4,6-DIAMINO-2-MERCAPTOPYRIMIDINE Chemical Properties

Melting point:

>300 °C(lit.)

Boiling point:

289.1±43.0 °C(Predicted)

Density 

1.78±0.1 g/cm3(Predicted)

storage temp. 

Store below +30°C.

solubility 

1 M NaOH: soluble2%

pka

11.81±0.10(Predicted)

form 

Solid

color 

Pale Beige to Light Brown

BRN 

124937

Stability:

Hygroscopic

InChIKey

QCAWOHUJKPKOMD-UHFFFAOYSA-N

CAS DataBase Reference

1004-39-3(CAS DataBase Reference)

NIST Chemistry Reference

2-Thiol-4,6-diamino-pyrimidine(1004-39-3)

EPA Substance Registry System

2(1H)-Pyrimidinethione, 4,6-diamino- (1004-39-3)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

3

RTECS 

MB7660000

HS Code 

2933 59 95

4,6-DIAMINO-2-MERCAPTOPYRIMIDINE Usage And Synthesis

Chemical Properties

Brown-Grey Solid

Uses

2-Thioadenosine derivatives have been known to exhibit several pharmacological activities such as platelet aggregation inhibition and coronary vasodilation.

General Description

4,6-Diamino-2-mercaptopyrimidine hydrate on oxidation with hydrogen peroxide gives sulphinic acid.

Synthesis

Sodium methanolate (540 g, 9.98 mol) was dissolved in 2 L of methanol, followed by the sequential addition of thiourea (190 g, 2.50 mol) and malononitrile (412 g, 6.24 mol). The reaction mixture was stirred at 40 °C for 30 hours. After completion of the reaction, the mixture was cooled to room temperature and the solid was collected by filtration. The filter cake was dissolved in 3.5 L of water and the pH of the solution was adjusted with acetic acid to about 7. The solid product was collected by filtration again and dried to give 334 g of light yellow solid in 94% yield.

References

[1] Patent: CN107973798, 2018, A. Location in patent: Paragraph 0113-0114; 0119; 0122; 0123-0125; 0128
[2] Patent: CN107973832, 2018, A. Location in patent: Paragraph 0066; 0108-0125
[3] Arzneimittel-Forschung/Drug Research, 2002, vol. 52, # 11, p. 792 - 796
[4] Chemical and Pharmaceutical Bulletin, 2012, vol. 60, # 1, p. 70 - 78
[5] Patent: CN103709164, 2016, B. Location in patent: Paragraph 0034; 0086; 0106

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