(E)-2'-DEOXY-2'-(FLUOROMETHYLENE) CYTIDINE

Tezacitabine

HCID 6435808CAS 130306-02-4
子结构检索查找相似结构

基本信息

标准SMILES
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)/C2=C\F)c(=O)n1
InChIKey
GFFXZLZWLOBBLO-ASKVSEFXSA-N
分子式
C10H12FN3O4
平均分子量
257.22 g/mol
单同位素质量
257.08118403

名称与标识

首选名称
Tezacitabine
IUPAC
4-amino-1-[(2R,3E,4S,5R)-3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
中文名
(E)-2'-DEOXY-2'-(FLUOROMETHYLENE) CYTIDINE
英文名
(E)-2'-DEOXY-2'-(FLUOROMETHYLENE) CYTIDINE
分子式
C10H12FN3O4
分子量
257.22

名称与别名

TezacitabineMDL-1017312'-Deoxy-2'-(fluoromethylene)cytidinetezacitabinaDTXSID10156446Cytidine, 2'-deoxy-2'-(fluoromethylene)-, (2E)-171176-43-5DTXSID001690204-amino-1-[(2R,3E,4S,5R)-3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-onetezacitabinum4-amino-1-((2R,3E,4S,5R)-3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,2-dihydropyrimidin-2-oneMDL-101,731
展开更多名称
替扎西他滨化合物 TEZACITABINEtezaciabine(E)-2'-Deoxy-2'-(fluoromethylene)cytidine(E)-2'-DEOXY-2'-(FLUOROMETHYLENE) CYTIDINE2'-deoxy-2'-(fluoromethylene)-(2E)CytidineCytidine, 2'-deoxy-2'-(fluoromethylene)-, (2'E)-
RefChem:188974DTXCID5091511DTXCID7078937AnhydrousCytidine, 2'-deoxy-2'-(fluoromethylene)-, monohydrate, (2'E)-FMD-CFMdCTezacitabine monohydrate

数据库标识

CAS
130306-02-4、171176-43-5
PubChem CID
6435808
DTXSID
DTXSID10156446
ChEMBL
CHEMBL2105467、CHEMBL3989496
ChEBI
CHEBI:230773
UNII
7607Y95N9S
Nikkaji
J579.163D、J898.249J

性质

结构计算性质

XLogP
-2.3
极性表面积
108 Ų
氢键供体
3
氢键受体
5
可旋转键
2
重原子
18

物理化学性质

沸点
512.5 · 512.5±60.0 °C(Predicted)
密度
1.71 · 1.71±0.1 g/cm3(Predicted)
储存条件
-80 °C · -80°C
溶解度
200 mg/mL · DMSO : 200 mg/mL (777.54 mM; Need ultrasonic)
形态
Solid
酸度系数(pKa)
12.5 · 12.50±0.60(Predicted)

化学与工业

药理信息

Mechanism of Action · 1 条

Phosphorylated by cellular kinases, tezacitabine is converted into its active diphosphate and triphosphate metabolites. Tezacitabine diphosphate binds to and irreversibly inhibits the activity of the enzyme ribonucleotide reductase (RNR), which may result in the inhibition of DNA synthesis in tumor cells and tumor cell apoptosis. Tezacitabine triphosphate acts as a substrate for DNA polymerase, further compromising DNA replication. This agent is relatively resistant to metabolic deactivation by cytidine deaminase. RNR catalyzes the conversion of ribonucleoside 5'-diphosphates to deoxyribonucleoside 5'-diphosphates necessary for DNA synthesis and is overexpressed in many tumor types.

MeSH Pharmacological Classification · 3 条

Substances that inhibit or prevent the proliferation of NEOPLASMS.

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells.

试剂价格

HY-106014 · 1 mg
(E)-2'-DEOXY-2'-(FLUOROMETHYLENE) CYTIDINETezacitabine — 3880元
HY-106014 · 10 mM * 1 mL in DMSO
(E)-2'-DEOXY-2'-(FLUOROMETHYLENE) CYTIDINETezacitabine — 10670元

供应商11 家

攀纳燊（河南）医药科学技术有限公司0371-65325800 13700860222 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
杭州璟皓生物科技有限公司（原河南辛迪加生物）17513242016 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]

相关反应

3 条
新建反应记录

关联笔记

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