IODODEOXYURIDINE

NSC - 39661

SMILE String: O=c1n(cc(I)c(=O)[nH]1)[CH]1O[CH]([CH](C1)O)CO

Chemical Name: 2'-Deoxy-5-iodouridine

Other Names: Idoxuridine (USAN); 5-IUdR

CAS Registry Number: 54-42-2

Molecular Formula: C9H11IN2O5         M.W.: 354.1

Approximate Solubility:         (mg/mL)

0.1 N NaOH                        30
0.1 N HCL                          2
H2O

Stability:

Bulk: No changes were found in material stored at room temperature and at 60 ° C for 28 days.

Solution: An aqueous solution (2 mg/mL) shows no decomposition after 24 hours at room temperature (UV and paper chromatography).

Ultraviolet Absorption:

(Water)

maX 288 ± 2 nm           E = 7,500 - 7,800

High Performance Liquid Chromatography:

Column: 4.6 mm i.d. x 25 cm Alltech Spherisorb S5 ODS

Mobile Phase: 2% CH in water

Flow Rate: 2.5 mL/min

Detection: UV at 254 nm

Sample Preparation: 1 mg/mL in water or internal standard solution

Internal Standard: adenosine (0.3 mg/mL in 0.01 N NaOH)

Retention Volume: 31 mL (NSC - 39661)
                  36 mL (I.S.)

Toxicity Data:

Rat(ip): LD50: 4000 mg/kg
Advances in Teratology, 3,181,(1968)

Mouse(ip): LD50: 1000 mg/kg
Journal of the National Cancer Institute, 62,911,(1979)