6,7-Bis(3-hydroxyphenyl)pteridine-2,4-diamine

Base Information

• Chemical Name: 6,7-Bis(3-hydroxyphenyl)pteridine-2,4-diamine
• CAS No.: 677297-51-7
• Molecular Formula: C18H14N6O2
• Molecular Weight: 346.348
• UNII: 7ACH1U1E2M
• DSSTox Substance ID: DTXSID20218009
• Nikkaji Number: J2.417.450F
• Wikidata: Q27088972
• Pharos Ligand ID: NQR8K76TB5J3
• Metabolomics Workbench ID: 149514
• ChEMBL ID: CHEMBL230011
• Mol file: 677297-51-7.mol

Synonyms:3-(2,4-diamino-6-(3-hydroxyphenyl)pteridin-7-yl)phenol;TG100-115

Chemical Property of 6,7-Bis(3-hydroxyphenyl)pteridine-2,4-diamine

Chemical Property:

• Boiling Point: 699.6±65.0 °C(Predicted)
• PKA: 8.54±0.10(Predicted)
• PSA: 144.79000
• Density: 1.516±0.06 g/cm3(Predicted)
• LogP: 2.84070
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥3.46 mg/mL in DMSO
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 346.11782371
• Heavy Atom Count: 26
• Complexity: 483

Purity/Quality:

98%,99%, ^*data from raw suppliers

TG100-115 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)C2=NC3=C(N=C(N=C3N=C2C4=CC(=CC=C4)O)N)N
• Recent ClinicalTrials: Safety of TG100-115 for Heart Attack Treated With Angioplasty
• Uses: TG100-115 is a potent and selective phosphoinositide 3-kinase gamma/delta (PI3Kγ/δ) inhibitor. It can provide potent cardioprotection, reduce infarct development, and preserve myocardial function.

Technology Process of 6,7-Bis(3-hydroxyphenyl)pteridine-2,4-diamine

There total 2 articles about 6,7-Bis(3-hydroxyphenyl)pteridine-2,4-diamine 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: 93.3%

(1,2-bis(3-hydroxyphenyl)ethane-1,2-dione) (63192-57-4) + 2,4,5,6-tetraaminopyrimidine sulfate (5392-28-9,49647-58-7) → TG100-115 (677297-51-7)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; water;

Reference yield: 93.3%

2,4,5,6-tetraaminopyrimidine (1004-74-6) + (1,2-bis(3-hydroxyphenyl)ethane-1,2-dione) (63192-57-4) → TG100-115 (677297-51-7)

Guidance literature:

In water; at 80 ℃; for 3h;

DOI:10.1021/jm051056c

Reference yield: 99.1%

TG100-115 (677297-51-7) + methanesulfonic acid (75-75-2,98527-29-8) → 3-[2,4-diamino-6-(3-hydroxyphenyl)pteridin-7-yl]phenol methanesulfonate

Guidance literature:

In methanol; for 0.5h;

upstream raw materials:

(1,2-bis(3-hydroxyphenyl)ethane-1,2-dione)

2,4,5,6-tetraaminopyrimidine sulfate

2,4,5,6-tetraaminopyrimidine

Refernces

• 1、 -. "Vasculostatic agents and methods of use thereof". . . Retrieved 2008/06/13.