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1 Rochem International Inc, 13 SPI Pharma, 2 Seqens, 3 DKSH, 3 Faran Shimi Pharmaceutical, 5 Boai NKY Pharmaceuticals Ltd, 7 Gangwal Healthcare, 1 Pfanstiehl, 3 Actylis, 1 Aeon Procare, 1 Alcedo Pharmachem, 4 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd, 23 BASF, 5 Corel Pharma Chem, 2 DFE Pharma, 1 Finar, 9 Gangwal Chemicals, 3 Ideal Cures Pvt Ltd, 1 Ingredion Pharma Solutions, 8 Kerry, 11 Microlex e.U, 2 Nomisma Healthcare, 3 Novo Excipients, 3 Pharmatrans-Sanaq, 3 Pluviaendo, 2 Prachin Chemical, 12 Roquette, 3 Shanghai Shenmei Pharmaceutical Technology Co., Ltd, 1 Shijiazhuang Huaxu Pharmaceutical, 9 Sigachi Industries, 1 Ulanqab Kema New Material, 2 Vasa Pharmachem

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Synopsis

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Chemistry

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Also known as: 915942-22-2, Neratinib maleate [mi], Neratinib (maleate), 9rm7xy23zs, 915942-22-2 (maleate), (e)-n-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-(dimethylamino)but-2-enamide maleate

Molecular Formula

C₃₄H₃₃ClN₆O₇

Molecular Weight

673.1 g/mol

InChI Key

VXZCUHNJXSIJIM-MEBGWEOYSA-N

FDA UNII

9RM7XY23ZS

Neratinib Maleate is the maleate salt form of neratinib, an orally available, quinazoline-based, irreversible inhibitor of both the receptor tyrosine kinases (RTKs) human epidermal growth factor receptor 2 (HER2; ERBB2) and human epidermal growth factor receptor (EGFR), with potential antineoplastic activity. Upon administration, neratinib targets and covalently binds to the cysteine residue in the ATP-binding pockets of both HER2 and EGFR. This inhibits their activity and results in the inhibition of downstream signal transduction events, induces cell cycle arrest, apoptosis and ultimately decreases cellular proliferation in HER2- and EGFR-expressing tumor cells. EGFR and HER2, RTKs that are mutated or overactivated in many tumor cell types, play key roles in tumor cell proliferation and tumor vascularization.

1 2D Structure

Neratinib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;(E)-N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide

2.1.2 InChI

InChI=1S/C30H29ClN6O3.C4H4O4/c1-4-39-28-16-25-23(15-26(28)36-29(38)9-7-13-37(2)3)30(20(17-32)18-34-25)35-21-10-11-27(24(31)14-21)40-19-22-8-5-6-12-33-22;5-3(6)1-2-4(7)8/h5-12,14-16,18H,4,13,19H2,1-3H3,(H,34,35)(H,36,38);1-2H,(H,5,6)(H,7,8)/b9-7+;2-1-

2.1.3 InChI Key

VXZCUHNJXSIJIM-MEBGWEOYSA-N

2.1.4 Canonical SMILES

CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)OCC4=CC=CC=N4)Cl)C#N)NC(=O)C=CCN(C)C.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)OCC4=CC=CC=N4)Cl)C#N)NC(=O)/C=C/CN(C)C.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

9RM7XY23ZS

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Hki 272

2. Hki-272

3. Hki272

4. N-(4-(3-chloro-4-(2-pyridinylmethoxy)anilino)-3-cyano-7-ethoxy-6-quinolyl)-4-(dimethylamino)-2-butenamide

5. Neratinib

6. Nerlynx

2.3.2 Depositor-Supplied Synonyms

1. 915942-22-2

2. Neratinib Maleate [mi]

3. Neratinib (maleate)

4. 9rm7xy23zs

5. 915942-22-2 (maleate)

6. (e)-n-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-(dimethylamino)but-2-enamide Maleate

7. 2-butenamide, N-(4-((3-chloro-4-(2-pyridinylmethoxy)phenyl)amino)-3-cyano-7-ethoxy-6-quinolinyl)-4-(dimethylamino)-, (2e)-, (2z)-2-butenedioate (1:1)

8. Hki272

9. (2e)-n-[4-[[3-chloro-4-[(pyridin-2-yl)methoxy]phenyl]amino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide Maleate

10. Unii-9rm7xy23zs

11. Hki-272 Maleate

12. Nerlynx (tn)

13. Schembl2180998

14. Chembl3989921

15. Neratinib Maleate Anhydrous

16. Dtxsid801027861

17. Neratinib Maleate [who-dd]

18. (z)-but-2-enedioic Acid;(e)-n-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide

19. Amy16542

20. Bcp28677

21. Hy-32721b

22. Neratinib Maleate [orange Book]

23. Bn160240

24. Ds-19892

25. Cs-0030935

26. D10898

27. D71134

28. Q27272985

2.4 Create Date

2012-11-30

3 Chemical and Physical Properties

Molecular Formula	C₃₄H₃₃ClN₆O₇
Molecular Weight	673.1 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	13
Exact Mass	672.2099251 g/mol
Monoisotopic Mass	672.2099251 g/mol
Topological Polar Surface Area	187 Å²
Heavy Atom Count	48
Formal Charge	0
Complexity	1000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 1
Drug Name	NERLYNX
Active Ingredient	NERATINIB MALEATE
Company	PUMA BIOTECH (Application Number: N208051. Patents: 6288082, 7399865, 7982043, 8518446, 8790708, 9139558, 9211291, 9630946)

API SUPPLIERS

01

TAPI Technology & API Services

Israel

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

CPhI WW Frankfurt

Booth #6.1A32

TAPI offers customized CDMO Solutions for API development and manufacturing services.

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TOPHARMAN SHANDONG CO LTD

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Antibody Engineering

Not Confirmed

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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TAPI Technology & API Services

Israel

CPhI WW Frankfurt

Booth #6.1A32

TAPI offers customized CDMO Solutions for API development and manufacturing services.

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Israel

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Digital Content

Neratinib

About the Company : Founded in 1935, TAPI Technology & API Services has a long-standing tradition of advancing health through innovation and dedication. Today, we proudly build upon this legacy, drivi...

Founded in 1935, TAPI Technology & API Services has a long-standing tradition of advancing health through innovation and dedication. Today, we proudly build upon this legacy, driving progress in the pharmaceutical industry. Leveraging our extensive experience and world-class expertise, we deliver one of the most comprehensive API portfolios in the industry. Additionally, we provide tailored CDMO services, harnessing our proficiency in diverse technologies to meet our partners' unique needs, ensuring flexibility and excellence in every project.

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Anax Laboratories

India

CPHI Middle east

Not Confirmed

03

Beijing Mesochem Technology

China

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Not Confirmed

04

Guangzhou Tosun Pharmaceutical

China

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ACTIVE PHARMA INGREDIENTS

11 API Suppliers

3 USDMF

2 EU WC

1 KDMF

2 NDC API

7 Listed Suppliers

$ API Reference Price

DEVELOPMENTS

28 Drugs in Development

FINISHED DOSAGE FORMULATIONS

3 FDF Dossiers

2 FDA Orange Book

1 South Africa

RELATED EXCIPIENT COMPANIES

1 Rochem International Inc

13 SPI Pharma

2 Seqens

3 DKSH

3 Faran Shimi Pharmaceutical

5 Boai NKY Pharmaceuticals Ltd

7 Gangwal Healthcare

1 Pfanstiehl

3 Actylis

1 Aeon Procare

1 Alcedo Pharmachem

4 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd

23 BASF

5 Corel Pharma Chem

2 DFE Pharma

1 Finar

9 Gangwal Chemicals

3 Ideal Cures Pvt Ltd

1 Ingredion Pharma Solutions

8 Kerry

11 Microlex e.U

2 Nomisma Healthcare

3 Novo Excipients

3 Pharmatrans-Sanaq

3 Pluviaendo

2 Prachin Chemical

12 Roquette

3 Shanghai Shenmei Pharmaceutical Technology Co., Ltd

1 Shijiazhuang Huaxu Pharmaceutical

9 Sigachi Industries

1 Ulanqab Kema New Material

2 Vasa Pharmachem

EXCIPIENTS BY APPLICATIONS

46 Fillers, Diluents & Binders

30 Direct Compression

21 Coating Systems & Additives

19 Thickeners and Stabilizers

18 Disintegrants & Superdisintegrants

17 Granulation

16 Controlled & Modified Release

13 Chewable & Orodispersible Aids

13 Lubricants & Glidants

13 Co-Processed Excipients

12 Solubilizers

11 Taste Masking

9 Parenteral

8 Topical

5 Film Formers & Plasticizers

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