4-Amino-2,6-dihydroxypyrimidine

Name: 4-Amino-2,6-dihydroxypyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 873-83-6
Cat. No. CS-M2443
Purity≥98%
MDL No.MFCD00006071

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Amino-2,6-dihydroxypyrimidine|CS-M2443

Structure of 873-83-6

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General Information

CAS No. 873-83-6
Cat. No. CS-M2443
Purity ≥98%
MDL No. MFCD00006071
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₅N₃O₂
Molecular Weight 127.10
Synonym(s) 6-Aminouracil
SMILES OC1=CC(N)=NC(O)=N1

Description

4-Amino-2,6-dihydroxypyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, featuring orthogonal hydroxyl and amino groups that enable selective derivatization. This electron-rich pyrimidine core supports robust hydrogen bonding and integrates readily into nucleoside analogs and kinase inhibitors. The compound demonstrates stability under standard bench conditions and facilitates efficient coupling reactions in synthetic pathways.

Application

4-Amino-2,6-dihydroxypyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds through standard functionalization protocols. Its ortho-diol and amino functionalities offer high reactivity in coupling and condensation reactions, facilitating the construction of medicinally relevant frameworks. The compound exhibits good bench stability and is readily purified by recrystallization, supporting its use in scalable synthetic workflows.

Synthesis

Route1
- 105-56-6
- In-stock
  
  57-13-6
- ~95%
- In-stock
  
  873-83-6
References
- Sariri; Khalili Russian Journal of Organic Chemistry, 2002 , vol. 38, # 7 p. 1053 - 1055
Route2
- 1448-98-2
- ~%
- In-stock
  
  873-83-6
References
- DE117922 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 6, p. 1189 Chemische Berichte, , vol. 33, p. 1381,3044 Chem. Zentralbl., , vol. 72, # I p. 547
Route3
- In-stock
  
  1004-40-6
- ~49%
- In-stock
  
  873-83-6
References
- Katori; Nagano; Kunieda; Hirobe Chemical and pharmaceutical bulletin, 1981 , vol. 29, # 10 p. 3075 - 3077

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 92.26
LogP -0.53
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

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4-Amino-2,6-dihydroxypyrimidine

CAS No. 873-83-6

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