8-HYDROXYGUANINE

Base Information

• Chemical Name: 8-HYDROXYGUANINE
• CAS No.: 5614-64-2
• Molecular Formula: C5H5N5O2
• Molecular Weight: 167.127
• Hs Code.: 2933990090
• Mol file: 5614-64-2.mol

Synonyms:Purine-6,8(1H,9H)-dione,2-amino- (8CI);Purine-6,8-diol, 2-amino- (6CI);2-Amino-6,8-dihydroxypurine;7,8-Dihydro-8-oxoguanine;8-Hydroxyguanine;8-Oxo-7,8-dihydroguanine;8-Oxoguanine;NSC 22720;

Chemical Property of 8-HYDROXYGUANINE

Chemical Property:

• Vapor Pressure: 0.000199mmHg at 25°C
• Melting Point: >400°C dec.
• Refractive Index: 2.156
• Boiling Point: 784.7 °C at 760 mmHg
• PKA: 8.73±0.20(Predicted)
• Flash Point: 428.4 °C
• PSA: 120.94000
• Density: 2.52 g/cm³
• LogP: -0.07250

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-6,8-dihydroxypurine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Involved in DNA lesion repair.

Technology Process of 8-HYDROXYGUANINE

There total 22 articles about 8-HYDROXYGUANINE 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: 32.67%

(2-amino-4,6-dioxo-1,4,5,6-tetrahydro-pyrimidin-5-yl)-urea (21823-25-6) → 8-oxo-7,8-dihydroguanine (5614-64-2)

Guidance literature:

(2-amino-4,6-dioxo-1,4,5,6-tetrahydro-pyrimidin-5-yl)-urea; With hydrogenchloride; In water; for 6h; Reflux;

With sodium hydroxide; In water;

Reference yield: 13.4%

2'-Deoxyguanosine (961-07-9) → spiroiminodihydantoin-2'-deoxyribonucleoside + 2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) + 8-oxo-7,8-dihydroguanine (5614-64-2) + 2,2,4-triamino-2H-oxazol-5-one-2′-deoxyribonucleoside (1309569-79-6) + 5-carboxamido-5-formamido-2-iminohydantion-2′-deoxyribonucleoside + 5',8-cyclo-2'-deoxyguanosine + 7,8-dihydro-8-oxo-2'-deoxyguanosine (88847-89-6) + N1-(β-D-erythro-pentofuranosyl)-5-guanidinohydantoin

Guidance literature:

With Fe(II)- EDTA; dihydrogen peroxide; oxygen; sodium L-ascorbate; In aq. phosphate buffer; at 22 ℃; for 1h; pH=7.4;

DOI:10.1021/acs.joc.5b00689

Reference yield:

2'-deoxyguanosine 5'-monophosphate (902-04-5) → 2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) + 8-oxo-7,8-dihydroguanine (5614-64-2) + 1,N2-glyoxal-2'-deoxyguanosine 5'-monophosphate (1186588-46-4) + 7,8-dihydro-8-oxo-2'-deoxyguanosine (88847-89-6) + 5'-monophosphate 2'-deoxy-7,8-dihydro-8-oxo-guanosine

Guidance literature:

With oxygen; ascorbic acid; at 25 ℃; for 20h; pH=7.5; aq. phosphate buffer;

DOI:10.1016/j.bmcl.2009.05.088

upstream raw materials:

N-hydroxypyridine-4(1H)-thione

1-hydroxy-2(1H)-pyridinethione

urea

pyrene

Downstream raw materials:

uric Acid

7,8-dihydro-8-oxo-2'-deoxyguanosine