Pyrimido[1,2-a]purin-10(1H)-one

Base Information

• Chemical Name: Pyrimido[1,2-a]purin-10(1H)-one
• CAS No.: 103408-45-3
• Molecular Formula: C₈H₅N₅O
• Molecular Weight: 187.161
• DSSTox Substance ID: DTXSID60145820
• Nikkaji Number: J427.481D
• Wikipedia: M1G
• Wikidata: Q4043340
• Mol file: 103408-45-3.mol

Synonyms:guanine-malondialdehyde adduct;pyrimido(1,2-a)purin-10(1H)-one

Chemical Property of Pyrimido[1,2-a]purin-10(1H)-one

Chemical Property:

• Vapor Pressure: 1.23E-12mmHg at 25°C
• Melting Point: >179°C (Dec.)
• Boiling Point: 561.5°Cat760mmHg
• PKA: 11.23±0.20(Predicted)
• Flash Point: 293.4°C
• PSA: 75.94000
• Density: 1.82g/cm³
• LogP: -0.03420
• Storage Temp.: -20°C Freezer
• Solubility.: Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 187.04940980
• Heavy Atom Count: 14
• Complexity: 372

Purity/Quality:

96% ^*data from raw suppliers

Pyrimido[1,2-a]purin-10(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C(=O)C3=C(N=CN3)N=C2N=C1
• Uses: Labelled M1G. M1G is a secondary DNA damage product arising from primary reactive oxygen species (ROS) damage to membrane lipids or deoxyribose. ldehyde with DNA. M1G is a secondary DNA damage product arising from primary reactive oxygen species (ROS) damage to membrane lipids or deoxyribose. NA. M1G is a secondary DNA damage product arising from primary reactive oxygen species (ROS) damage to membrane lipids or deoxyribose. It is a guanine adduct formed by reaction of malondialdehyde with DNA.

Technology Process of Pyrimido[1,2-a]purin-10(1H)-one

There total 5 articles about Pyrimido[1,2-a]purin-10(1H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

malondialdehyde bis(diethyl acetal) (122-31-6) + Guanine hydrochloride (635-39-2) → pyrimido[1,2-a]purin-10(3H)-one (103408-45-3)

Guidance literature:

With hydrogenchloride; In methanol; at 70 ℃; for 0.5h;

DOI:10.1021/tx990141i

Reference yield:

Malondialdehyde (542-78-9) + 2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) → pyrimido[1,2-a]purin-10(3H)-one (103408-45-3) + C11H9N5O3

Guidance literature:

With phosphate buffer; In water; at 37 ℃; for 24h; Product distribution; study of the reaction of MDA with guanine and guanine nucleosides, formation of adducts containing pyrimido- and oxadiazabicyclononene residues in the base-pairing region;

DOI:10.1021/ja00266a065

Reference yield:

2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) + β-(p-nitrophenoxy)acrolein (86030-90-2) → pyrimido[1,2-a]purin-10(3H)-one (103408-45-3) + C11H9N5O3

Guidance literature:

With phosphate buffer; In water; at 37 ℃; for 24h; Product distribution; study of the reaction of various β-substituted acroleins with guanine and guanine nucleosides, formation of adducts containing pyrimido- and oxadiazabicyclononene residues in the base-pairing region;

DOI:10.1021/ja00266a065

upstream raw materials:

Malondialdehyde

2-amino-1,9-dihydro-6H-purin-6-one

malondialdehyde bis(diethyl acetal)

β-(p-nitrophenoxy)acrolein

Downstream raw materials:

3-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-3H-1,3,4,5,8a-pentaaza-cyclopenta[b]naphthalen-9-one