Dithiouracil

The 2,4(1H,3H)-Pyrimidinedithione is an organic compound with the formula C₄H₄N₂S₂. The IUPAC name of this chemical is 1H-pyrimidine-2,4-dithione. With the CAS registry number 2001-93-6, it is also named as Pyrimidine-2,4(1H,3H)-dithione. The product's categories are Pyrimidine; Nucleic Acids. Besides, it is a yellow crystalline powder, which should be stored in a cool and dry place. When you are using it, avoid contact with skin and eyes.

Physical properties about 2,4(1H,3H)-Pyrimidinedithione are: (1)ACD/LogP: 0.30; (2)ACD/LogD (pH 5.5): 0.28; (3)ACD/LogD (pH 7.4): -0.37; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 32.99; (7)ACD/KOC (pH 7.4): 7.5; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)Polar Surface Area: 70.66 Å²; (11)Index of Refraction: 1.776; (12)Molar Refractivity: 39.95 cm³; (13)Molar Volume: 95.5 cm³; (14)Polarizability: 15.84×10^-24cm³; (15)Surface Tension: 94.3 dyne/cm; (16)Density: 1.5 g/cm³; (17)Flash Point: 90.3 °C; (18)Enthalpy of Vaporization: 46.22 kJ/mol; (19)Boiling Point: 225.6 °C at 760 mmHg; (20)Vapour Pressure: 0.0855 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-thioxo-2,3-dihydro-1H-pyrimidin-4-one. This reaction will need reagent Lawesson reagent and solvent pyridine. The reaction time is 5 hours with reaction temperature of 140 °C. The yield is about 78%.

Uses of 2,4(1H,3H)-Pyrimidinedithione: it can be used to produce 2,4-bis(4-bromobenzoylmethylthio)pyrimidine by heating. It will need reagent 2M aq. NaOH and solvent ethanol with reaction time of 20 min. The yield is about 40%.

You can still convert the following datas into molecular structure:
(1)SMILES: S=C1\C=C/NC(=S)N1
(2)InChI: InChI=1/C4H4N2S2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
(3)InChIKey: ZEQIWKHCJWRNTH-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C4H4N2S2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
(5)Std. InChIKey: ZEQIWKHCJWRNTH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	250mg/kg (250mg/kg)		National Technical Information Service. Vol. AD277-689,