50-39-5

Basic information

• Product Name: protheobromine
• Synonyms: protheobromine;1-(2-hydroxypropyl)-3,7-dimethyl-purine-2,6-dione;Bonicor;Cordabromin;Corodil;Pantobromina;Pro-Cor;Tebe
• CAS NO: 50-39-5
• Molecular Formula: C₁₀H₁₄N₄O₃
• Molecular Weight: 238.246
• EINECS: 200-034-8
• Mol File: 50-39-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 140-142°
• Boiling Point: 380.84°C (rough estimate)
• Flash Point: 252°C
• Appearance: /
• Density: 1.2560 (rough estimate)
• Vapor Pressure: 1.53E-10mmHg at 25°C
• Refractive Index: 1.6640 (estimate)
• CAS DataBase Reference: protheobromine(CAS DataBase Reference)
• NIST Chemistry Reference: protheobromine(50-39-5)
• EPA Substance Registry System: protheobromine(50-39-5)

Safety Data

• Hazardous Substances Data: 50-39-5(Hazardous Substances Data)

Usage

Uses

1-(2-Hydroxypropyl)theobromine is a Xanthine derivatives an antagonists at A1 and A2 adenosine receptors.

InChI:InChI=1/C10H14N4O3/c1-6(15)4-14-9(16)7-8(11-5-12(7)2)13(3)10(14)17/h5-6,15H,4H2,1-3H3

Upstream product

• 2530-99-6 N-allyltheobromine 
• 83-67-0 theobromine / 
• 75-56-9 methyloxirane 
• 108-32-7 1,2-propylene cyclic carbonate 
• 10244-22-1 3,7-Dimethyl-1-(2-oxopropyl)xanthine 

Relevant articles and documents

Potentiation of cADPR-induced Ca2+-release by methylxanthine analogues

Caffeine and other methylxanthines are known to induce Ca2+-release from intracellular stores via the ryanodine receptor. In the present work, a range of caffeine analogues, in which methyl groups at the 1 and 7 positions were replaced with alkyl chains containing different functional groups (oxo, hydroxyl, propargyl, ester, and acids), were synthesized. These compounds were then screened for their ability to potentiate Ca2+-release induced by cADPR (an endogenous modulator of ryanodine receptors) in sea urchin egg homogenates. Two of the synthesized methylxanthines, 1,3-dimethyl-7-(7- hydroxyoctyl)xanthine (37) and 3-methyl-7-(7-oxooctyl)-1-propargylxanthine (66), were shown to be more potent than caffeine in potentiating cADPR- induced Ca2+-release, while 1,3-dimethyl-7-(5-ethylcarboxypentyl)xanthine (14) was shown to be more efficacious. The development of new methylxanthine analogues may lead to a better understanding of ryanodine receptor function and could possibly provide novel therapeutic agents.