基本情報
- 標準SMILES
Cl.Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1- InChIKey
OKKDEIYWILRZIA-OSZBKLCCSA-N- 分子式
- C9H12ClF2N3O4
- 平均分子量
- 299.66 g/mol
- 単同位体質量
- 299.04843998
概要
Gemcitabine Hydrochloride is the hydrochloride salt of an analogue of the antimetabolite nucleoside deoxycytidine with antineoplastic activity. Gemcitabine is converted intracellularly to the active metabolites difluorodeoxycytidine di- and triphosphate (dFdCDP, dFdCTP). dFdCDP inhibits ribonucleotide reductase, thereby decreasing the deoxynucleotide pool available for DNA synthesis; dFdCTP is incorporated into DNA, resulting in DNA strand termination and apoptosis.
名称と識別子
- 優先名称
- Gemcitabine Hydrochloride
- IUPAC
- 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one;hydrochloride
名称と別名
GEMCITABINE HYDROCHLORIDE122111-03-9Gemcitabine HClLY188011 hydrochloride2'-Deoxy-2',2'-difluorocytidine monohydrochloride2'-deoxy-2',2'-difluorocytidine hydrochlorideINFUGEMGemcitabine (as hydrochloride)Cytidine, 2'-deoxy-2',2'-difluoro-, monohydrochlorideDTXSID3047849Gemcitabine HCIU347PV74IL
名称をさらに表示
LY-188011 HYDROCHLORIDE2',2'-Difluorodeoxycytidine monohydrochlorideDTXCID3027827NSC613327CHEBI:31647RefChem:57768FF10832FF 10832
データベース識別子
- CAS
122111-03-9- PubChem CID
- 60749
- DTXSID
DTXSID3047849- ChEMBL
CHEMBL1637- UNII
- U347PV74IL
- EC Number
- 601-823-3
物性
構造計算による物性
- 極性表面積
- 108 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 6
- 回転可能結合数
- 2
- 重原子数
- 19
- 形式電荷
- 0
- 複雑度
- 426
実験および物理化学的性質
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
安全と法規制
GHS分類
GHS Classification
Danger
H302 (11.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P317, P318, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 62 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (11.3%)
毒性情報
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Gemcitabine hydrochloride
vMost-DILI-concern
8
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
化学と産業
薬理情報
FDA Pharmacological Classification
GEMCITABINE HYDROCHLORIDE
Nucleic Acid Synthesis Inhibitors [MoA]; Nucleoside Metabolic Inhibitor [EPC]
MeSH Pharmacological ClassificationAntimetabolites that are useful in cancer chemotherapy.
関連反応
18 件
関連ノート
読み込み中…