Afatinib dimaleate

ChemicalBook > CAS DataBase List > Afatinib dimaleate

Description Mechanism of Action

Product Name: Afatinib dimaleate
CAS No.: 850140-73-7
Chemical Name: Afatinib dimaleate
Synonyms: Alfatinib maleate;Afatinib (diMaleate);BAY-2416964;BIBW2992-MA2;Afatinib DimaL;Aftinib maleate;Afatinib DIMELATE;BIBW2992 DiMaleate;Afatinib (maleate);BIBW2993 DiMaleate
CBNumber: CB22630067
Molecular Formula: C28H29ClFN5O7
Formula Weight: 602.02
MOL File: 850140-73-7.mol

Less

Afatinib dimaleate Property

Melting point:: >237oC (dec.)
storage temp.: Refrigerator
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
color: White to Pale Yellow
InChI: InChI=1/C24H25ClFN5O3.C4H4O4/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;5-3(6)1-2-4(7)8/h3-6,10-12,14,16H,7-9,13H2,1-2H3,(H,30,32)(H,27,28,29);1-2H,(H,5,6)(H,7,8)/b4-3+;2-1-/t16-;/s3
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|

Less

Safety

HS Code: 29339900

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H361Suspected of damaging fertility or the unborn child

H362May cause harm to breast-fed children

H372Causes damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P314Get medical advice/attention if you feel unwell.

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

Less

N-Bromosuccinimide Price

Cayman Chemical

Product number: 21567
Product name: Afatinib (maleate)
Purity: ≥95%
Packaging: 250mg
Price: $93
Updated: 2024/03/01

Cayman Chemical

Product number: 21567
Product name: Afatinib (maleate)
Purity: ≥95%
Packaging: 500mg
Price: $176
Updated: 2024/03/01

Cayman Chemical

Product number: 21567
Product name: Afatinib (maleate)
Purity: ≥95%
Packaging: 1g
Price: $330
Updated: 2024/03/01

Cayman Chemical

Product number: 21567
Product name: Afatinib (maleate)
Purity: ≥95%
Packaging: 5g
Price: $1002
Updated: 2024/03/01

Tocris

Product number: 6812
Product name: Afatinibdimaleate
Purity: ≥98%(HPLC)
Packaging: 50
Price: $375
Updated: 2021/12/16

Less

Afatinib dimaleate Chemical Properties,Usage,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 EGFR^L858R, EGFR^wt, 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.

Side effects

Afatinib dimaleate is similar to afatinib in terms of side effects. Common side effects include: diarrhoea, fever, difficulty urinating, burning or pain, redness, swelling or pain in the skin, discharge or excessive tearing, burning, dryness or itching of the eyes, and skin ulcers. Occasional symptoms of coughing and difficulty breathing. A very small number of patients may have bloody stools, black stools or tarry stools, indigestion, nausea, severe abdominal pain, cramping or burning sensation, and vomiting of a substance that looks like coffee grounds. Please contact your doctor promptly if any serious adverse reactions occur.

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.

storage

Store at -20°C

Afatinib dimaleate Preparation Products And Raw materials

Raw materials

Preparation Products

Less

Afatinib dimaleate Suppliers

China 324 India 12 Israel 1 United Kingdom 3 United States 16 Global 356

Nanjing EnMing Pharmaceutical Technology Co., Ltd.

Tel: 025-58894663 13305188663
Fax: 025-58894661
Email: njempt@163.com
Country: China
ProdList: 19
Advantage: 58

ZHEJIANG ZETIAN FINE CHEMICALS CO.,LTD

Tel: 0571-87322520 18957127338
Fax: QQ:3007632051
Email: sales@zetchem.com
Country: China
ProdList: 480
Advantage: 55

Jiangsu Xinglin Pharmaceutical Co., Ltd

Tel: 18036652731
Email: 2843986978@qq.com
Country: China
ProdList: 54
Advantage: 58

Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2922
Advantage: 55

Chembest Research Laboratories Limited

Tel: +86-21-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6005
Advantage: 61

Adamas Reagent, Ltd.

Tel: 400-6009262 16621234537
Fax: 021-64823266
Email: chenyj@titansci.com
Country: China
ProdList: 14103
Advantage: 59

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 19179
Advantage: 64

Jinan Trio PharmaTech Co., Ltd.

Tel: +86 (531) 88811783
Fax: +86 (531) 55696010 QQ 1762738062
Email: sales@trio-pharmatech.com (International market)
Country: China
ProdList: 1856
Advantage: 62

Shanghai Sphchem Co., Ltd.

Tel: 021-56491756 13512199871
Fax: 021-5649-1756
Email: 2819742715@qq.com
Country: China
ProdList: 4000
Advantage: 55

Spectrum Chemical Manufacturing Corp.

Tel: 021-021-021-67601398-809-809-809 15221380277
Fax: 021-57711696
Email: marketing_china@spectrumchemical.com
Country: China
ProdList: 9658
Advantage: 60

Synthetics China Co.,Ltd

Tel: 0512-65218020; 18261037325
Email: ivy.shen@pharmsyn.com
Country: China
ProdList: 101
Advantage: 60

T&W GROUP

Tel: 021-61551611 13296011611
Fax: ＋86 21-50676805
Email: contact@trustwe.com
Country: China
ProdList: 9895
Advantage: 58

NCE Biomedical Co.,Ltd.

Tel: 4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax: +86-27-87599188
Country: China
ProdList: 1493
Advantage: 55

Shanghai Famo Bio-chemical Technology Company Ltd.

Tel: 021-021-36680027 15800370750
Email: 1706640024@qq.com
Country: China
ProdList: 548
Advantage: 56

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

ExcelChemical (Shanghai) Chemical Technology Co., Ltd.

Tel: +86 13671938079
Fax: +86-021-50829787
Country: China
ProdList: 39
Advantage: 55

Bsisun HK Imoprt And Export Company Limited

Tel: +86-18068513926
Fax: 0086-519-85153711
Country: China
ProdList: 1277
Advantage: 55

Guangzhou Isun Pharmaceutical Co., Ltd

Tel: 020-39119399 18927568969
Fax: 020-39119999
Email: isunpharm@qq.com
Country: China
ProdList: 4674
Advantage: 55

Nanjing Sunlida Biological Technology Co., Ltd.

Tel: 025-57798810
Fax: 025-57019371
Email: sales@sunlidabio.com
Country: China
ProdList: 3239
Advantage: 55

TargetMol Chemicals Inc.

Tel: 021-021-33632979 15002134094
Fax: 021-33632979
Email: marketing@targetmol.com
Country: China
ProdList: 7783
Advantage: 58

DONGSHENG CHIRAL PHARMA

Tel: 18051538752
Email: 3755454181@qq.com
Country: China
ProdList: 435
Advantage: 55

Aloespharm Co., Ltd.

Tel: 021-20960837
Fax: 021-20960837
Email: market@aloespharm.com
Country: China
ProdList: 1302
Advantage: 55

ShangHai Caerulum Pharma Discovery Co., Ltd.

Tel: 18149758185 18149758185
Email: sales-cpd@caerulumpharma.com
Country: China
ProdList: 3466
Advantage: 58

Taizhou Tongxin Bio-Tech Co., Ltd

Tel: 0523-18601685-898 18652728585
Email: sales@allyrise.com
Country: China
ProdList: 2783
Advantage: 60

Eastbang Pharmaceuticals Technology Co., Ltd.

Tel: +86 (20) 28996708,29078958,28139708,29076128,28133708,28139728,28139738,28133718,021-31663278,021-31663578,021-60538387
Fax: +86 (20) 39218032
Country: China
ProdList: 454
Advantage: 58

Zhengzhou HongSheng Pharmaceutical Co., Ltd.

Tel: 0371-13526885213 15637198702
Fax: 0371-63709726
Email: xpkchem@163.com
Country: China
ProdList: 3978
Advantage: 58

Jinan XuanDe Chemical Co., Ltd.

Tel: 0531-88803958; 18866891188
Fax: 0531-82777287
Email: zhaojiangxia@shiningpharm.com
Country: China
ProdList: 276
Advantage: 58

Nanjing First Pharmaceutical Co., Ltd.

Tel: 025-83172655 13585105703
Fax: +86-25-86501191
Email: sales@njfirstpharm.com
Country: China
ProdList: 110
Advantage: 60

Finetech Industry Limited

Tel: 027-87465837 19945049750
Fax: 027-8777-2287
Email: sales@finetechnology-ind.com
Country: China
ProdList: 9648
Advantage: 58

Shanghai CanSpecsci Instrument Co., Ltd.

Tel: 400-6087598 15021221957
Fax: 4006087598-8012
Email: order@canspecsci.com
Country: China
ProdList: 2045
Advantage: 56

Suzhou yacoo science co.,Ltd

Tel: 0512-87182056 18013166090
Fax: 0512-87182056
Email: lingling.qi@yacoo.com.cn
Country: China
ProdList: 7295
Advantage: 60

Shanghai YuLue Chemical Co., Ltd.

Tel: 021-60345187 13671753212
Fax: 021-34702061
Email: lzz841106@aliyun.com
Country: China
ProdList: 10274
Advantage: 55

Shanghai Kewel Chemical Co., Ltd.

Tel: 021-64609169 18901607656
Fax: 021-64609160
Email: greensnown@163.com
Country: China
ProdList: 9906
Advantage: 50

Shanghai QianJin Chemical Technology Co., Ltd

Tel: 021-20900665 17321230821
Fax: 021-20900665
Email: 2986274987@qq.com
Country: China
ProdList: 876
Advantage: 55

Shanghai HuanChuan Industry Co.,Ltd.

Tel: 021-61478794
Fax: 021-61478794
Email: sales@hcshhai.com
Country: China
ProdList: 9793
Advantage: 50

AdooQ Bioscience CHINA

Tel: 025-58849295 18951903616;
Fax: 025-68650336
Email: info@adooq.cn
Country: China
ProdList: 2990
Advantage: 60

Changzhou Idea-Works Medical Technology Co., Ltd

Tel: 0519-83879978
Email: sales@ideaworkspharm.com
Country: China
ProdList: 85
Advantage: 62

Hunan Cangood Medical Technology Ltd.

Tel: 400-026-9899
Fax: +86-731-86905278
Country: China
ProdList: 71
Advantage: 50

Hubei Jusheng Technology Co.,Ltd

Tel: 027-59599241 18871490274
Fax: 027-59599241
Email: 1400878000@qq.com
Country: China
ProdList: 9958
Advantage: 58

Chizhou Kailong Import and Export Trade Co., Ltd.

Tel
Fax: -
Email: xg01_gj@163.com
Country: China
ProdList: 9484
Advantage: 50

Guangzhou Ciming Biological Technology Co., Ltd.

Tel: 020-38082199,29065168,38082986,29878298,29866629,4000192398
Fax: +86 (20)38082986
Country: China
ProdList: 830
Advantage: 60

Jinan Kaypharm Chemical Co.,Ltd.

Tel: 0531-86986780 13153183025
Fax: 0531-86986781
Email: sales@kaypharm.cn
Country: China
ProdList: 105
Advantage: 55

Watson Biotechnology Co.,Ltd

Tel: 027-59207879 1972026995 18140587686
Fax: QQ：1972026995
Email: sales@3600chem.com
Country: China
ProdList: 4660
Advantage: 55

Nanjing XiZe Biotechnology CO., Ltd.

Tel: 025-66023220 0086-15250997978
Fax: 025-58362220
Email: 1511893459@qq.com
Country: China
ProdList: 7892
Advantage: 55

Tianjing Geneston Bio-tech Co.,Ltd.

Tel: 022-60131465 18920720807
Fax: 022-58558581
Email: zishan_1986@163.com
Country: China
ProdList: 743
Advantage: 58

PharmaSea Pharmaceutical Tech.

Tel: 010-52980412
Fax: 010-52980412
Email: chemsales@pharmasea.com.cn
Country: China
ProdList: 49
Advantage: 58

Anqing CHICO Pharmaceutical Co., Ltd.

Tel: 13585175604
Fax: +86-25-52261140
Email: sales@chicopharm.com
Country: China
ProdList: 453
Advantage: 65

Nanjing Chempioneer Pharmaceutical Co., Ltd.

Tel: 18068075658
Fax: -
Email: sales@chempioneer.com
Country: China
ProdList: 1811
Advantage: 58

Yangzhou QinYuan Pharmaceutical Co., Ltd.

Tel: 0514-80939770 13773367191
Fax: 0514-82664689
Email: yzqyyykj@163.com
Country: China
ProdList: 242
Advantage: 55

SPIRO PHARMA

Tel
Fax: -
Email: eric_feng1954@126.com
Country: China
ProdList: 316
Advantage: 55

Less

View Lastest Price from Afatinib dimaleate manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.

Product: BIBW2992 DiMaleate 850140-73-7
Price: US $0.00-0.00/g
Min. Order: 10g
Purity: 99% HPLC
Supply Ability: 10000
Release date: 2024-09-21

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Afatinib Dimaleate 850140-73-7
Price: US $1.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 50kg/Month
Release date: 2024-06-25

PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD

Product: Alfatinib maleate 850140-73-7
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98% HPLC
Supply Ability: 1000 kgs
Release date: 2024-05-17

850140-73-7, Afatinib dimaleateRelated 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 918504-65-1 1110813-31-4 201530-41-8

BIBW2992 DiMaleate

BIBW2992-MA2

Afatinib (diMaleate)

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

(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

(S,E)-N-(4-((3-Chloro-4-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)-4-(d

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

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

Afatinib DIMELATE

850140-73-7

850140-73-8

C24H25ClFN5O32C4H4O4

C28H29ClFN5O7

C32H33ClFN5O11

C24H25ClFN5O3C8H8O8

Inhibitors

tyrosine kinase receptor inhibitor

850140-73-7