941-90-2

Basic information

• Product Name: (2E)-2-imino-3-methyl-2,4a-dihydropteridin-4(3H)-one
• CAS NO: 941-90-2
• Molecular Formula: C₇H₇N₅O
• Molecular Weight: 177.1634
• Mol File: 941-90-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 276.7°C at 760 mmHg
• Flash Point: 121.1°C
• Density: 1.66g/cm³
• Vapor Pressure: 0.00473mmHg at 25°C
• Refractive Index: 1.798
• CAS DataBase Reference: (2E)-2-imino-3-methyl-2,4a-dihydropteridin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-2-imino-3-methyl-2,4a-dihydropteridin-4(3H)-one(941-90-2)
• EPA Substance Registry System: (2E)-2-imino-3-methyl-2,4a-dihydropteridin-4(3H)-one(941-90-2)

Safety Data

• Hazardous Substances Data: 941-90-2(Hazardous Substances Data)

Usage

Description

(2E)-2-imino-3-methyl-2,4a-dihydropteridin-4(3H)-one is a pteridine derivative, a heterocyclic compound with a pyrimidine ring fused to an imidazole ring. It is an imine compound featuring a methyl group attached to the pteridine ring, playing a significant role in the synthesis of pteridine-based drugs and as a building block for folate and its derivatives, which are vital for biological processes such as DNA and RNA synthesis.

Uses

Used in Pharmaceutical Industry:
(2E)-2-imino-3-methyl-2,4a-dihydropteridin-4(3H)-one is used as a key intermediate in the synthesis of pteridine-based drugs for the treatment of various diseases, including cancer and neurological disorders. Its role in the development of pharmaceuticals is attributed to its ability to regulate one-carbon metabolism and maintain cellular integrity.
Used in Biochemical Research:
In the field of biochemical research, (2E)-2-imino-3-methyl-2,4a-dihydropteridin-4(3H)-one serves as a valuable building block for the production of folate and its derivatives. These compounds are essential for various biological processes, making this chemical a crucial component in studies related to DNA and RNA synthesis, as well as one-carbon metabolism.

Upstream product

• 445033-65-8 2-{[(dimethylamino)methylene]amino}-3-methylpteridin-4(3H)-one 
• 2236-60-4 2-aminopteridin-4(3H)-one 
• 13165-97-4 N²-acetylpterin 
• 445033-61-4 2-{[(dimethylamino)methylene]amino}pteridin-4(3H)-one 
• 522614-33-1 2-amino-3-[2-(4-nitrophenyl)ethyl]pteridin-4(3H)-one 
• 522614-23-9 4-[2-(4-nitrophenyl)ethoxy]pteridin-2-amine 
• 522614-27-3 2-{[(dimethylamino)methylene]amino}-3-[2-(4-nitrophenyl)ethyl]pteridin-4(3H)-one 
• 522614-36-4 N-{3,4-dihydro-3-[2-(4-nitrophenyl)ethyl]-4-oxopteridin-2-yl}acetamide 
• 522614-07-9 N-{4-[2-(4-nitrophenyl)ethoxy]pteridin-2-yl}acetamide 

Relevant articles and documents

Photophysical and Photochemical Properties of 3-methylpterin as a New and More Stable Pterin-type Photosensitizer

Pterin derivatives are heterocyclic compounds which are present in different biological systems. Neutral aqueous solutions of pterins present acid–base and keto–enol equilibria. These compounds, under UV-A radiation fluoresce, undergo photooxidation, generate reactive oxygen species and photoinduce the oxidation of biological substrates. As photosensitizers, they may act through different mechanisms, mainly through an electron transfer-initiated process (type-I mechanism), but they also produce singlet molecular oxygen (1O2) upon irradiation (type-II mechanism). In general, upon UV-A excitation two triplet states, corresponding to the lactim and lactam tautomers, are formed, but only the last one is the responsible for the photosensitized reactions of biomolecules. We present a study of the photochemical properties of 3-methylpterin (3-Mep) which, in contrast to most pterin derivatives, exists only in the lactam form. Also an improvement in the synthesis of 3-Mep is reported. The spectroscopic properties 3-Mep in aqueous solution were similar to those of the unsubstituted pterin derivative (Ptr) in its acid form, such as absorption, fluorescent and phosphorescent emission spectra. Experiments using 2′-deoxyguanosine 5′-monophosphate (dGMP) as oxidizable target demonstrated that methylation at C-3 position of the pterin moiety does not affect significantly the efficiency of photosensitization, but results in a more photostable sensitizer.