ChemSpider 2D Image | Afatinib dimaleate | C32H33ClFN5O11

Afatinib dimaleate

  • Molecular FormulaC32H33ClFN5O11
  • Average mass718.083 Da
  • Monoisotopic mass717.184937 Da
  • ChemSpider ID13081856

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 1 of 1 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(2E)-N-(4-[(3-chloro-4-fluorophenyl)amino]-7-{[(3S)-tetrahydrofuran-3-yl]oxy}quinazolin- 6-yl)-4-(dimethylamino)but-2-enamide bis[hydrogen (2Z)-but-2-enedioate]
(2E)-N-{4-[(3-Chloro-4-fluorophenyl)amino]-7-[(3S)-tetrahydro-3-furanyloxy]-6-quinazolinyl}-4-(dimethylamino)-2-butenamide (2Z)-2-butenedioate (1:2) [ACD/IUPAC Name]
(2Z)-2-Butendisäure --(2E)-N-{4-[(3-chlor-4-fluorphenyl)amino]-7-[(3S)-tetrahydro-3-furanyloxy]-6-chinazolinyl}-4-(dimethylamino)-2-butenamid (2:1) [German] [ACD/IUPAC Name]
2-Butenamide, N-[4-[(3-chloro-4-fluorophenyl)amino]-7-[[(3S)-tetrahydro-3-furanyl]oxy]- 6-quinazolinyl]-4-(dimethylamino)-, (2E)-, (2Z)-2-butenedioate (1:2)
2-Butenamide, N-[4-[(3-chloro-4-fluorophenyl)amino]-7-[[(3S)-tetrahydro-3-furanyl]oxy]-6-quinazolinyl]-4-(dimethylamino)-, (2E)-, (2Z)-2-butenedioate (1:2) [ACD/Index Name]
850140-73-7 [RN]
Acide (2Z)-2-butènedioïque - (2E)-N-{4-[(3-chloro-4-fluorophényl)amino]-7-[(3S)-tétrahydro-3-furanyloxy]-6-quinazolinyl}-4-(diméthylamino)-2-buténamide (2:1) [French] [ACD/IUPAC Name]
Afatinib (maleate)
Afatinib dimaleate [INN] [USAN]
Gilotrif [Trade name]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

BIBW2992 MA2 [DBID]
BIBW 2992 [DBID]
BIBW 2992MA2 [DBID]
BIBW2992 [DBID]
BIBW-2992 [DBID]
CCRIS 4693 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A maleate salt obtained by combining afatinib with two molar equivalents of maleic acid. Used for the first-line treatment of patients with metastatic non-small cell lung cancer. ChEBI CHEBI:76003

    • Bio Activity:

      Afatinib (BIBW2992) irreversibly inhibits EGFR/HER2 including EGFR(wt), EGFR(L858R), EGFR(L858R/T790M) and HER2 with IC50 of 0.5 nM, 0.4 nM, 10 nM and 14 nM, respectively; 100-fold more active against Gefitinib-resistant L858R-T790M EGFR mutant.; IC50 value: 0.5 nM/0.4 nM/10 nM/14 nM (EGFR(wt)/EGFR(L858R)/EGFR(L858R/T790M) /HER2) [1]; Target: EGFR;EGFR mutant forms; HER2; in vitro: BIBW2992 shows potent activity against both wild-type and mutant forms of EGFR and HER2. MedChem Express HY-10261A
      Afatinib (BIBW2992) irreversibly inhibits EGFR/HER2 including EGFR(wt), EGFR(L858R), EGFR(L858R/T790M) and HER2 with IC50 of 0.5 nM, 0.4 nM, 10 nM and 14 nM, respectively; 100-fold more active against Gefitinib-resistant L858R-T790M EGFR mutant.;IC50 value: 0.5 nM/0.4 nM/10 nM/14 nM (EGFR(wt)/EGFR(L858R)/EGFR(L858R/T790M) /HER2) [1];Target: EGFR;EGFR mutant forms; HER2;In vitro: BIBW2992 shows potent activity against both wild-type and mutant forms of EGFR and HER2. It is similar to Gefitinib in potency against L858R EGFR, but about 100-fold more active against the Gefitinib resistant L858R-T790M EGFR double mutant. BIBW2992 exhibits potent effects on both EGFR and HER2 phosphorylation in vivo. It compares favorably to reference compounds (such as Lapatinib et al.) in all cell types tested, such as human epidermoid carcinoma cell line A431 expressing wt EGFR, murine NIH-3T3 cells transfected with wt HER2, as well as breast cancer cell line BT-474 and gastric cancer cell line NCI-N8 MedChem Express HY-10261A
      Afatinib (BIBW2992) irreversibly inhibits EGFR/HER2 including EGFR(wt), EGFR(L858R), EGFR(L858R/T790M) and HER2 with IC50 of 0.5 nM, 0.4 nM, 10 nM and 14 nM, respectively; 100-fold more active against Gefitinib-resistant L858R-T790M EGFR mutant. MedChem Express
      EGFR MedChem Express HY-10261A
      JAK/STAT Signaling MedChem Express HY-10261A
      JAK/STAT Signaling; Protein Tyrosine Kinase/RTK; MedChem Express HY-10261A

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

No predicted properties have been calculated for this compound.

Click to predict properties on the Chemicalize site


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