Flurocitabine

Names

[ Name ]:
Flurocitabine

[Synonym ]:
5-fluoro-arabino-O2,O2'-cyclocytidine
Ro-21-0702
fluoroancitabine
5-Fluoro-2,2'-cyclocytidine
5-fluoro-arabino-2,2'-anhydro-cytidine
Fluorocitabin
5-Fluor-2,2'-cyclocytidin
AAFC

Biological Activity

[Description]:

Flurocitabine is a fluorinated anlydride analog of cytosine arabinoside, partially hydrolysecl in vivo into two active antitumor substances (arabinosyl-tluorocytosine (ara-FC) and arabinosyl-fluorouracil (ara-FU)). Flurocitabine has antitumor activity during phase I studies in acute leukemia and solid tumors[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog

[References]

[1]. Alberto P, et al. Phase II study of anhydro-ara-5-fluorocytidine in adenocarcinoma of gastrointestinal tract, epidermoid carcinoma of lung, head and neck, breast carcinoma and small cell anaplastic carcinoma of lung. A study report of the E.O.R.T.C. early clinical trial cooperative group. Eur J Cancer. 1978;14(2):195-201.

Chemical & Physical Properties

[ Density]:
2.11g/cm3

[ Boiling Point ]:
391.7ºC at 760mmHg

[ Molecular Formula ]:
C₉H₁₀FN₃O₄

[ Molecular Weight ]:
243.19200

[ Flash Point ]:
190.7ºC

[ Exact Mass ]:
243.06600

[ PSA ]:
100.59000

[ Index of Refraction ]:
1.813

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: HA5400000

CHEMICAL NAME :: Cytosine, 2,2'-anhydroarabino-5-fluoro-

CAS REGISTRY NUMBER :: 37717-21-8

LAST UPDATED :: 199706

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C9-H10-F-N3-O4

MOLECULAR WEIGHT :: 243.22

WISWESSER LINE NOTATION :: T B556 AN CO GO IN HHTT&J D1Q EQ JZ KF

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human

DOSE/DURATION :: 33 mg/kg

TOXIC EFFECTS :: Gastrointestinal - nausea or vomiting Blood - normocytic anemia Blood - leukopenia

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Rodent - mouse Leukocyte

DOSE/DURATION :: 1 mmol/L

REFERENCE :: BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 23,2657,1974