4,5-Diaminopyrimidine

Base Information

• Chemical Name: 4,5-Diaminopyrimidine
• CAS No.: 13754-19-3
• Molecular Formula: C4H6N4
• Molecular Weight: 110.118
• Hs Code.: 29335995
• European Community (EC) Number: 237-339-0
• NSC Number: 14348
• UNII: IL00Z9WFM8
• DSSTox Substance ID: DTXSID40160233
• Nikkaji Number: J81.681G
• Wikipedia: 4,5-Diaminopyrimidine
• Wikidata: Q4637057
• Mol file: 13754-19-3.mol

Synonyms:4,5-Diaminopyrimidine;Pyrimidine-4,5-diamine;13754-19-3;4,5-Pyrimidinediamine;Pyrimidine, 4,5-diamino-;MFCD00006113;IL00Z9WFM8;EINECS 237-339-0;NSC 14348;NSC-14348;AI3-52093;NSC14348;4,5-diaminopyrimidin;5,6-diaminopyrimidine;Pyrimidine,5-diamino-;4,5 diamino pyrimidine;4,5-diamino-pyrimidine;UNII-IL00Z9WFM8;SCHEMBL311862;4,5-Diaminopyrimidine, 95%;SCHEMBL24861548;AMY2681;DTXSID40160233;BCP19378;STL488871;AKOS001444906;AB00594;CS-W016626;AS-19773;SY020178;D3858;FT-0636956;A18185;EN300-110278;4,5-Diaminopyrimidine, purum, >=95.0% (NT);AE-842/32231042;Q4637057;W-205504;Z316094270;1,3-DIHYDRO-ALPHA-HYDROXY-1,3-DIOXO-2H-ISOINDOLE-2-BUTANOICACID

Chemical Property of 4,5-Diaminopyrimidine

Chemical Property:

• Appearance/Colour: Brown crystals
• Vapor Pressure: 4.94E-05mmHg at 25°C
• Melting Point: 204-206 °C(lit.)
• Refractive Index: 1.694
• Boiling Point: 348.7 °C at 760 mmHg
• PKA: 6.06±0.10(Predicted)
• Flash Point: 175.8 °C
• PSA: 77.82000
• Density: 1.368 g/cm³
• LogP: 0.80340
• Storage Temp.: -20°C
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 110.059246208
• Heavy Atom Count: 8
• Complexity: 74.4

Purity/Quality:

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

4,5-Diaminopyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=NC=N1)N)N
• Description: 4,5-Diaminopyrimidine is a chemical compound which is a purine derivative.
• Uses: 4,5-Diaminopyrimidine is utilized as an anticancer compound that inhibits cell growth and induces apoptosis in cancer cells. It serves as an important starting material for synthesizing pteridine and purine compounds.
• Production Methods: The synthesis of 4,5-Diaminopyrimidine involves multiple stages, typically starting from thiouracil. The process may include several purification steps to obtain the final product.

Technology Process of 4,5-Diaminopyrimidine

There total 21 articles about 4,5-Diaminopyrimidine 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:

4-amino-5-formamidopyrimidine (16008-45-0) → 4,5-pyrimidinediamine (13754-19-3) + formic acid (64-18-6) + purine (120-73-0,149297-77-8,51953-03-8)

Guidance literature:

With perchloric acid; at 90.1 ℃; Rate constant; Mechanism; Thermodynamic data; prod. yield/prod. distrib.; other temperatures, other reagent, ΔS(excit.), pH influence, phosphate buffer influence;

Reference yield:

6-chloro-4,5-diaminopyrimidine (4316-98-7) → 4,5-pyrimidinediamine (13754-19-3)

Guidance literature:

With palladium on activated charcoal; water; Hydrogenation;

DOI:10.1021/ja01652a062

Reference yield:

2-chloro-4,5-diaminopyrimidine (14631-08-4) → 4,5-pyrimidinediamine (13754-19-3)

Guidance literature:

DOI:10.1038/162524b0

upstream raw materials:

2-chloro-4,5-diaminopyrimidine

6-chloro-4,5-diaminopyrimidine

4,5-diamino-1H-pyrimidine-2-thione

4-amino-2-chloro-5-nitropyrimidine

Downstream raw materials:

purine

4-amino-5-formamidopyrimidine

5H-pteridin-6-one

8H-pteridin-7-one

Refernces

• 1、 Jones. "-". . p. 524. Retrieved 1948.
• 2、 -. "Amino-substituted pyrimidines, derivatives and methods of use therefor". . . Retrieved 2008/06/13.
• 3、 Loennberg, Harri,Heikkinen, Erkki. "Mechanisms for the Solvolytic Decomposition of Nucleoside Analogues. XI. Competitive Pathways for the Acidic Hydrolysis of 9-(β-D-Ribofuranosyl)purine". . p. 673 - 678. Retrieved 2007/10/02.