2'-Deoxy-5-fluorcytidine

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Names

[ CAS No. ]:
10356-76-0

[ Name ]:
2'-Deoxy-5-fluorcytidine

[Synonym ]:
5-Fluoro-2′-deoxycytidine
2'-Deoxy-5-fluorcytidine
4-Amino-5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2(1H)-pyrimidinone
5-Fluorodeoxycytidine
2(1H)-pyrimidinone, 4-amino-1-(2-deoxy-β-D-glycero-pentofuranosyl)-5-fluoro-
Cytidine, 2'-deoxy-5-fluoro-
4-Amino-1-(2-deoxy-β-D-glycero-pentofuranosyl)-5-fluoropyrimidin-2(1H)-one
MFCD00077348
2'-Deoxy-5-fluorocytidine
5-Fluoro-2'-deoxycytidine
4-Amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-fluorpyrimidin-2(1H)-on

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
465.0±55.0 °C at 760 mmHg

[ Melting Point ]:
196 °C

[ Molecular Formula ]:
C9H12FN3O4

[ Molecular Weight ]:
245.208

[ Flash Point ]:
235.0±31.5 °C

[ Exact Mass ]:
245.081177

[ PSA ]:
110.60000

[ LogP ]:
-1.61

[ Vapour Pressure ]:
0.0±2.6 mmHg at 25°C

[ Index of Refraction ]:
1.697

[ Storage condition ]:
room temp

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HA3850000
CHEMICAL NAME :
Cytidine, 2'-deoxy-5-fluoro-
CAS REGISTRY NUMBER :
10356-76-0
LAST UPDATED :
199709
DATA ITEMS CITED :
18
MOLECULAR FORMULA :
C9-H12-F-N3-O4
MOLECULAR WEIGHT :
245.24
WISWESSER LINE NOTATION :
T6N CNJ DZ EF F- BT5OTJ EO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2 gm/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
DOSE :
20 mg/kg
SEX/DURATION :
female 15-16 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
156 ug/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
6200 ug/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - other developmental abnormalities
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1500 ug/kg
SEX/DURATION :
female 10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
312 ug/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
10 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - cytological changes (including somatic cell genetic material) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - other effects to embryo
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
10 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - hepatobiliary system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
2500 ug/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - body wall Reproductive - Specific Developmental Abnormalities - urogenital system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
5 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1250 ug/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - eye/ear
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
156 ug/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
10 umol/L
REFERENCE :
CHROAU Chromosoma. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1939- Volume(issue)/page/year: 85,603,1982 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975 TOXICOLOGY REVIEW ARVPAX Annual Review of Pharmacology. (Palo Alto, CA) V.1-15, 1961-75. For publisher information, see ARPTDI. Volume(issue)/page/year: 5,447,1965

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
HA3850000

[ HS Code ]:
2934999090

Synthetic Route

Precursor & DownStream

Precursor

  • [(2R,3S,5R)-3-acetyloxy-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl acetate
  • Floxuridine
  • 1-Acetyl-2-deoxy-3,5-di-O-benzoylribofuranose

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Related Compounds

  • 1-{4-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydrofuran-2-yl}-5-iodo-1H-pyrimidine-2,4-dione
  • 2'-deoxy-5-ethyl-5'-uridylic acid
  • 2'-Deoxy-5-[(triMethylsilyl)ethynyl]uridine 3',5'-Dibenzoate
  • 2'-Deoxy-5-methylcytidine
  • 2'-deoxy-5-(1,2-dihydroxyethyl)uridine
  • 2'-deoxy-5-propyl-5'uridylic acid
  • 2-(3,5-Dichloro-2,4,6-trifluorobenzyloxy)tetrahydro-2H-pyran
  • 4-Fluoro-3-nitrobenzoyl fluoride
  • 3-Chloro-4-methyl-(trifluoromethylsulfonyl)benzene
  • 2-Chloro-4,4,4-trifluoro-3,3-dimethoxy-butyramide
  • 2,6-Dichloro-3-fluoro-4-trifluoromethyl-(vinyloxy)benzene
  • 4-(2',2',2'-Trifluoroacetamido)-2,2-difluoro-1,3-benzodioxole
  • 2,2-Difluoro-2-(fluorosulfonyl)-N,N-dimethylacetamide
  • 3-(Difluoromethyl)-2,4,5,6-tetrafluorochlorobenzene
  • 5-Chloro-2-(1,1-dichloroethyl)-4,6-difluoropyrimidine
  • 3-(1,1,2,3,3,3-Hexafluoropropoxy)benzonitrile
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