Ancitabine

Names

[ CAS No. ]:
31698-14-3

[ Name ]:
Ancitabine

[Synonym ]:
anhydroarac
CYCLOCYTIDINE HCL
Cyclocytidine
Ancitabine
2,2'-(1,4-CYCLOHEXANEDIYLIDENE)-BISPROPANEDINITRILE
2,2'-ANHYDRO-L-CYTIDINE
2,2'-anhydrocytidine
anhydrocytidine
cyclocitidine
ancytabine

Chemical & Physical Properties

[ Density]:
2.01 g/cm3

[ Boiling Point ]:
422.2ºCat 760 mmHg

[ Melting Point ]:
269-270ºC

[ Molecular Formula ]:
C9H11N3O4

[ Molecular Weight ]:
225.20100

[ Exact Mass ]:
225.07500

[ PSA ]:
100.59000

[ Index of Refraction ]:
1.5100 (estimate)

[ Storage condition ]:
−20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LV2610000
CAS REGISTRY NUMBER :
31698-14-3
LAST UPDATED :
199512
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C9-H11-N3-O4
MOLECULAR WEIGHT :
225.23
WISWESSER LINE NOTATION :
T B556 AN CO GO INYTT&J D1Q EQ JUM

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>7 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1700 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - respiratory stimulation
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
820 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3400 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - respiratory stimulation
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1600 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - respiratory stimulation
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4050 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2745 mg/kg/9W-I
TOXIC EFFECTS :
Endocrine - changes in adrenal weight Blood - changes in erythrocyte (RBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other transferases

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Leukocyte
DOSE/DURATION :
700 ug/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 23,1235,1974

Safety Information

[ WGK Germany ]:
2

[ RTECS ]:
LV2615000

Synthetic Route

Precursor & DownStream

Precursor

  • D-Arabinose
  • Cytidine
  • Furo[2,3-d]oxazole-5-methanol,2-amino-3a,5,6,6a-tetrahydro-6-hydroxy-, (3aR,5R,6R,6aS)-
  • (Z)-(2-CYANOVINYL)TRIMETHYLAMMONIUM P-TOLUENESULFONATE
  • 4-amino-1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2-oxidotetrahydrofuro[3,4-d][1,3,2]dioxathiol-4-yl)pyrimidin-2(1H)-one hydrochloride
  • 4-amino-1-((2R,3S,4R,5R)-4-bromo-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one hydrochloride
  • Cyanoacetylene

DownStream

  • 2'-Deoxy-2'-fluorocytidine
  • Cytarabine
  • 5-Iodo-2'-fluoro-2'-deoxycytidine

Related Compounds

  • ancitabine hydrochloride