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Afatinib dimaleate

Afatinib dimaleate Structure
Afatinib dimaleate structure
CAS No.
850140-73-7
Chemical Name:
Afatinib dimaleate
Synonyms
Alfatinib maleate;Afatinib (diMaleate);BAY-2416964;BIBW2992-MA2;Afatinib DimaL;Aftinib maleate;BIBW2992 DiMaleate;Afatinib (maleate);BIBW2993 DiMaleate;Afatiniβ-d6 Dimaleate
CBNumber:
CB22630067
Molecular Formula:
C28H29ClFN5O7
Molecular Weight:
602.02
MDL Number:
MFCD28969755
MOL File:
850140-73-7.mol
MSDS File:
SDS
Last updated:2024-01-10 14:30:40
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Afatinib dimaleate Properties

Melting point >237oC (dec.)
storage temp. Refrigerator
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Pale Yellow
InChIKey LIENDGDDWJRJLO-LBXKZPGENA-N
SMILES C(/C(=O)O)=C/C(=O)O.N(C1C=CC(F)=C(Cl)C=1)C1=NC=NC2C=C(O[C@@H]3COCC3)C(NC(=O)/C=C/CN(C)C)=CC1=2 |&1:25,r|
NCI Dictionary of Cancer Terms afatinib dimaleate
FDA UNII V1T5K7RZ0B
NCI Drug Dictionary afatinib dimaleate

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H362-H319-H302-H372-H361
Precautionary statements  P201-P260-P263-P264-P270-P308+P313-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P260-P264-P270-P314-P501-P201-P202-P281-P308+P313-P405-P501
HS Code  29339900
NFPA 704
0
2 0

Afatinib dimaleate price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 21567 Afatinib (maleate) ≥95% 850140-73-7 250mg $93 2024-03-01 Buy
Cayman Chemical 21567 Afatinib (maleate) ≥95% 850140-73-7 500mg $176 2024-03-01 Buy
Cayman Chemical 21567 Afatinib (maleate) ≥95% 850140-73-7 1g $330 2024-03-01 Buy
Cayman Chemical 21567 Afatinib (maleate) ≥95% 850140-73-7 5g $1002 2024-03-01 Buy
Tocris 6812 Afatinibdimaleate ≥98%(HPLC) 850140-73-7 50 $375 2021-12-16 Buy
Product number Packaging Price Buy
21567 250mg $93 Buy
21567 500mg $176 Buy
21567 1g $330 Buy
21567 5g $1002 Buy
6812 50 $375 Buy

Afatinib dimaleate Chemical Properties,Uses,Production

Description

Afatinib dimaleate (Tovok; BIBW2992; Gilotrif) is a salt form of Afatinib. Afatinib is a second-generation, orally administered, irreversible inhibitor of the ErbB family of tyrosine kinases.

Mechanism of Action

Afatinib (850140-73-7) downregulates ErbB signalling by covalently binding to the kinase domains of epidermal growth factor receptor (EGFR), human epidermal growth factor receptor (HER) 2 and HER4, resulting in irreversible inhibition of tyrosine kinase autophosphorylation; it also inhibits transphosphorylation of HER3. Afatinib is approved as monotherapy for the treatment of EGFR tyrosine kinase inhibitor (TKI)-na?ve adults with locally advanced or metastatic non-small cell lung cancer (NSCLC) with activating EGFR mutations in the EU, and for the first-line treatment of patients with metastatic NSCLC whose tumours have EGFR exon 19 deletions or exon 21 (L858R) substitution mutations as detected by a US FDA-approved test in the US.

Description

Afatinib dimaleate was approved by the U.S. Food and Drug Administration (FDA) in 2013 for the treatment of non-small cell lung cancer (NSCLC). Specifically, it was approved for patients presenting with metastatic NSCLC tumors which contain epidermal growth factor receptor (EGFR) exon deletions or exon 21 mutations. Afatinib dimaleate is a covalent inhibitor of ErbB tyrosine kinases (tyk), which downregulates ErbB signaling by irreversible binding of EGFR tyk binding sites. While no manufacturing route has been disclosed to date, the most scalable published route likely derives from two Boehringer Ingelheim patents.

Uses

Afatinib Dimaleate is a salt of Afatinib {BIBW 2992), an aminocrotonylamino-substituted quinazoline derivative used for treating cancer and diseases of the respiratory tract, lungs, gastrointestinal tract, bile duct, and gallbladder. An anilino-quinazoline that irreversibly inhibits EGFR and HER2 kinase activity.

Definition

ChEBI: Afatinib dimaleate is 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. It has a role as a tyrosine kinase inhibitor and an antineoplastic agent. It contains an afatinib.

General Description

Afatinib dimaleate is the dimaleate form of afatinib. It is a tyrosine kinase inhibitor of epidermal growth factor receptors (ERBB RECEPTORS) and an anti-angiogenic agent. Afatinib dimaleate has anti-tumour activity and is mainly used for the treatment of patients with metastatic non-small cell lung cancer (which has metastasised or spread to other parts of the body), or certain tumours with mutations in the EGFR gene and patients whose disease has worsened after platinum-based chemotherapy. It is also used for the treatment of esophageal squamous cell carcinoma (ESCC) and gastric cancer.

Biological Activity

Afatinib dimaleate is an orally bioavailable and irreversible dual-specific inhibitor of the ErbB family (EGFR and HER2). IC50 are 0.4, 0.5, 10, 14, 1 nM for EGFRL858R, EGFRwt, EGFR L858R/T790M, ErbB2 (HER2) and ErbB4 (HER4), respectively. Afatinib dimaleate is available for cancer (esophageal squamous cell carcinoma (ESCC), non-small cell lung cancer (NSCLC) and gastric cancer) studies.

Synthesis

Nitroquinazolinone (6), which is commercially available, was first chlorinated with phosphorous oxychloride (POCl3) followed by treatment with commercial 3-chloro-4-fluoroaniline (7) to afford SNAr adduct 8 in 90% yield over two steps. Sulfonylation to afford 9 (86%) and subsequent displacement with (S)-tetrahydrofuran- 3-ol gave 10 in 90% yield. Raney¨CNickel reduction of the nitro group delivered 11 in 97% yield, which set the stage for the final side-chain functionalization. 2-(Diethoxyphosphoryl) acetic acid and N,N0-carbonyldiimidazole (CDI) were pre-mixed and added to aniline 11 to afford 12 in 70% isolated yield. Next, a Horner¨CWadsworth¨CEmmons homologation gave the (E)-olefin 13 in quantitative yield, followed by maleate salt formation (92%) to deliver the final API. The final five steps of this synthesis have been successfully demonstrated on multi-kilogram scale.

Synthesis_850140-73-7

storage

Store at -20°C

Afatinib dimaleate Preparation Products And Raw materials

Raw materials

Preparation Products

Afatinib dimaleate Suppliers

Global( 345)Suppliers
Supplier Tel Email Country ProdList Advantage
TAIZHOU YUXIN BIOTECHNOLOGY CO,.LTD 		+86-576-88902229;+86-0576-88902229 +8613968687450 yuxin@yuxchem.com China 122 58
Jewim Pharmaceutical (Shandong) Co., Ltd.
+86-15552509998 +86-15621883869 liutf@jewim.com.cn China 251 58
Shanghai Famo Biotech Co Ltd
+86-36680037 +86-18550473860 mayan@famobiotech.com China 498 58
Hebei Yanxi Chemical Co., Ltd. 		+8617531190177 peter@yan-xi.com China 5993 58
Henan Bao Enluo International TradeCo.，LTD 		+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Zibo Hangyu Biotechnology Development Co., Ltd 		+86-0533-2185556 +8617865335152 Mandy@hangyubiotech.com China 11013 58
Frapp's ChemicalNFTZ Co., Ltd. 		+86 (576) 8169-6106 sales@frappschem.com China 885 50
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Beijing Cooperate Pharmaceutical Co.,Ltd 		010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Shanghai Bojing Chemical Co.,Ltd. 		+86-86-02137122233 +8613795318958 bj1@bj-chem.com China 298 55
Supplier Advantage
TAIZHOU YUXIN BIOTECHNOLOGY CO,.LTD 		58
Jewim Pharmaceutical (Shandong) Co., Ltd.
58
Shanghai Famo Biotech Co Ltd
58
Hebei Yanxi Chemical Co., Ltd. 		58
Henan Bao Enluo International TradeCo.，LTD 		58
Zibo Hangyu Biotechnology Development Co., Ltd 		58
Frapp's ChemicalNFTZ Co., Ltd. 		50
Capot Chemical Co.,Ltd. 		60
Beijing Cooperate Pharmaceutical Co.,Ltd 		55
Shanghai Bojing Chemical Co.,Ltd. 		55

Related articles

View Lastest Price from Afatinib dimaleate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BIBW2992 DiMaleate pictures 2024-04-24 BIBW2992 DiMaleate
850140-73-7
 US $100.00-60.00 / kg 100kg 99.99% 100Tons Hebei Dangtong Import and export Co LTD
BIBW2992 DiMaleate pictures 2024-01-02 BIBW2992 DiMaleate
850140-73-7
 US $85.00-850.00 / kg 10kg 0.99 20tons Zibo Hangyu Biotechnology Development Co., Ltd
Afatinib dimaleate pictures 2023-12-20 Afatinib dimaleate
850140-73-7
 US $0.00-0.00 / kg 1kg 99%，single impurity＜0.1 1 ton Nanjing Fred Technology Co., Ltd
  • BIBW2992 DiMaleate pictures
  • BIBW2992 DiMaleate
    850140-73-7
  • US $100.00-60.00 / kg
  • 99.99%
  • Hebei Dangtong Import and export Co LTD
  • BIBW2992 DiMaleate pictures
  • BIBW2992 DiMaleate
    850140-73-7
  • US $85.00-850.00 / kg
  • 0.99
  • Zibo Hangyu Biotechnology Development Co., Ltd
  • Afatinib dimaleate pictures
  • Afatinib dimaleate
    850140-73-7
  • US $0.00-0.00 / kg
  • 99%，single impurity＜0.1
  • Nanjing Fred Technology Co., Ltd

850140-73-7(Afatinib dimaleate)Related Search:

Alectinib Hydrochloride PLX4032 Nintedanib Ethanesulfonate Salt Olaparib trans-4-Dimethylaminocrotonic acid hydrochloride
(S)-N4-(3-chloro-4-fluorophenyl)-7-(tetrahydrofuran-3-yloxy)quinazoline-4,6-diaMine Afatinib 4-Quinazolinamine, N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitro- (S)-(+)-3-Hydroxytetrahydrofuran Afatinib (BIBW 2992)
7-Fluoro-6-nitro-4-hydroxyquinazoline 4-QuinazolinaMine, N-(3-chloro-4-fluorophenyl)-6-nitro-7-[[(3S)-tetrahydro-3-furanyl]oxy]- Crizotinib PLERIXAFOR Cabozantinib Malate
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BIBW2992 DiMaleate BIBW2992-MA2 Afatinib (diMaleate), BIBW2992 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) (2E)-N-(4-[(3-chloro-4-fluorophenyl)aMino]-7-{[(3S) Afatinib double Maleate Afatinib (BIBW2992) Dimaleate N-[4-[(3-chloro-4-fluorophenyl)amino]-7-[[(3S)-tetrahydro-3-furanyl]oxy]-6-quinazolinyl]-4-(dimethylamino)-(2E)-2-butenamide,(2Z)-2-butenedioate (1:2) Afatinib dimaleate BIBW 2992MA2 Afatinib dimaleate, >=99% (S,Z)-N-(4-((3-chloro-4-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)-4-(dimethylamino)but-2-enamide dimaleate (S,E)-N-(4-((3-Chloro-4-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)-4-(d (2E)-N-[4-[(3-Chloro-4-fluorophenyl)amino]-7-[[(3S)-tetrahydro-3-furanyl]oxy]-6-quinazolinyl]-4-(dimethylamino)-2-butenamide dimaleate BAY-2416964 BIBW2992-MA2 (Afatinib dimaleate) (E)-N-[4-[(3-Chloro-4-fluorophenyl)amino]-7-[[(S)-tetrahydrofuran-3-yl]oxy]-6-quinazolinyl]-4-(dimethylamino)-2-butenamide Dimaleate Afatinib (maleate) Afatinib dimaleate(BIBW2992,Gilotrif) Afatinib dimaleate hcl Afatinib DimaL BIBW2993 DiMaleate (2E)-N-[4-[(3-Chloro-4-fluorophenyl)amino]-7-[[(3S)-tetrahydro-3-furanyl]oxy]-6-quinazolinyl]-4-(dimethylamino)-2-butenamide (2Z)-2-butenedioate Afatinib double Maleat BIBW2992 DiMaleate USP/EP/BP AfatinibdimaleateQ: What is Afatinibdimaleate Q: What is the CAS Number of Afatinibdimaleate Q: What is the storage condition of Afatinibdimaleate Q: What are the applications of Afatinibdimaleate Afatiniβ-d6 Dimaleate Afatinib (diMaleate) Alfatinib maleate Aftinib maleate (S,E)-N-(4-((3-Chloro-4-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)-4-(dimethylamino)but-2-enamide dimaleate Malate afatinib impurities Afatinib Dimaleate CRS 850140-73-7 850140-73-8 C24H25ClFN5O32C4H4O4 C28H29ClFN5O7 C32H33ClFN5O11 C24H25ClFN5O3C8H8O8 Inhibitors tyrosine kinase receptor inhibitor 850140-73-7