSB-1011, IC50 79 nM). Compound 57 exhibited a competitive mechanism of action (pA2 7.49). It was >100-fold selective versus P2X4, P2X7, and several investigated P2Y receptor subtypes (P2Y24612); selectivity versus P2X1 and P2X3 receptors was moderate (>5-fold). Compound 57 was >13-fold more potent at the homomeric P2X2 than at the heteromeric P2X2/3 receptor. Several anthraquinone derivatives were found to act as positive modulators of ATP effects at P2X2 receptors, for example, sodium 1-amino-4-(3-phenoxyphenylamino)-9,10-dioxo-9,10- dihydroanthracene-2-sulfonate (51, PSB-10129, EC50 489 nM), which led to about a 3-fold increase in the ATP-elicited current.