2,4-Diamino-6-hydroxypyrimidine

Base Information

• Chemical Name: 2,4-Diamino-6-hydroxypyrimidine
• CAS No.: 56-06-4
• Molecular Formula: C4H6N4O
• Molecular Weight: 126.118
• Hs Code.: 29335995
• Mol file: 56-06-4.mol

Synonyms:4(1H)-Pyrimidinone,2,6-diamino- (8CI,9CI);2,4-Diamino-6-hydroxypyrimidine;2,4-Diamino-6-pyrimidinone;2,6-Diamino-3,4-dihydropyrimidin-4-one;2,6-Diamino-4(1H)-pyrimidinone;2,6-Diamino-4(3H)-pyrimidinone;2,6-Diamino-4-hydroxypyrimidine;2,6-Diamino-4-pyrimidinol;2,6-Diaminopyrimidin-4-one;2,6-Diaminopyrimidine-4(3H)-one;6-Aminoisocytosine;6-Hydroxy-2,4-pyrimidinediamine;NSC 44914;NSC 680818;NSC9302;

Chemical Property of 2,4-Diamino-6-hydroxypyrimidine

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.00232mmHg at 25°C
• Melting Point: 285-286 °C (dec.)(lit.)
• Refractive Index: 1.7990 (estimate)
• Boiling Point: 288.5 °C at 760 mmHg
• PKA: 10.61±0.50(Predicted)
• Flash Point: 128.3 °C
• PSA: 98.05000
• Density: 1.84 g/cm³
• LogP: 0.50900
• Storage Temp.: Desiccate at +4°C
• Sensitive.: Light Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2,4-Diamino-6-hydroxypyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: 2,4-Diamino-6-hydroxypyrimidine (DAHP) is a selective, specific inhibitor of GTP cyclohydrolase I, the rate limiting step for de novo pterin synthesis. In HUVEC cells, the IC50 for inhibition of BH4 biosynthesis is about 0.3 mM. DAHP can be used to effectively block NO production in several cell types.
• Uses: 2,4-Diamino-6-hydroxypyrimidine (DAHP) is a selective, specific inhibitor of GTP cyclohydrolase I, the rate limiting step for de novo pterin synthesis. In HUVEC cells, the IC50 for inhibition of BH4 biosynthesis is about 0.3 mM. DAHP can be used to effectively block NO production in several cell types.[Cayman Chemical] It stands at the beginning of the enzyme-catalyzed cascade that starts with this seven-carbon carbohydrate and ends with the aromatic amino acids phenylalanine, tyrosine, and tryptophan 2,4-Diamino-6-hydroxypyrimidine (cas# 56-06-4) is a compound useful in organic synthesis.

Technology Process of 2,4-Diamino-6-hydroxypyrimidine

There total 16 articles about 2,4-Diamino-6-hydroxypyrimidine 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%

guanidine nitrate (506-93-4) + ethyl 2-cyanoacetate (105-56-6) → 2,6-diaminopyrimidin-4-ol (56-06-4)

Guidance literature:

guanidine nitrate; ethyl 2-cyanoacetate; With sodium methylate; In methanol; for 4h; Reflux;

With hydrogenchloride; In water; pH=9; pH-value;

Reference yield: 79.6%

→ MeOH4/CHCl35 + 2,6-diaminopyrimidin-4-ol (56-06-4)

Guidance literature:

Reference yield: 66.0%

guanidine nitrate (113-00-8) + ethyl 2-cyanoacetate (105-56-6) → 2,6-diaminopyrimidin-4-ol (56-06-4)

Guidance literature:

With triethylamine; In ethanol; for 4h; Reflux;

DOI:10.33224/rrch.2020.65.3.02

upstream raw materials:

2,4-diamino-5-formyl-6-oxo(1H)-pyrimidine

thiophenol

NU₆₀₃₈

2,4-diamino-6-fluoropyrimidine

Downstream raw materials:

2,4-Bis-(2'-chlorobenzalamino)-6-hydroxypyrimidine

2,4-Bis-benzalamino-6-hydroxypyrimidine

2,4-Bis-(4'-hydroxybenzalamino)-6-hydroxypyrimidine

2,4-Bis-(4'-methoxybenzalamino)-6-hydroxypyrimidine

Refernces

• 1、 Menor Salván,Bouza, Marcos,Fialho, David M.,Burcar, Bradley T.,Fernández, Facundo M.,Hud, Nicholas V.. "Prebiotic Origin of Pre-RNA Building Blocks in a Urea “Warm Little Pond” Scenario". . p. 3504 - 3510. Retrieved 2020/10/02.
• 2、 -. "Method for synthesizing 2,4-diamino-6-chloropyrimidine". Paragraph 0032; 0033; 0034; 0035. . Retrieved 2018/04/21.