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Merck

C6645

Cytosine β-D-arabinofuranoside hydrochloride

≥99% (HPLC), synthetic (inorganic), crystalline

Synonym(s):

Arabinosylcytosine hydrochloride, 1-(β-D-Arabino­furanosyl)­cytosine hydrochloride, Ara-C hydrochloride, Arabinocytidine hydrochloride, Cytarabine hydrochloride, Cytosine arabinoside hydrochloride

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25 MG

€65.30

100 MG

€86.20

500 MG

€301.00

1 G

€513.00

5 G

€1,570.00

€65.30


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About This Item

Empirical Formula (Hill Notation):
C9H13N3O5 · HCl
CAS Number:
Molecular Weight:
279.68
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
200-713-9
MDL number:

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Product Name

Cytosine β-D-arabinofuranoside hydrochloride, crystalline

InChI key

KCURWTAZOZXKSJ-JBMRGDGGSA-N

InChI

1S/C9H13N3O5.ClH/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);1H/t4-,6-,7+,8-;/m1./s1

SMILES string

Cl[H].NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O

biological source

synthetic (inorganic)

assay

≥99% (HPLC)

form

crystalline

mp

197-198 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless

storage temp.

2-8°C

Quality Level

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1 of 4

This Item
C1768M6500251010
biological source

synthetic (inorganic)

biological source

-

biological source

synthetic (organic)

biological source

-

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

100

assay

≥99% (HPLC)

assay

≥90% (HPLC)

assay

≥98% (titration)

assay

≥98% (HPLC)

form

crystalline

form

crystalline

form

powder or crystals

form

solid

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

mp

197-198 °C (lit.)

mp

-

mp

67-71 °C

mp

-

Application

Cytosine β-D-arabinofuranoside hydrochloride has been used in fetal bovine serum supplemented Dulbecco′s modified eagle medium (FBS-DMEM)[1] and B27/neurobasal-A medium[2] to inhibit the growth of glial cells. It has also been used to inhibit astrocyte proliferation in embryonic spinal cord neurons.[3]

Biochem/physiol Actions

Ara-C is phosphorylated to Ara-CTP and is incorporatee into DNA. It inhibits DNA replication by forming cleavage complexes with topoisomerase I resulting in DNA fragmentation, and ultimately induces apoptosis via the PKC signaling pathway. Does not inhibit RNA synthesis. Anti-leukemia agent.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Muta. 2 - Repr. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Ploia C, et al.
Journal of Alzheimer'S Disease, 26(2), 315-329 (2011)
Reduced activity of AMP-activated protein kinase protects against genetic models of motor neuron disease
Lim MA, et al.
The Journal of Neuroscience, 32(3), 1123-1141 (2012)
Joost J Leenders et al.
The Journal of biological chemistry, 285(35), 27449-27456 (2010-06-23)
Pathological forms of left ventricular hypertrophy (LVH) often progress to heart failure. Specific transcription factors have been identified that activate the gene program to induce pathological forms of LVH. It is likely that apart from activating transcriptional inducers of LVH
Julie M Vose et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(13), 1662-1668 (2013-03-13)
This clinical trial evaluated standard-dose radioimmunotherapy with a chemotherapy-based transplantation regimen followed by autologous hematopoietic cell transplantation versus rituximab with the same regimen in patients with relapsed diffuse large B-cell lymphoma (DLBCL). Patients with chemotherapy-sensitive persistent or relapsed DLBCL were

Articles

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

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  1. Hi I need the insert of this product please. Can you send me please? the batch number is SLCD2059

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