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Substance Name: Gemcitabine [USAN:INN:BAN]
RN: 95058-81-4
UNII: B76N6SBZ8R
InChIKey: SDUQYLNIPVEERB-QPPQHZFASA-N

Note

  • NCI: Gemcitabine hydrochloride is approved by the Food and Drug Administration (FDA) to be used by itself to treat pancreatic cancer that is advanced or has metastasized (spread to other parts of the body). It is used in patients who cannot be treated with surgery and have already been treated with other chemotherapy.[National Cancer Institute]

Molecular Formula

  • C9-H11-F2-N3-O4

Molecular Weight

  • 263.1989
 

Classification Codes

  • Anti-Infective Agents
  • Antimetabolites
  • Antimetabolites, Antineoplastic
  • Antineoplastic
  • Antineoplastic Agents
  • Antiviral Agents
  • Enzyme Inhibitors
  • Immunologic Factors
  • Immunosuppressive Agents
  • Noxae
  • Radiation-Sensitizing Agents

Names and Synonyms

Name of Substance

  • Gemcitabine [USAN:INN:BAN]

Synonyms

  • 2',2'-Difluorodeoxycytidine
  • 2'-Deoxy-2',2'-difluorocytidine
  • CCRIS 8984
  • DDFC
  • DFdC
  • DFdCyd
  • Folfugem
  • Gamcitabine
  • Gemcel
  • Gemcitabina
  • Gemcitabina [INN-Spanish]
  • Gemcitabine
  • Gemcitabinum
  • Gemcitabinum [INN-Latin]
  • GemLip
  • HSDB 7567
  • LY 188011
  • LY188011
  • NSC 613327
  • UNII-B76N6SBZ8R
  • Zefei

Systematic Name

  • Cytidine, 2'-deoxy-2',2'-difluoro-

Registry Numbers

CAS Registry Number

  • 95058-81-4

FDA UNII

  • B76N6SBZ8R

Other Registry Number

  • 1239668-67-7

Related Registry Numbers

  • 103882-84-4
  • 122111-03-9

System Generated Number

  • 0095058814

Structure Descriptors

InChI

1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1

InChIKey

SDUQYLNIPVEERB-QPPQHZFASA-N

Smiles

NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)C2(F)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intravenous 27mg/kg (27mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: PLEURAL EFFUSION
Journal of Cancer Research and Clinical Oncology. Vol. 125, Pg. 637, 1999.