1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE

Modify Date: 2024-01-09 21:06:22

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure
1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE structure
 Common Name 1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE
CAS Number 6742-07-0 Molecular Weight 369.32700
Density 1.52g/cm3 Boiling Point 507.4ºC at 760 mmHg
Molecular Formula C15H19N3O8 Melting Point N/A
MSDS N/A Flash Point 260.6ºC

 Names

Name [3,4-diacetyloxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl acetate
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.52g/cm3
Boiling Point 507.4ºC at 760 mmHg
Molecular Formula C15H19N3O8
Molecular Weight 369.32700
Flash Point 260.6ºC
Exact Mass 369.11700
PSA 149.04000
Index of Refraction 1.61

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HA5600000
CHEMICAL NAME :
Cytosine, 1-beta-D-arabino-furanosyl-, 2',3',5'-triacetate
CAS REGISTRY NUMBER :
6742-07-0
LAST UPDATED :
199606
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C15-H19-N3-O8
MOLECULAR WEIGHT :
369.37
WISWESSER LINE NOTATION :
T6NVNJ DZ A- BT5OTJ COV1 DOV1 E1OV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5010 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 :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4400 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 :
680 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 :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg/5D-I
TOXIC EFFECTS :
Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
750 mg/kg/15D-I
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Blood - changes in bone marrow (not otherwise specified) Nutritional and Gross Metabolic - body temperature increase
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
3 gm/kg/15D-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes primarily in glomeruli Blood - thrombocytopenia Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
750 mg/kg/15D-I
TOXIC EFFECTS :
Gastrointestinal - nausea or vomiting Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
49 umol/L
REFERENCE :
CCCCAK Collection of Czechoslovak Chemical Communications. (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1929- Volume(issue)/page/year: 49,2551,1984

 Synthetic Route

2(1H)-Pyrimidinone,3,4-dihydro-4-thioxo-1-(2,3,5-tri-O-acetyl-b-D-arabinofuranosyl)- structure

2(1H)-Pyrimidin...

CAS#:25130-27-2

~90%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: Saladino, Raffaele; Mincione, Enrico; Crestini, Claudia; Mezzetti, Maurizio Tetrahedron, 1996 , vol. 52, # 19 p. 6759 - 6780
[5-(4-acetamido-2-oxo-pyrimidin-1-yl)-3,4-diacetyloxy-oxolan-2-yl]methyl acetate structure

[5-(4-acetamido...

CAS#:6742-08-1

~%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: Bobek; Kavai; Sharma; Grill; Dutschman; Cheng Journal of Medicinal Chemistry, 1987 , vol. 30, # 11 p. 2154 - 2157
Cytarabine hydrochloride structure

Cytarabine hydr...

CAS#:69-74-9

~%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: Bobek; Kavai; Sharma; Grill; Dutschman; Cheng Journal of Medicinal Chemistry, 1987 , vol. 30, # 11 p. 2154 - 2157
4-(1,2,4-triazol-1-yl)-1-(2',3',5'-tri-O-acetyl-β-D-arabinofuranosyl)pyrimidine-2(1H)one structure

4-(1,2,4-triazo...

CAS#:82855-62-7

~%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: Divakar, K.J.; Reese, Colin B. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 1171 - 1176
2,2'-Cyclouridine structure

2,2'-Cyclouridine

CAS#:3736-77-4

~%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: Divakar, K.J.; Reese, Colin B. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 1171 - 1176
1-β-D-Arabinofuranosyluracil structure

1-β-D-Arabinofu...

CAS#:3083-77-0

~%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: Divakar, K.J.; Reese, Colin B. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 1171 - 1176
Uridine structure

Uridine

CAS#:58-96-8

~%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: Divakar, K.J.; Reese, Colin B. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 1171 - 1176
2,4(1H,3H)-Pyrimidinedione,1-(2,3,5-tri-O-acetyl-b-D-arabinofuranosyl)- structure

2,4(1H,3H)-Pyri...

CAS#:14057-18-2

~%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: Divakar, K.J.; Reese, Colin B. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 1171 - 1176
tri-O-acetyl-N4-(1-(5-nitrothien-2-yl)ethyl)oxycarbonyl-1-β-D-arabinofuranosylcytosine structure

tri-O-acetyl-N4...

CAS#:880633-88-5

~%

1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE Structure

1-β-d-ARABINOFU...

CAS#:6742-07-0

Literature: ANGIOGENE PHARMACEUTICALS LIMITED; THE GRAY LABORATORY CANCER RESEARCH TRUST Patent: WO2006/32921 A1, 2006 ; Location in patent: Page/Page column 25 ;

 Synonyms

triacetylcytarabine
2',3',5'-tri-O-acetyl-arabinofuranosyl-cytidine
AraC 2',3',5'-tri-O-acetyl ester
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Chemsrc provides CAS#:6742-07-0 MSDS, density, melting point, boiling point, structure, etc. Its name is 1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE>> amp version: 1-β-d-ARABINOFURANOSYL-2′,3′,5′-TRIACETATE

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