Home Categories API Cytosine β-D-arabinofuranoside
A2351212

Cytosine β-D-arabinofuranoside , 98% , 147-94-4

Synonym(s):
Cytarabine;Arabinosylcytosine;Ara-C;Cytosine arabinoside;(β-D-Arabinofuranosyl)cytosine

CAS NO.:147-94-4

Empirical Formula: C9H13N3O5

Molecular Weight: 243.22

MDL number: MFCD00066487

EINECS: 205-705-9

Pack Size Price Stock Quantity
1G RMB34.40 In Stock
5G RMB96.00 In Stock
25G RMB332.80 In Stock
100G RMB1212.00 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 214 °C
alpha  D24 +153° (c = 0.5 in water)
Boiling point: 386.09°C (rough estimate)
Density  1.3686 (rough estimate)
refractive index  1.5100 (estimate)
storage temp.  2-8°C
solubility  H2O: 50 mg/mL, clear, colorless
form  crystalline
pka pKa 4.3 (Uncertain)
color  Prisms from EtOH (aq)
Water Solubility  almost transparency
λmax 272nm(H2O)(lit.)
Merck  14,2784
BRN  89175
Stability: Stable for 1 year as supplied from date of purchase. Solutions in DMSO or water may be stored at -20°C for up to 1 month.
InChI 1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
InChIKey UHDGCWIWMRVCDJ-STUHELBRSA-N
SMILES NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O
LogP -1.808 (est)
CAS DataBase Reference 147-94-4(CAS DataBase Reference)
EPA Substance Registry System Cytarabine (147-94-4)

Description and Uses

Cytarabine (147-94-4) is a nucleoside analog that interferes with DNA synthesis and transcription, particularly in tumor cells.1,2 Cellular enzymes convert it to its nucleotide form, Ara-CTP, which disrupts DNA and RNA synthesis when polymerases attempt to incorporate it.3,4 For the same reasons, it is also employed as an antiviral.5 It inhibits proliferation of a variety of leukemic cell lines (IC50s 16-72 nM), but is used primarily against acute myeloid leukemia (AML).6

Cytarabine USP (Cytosar)is used to treat Acute granulocytic leukemia (adults); acute lymphocytic leukemia (children); Hodgkin’s disease

Safety

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H317-H361fd
Precautionary statements  P202-P261-P272-P280-P302+P352-P308+P313
PPE Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes  Xn,Xi
Risk Statements  43-63-36/37/38-20/21/22
Safety Statements  36/37-37/39-36-26
WGK Germany  3
RTECS  HA5425000
10-23
HS Code  29349990
Storage Class 11 - Combustible Solids
Hazard Classifications Repr. 2
Skin Sens. 1
Hazardous Substances Data 147-94-4(Hazardous Substances Data)
Toxicity LD50 oral in rat: > 5gm/kg

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