gemcitabine

CHEBI:CHEBI_175901

Definition

A 2'-deoxycytidine having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine is used in the treatment of various carcinomas, particularly non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer.

Chemical Information

Molecular Formula
C9H11F2N3O4
Molecular Mass
263.19810
Charge
0
SMILES
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1
InChI
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

Alternative Names

  • 2'-deoxy-2',2'-difluorocytidine
  • 2'-Deoxy-2',2'-difluorocytidine
  • 2',2'-Difluorodeoxycytidine
  • 4-amino-1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
  • gemcitabina
  • gemcitabine
  • gemcitabinum

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
PMID:17639396
DRON_00010000
12574
core#notation
CHEBI:175901

Additional References

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

route
INTRAVENOUS
package_ndc
54245-1091-0
package_description
70 kg in 1 BAG (54245-1091-0)
spl_id
9788e02c-b92a-4ec3-a747-1574a3a76918
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#id
CHEBI:175901
generic_name
Gemcitabine Hydrochloride (Process-2)
brand_name
GEMCITABINE
brand_name_base
GEMCITABINE
oboInOwl#hasDbXref
PMID:17639396
product_ndc
54245-1091
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
DRON_00010000
12574
oboInOwl#hasAlternativeId
CHEBI:5295
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_74213
rxcui
1998783
package_marketing_start_date
30-MAR-17
manufacturer_name
BluePoint Laboratories
unii
U347PV74IL
spl_set_id
b9347b14-7ca2-43f5-9ee8-7ba709ae6b52
core#notation
CHEBI:175901
active_ingredient_strength
1 g/26.3mL
pharm_class_moa
Nucleic Acid Synthesis Inhibitors [MoA]
pharm_class
Nucleoside Metabolic Inhibitor [EPC]
pharm_class_epc
Nucleoside Metabolic Inhibitor [EPC]
nui
N0000175595
active_ingredient_name
GEMCITABINE HYDROCHLORIDE
upc
0363323126001
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
product_type
BULK INGREDIENT
marketing_category
EXPORT ONLY
listing_expiration_date
20241231
dosage_form
INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION
marketing_start_date
20100804
labeler_name
VALARY LAB PRIVATE LIMITED
application_number
ANDA090242
has_treatment
http://purl.obolibrary.org/obo/DOID_0050803
owl#annotatedSource
t136536
owl#someValuesFrom
t2997668
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_113877
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect9060