Pyrimidinetetramine sulfate Chemical Properties

Melting point:

>300 °C(lit.)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly, Heated), Water (Very Slightly, Heated)

form 

Crystalline Powder

color 

Ochre to brown

Water Solubility 

slightly soluble

BRN 

3785189

Cosmetics Ingredients Functions

HAIR DYEING

InChI

InChI=1S/C4H8N6.H2O4S/c5-1-2(6)9-4(8)10-3(1)7;1-5(2,3)4/h5H2,(H6,6,7,8,9,10);(H2,1,2,3,4)

InChIKey

MQEFDQWUCTUJCP-UHFFFAOYSA-N

SMILES

NC1=C(N=C(N)N=C1N)N.S(O)(O)(=O)=O

CAS DataBase Reference

5392-28-9(CAS DataBase Reference)

EPA Substance Registry System

Pyrimidinetetramine, sulfate (1:1) (5392-28-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-37/39-26-36

WGK Germany 

3

RTECS 

UV9738000

TSCA 

TSCA listed

HS Code 

29335990

MSDS

• Language:English Provider:2,4,5,6-Tetraaminopyrimidine sulfate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Pyrimidinetetramine sulfate Usage And Synthesis

Chemical Properties

Light yellow crystal powder

Uses

2,4,5,6-Tetraaminopyrimidine Sulfate is an intermediate for the synthesis of the antitumor drugs methotrexate and fludarabine.

Synthesis

Pyrimidinetetramine sulfate is synthesized from malononitrile and guanidine nitrate through a three-step reaction involving cyclization, nitrosation, and reduction. This process uses zinc powder instead of the expensive reducing agent Raney nickel, resulting in lower costs, simpler operation, and greater safety and environmental friendliness.

Purification Methods

Purify the salt by recrystallisation from H2O, 2N H2SO4 (20 parts, 67% recovery) or 0.1N H2SO4 (40 parts, 62% recovery), and dried in air. [UV: Konrad & Pfleiderer Chem Ber 103 722 1970, Malletta et al. J Am Chem Soc 69 1814 1947, Cavalieri et al. J Am Chem Soc 70 3875 1948, Beilstein 25 H 423, 25 III/IV 3106.]

References

[1] SAUMYA SHUKLA. Toxic potential assessment of hair dye developer 2,4,5,6-tetraaminopyrimidine sulfate exposed under ambient UVB radiation.[J]. Toxicology and Industrial Health, 2024: 1-8. DOI:10.1177/07482337231209352.
[2] https://ec.europa.eu/health/ph_risk/committees/04_sccp/docs/sccp_o_152.pdf

Pyrimidinetetramine sulfate(5392-28-9)Related Product Information

• D-Glucosamine sulfate
• Aluminum sulfate
• Zinc sulfate heptahydrate
• SULFATE STANDARD
• Potassium persulfate
• Vanadyl sulfate
• Colistin sulfate
• Sodium sulfate
• Magnesium sulfate heptahydrate
• Ammonium sulfate
• Magnesium sulfate
• Barium sulfate
• Atropine sulfate
• Copper(II) sulfate
• SODIUM SULFATE
• sulfate
• 4,5,6-Triaminopyrimidine sulfate hydrate
• 2,4,5-Trifluorobenzonitrile