CYCLOCYTIDINE HYDROCHLORIDE

NSC - 145668

SMILE String: n1c2O[CH]3[CH](O[CH]([CH]3O)CO)n2ccc1=N.Cl

Chemical Name: 2,3,3a,9a-Tetrahydro-3-hydroxy-6- imino6H-furo(2',3':4,5)-oxazolo(3,2-a)pyrimidine-2- methanol,-,monohydrochloride

Other Names: Cyclo-C; Cyclocytidine hydrochloride

CAS Registry Number: 10212-25-6

Molecular Formula: C9H11N3O4.ClH         M.W.: 261.7

Approximate Solubility:          ( mg/mL)

H2O                                  200
EtOAc                              < 0.1
CHC13                              < 0.1

Stability:

Bulk: A sample stored at 60°C for 30 days showed no decomposition as indicated by optical rotation.

Solution: A 1% solution in water after 24 hours at room temperature showed no decomposition as indicated by optical rotation.

High Performance Liquid Chromatography:

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

Mobile Phase: 1.5% acetic acid in water with 0.075 M heptanesulfonic acid

Flow Rate: 1.0 mL/min

Detection: UV at 254 nm

Sample Preparation: Sample concentration - 1.0 mg/mL

Retention Volume: 8.2 mL (NSC - 145668)

Ultraviolet Absorption:

(H2O)

  max                                         E

231 ± 2 nm                             9,300 - 9,700
263 ± 2 nm                             10,400 - 10,800 

Optical Rotation:

(c = H20) [a]20D = -22 ± 2 degrees

Toxicity Data:

Mouse(iv): LD 800 mg/kg
  Drugs in Japan. Ethical Drugs, 6,55,(1982)

Dog(iv): LD 344 mg/kg
  Oyo Yakuri, Pharmacometrics, 8,353,(1974)

Monkey (iv): LD 1045 mg/kg
  Oyo Yakuri. Pharmacometrics, 8,353,(1974)