2,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine

Base Information

• Chemical Name: 2,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
• CAS No.: 7139-02-8
• Molecular Formula: C16H20 Cl2 N6
• Molecular Weight: 367.281
• Hs Code.: 2933990090
• European Community (EC) Number: 230-437-4
• UNII: SN8015PESO
• DSSTox Substance ID: DTXSID40221575
• Nikkaji Number: J29.054H
• Wikidata: Q27289298
• Mol file: 7139-02-8.mol

Synonyms:7139-02-8;2,6-dichloro-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine;2,6-Dichloro-4,8-dipiperidinopyrimido[5,4-d]pyrimidine;2,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido(5,4-d)pyrimidine;SN8015PESO;2,6-Dichloro-4,8-dipiperidinopyrimidino[5,4-d]pyrimidine;2,6-Dichloro-4,8-di(1-piperidinyl)pyrimido[5,4-d]pyrimidine;2,6-Dichloro-4,8-dipiperidinopyrimido(5,4-d)pyrimidine;pyrimido[5,4-d]pyrimidine, 2,6-dichloro-4,8-di-1-piperidinyl-;PYRIMIDO(5,4-D)PYRIMIDINE, 2,6-DICHLORO-4,8-DI-1-PIPERIDINYL-;EINECS 230-437-4;UNII-SN8015PESO;SCHEMBL5315250;2,6-Dichloro-4,8-dipiperidino-pyrimido[5,4-d]pyrimidine;DTXSID40221575;MFCD07779463;2,6-Dichloro-4-8-di(piperidin-1-yl) pyrimido[5,4-d] pyrimidine (DDH);AKOS015895758;DS-4089;AC-27680;CS-0155264;DIPYRIDAMOLE IMPURITY G [EP IMPURITY];FT-0656091;FT-0666575;FT-0769358;EC 230-437-4;W16690;2,6-Dichloro-4,8-dipiperidinopyrimidopyrimidine;2,6-Di chloro-4,8-dipiperidinopyrimidopyrimidine;A837170;W-110198;Q27289298;2,6-dichloro-4,8-dipiperidin-1-ylpyrimido[5,4-d]pyrimidine;PYRIMIDO(5,4-D)PYRIMIDINE, 2,6-DICHLORO-4,8-DIPIPERIDINO-;HOMOPURINE,2,6-DICHLORO,4,8-DIPIPERIDINO MFC16 H20 N6 CL2

Chemical Property of 2,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine

Chemical Property:

• Vapor Pressure: 2.73E-10mmHg at 25°C
• Melting Point: 242-250oC
• Boiling Point: 504.1oC at 760mmHg
• PKA: 2.00±0.30(Predicted)
• Flash Point: 258.7oC
• PSA: 58.04000
• Density: 1.386 g/cm3
• LogP: 3.83720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 366.1126501
• Heavy Atom Count: 24
• Complexity: 377

Purity/Quality:

99.9% ^*data from raw suppliers

2,6-Dichloro-4,8-dipiperidinopyrimido[5,4-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)C2=NC(=NC3=C2N=C(N=C3N4CCCCC4)Cl)Cl
• Uses: An antitumor nucleoside pyrimido pyrimidine.

Technology Process of 2,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine

There total 10 articles about 2,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine 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: 95.0%

piperidine (110-89-4) + 2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine (32980-71-5) → 2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine (7139-02-8)

Guidance literature:

With copper(l) iodide; caesium carbonate; In nitrobenzene; at 180 ℃; for 16h; Inert atmosphere;

Reference yield: 93.5%

C30H34N6O6S2 → 2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine (7139-02-8)

Guidance literature:

With thionyl chloride; triethylamine; for 0.133333h; Time; Microwave irradiation;

Reference yield:

1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,6,8-(3H,7H)-tetrone → 2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine (7139-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH / 0.33 h / Heating

1.2: 39 percent / PCl₅; POCl₃ / 8 h / Heating

2.1: 93 percent / tetrahydrofuran / 25 °C

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1021/jm040772w

upstream raw materials:

piperidine

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

2,4,6,8-tetrahydroxypyrimidine-[5,4-d]pyrimidine

6-Methyluracil

Downstream raw materials:

2,2'-(6-chloro-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidin-2-ylazanediyl)-bis-ethanol

(S,S)-2,6-di-[2'-O-(4'-methoxybenzyl)propoxy]-4,8-dipiperidinopyrimido[5,4-d]pyrimidine

dipyridamole

2,6-Bis(diethanolamino)-4,8-dipiperidino-pyrimidino<5,4-d>pyrimidin

Refernces

• 1、 -. "2. 6 - Dichloro - 4, 8 - II piperidino pyrimido [5, 4 - D] pyrimidine synthesis method (by machine translation)". Paragraph 0029; 0030; 0032; 0033; 0035; 0036. . Retrieved 2018/09/08.
• 2、 Lin, Wenwei,Buolamwini, John K.. "Synthesis, flow cytometric evaluation, and identification of highly potent dipyridamole analogues as equilibrative nucleoside transporter 1 inhibitors". . p. 3906 - 3920. Retrieved 2008/02/11.