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C1768

Sigma-Aldrich

Cytarabine

≥90% (HPLC), crystalline, DNA replication inhibitor

Synonym(e):

(β-D-Arabinofuranosyl)-cytosin, Ara-C, Arabinocytidin, Arabinosylcytosin, Cytarabin, Cytosinarabinosid

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About This Item

Empirische Formel (Hill-System):
C9H13N3O5
CAS-Nummer:
147-94-4
Molekulargewicht:
243.22
Beilstein:
89175
EG-Nummer:
205-705-9
MDL-Nummer:
MFCD00066487
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24892435
NACRES:
NA.77

product name

Cytosin β-D-Arabinofuranosid, crystalline, ≥90% (HPLC)

Qualitätsniveau

200

Assay

≥90% (HPLC)

Form

crystalline

Lagertemp.

2-8°C

SMILES String

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

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-CCXZUQQUSA-N

Angaben zum Gen

human ... POLA1(5422) , POLA2(23649) , POLB(5423) , POLD1(5424) , POLD2(5425) , POLD3(10714) , POLD4(57804) , POLE(5426) , POLE2(5427) , POLE3(54107) , PRIM1(5557) , PRIM2(5558)
mouse ... Cda(72269)

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Biochem./physiol. Wirkung

Ara-C wird in DNA eingebaut und hemmt die DNA-Replikation durch Bildung von Spaltkomplexen mit Topoisomerase I, was zu einer Fragmentierung der DNA führt; die RNA-Synthese wird nicht gehemmt. Anti-Leukämiemittel.

Leistungsmerkmale und Vorteile

Diese Verbindung ist ein wichtiges Produkt für die Forschung im Bereich der Apoptose. Weitere empfohlene Apoptoseprodukte finden Sie hier. Weitere Informationen über bioaktive kleine Moleküle für andere Forschungsbereiche finden Sie unter sigma.com/discover-bsm.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Warning

H-Sätze

H317,H361fd

Gefahreneinstufungen

Repr. 2 - Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Sonia G Das et al.
Journal of medicinal chemistry, 54(16), 5937-5948 (2011-07-26)
Multidrug resistance (MDR) in cancer is a phenomenon in which administration of a single chemotherapeutic agent causes cross-resistance of cancer cells to a variety of therapies even with different mechanisms of action. Development of MDR against standard therapies is a
Hamed I Ali et al.
Bioorganic & medicinal chemistry, 15(1), 242-256 (2006-10-20)
Novel 2-deoxo-2-phenyl-5-deazaflavins and 2-deoxo-2-phenylflavin-5-oxides were prepared as a new class of antitumor agents and showed significant antitumor activities against NCI-H 460, HCT 116, A 431, CCRF-HSB-2, andKB cell lines. In vivo investigation, 2-deoxo-10-methyl-2-phenyl-5-deazaflavin exhibited the effective antitumor activity against A
M Low et al.
Internal medicine journal, 43(3), 294-297 (2012-07-05)
Although induction chemotherapy comprising high-dose cytarabine (HiDAC) in combination with idarubicin and etoposide or 'ICE' for adult acute myeloid leukaemia (AML) produces a complete remission rate of nearly 80%, gastrointestinal toxicity is significant. Omission of etoposide may produce similar clinical
Bob Löwenberg
Blood, 121(1), 26-28 (2013-01-05)
High-dose cytarabine applied during remission induction or as consolidation after attainment of a complete remission has become an established element in the treatment of adults with acute myeloid leukemia. Recent evidence has challenged the need for these exceptionally high-dose levels
Jorge Cortes et al.
The Lancet. Oncology, 14(4), 354-362 (2013-03-05)
Tosedostat is a novel oral aminopeptidase inhibitor with clinical activity in a previous phase 1-2 study in elderly patients with relapsed or refractory acute myeloid leukaemia (AML). We aimed to compare two dosing regimens of tosedostat. In this randomised phase
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