30924-31-3

Basic information

• Product Name: cafaminol
• Synonyms: cafaminol;3,7-Dihydro-8-[(2-hydroxyethyl)methylamino]-1,3,7-trimethyl-1H-purine-2,6-dione;Mecoffaminum;Methylcoffanolamin;Methylcoffanolamine
• CAS NO: 30924-31-3
• Molecular Formula: C₁₁H₁₇N₅O₃
• Molecular Weight: 267.287
• EINECS: 250-390-3
• Mol File: 30924-31-3.mol

Chemical Properties

• Melting Point: 162-164°
• Boiling Point: 476.6°C at 760 mmHg
• Flash Point: 242.1°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 6.81E-10mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: cafaminol(CAS DataBase Reference)
• NIST Chemistry Reference: cafaminol(30924-31-3)
• EPA Substance Registry System: cafaminol(30924-31-3)

Safety Data

• Hazardous Substances Data: 30924-31-3(Hazardous Substances Data)

Usage

Originator

Rhinoptil,Promonta,W. Germany,1974

Manufacturing Process

21 g 8-chlorocaffeine and 15 g beta-N-methylaminoethanol are heated to 140°-160°C for 30 minutes. Then the temperature is increased for 15-20 minutes to 165°-170°C. On cooling a colorless mass of crystals results. This is boiled with 50-60 ml ethanol and crystallized. Colorless crystals result which are soluble in water up to about 6%; pH of the aqueous solution is 6.9. The yield is 19 g while the MP is 162°-164°C.

Therapeutic Function

Nasal decongestant

InChI:InChI=1/C11H17N5O3/c1-13(5-6-17)10-12-8-7(14(10)2)9(18)16(4)11(19)15(8)3/h17H,5-6H2,1-4H3

Upstream product

• 109-83-1 (2-hydroxyethyl)(methyl)amine 
• 10381-82-5 8-bromocaffeine 

Relevant articles and documents

Shedding light on the bimolecular interactions of Cafaminol and human serum albumin: spectroscopic characterization and in-silico investigation

Cafaminol, also known as methylcoffanolamine, is a vasoconstrictor and anticatarrhal of the methylxanthine family, which is used as a nasal decongestant. This study aimed to investigate the interaction mechanisms of human serum albumin (HSA) with Cafaminol, through several spectroscopic (fluorescence quenching, UV-visible absorption, and circular dichroism (CD) spectroscopies) and molecular modeling techniques. Stern-Volmer plots were employed to specify the fluorescence quenching mechanism, while the simulation methods were utilized to deduce the approximate binding position of Cafaminol on HSA. On the other hand, thermodynamic parameters, enthalpy and entropy changes, were determined to be, respectively, ?105.88 (kJ mol?1) and ?282.34 (J mol?1 K?1), using the Van't Hoff equation and analyzed later to specify the main acting forces between Cafaminol and HSA. Overall results revealed the binding of Cafaminol to the site I of HSA, as a result of an enthalpy-driven process, mainly through the van der Waals and hydrogen bonding interactions. Static quenching mechanism was found to be responsible for the fluorescence quenching of HSA in the Cafaminol presence, while the number of binding sites and apparent binding constant were measured accordingly. Docking results proposed that Cafaminol and HSA interact with a binding free energy (ΔG) of ?6.5 kcal mol?1 Communicated by Ramaswamy H. Sarma.