THIOGUANINE

NSC - 752

SMILE String : n1c([nH]c2nc[nH]c2c1=S)N

Chemical Name: 2-Amino-1,7-dihydro-6H-purine-6-thione

Other Names: 6-TG; 6-Thioguanine

CAS Registry Number: 154-42-7

Molecular Formula: C5H5N5S            M.W.: 167.2

Approximate Solubility:
Readily soluble in dilute aqueous alkali. Insoluble in water, alcohol, or chloroform.

Stability:

Bulk:
The compound was stable in solid form at room temperature in the absence of moisture.

Solution:
Alkaline solutions slowly undergo decomposition. Alkaline solutions should not be heated above 37 °C.

Ultraviolet Absorption:

(0.1N HCL)

max                  E
257 ± 2 nm        8,000 - 8,400
347 ± 2 nm        20,600 - 30,000


High Performance Liquid Chromatography:

Column: RBondapak C 300 x 4 mm i.d.

Mobile Phase: 3% McOH in 0.1 MKH pH=4.5

Flow Rate: 1.0 mL/min

Detection: UV at 254 nm

Sample Preparation: 2.0 mg/mL (0.1 N NaOH)

Internal Standard: Thymine

Retention Volume: 10.5 mL (NSC - 752)
                  15.0 mL (I.S.)

Toxicity Data:

 Rat (ip): LD50 300 mg/kg
  Journal of Reproduction and Fertility, 4,291 (1962)