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Merck

C7495

Sigma-Aldrich

クロファラビン

≥98% (HPLC)

別名:

(2R,3R,4S,5R)-5-(6-アミノ-2-クロロプリン-9-イル)-4-フルオロ-2-(ヒドロキシメチル)オキソラン-3-オール, 2-クロロ-2'-アラビノ-フルオロ-2'-デオキシアデノシン

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About This Item

実験式(ヒル表記法):
C10H11ClFN5O3
CAS番号:
分子量:
303.68
MDL番号:
UNSPSCコード:
12352200
PubChem Substance ID:
NACRES:
NA.77

アッセイ

≥98% (HPLC)

形状

powder

white

溶解性

DMSO: >10 mg/mL

オーガナイザー

Sanofi Aventis

保管温度

2-8°C

SMILES記法

Nc1nc(Cl)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3F

InChI

1S/C10H11ClFN5O3/c11-10-15-7(13)5-8(16-10)17(2-14-5)9-4(12)6(19)3(1-18)20-9/h2-4,6,9,18-19H,1H2,(H2,13,15,16)/t3-,4+,6-,9-/m1/s1

InChI Key

WDDPHFBMKLOVOX-AYQXTPAHSA-N

アプリケーション

Clofarabine has been used in a cell viability assay to analyze the sensitivity of the isogenic cell lines towards clofarabine. It is also used to study the interaction of anticancer drug clofarabine with human serum albumin and human α-1 acid glycoprotein.

生物化学的/生理学的作用

Clofarabine is a purine nucleoside antimetabolite. Clofarabine is toxic to nondividing lymphocytes and monocytes.
Clofarabine is a second-generation nucleoside analog, used in cancer treatments. Clofarabine is metabolized to 5′-triphosphate and is known to block DNA synthesis. The human equilibrative nucleoside transporters (hENT1 and hENT2) and human concentrative nucleoside transporter (hCNT2 and hCNT3) mediates clofarabine transport into the cell. It also serves as a substrate for mitochondrial deoxyguanosine kinase. Clofarabine is an inhibitor of ribonucleotide reductase. It resists the phosphorolytic cleavage catalyzed by purine nucleoside phosphorylase of bacterias. Clofarabine also withstands deamination by adenosine deaminase.

特徴および利点

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

ピクトグラム

Health hazardExclamation mark

シグナルワード

Warning

危険有害性の分類

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

ターゲットの組織

Respiratory system

保管分類コード

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

個人用保護具 (PPE)

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

C7495-VAR:
C7495-5MG:
C7495-BULK:
C7495-25MG:


試験成績書(COA)

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Interaction of anticancer drug clofarabine with human serum albumin and human alpha-1 acid glycoprotein. Spectroscopic and molecular docking approach
Ajmal MR, et al.
Journal of Pharmaceutical and Biomedical Analysis, 135(2), 106-115 (2017)
Anna Zhenchuk et al.
Biochemical pharmacology, 78(11), 1351-1359 (2009-07-07)
Clofarabine, a next-generation deoxyadenosine analogue, was developed on the basis of experience with cladribine and fludarabine in order to achieve higher efficacy and avoid extramedullary toxicity. During the past decade this is the only drug granted approval for treatment of
Hady Ghanem et al.
Leukemia & lymphoma, 54(4), 688-698 (2012-09-11)
Clofarabine is a second-generation purine nucleoside analog that has been synthesized to overcome the limitations and incorporate the best qualities of fludarabine and cladribine. Clofarabine acts by inhibiting ribonucleotide reductase and DNA polymerase, thereby depleting the amount of intracellular deoxynucleoside
Michał Gorzkiewicz et al.
Macromolecular rapid communications, 40(15), e1900181-e1900181 (2019-05-29)
Poly(propyleneimine) glycodendrimers are proposed as nanocarriers for triphosphate forms of anticancer adenosine analogues to improve the efficiency of chemotherapy and to overcome drug resistance mechanisms. This approach has proven successful for fludarabine administration-an autonomous way of cellular entry of a
Andrea Ghelli Luserna Di Rorà et al.
Cancers, 11(11) (2019-11-14)
Screening for synthetic lethality markers has demonstrated that the inhibition of the cell cycle checkpoint kinases WEE1 together with CHK1 drastically affects stability of the cell cycle and induces cell death in rapidly proliferating cells. Exploiting this finding for a

ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.

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