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Chemistry

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Also known as: 850140-73-7, Afatinib (dimaleate), Gilotrif, Afatinib maleate, Bibw 2992ma2, Giotrif
Molecular Formula
C32H33ClFN5O11
Molecular Weight
718.1  g/mol
InChI Key
USNRYVNRPYXCSP-JUGPPOIOSA-N
FDA UNII
V1T5K7RZ0B

Afatinib
A quinazoline and butenamide derivative that acts as a tyrosine kinase inhibitor of epidermal growth factor receptors (ERBB RECEPTORS) and is used in the treatment of metastatic NON-SMALL CELL LUNG CANCER.
1 2D Structure

Afatinib

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(Z)-but-2-enedioic acid;(E)-N-[4-(3-chloro-4-fluoroanilino)-7-[(3S)-oxolan-3-yl]oxyquinazolin-6-yl]-4-(dimethylamino)but-2-enamide
2.1.2 InChI
InChI=1S/C24H25ClFN5O3.2C4H4O4/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;2*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);2*1-2H,(H,5,6)(H,7,8)/b4-3+;2*2-1-/t16-;;/m0../s1
2.1.3 InChI Key
USNRYVNRPYXCSP-JUGPPOIOSA-N
2.1.4 Canonical SMILES
CN(C)CC=CC(=O)NC1=C(C=C2C(=C1)C(=NC=N2)NC3=CC(=C(C=C3)F)Cl)OC4CCOC4.C(=CC(=O)O)C(=O)O.C(=CC(=O)O)C(=O)O
2.1.5 Isomeric SMILES
CN(C/C=C/C(=O)NC1=C(C=C2N=CN=C(C2=C1)NC3=CC(=C(C=C3)F)Cl)O[C@@H]4COCC4)C.C(=C\C(=O)O)\C(=O)O.C(=C\C(=O)O)\C(=O)O
2.2 Other Identifiers
2.2.1 UNII
V1T5K7RZ0B
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (2e)-n-(4-(3-chloro-4-fluoroanilino)-7-(((3s)-oxolan-3-yl)oxy)quinoxazolin-6-yl)-4-(dimethylamino)but-2-enamide

2. Afatinib

3. Afatinib Maleate

4. Bibw 2992

5. Bibw 2992 Ma2

6. Bibw 2992ma2

7. Bibw-2992

8. Bibw-2992-ma2

9. Bibw-2992ma2

10. Bibw2992

11. Bibw2992 Ma2

12. Gilotrif

2.3.2 Depositor-Supplied Synonyms

1. 850140-73-7

2. Afatinib (dimaleate)

3. Gilotrif

4. Afatinib Maleate

5. Bibw 2992ma2

6. Giotrif

7. Afatinib (bibw2992) Dimaleate

8. Afatinib Dimaleate [usan]

9. Bibw2992 Ma2

10. Afatinib Maleate (jan)

11. V1t5k7rz0b

12. Bibw-2992ma2

13. Bibw2992-ma2

14. Bibw-2992 Ma2

15. Bibw-2992-ma2

16. Chebi:76003

17. 850140-73-7 (dimaleate)

18. Bibw2992 Dimaleate

19. Afatinib Dimaleate (usan)

20. (s,e)-n-(4-((3-chloro-4-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)-4-(dimethylamino)but-2-enamide Dimaleate

21. Afatinib Maleate [jan]

22. Afatinib Impurity F

23. (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)

24. (z)-but-2-enedioic Acid;(e)-n-[4-(3-chloro-4-fluoroanilino)-7-[(3s)-oxolan-3-yl]oxyquinazolin-6-yl]-4-(dimethylamino)but-2-enamide

25. Unii-v1t5k7rz0b

26. Mfcd25974239

27. Gilotrif (tn)

28. Giotrif (tn)

29. Bibw2993 Dimaleate

30. Amy499

31. Afatinib Dimaleate [mi]

32. Chembl2105712

33. Afatinib Dimaleate [vandf]

34. Dtxsid701027713

35. Afatinib Dimaleate [who-dd]

36. Hy-10261a

37. S7810

38. Akos025401819

39. Ccg-270401

40. Cs-1329

41. Afatinib Dimaleate [orange Book]

42. Ac-26080

43. As-56967

44. Ba162012

45. D09733

46. Q27145677

47. (2e)-n-(4-[(3-chloro-4-fluorophenyl)amino]-7-{[(3s)-tetrahydrofuran-3-yl]oxy}quinazolin-6-yl)-4-(dimethylamino)but-2-enamide

48. (2e)-n-[4-[(3-chloro-4-fluorophenyl)amino]-7-[[(3s)-tetrahydro-3-furanyl]oxy]-6-quinazolinyl]-4-(dimethylamino)-2-butenamide Dimaleate

49. (2e)-n-{4-[(3-chloro-4-fluorophenyl)amino]-7-[(3s)-tetrahydrofuran-3-yloxy]quinazolin-6-yl}-4-(dimethylamino)but-2-enamide Di[(2z)-but-2-enedioate]

50. (e)-4-dimethylamino-but-2-enoic Acid-(4-(3-chloro-4-fluoro-phenylamino)-7-((s)-tetra-hydrofuran-3-yloxy)-quinazolin-6yl)-amide Dimaleate

51. 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)

52. 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)

53. 936631-70-8

2.4 Create Date
2007-02-12
3 Chemical and Physical Properties
Molecular Weight 718.1 g/mol
Molecular Formula C32H33ClFN5O11
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count16
Rotatable Bond Count12
Exact Mass717.1849127 g/mol
Monoisotopic Mass717.1849127 g/mol
Topological Polar Surface Area238 Ų
Heavy Atom Count50
Formal Charge0
Complexity821
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Indication

Giotrif as monotherapy is indicated for the treatment of

- Epidermal Growth Factor Receptor (EGFR) TKI-nave adult patients with locally advanced or metastatic non-small cell lung cancer (NSCLC) with activating EGFR mutation(s);

- locally advanced or metastatic NSCLC of squamous histology progressing on or after platinum-based chemotherapy.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)


Protein Kinase Inhibitors

Agents that inhibit PROTEIN KINASES. (See all compounds classified as Protein Kinase Inhibitors.)


5.2 ATC Code

L01XE13


API Reference Price

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ABOUT THIS PAGE

Afatinib Manufacturers

A Afatinib manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Afatinib, including repackagers and relabelers. The FDA regulates Afatinib manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Afatinib API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Afatinib manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Afatinib Suppliers

A Afatinib supplier is an individual or a company that provides Afatinib active pharmaceutical ingredient (API) or Afatinib finished formulations upon request. The Afatinib suppliers may include Afatinib API manufacturers, exporters, distributors and traders.

click here to find a list of Afatinib suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Afatinib USDMF

A Afatinib DMF (Drug Master File) is a document detailing the whole manufacturing process of Afatinib active pharmaceutical ingredient (API) in detail. Different forms of Afatinib DMFs exist exist since differing nations have different regulations, such as Afatinib USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Afatinib DMF submitted to regulatory agencies in the US is known as a USDMF. Afatinib USDMF includes data on Afatinib's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Afatinib USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Afatinib suppliers with USDMF on PharmaCompass.

Afatinib WC

A Afatinib written confirmation (Afatinib WC) is an official document issued by a regulatory agency to a Afatinib manufacturer, verifying that the manufacturing facility of a Afatinib active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Afatinib APIs or Afatinib finished pharmaceutical products to another nation, regulatory agencies frequently require a Afatinib WC (written confirmation) as part of the regulatory process.

click here to find a list of Afatinib suppliers with Written Confirmation (WC) on PharmaCompass.

Afatinib NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Afatinib as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Afatinib API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Afatinib as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Afatinib and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Afatinib NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Afatinib suppliers with NDC on PharmaCompass.

Afatinib GMP

Afatinib Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Afatinib GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Afatinib GMP manufacturer or Afatinib GMP API supplier for your needs.

Afatinib CoA

A Afatinib CoA (Certificate of Analysis) is a formal document that attests to Afatinib's compliance with Afatinib specifications and serves as a tool for batch-level quality control.

Afatinib CoA mostly includes findings from lab analyses of a specific batch. For each Afatinib CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Afatinib may be tested according to a variety of international standards, such as European Pharmacopoeia (Afatinib EP), Afatinib JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Afatinib USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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