Key Documents

View All Documentation

SML3109

Afatinib

Name: Afatinib
Brand: SIGMA

≥98% (HPLC), ErbB2 dual inhibitor, powder

Synonym(s):

(2E)-N-[4-[(3-Chloro-4-fluorophenyl)amino]-7-[[(3S)-tetrahydro-3-furanyl]oxy]-6-quinazolinyl]-4-(dimethylamino)-2-butenamide, (S,E)-N-(4-(3-Chloro-4-fluorophenylamino)-7-(tetrahydrofuran-3-yloxy)quinazolin-6-yl)-4-(dimethylamino)but-2-enamide, BIBW 2992, BIBW-2992, BIBW2992

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₂₄H₂₅ClFN₅O₃

CAS Number:

850140-72-6

Molecular Weight:

485.94

NACRES:

NA.77

UNSPSC Code:

12352200

MDL number:

MFCD12407405

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Product Name

Afatinib, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CN(C)C/C=C/C(NC1=CC(C(NC2=CC=C(C(Cl)=C2)F)=NC=N3)=C3C=C1O[C@H]4CCOC4)=O

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

InChI key

ULXXDDBFHOBEHA-CWDCEQMOSA-N

Related Categories

Bioactive Small Molecules

Biochem/physiol Actions

Afatinib (BIBW2992) is an orally active, irreversible, potent and selective EGFR/HER2 (ErbB2) dual inhibitor (EGFR IC50 = 0.5 nM (Wt), 0.4 nM (L858R), 10 nM (L858R/T790M); HER2 IC50 = 14 nM) that covalently targets EGFR Cys773 and HER2 Cys805 residues. BIBW2992 suppresses 100 ng/mL EGF-induced EGFR/HER2 tyrosin phosphorylation (IC50 = 13-71 nM; A431, NIH-3T3-HER2, BT-474, NCI-N87), inhibits cancer cells survival in cultures and induces tumor regression in xenograft and transgenic lung cancer models in vivo (20 mg/kg/day p.o.).

Orally active, irreversible, potent and selective EGFR/HER2 (ErbB2) dual inhibitor with in vitro and in vivo anti-cancer efficacy.

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302,H319,H373

pcodes

P260 - P264 - P270 - P301 + P312 - P305 + P351 + P338 - P314

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - STOT RE 2

target_organs

Kidney,Skin

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000385534

0000222895

0000222913