Discuss This Drug

Afatinib

CHEBI:CHEBI_61390

Definition

A quinazoline compound having a 3-chloro-4-fluoroanilino group at the 4-position, a 4-dimethylamino-trans-but-2-enamido group at the 6-position, and an (S)-tetrahydrofuran-3-yloxy group at the 7-position. Used (as its dimaleate salt) for the first-line treatment of patients with metastatic non-small cell lung cancer.

Chemical Information

Molecular Formula
C24H25ClFN5O3
Molecular Mass
485.93800
Charge
0
SMILES
CN(C)C\C=C\C(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1O[C@H]1CCOC1
InChI
InChI=1S/C24H25ClFN5O3/c1-31(2)8-3-4-23(32)30-21-11-17-20(12-22(21)34-16-7-9-33-13-16)27-14-28-24(17)29-15-5-6-19(26)18(25)10-15/h3-6,10-12,14,16H,7-9,13H2,1-2H3,(H,30,32)(H,27,28,29)/b4-3+/t16-/m0/s1
InChIKey
ULXXDDBFHOBEHA-CWDCEQMOSA-N

Alternative Names

  • (2E)-N-{4-[(3-chloro-4-fluorophenyl)amino]-7-[(3S)-tetrahydrofuran-3-yloxy]quinazolin-6-yl}-4-(dimethylamino)but-2-enamide
  • afatinib
  • afatinibum
  • BIBW 2992

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

DRON_00010000
1430438
oboInOwl#hasDbXref
Wikipedia:Afatinib
core#notation
CHEBI:61390

Additional References

Wikipedia:Afatinib

🔍 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

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
1430438
generic_name
Afatinib Dimaleate
oboInOwl#hasDbXref
Wikipedia:Afatinib
oboInOwl#id
CHEBI:61390
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
route
ORAL
dosage_form
POWDER
package_marketing_start_date
20-NOV-15
marketing_start_date
20151120
labeler_name
Alembic Pharmaceuticals Limited
brand_name
Gilotrif
brand_name_base
Gilotrif
product_ndc
63592-0355
application_number
NDA201292
spl_id
7dae76d4-b9e4-495f-b790-3775855e45d4
package_ndc
63592-0355-2
package_description
1 kg in 1 CARTON (63592-0355-2)
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_38637
oboInOwl#inSubset
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core#notation
CHEBI:61390
rxcui
1430457
active_ingredient_strength
100 kg/100kg
nui
N0000175076
pharm_class_epc
Kinase Inhibitor [EPC]
pharm_class
Protein Kinase Inhibitors [MoA]
pharm_class_moa
Protein Kinase Inhibitors [MoA]
manufacturer_name
Boehringer Ingelheim Pharmaceuticals, Inc.
active_ingredient_name
AFATINIB DIMALEATE
unii
41UD74L59M
spl_set_id
fd638e5e-8032-e7ca-0179-95e96ab5d387
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
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http://purl.obolibrary.org/obo/DOID_3908
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https://w3id.org/def/predibionto#has_drug_112846
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t259494
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t3004920