MDL-101731

Tezacitabine

HCID 6435808CAS 130306-02-4

部分構造検索類似構造を探す

基本情報

標準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
単同位体質量: 257.08118403

名称と識別子

優先名称: Tezacitabine
IUPAC: 4-amino-1-[(2R,3E,4S,5R)-3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
現地名: MDL-101731
英語名: (E)-2'-DEOXY-2'-(FLUOROMETHYLENE) CYTIDINE
分子式: C10H12FN3O4
分子量: 257.22

名称と別名

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

名称をさらに表示

1-[(2R,3E,4S,5R)-3-(フルオロメチレン)-4-ヒドロキシ-5-(ヒドロキシメチル)オキソラン-2-イル]-4-アミノピリミジン-2(1H)-オン4-アミノ-1-[(2R,3E,4S,5R)-3-(フルオロメチリデン)-4-ヒドロキシ-5-(ヒドロキシメチル)オキソラン-2-イル]-1,2-ジヒドロピリミジン-2-オンtezaciabine(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

データベース識別子

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

物性

構造計算による物性

XLogP: -2.3
極性表面積: 108 Å²
水素結合供与体数: 3
水素結合受容体数: 5
回転可能結合数: 2
重原子数: 18
形式電荷: 0
複雑度: 448

物理化学的性質

沸点: 512.5 · 512.5±60.0 °C(Predicted)
比重(密度): 1.71 · 1.71±0.1 g/cm3(Predicted)
貯蔵温度: -80 °C · -80°C
溶解性: 200 mg/mL · DMSO : 200 mg/mL (777.54 mM; Need ultrasonic)
外見: Solid
酸解離定数(Pka): 12.5 · 12.50±0.60(Predicted)
色: Off-white to light yellow

化学と産業

薬理情報

Mechanism of Action · 1 件

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 件

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.

応用分野

使用Tezacitabine is used in the synthesis of inhibitors of ribonucleoside diphosphate reductase.

上流・下流製品情報

上流原料

Cytidine, 2'-deoxy-2'-[fluoro(tributylstannyl)methylene]-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-, (2'Z)- (9CI)Cytidine, 2'-deoxy-2'-(fluoromethylene)-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-, (2'E)- (9CI)

サプライヤー11 社

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]