70404-22-7

Basic information

• Product Name: 1,3-dimethyl-7-(4-methylbenzyl)-1H-purine-2,6(3H,7H)-dione
• Synonyms: 1,3-dimethyl-7-(4-methylbenzyl)-1H-purine-2,6(3H,7H)-dione
• CAS NO: 70404-22-7
• Molecular Weight: 284.318
• Mol File: 70404-22-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,3-dimethyl-7-(4-methylbenzyl)-1H-purine-2,6(3H,7H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethyl-7-(4-methylbenzyl)-1H-purine-2,6(3H,7H)-dione(70404-22-7)
• EPA Substance Registry System: 1,3-dimethyl-7-(4-methylbenzyl)-1H-purine-2,6(3H,7H)-dione(70404-22-7)

Safety Data

• Hazardous Substances Data: 70404-22-7(Hazardous Substances Data)

Upstream product

• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 122-51-0 orthoformic acid triethyl ester 
• 7150-04-1 6-amino-5-bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 
• 58-55-9 theophylline 
• 104-81-4 4-Methylbenzyl bromide 

Downstream Products

• 1610767-84-4 C₂₁H₂₀N₄O₂ 

Relevant articles and documents

Structure-activity relationships, pharmacokinetics, and pharmacodynamics_ of the Kir6.2/Sur1-specific channel opener VU0071063

Glucose-stimulated insulin secretion from pancreatic b-cells is controlled by ATP-regulated potassium (KATP) channels composed of Kir6.2 and sulfonylurea receptor 1 (SUR1) subunits. The KATP channel-opener diazoxide is FDA-approved for treating hyperinsulinism and hypoglycemia but suffers from off-target effects on vascular KATP channels and other ion channels. The development of more specific openers would provide critically needed tool compounds for probing the therapeutic potential of Kir6.2/SUR1 activation. Here, we characterize a novel scaffold activator of Kir6.2/SUR1 that our group recently discovered in a high-throughput screen. Optimization efforts with medicinal chemistry identified key structural elements that are essential for VU0071063-dependent opening of Kir6.2/SUR1. VU0071063 has no effects on heterologously expressed Kir6.1/SUR2B channels or ductus arteriole tone, indicating it does not open vascular KATP channels. VU0071063 induces hyperpolarization of b-cell membrane potential and inhibits insulin secretion more potently than diazoxide. VU0071063 exhibits metabolic and pharmacokinetic properties that are favorable for an in vivo probe and is brain penetrant. Administration of VU0071063 inhibits glucose-stimulated insulin secretion and glucose-lowering in mice. Taken together, these studies indicate that VU0071063 is a more potent and specific opener of Kir6.2/SUR1 than diazoxide and should be useful as an in vitro and in vivo tool compound for investigating the therapeutic potential of Kir6.2/SUR1 expressed in the pancreas and brain.

Novel caffeine derivatives with antiproliferative activity

Caffeine is probably the best known and most widely used psychoactive substance in the world. Beside its psychoactive effects, caffeine has been found to affect the cell cycle and DNA repair, as a consequence of the inhibition of ATM and ATR kinases. Thes