DIHYDRO -5- AZACYTIDINE HYDROCHLORIDE

NSC - 264880

SMILE String: O=C1N(CN=C(N1)N)[CH]1O[CH]([CH]([CH]1O)O)CO.Cl

Chemical Name: 4-Amino-5,6-dihydro-1-(3-D-ribofuranosyl-1,3,5-triazin-2(1H)-one,monohydrochloride

Other Names: DHAC

CAS Registry Number: 62402-31-7

Molecular Formula: C8H14N4O5.ClH                M.W.: 282.7

Approximate Solubility:            (mg/mL)
H                                    > 50
pH 4 Acetate buffer                  > 50
pH 9 Borate buffer                   > 50
10% Ethanol                          > 50
95% Ethanol                         1 - 3
McOH                               5 - 10
CHCl                                  < 1

Stability:

 Bulk: A sample stored at 60 °C for 30 days showed < 1% decomposition (TLC, UV).

 Solution: A sample was dissolved in pH 8 phosphate buffer at a concentration of 0.1 mg/mL for UV study and 10 mg/mL for TLC study and stored at room temperature in a closed clear bottle exposed to laboratory light for 9 days. Based on the UV and TLC the sample showed < 1% decomposition.

Ultraviolet Absorption:

(pH 9 Phosphate Buffer)

max = 234 ± 2 nm             E = 6,700 - 7,100

High Performance Liquid Chromatography:

 Column: uBondapak C18 300 x 3.9 mm i.d.

 Mobile Phase: Water containing 0.005 M heptane-sulfonic acid and 1% acetic acid (v/v)

 Flow Rate: 2 mL/min

 Detection: UV at 234 nm

 Sample Preparation: 1 mg/mL in mobile phase containing internal standard.

 Internal Standard: 0.063 mg/mL guanosine

 Retention Volume: 16.6 mL (NSC-264880)

Optical Rotation:

(c = 1.3, H2O)               [a]25D = -27.5 ± 2°

Toxicity Data:

 Mouse(iv): LD50: 2559 mg/kg
 National Technical Information Service, PB82-195751