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2D Structure
Also known as: 183319-69-9, Erlotinib hcl, Tarceva, Osi-774, N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine hydrochloride, Osi 774
Molecular Formula
C22H24ClN3O4
Molecular Weight
429.9  g/mol
InChI Key
GTTBEUCJPZQMDZ-UHFFFAOYSA-N
FDA UNII
DA87705X9K

A quinazoline derivative and ANTINEOPLASTIC AGENT that functions as a PROTEIN KINASE INHIBITOR for EGFR associated tyrosine kinase. It is used in the treatment of NON-SMALL CELL LUNG CANCER.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine;hydrochloride
2.1.2 InChI
InChI=1S/C22H23N3O4.ClH/c1-4-16-6-5-7-17(12-16)25-22-18-13-20(28-10-8-26-2)21(29-11-9-27-3)14-19(18)23-15-24-22;/h1,5-7,12-15H,8-11H2,2-3H3,(H,23,24,25);1H
2.1.3 InChI Key
GTTBEUCJPZQMDZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COCCOC1=C(C=C2C(=C1)C(=NC=N2)NC3=CC=CC(=C3)C#C)OCCOC.Cl
2.2 Other Identifiers
2.2.1 UNII
DA87705X9K
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 11c Erlotinib

2. 11c-erlotinib

3. 358,774, Cp

4. 358774, Cp

5. Cp 358,774

6. Cp 358774

7. Cp-358,774

8. Cp-358774

9. Cp358,774

10. Cp358774

11. Erlotinib

12. Erlotinib Hcl

13. Hcl, Erlotinib

14. Hydrochloride, Erlotinib

15. N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine

16. Osi 774

17. Osi-774

18. Osi774

19. Tarceva

2.3.2 Depositor-Supplied Synonyms

1. 183319-69-9

2. Erlotinib Hcl

3. Tarceva

4. Osi-774

5. N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine Hydrochloride

6. Osi 774

7. Erlotinib (hydrochloride)

8. Cp-358774

9. Cp 358774

10. Erlotinib, Hydrochloride Salt

11. Tarceva (erlotinib Hydrochloride)

12. Nsc 718781

13. Cp-358,774-01

14. Da87705x9k

15. 6,7-bis(2-methoxyethoxy)-4-(3-ethynylanilino)quinazoline Hydrochloride

16. N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine;hydrochloride

17. Cp-358

18. 4-quinazolinamine, N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-, Hydrochloride (1:1)

19. Nsc-718781

20. 6,7-bis(2-methoxyethoxy)-4-(3-ethynylanilino)quinazoline Hcl

21. 183319-69-9 (hcl)

22. 4-(m-ethynylanilino)-6,7-bis(2-methoxyethoxy)quinazoline Monohydrochloride

23. Cp-358774-01

24. 4-quinazolinamine, N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-, Monohydrochloride

25. [6,7-bis-(2-methoxy-ethoxy)-quinazolin-4-yl]-(3-ethynyl-phenyl)-amine Hydrochloride

26. N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine Monohydrochloride.

27. Chebi:53509

28. Osi-744

29. Smr002529980

30. Erlotinib Hydrochloride [usan]

31. Nsc718781

32. 183319-69-9 Pound Not183321-74-6

33. Erlotinib Hcl (osi-744)

34. Unii-da87705x9k

35. Erlotinib, Hcl

36. Erlotinib Hcl Salt

37. Erlotinib Hydrochloride [usan:inn]

38. Tarceva (osi)

39. Tarceva Hydrochloride

40. Mfcd07781272

41. Erlotonib Hydrochloride

42. Erlotinib Hydrochlroide

43. Erlotinib(osi-744)

44. Mls003899192

45. Mls004774139

46. Chembl1079742

47. Nsc 718781) Hcl

48. Dtxsid10171412

49. Ex-a064

50. Erlotinib Hydrochloride (tarceva)

51. Bcpp000238

52. Bcp02600

53. Erlotinib Hydrochloride [mi]

54. Ac-400

55. Erlotinib Hydrochloride [jan]

56. S1023

57. Akos015849087

58. Bcp9000658

59. Ccg-269002

60. Cs-0123

61. Erlotinib Hydrochloride [mart.]

62. Ks-1202

63. Pb30965

64. Sb16917

65. Erlotinib Hydrochloride [usp-rs]

66. Erlotinib Hydrochloride [who-dd]

67. Ro-50-8231

68. Be164421

69. Bp-30224

70. Hy-12008

71. (cp358774

72. Db-011534

73. Am20090622

74. Erlotinib Hydrochloride [orange Book]

75. Ft-0651479

76. Ec-000.2313

77. E-4007

78. 319e699

79. Q27124083

80. F0001-2385

81. Erlotinib Hydrochloride Is Known As A Egfr Kinase Inhibitor.

82. Erlotinib Hydrochloride,cp-358774, Osi-774, Nsc 718781

83. 6,7-bis-(2-methoxyethoxy)-4-(3-ethynylanilino)quinazoline Hydrochloride

84. [6,7-bis(2-methoxy-ethoxy)-quinazolin-4-yl]-(3-ethynyl- Phenyl)amine Hydrochloride

85. N-(3-ethenylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine Hydrochloride

86. N-(3-ethynylphenyl)-6,7-bis(1-methoxyethoxy)-4-quinazolinamine Hydrochloride

87. N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine, Monohydrochloride

88. N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-quinazolin-4-amine Hydrochloride

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 429.9 g/mol
Molecular Formula C22H24ClN3O4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count11
Exact Mass429.1455339 g/mol
Monoisotopic Mass429.1455339 g/mol
Topological Polar Surface Area74.7 Ų
Heavy Atom Count30
Formal Charge0
Complexity525
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameErlotinib hydrochloride
Drug LabelTARCEVA (erlotinib), a kinase inhibitor, is a quinazolinamine with the chemical name N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine. TARCEVA contains erlotinib as the hydrochloride salt that has the following structural formula:Erloti...
Active IngredientErlotinib hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 100mg base; eq 150mg base; eq 25mg base
Market StatusPrescription
CompanyMylan Pharms

2 of 4  
Drug NameTarceva
PubMed HealthErlotinib (By mouth)
Drug ClassesAntineoplastic Agent, Immunological Agent
Drug LabelTARCEVA (erlotinib), a kinase inhibitor, is a quinazolinamine with the chemical name N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine. TARCEVA contains erlotinib as the hydrochloride salt that has the following structural formula:Erloti...
Active IngredientErlotinib hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 100mg base; eq 150mg base; eq 25mg base
Market StatusPrescription
CompanyOsi Pharms

3 of 4  
Drug NameErlotinib hydrochloride
Drug LabelTARCEVA (erlotinib), a kinase inhibitor, is a quinazolinamine with the chemical name N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine. TARCEVA contains erlotinib as the hydrochloride salt that has the following structural formula:Erloti...
Active IngredientErlotinib hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 100mg base; eq 150mg base; eq 25mg base
Market StatusPrescription
CompanyMylan Pharms

4 of 4  
Drug NameTarceva
PubMed HealthErlotinib (By mouth)
Drug ClassesAntineoplastic Agent, Immunological Agent
Drug LabelTARCEVA (erlotinib), a kinase inhibitor, is a quinazolinamine with the chemical name N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine. TARCEVA contains erlotinib as the hydrochloride salt that has the following structural formula:Erloti...
Active IngredientErlotinib hydrochloride
Dosage FormTablet
RouteOral
Strengtheq 100mg base; eq 150mg base; eq 25mg base
Market StatusPrescription
CompanyOsi Pharms

4.2 Drug Indication

* Non-small cell lung cancer (NSCLC):

Tarceva is also indicated for switch maintenance treatment in patients with locally advanced or metastatic non-small cell lung cancer with EGFR activating mutations and stable disease after first-line chemotherapy.

Tarceva is also indicated for the treatment of patients with locally advanced or metastatic non-small cell lung cancer after failure of at least one prior chemotherapy regimen.

In patients with tumours without EGFR activating mutations, Tarceva is indicated when other treatment options are not considered suitable.

When prescribing Tarceva, factors associated with prolonged survival should be taken into account.

No survival benefit or other clinically relevant effects of the treatment have been demonstrated in patients with Epidermal Growth Factor Receptor (EGFR)-IHC - negative tumours.

* Pancreatic cancer :

Tarceva in combination with gemcitabine is indicated for the treatment of patients with metastatic pancreatic cancer .

When prescribing Tarceva, factors associated with prolonged survival should be taken into account.


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 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Protein Kinase Inhibitors [MoA]; Kinase Inhibitor [EPC]
5.3 ATC Code

L01EB02