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Goserelin

Goserelin

Synopsis, Chemistry

APIs // Active Pharmaceutical Ingredients

16 API Suppliers, 5 USDMF, 3 CEP/COS, 1 JDMF, 1 NDC API, 11 Listed Suppliers

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3 Drug(s) in Development

3 Drug(s) in Development

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API Reference Price, API Imports

DOSSIERs // Finished Dosage Formulations

64 Dossiers, 2 FDA Orange Book, 53 Europe, 2 Canada, 5 Australia, 2 South Africa

DRUG PRODUCT COMPOSITION

IMPLANT;IMPLANTATION - EQ 3.6MG BASE, IMPLANT;IMPLANTATION - EQ 10.8MG BASE

IMPLANT;IMPLANTATION - EQ 3.6MG BASE
IMPLANT;IMPLANTATION - EQ 10.8MG BASE

GLOBAL SALES INFORMATION

8 US Medicaid Prescriptions, 14 Finished Drug Prices

MARKET PLACE

4 APIs, 6 DOSSIERS // FDF

ANALYTICAL SOLUTION(s)

5 EDQM Standards, 3 USP Standards, 4 Other Ref. Standards

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1 Data Compilations & Company Tracker #PharmaFlow, 12 News

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695,495

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USA (Orange Book)

Europe

Canada

Australia

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Uploaded Dossiers

GLOBAL SALES (USD Million)

U.S. Medicaid

7.00

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752.00

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Also known as: 145781-92-6, Fertilan, Zoladex, Goserelin (acetate), Goserelin acetate [jan], 6yuu2pv0u8

Molecular Formula

C₆₁H₈₈N₁₈O₁₆

Molecular Weight

1329.5 g/mol

InChI Key

IKDXDQDKCZPQSZ-JHYYTBFNSA-N

FDA UNII

6YUU2PV0U8

A synthetic long-acting agonist of GONADOTROPIN-RELEASING HORMONE. Goserelin is used in treatments of malignant NEOPLASMS of the prostate, uterine fibromas, and metastatic breast cancer.

1 2D Structure

Goserelin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

acetic acid;(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(carbamoylamino)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

2.1.2 InChI

InChI=1S/C59H84N18O14.C2H4O2/c1-31(2)22-40(49(82)68-39(12-8-20-64-57(60)61)56(89)77-21-9-13-46(77)55(88)75-76-58(62)90)69-54(87)45(29-91-59(3,4)5)74-50(83)41(23-32-14-16-35(79)17-15-32)70-53(86)44(28-78)73-51(84)42(24-33-26-65-37-11-7-6-10-36(33)37)71-52(85)43(25-34-27-63-30-66-34)72-48(81)38-18-19-47(80)67-38;1-2(3)4/h6-7,10-11,14-17,26-27,30-31,38-46,65,78-79H,8-9,12-13,18-25,28-29H2,1-5H3,(H,63,66)(H,67,80)(H,68,82)(H,69,87)(H,70,86)(H,71,85)(H,72,81)(H,73,84)(H,74,83)(H,75,88)(H4,60,61,64)(H3,62,76,90);1H3,(H,3,4)/t38-,39-,40-,41-,42-,43-,44-,45+,46-;/m0./s1

2.1.3 InChI Key

IKDXDQDKCZPQSZ-JHYYTBFNSA-N

2.1.4 Canonical SMILES

CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NNC(=O)N)NC(=O)C(COC(C)(C)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6.CC(=O)O

2.1.5 Isomeric SMILES

CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NNC(=O)N)NC(=O)[C@@H](COC(C)(C)C)NC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6.CC(=O)O

2.2 Other Identifiers

2.2.1 UNII

6YUU2PV0U8

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acetate, Goserelin

2. Goserelin

3. Ici 118630

4. Ici-118630

5. Ici118630

6. Zoladex

2.3.2 Depositor-Supplied Synonyms

1. 145781-92-6

2. Fertilan

3. Zoladex

4. Goserelin (acetate)

5. Goserelin Acetate [jan]

6. 6yuu2pv0u8

7. Dsstox_cid_26736

8. Dsstox_rid_81865

9. Dsstox_gsid_46736

10. 1-9-luteinizing Hormone-releasing Factor (swine), 6-(o-(1,1-dimethylethyl)-d-serine)-, 2-(aminocarbonyl)hydrazide, Acetate (salt)

11. Cas-145781-92-6

12. Ici-118630 Acetate

13. Unii-6yuu2pv0u8

14. Novgos

15. Zoladex La

16. Zoladex (tn)

17. Ncgc00167588-02

18. Ncgc00183275-01

19. Schembl6094

20. Goserelin Acetate (jan/usp)

21. Chembl1200501

22. Dtxsid9046736

23. Goserelin Acetate [vandf]

24. Goserelin Acetate [mart.]

25. Glxc-26187

26. Goserelin Acetate [usp-rs]

27. Goserelin Acetate [who-dd]

28. Tox21_112579

29. Tox21_112937

30. Bdbm50247974

31. Hy-13673a

32. Ici118630

33. Mfcd01747329

34. Cs-4509

35. Goserelin Acetate [orange Book]

36. (d-ser(tbu)6,azagly10)-lhrh Acetate

37. Goserelin Acetate [usp Monograph]

38. D00573

39. 781g926

40. Goserelin Acetate, >=99% (hplc), White Powder

41. Q27265738

42. Goserelin, European Pharmacopoeia (ep) Reference Standard

43. H-pyr-his-trp-ser-tyr-d-ser(tbu)-leu-arg-pro-nhnhconh2 Acoh

44. Goserelin Acetate, United States Pharmacopeia (usp) Reference Standard

45. Goserelin For Nmr Identification, European Pharmacopoeia (ep) Reference Standard

46. 6-[o-(1,1-dimethylethyl)-d-serine]-1-9-luteinizing Hormone-releasing Factor (swine) 2-(aminocarbonyl)hydrazide Acetate (salt)

2.4 Create Date

2007-05-07

3 Chemical and Physical Properties

Molecular Formula	C₆₁H₈₈N₁₈O₁₆
Molecular Weight	1329.5 g/mol
Hydrogen Bond Donor Count	18
Hydrogen Bond Acceptor Count	18
Rotatable Bond Count	32
Exact Mass	1328.66256879 g/mol
Monoisotopic Mass	1328.66256879 g/mol
Topological Polar Surface Area	533 Å²
Heavy Atom Count	95
Formal Charge	0
Complexity	2590
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antineoplastic Agents, Hormonal

Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079) (See all compounds classified as Antineoplastic Agents, Hormonal.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Gonadotropin Releasing Hormone Receptor Agonists [MoA]; Gonadotropin Releasing Hormone Receptor Agonist [EPC]