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Triptorelin Pamoate

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ACTIVE PHARMA INGREDIENTS

11 API Suppliers, 3 USDMF, 1 EU WC, 10 NDC API, 8 Listed Suppliers, $ API Reference Price

11 API Suppliers
3 USDMF
1 EU WC
10 NDC API
8 Listed Suppliers
$ API Reference Price

DEVELOPMENTS

5 Drugs in Development

5 Drugs in Development

FINISHED DOSAGE FORMULATIONS

38 FDF Dossiers, 4 FDA Orange Book, 18 Europe, 3 Canada, 4 Australia, 4 South Africa, 5 Listed Dossiers

38 FDF Dossiers
4 FDA Orange Book
18 Europe
3 Canada
4 Australia
4 South Africa
5 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

INJECTABLE;INTRAMUSCULAR - EQ 3.75MG BASE/VIAL, INJECTABLE;INTRAMUSCULAR - EQ 11.25MG BASE/VIAL, INJECTABLE;INTRAMUSCULAR - EQ 22.5MG BASE/VIAL

drugProductComposition
INJECTABLE;INTRAMUSCULAR - EQ 3.75MG BASE/VIAL
INJECTABLE;INTRAMUSCULAR - EQ 11.25MG BASE/VIAL
INJECTABLE;INTRAMUSCULAR - EQ 22.5MG BASE/VIAL

RELATED EXCIPIENT COMPANIES

2 Rochem International Inc, 12 SPI Pharma, 1 DKSH, 1 Faran Shimi Pharmaceutical, 1 Nanjing Well Pharmaceutical, 1 Pfanstiehl, 2 Actylis, 2 BASF, 5 Gangwal Chemicals, 1 Ingredion Pharma Solutions, 2 Kerry, 1 Kima Chemical, 5 Microlex e.U, 1 Nanjing Bold Chemical, 1 Pluviaendo, 3 Roquette, 6 Seppic, 1 Shanghai Shenmei Pharmaceutical Technology Co., Ltd, 1 Shijiazhuang Huaxu Pharmaceutical, 2 Sigachi Industries, 1 The Dow Chemical Company

EXCIPIENTS BY APPLICATIONS

19 Fillers, Diluents & Binders, 13 Solubilizers, 10 Direct Compression, 10 Chewable & Orodispersible Aids, 9 Thickeners and Stabilizers, 9 Parenteral, 9 Taste Masking, 5 Rheology Modifiers, 5 Co-Processed Excipients, 4 Disintegrants & Superdisintegrants, 3 Topical, 3 Emulsifying Agents, 3 Film Formers & Plasticizers, 3 Granulation, 2 Surfactant & Foaming Agents, 2 Coating Systems & Additives, 2 API Stability Enhancers

excipientsByApplications
19 Fillers, Diluents & Binders
13 Solubilizers
10 Direct Compression
10 Chewable & Orodispersible Aids
9 Thickeners and Stabilizers
9 Parenteral
9 Taste Masking
5 Rheology Modifiers
5 Co-Processed Excipients
4 Disintegrants & Superdisintegrants
3 Topical
3 Emulsifying Agents
3 Film Formers & Plasticizers
3 Granulation
2 Surfactant & Foaming Agents
2 Coating Systems & Additives
2 API Stability Enhancers

DIGITAL CONTENT

4 DATA COMPILATION #PharmaFlow, 13 NEWS #PharmaBuzz

media
4 DATA COMPILATION #PharmaFlow
13 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

1 US Medicaid Prescriptions, 14 Finished Drug Prices, 10 Annual Reports

globalSalesInformation
1 US Medicaid Prescriptions
14 Finished Drug Prices
10 Annual Reports

MARKET PLACE

3 APIs, 2 FDF Dossiers

marketPlace
3 APIs
2 FDF Dossiers

PATENTS & EXCLUSIVITIES

2 US Patents, 1 US Exclusivities, 3 Health Canada Patents

patents
2 US Patents
1 US Exclusivities
3 Health Canada Patents

REF. STANDARDS & IMPURITIES

4 Others

otherSolutions
4 Others

Bachem Triptorelin

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 209,299

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

5DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

15,044,528

Annual Reports (USD Million)

4,148

Finished Drug Prices

52 RELATED EXCIPIENT COMPANIES

111EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 57773-63-4, Triptoreline, Arvekap, (d-trp6)-gnrh, Decapeptyl, Triptorelina

Molecular Formula

C₆₄H₈₂N₁₈O₁₃

Molecular Weight

1311.4 g/mol

InChI Key

VXKHXGOKWPXYNA-PGBVPBMZSA-N

A potent synthetic long-acting agonist of GONADOTROPIN-RELEASING HORMONE with D-tryptophan substitution at residue 6.

1 2D Structure

Triptorelin Pamoate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-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/C64H82N18O13/c1-34(2)23-46(56(88)75-45(13-7-21-69-64(66)67)63(95)82-22-8-14-52(82)62(94)72-31-53(65)85)76-58(90)48(25-36-28-70-42-11-5-3-9-40(36)42)78-57(89)47(24-35-15-17-39(84)18-16-35)77-61(93)51(32-83)81-59(91)49(26-37-29-71-43-12-6-4-10-41(37)43)79-60(92)50(27-38-30-68-33-73-38)80-55(87)44-19-20-54(86)74-44/h3-6,9-12,15-18,28-30,33-34,44-52,70-71,83-84H,7-8,13-14,19-27,31-32H2,1-2H3,(H2,65,85)(H,68,73)(H,72,94)(H,74,86)(H,75,88)(H,76,90)(H,77,93)(H,78,89)(H,79,92)(H,80,87)(H,81,91)(H4,66,67,69)/t44-,45-,46-,47-,48+,49-,50-,51-,52-/m0/s1

2.1.3 InChI Key

VXKHXGOKWPXYNA-PGBVPBMZSA-N

2.1.4 Canonical SMILES

CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CO)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CC7=CN=CN7)NC(=O)C8CCC(=O)N8

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)NCC(=O)N)NC(=O)[C@@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CC7=CN=CN7)NC(=O)[C@@H]8CCC(=O)N8

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 6-d-tryptophan-luteinizing Hormone-releasing Factor (pig)

2. Ay 25650

3. Ay-25650

4. Ay25650

5. Cl 118532

6. Cl-118532

7. Cl118532

8. D-trp-6-lh-rh

9. Decapeptyl

10. Decapeptyl Depot

11. Decapeptyl Lp

12. Decapeptyl Trimestral

13. Embonate, Triptorelin

14. Gnrh, Trp(6)-

15. Lhrh, Trp(6)-

16. Lhrh, Tryptophyl(6)-

17. Pamoate, Triptorelin

18. Trelstar

19. Trimestral, Decapeptyl

20. Triptorelin Embonate

21. Triptorelin Pamoate

22. Wy 42462

23. Wy-42462

24. Wy42462

2.2.2 Depositor-Supplied Synonyms

1. 57773-63-4

2. Triptoreline

3. Arvekap

4. (d-trp6)-gnrh

5. Decapeptyl

6. Triptorelina

7. Triptorelinum

8. Trelstar

9. Triptodur

10. Diphereline

11. (6-d-tryptophan)luteinizing Hormone-releasing Hormone

12. Cl 118532

13. Cl-118532

14. Pglu-his-trp-ser-tyr-d-trp-leu-arg-pro-gly-nh2

15. Ay-25650

16. Luteinizing Hormone-releasing Factor (pig), 6-d-tryptophan

17. Cl 118,532

18. Chebi:63633

19. Wy 42462

20. Ay 25650

21. Pamorelin

22. Salvacyl

23. Trelstar Depot

24. 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-d-tryptophyl-l-leucyl-l-arginyl-l-prolylglycinamide

25. Trelstar La

26. Luteinizing Hormone-releasing Factor (swine), 6-d-tryptophan-

27. Bim 21003

28. Wy 42422

29. Tryptorelin

30. Diferelin

31. D-tryptophan-lh-rh

32. Triptoreline [inn-french]

33. Triptorelinum [inn-latin]

34. Triptorelina [inn-spanish]

35. Trellasar

36. Moapar

37. Triptorelin [usan:inn:ban]

38. Decapeptyl Sr

39. Pamorelin La

40. Unii-9081y98w2v

41. Triptorelin (swine)

42. Wy-42462

43. D-trp6-lhrh

44. Debio-8206

45. Triptorelin (usan/inn)

46. (d-trp6)-lh-rh

47. Gtpl1177

48. Schembl5079698

49. Chembl1201334

50. Dtxsid2048375

51. Schembl22289009

52. Hms2090c17

53. Ex-a3857

54. Bim-21003

55. Akos030213249

56. 9081y98w2v

57. Cs-5745

58. Db06825

59. Ncgc00167301-01

60. Ncgc00167301-02

61. As-71149

62. Bn-52014

63. Hy-12551

64. 73t634

65. C75704

66. D06247

67. [d-trp6]-lh-rh, >=97% (hplc), Powder

68. Ab01275488-01

69. A936467

70. Pglu-his-trp-ser-tyr-d-trp-leu-arg-pro-glynh2

71. Q1992452

72. (s)-1-((3s,6s,9s,12s,15r,18s,21s)-3-((1h-imidazol-5-yl)methyl)-6,15-bis((1h-indol-3-yl)methyl)-21-(3-guanidinopropyl)-12-(4-hydroxybenzyl)-9-(hydroxymethyl)-18-isobutyl-1,4,7,10,13,16,19-heptaoxo-1-((s)-5-oxopyrrolidin-2-yl)-2,5,8,11,14,17,20-heptaazadocosan-22-oyl)-n-(2-amino-2-oxoethyl)pyrrolidine-2-carboxamide

73. Glycinamide, 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-d-tryptophyl-l-leucyl-l-arginyl-l-prolyl-

2.3 Create Date

2008-12-10

3 Chemical and Physical Properties

Molecular Formula	C₆₄H₈₂N₁₈O₁₃
Molecular Weight	1311.4 g/mol
XLogP3	-0.3
Hydrogen Bond Donor Count	17
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	33
Exact Mass	1310.63087474 g/mol
Monoisotopic Mass	1310.63087474 g/mol
Topological Polar Surface Area	490 Å²
Heavy Atom Count	95
Formal Charge	0
Complexity	2710
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	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Trelstar
PubMed Health	Triptorelin (Injection)
Drug Classes	Antineoplastic Agent, Endocrine-Metabolic Agent
Drug Label	TRELSTAR is a white to slightly yellow lyophilized cake. When reconstituted, TRELSTAR has a milky appearance. It contains a pamoate salt of triptorelin, a synthetic decapeptide agonist analog of gonadotropin releasing hormone (GnRH). The chemical...
Active Ingredient	Triptorelin pamoate
Dosage Form	Injectable
Route	Intramuscular
Strength	eq 11.25mg base/vial; eq 3.75mg base/vial; eq 22.5mg base/vial
Market Status	Prescription
Company	Watson Labs

2 of 2
Drug Name	Trelstar
PubMed Health	Triptorelin (Injection)
Drug Classes	Antineoplastic Agent, Endocrine-Metabolic Agent
Drug Label	TRELSTAR is a white to slightly yellow lyophilized cake. When reconstituted, TRELSTAR has a milky appearance. It contains a pamoate salt of triptorelin, a synthetic decapeptide agonist analog of gonadotropin releasing hormone (GnRH). The chemical...
Active Ingredient	Triptorelin pamoate
Dosage Form	Injectable
Route	Intramuscular
Strength	eq 11.25mg base/vial; eq 3.75mg base/vial; eq 22.5mg base/vial
Market Status	Prescription
Company	Watson Labs

4.2 Drug Indication

Triptorelin is indicated for the palliative treatment of advanced prostate cancer.

FDA Label

For the synchronisation of ovulation in weaned sows to enable a single fixed-time artificial insemination.

5 Pharmacology and Biochemistry

5.1 Pharmacology

The first administration of triptorelin is followed by a transient surge of follicle stimulating hormone (FSH), luteinizing hormone (LH), estradiol,and testosterone. The time, peak and decline of testosterone in the body varies depending on the dose administered. This initial surge is often responsible for worsening of prostate cancer symptoms such as urethral or bladder outlet obstruction, bone pain, spinal cord injury and hematuria in the early stages. A sustained decrease in FSH and LH, and significant reduction of testicular steroidogenesis is usually seen 2-4 weeks post-initiation of therapy. This result is a reduction of serum testosterone to levels which are typically seen in surgically castrated men. Ultimately, tissues and functions that require these hormones become inactive. The effects of triptorelin can usually be reversed once the drug is discontinued.

5.2 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.)

Luteolytic Agents

Chemical compounds that cause LUTEOLYSIS or degeneration of the CORPUS LUTEUM. (See all compounds classified as Luteolytic Agents.)

5.3 ATC Code

QH01CA97

L - Antineoplastic and immunomodulating agents

L02 - Endocrine therapy

L02A - Hormones and related agents

L02AE - Gonadotropin releasing hormone analogues

L02AE04 - Triptorelin

5.4 Absorption, Distribution and Excretion

Absorption

Following IV administration of triptorelin, triptorelin is completely absorbed.

Route of Elimination

Elimination of triptorelin involves both the kidneys and the liver.

Volume of Distribution

After a single IV dose of 0.5mg, the volume of distribution of triptorelin peptide in healthy males was 30 - 33L.

Clearance

In healthy male volunteers, total clearance of triptorelin was 211.9 mL/min.

5.5 Metabolism/Metabolites

The metabolism of triptorelin in humans is not well understood; however, metabolism likely does not involve hepatic enzymes such as cytochrome P450. Whether or not triptorelin affects, or how it affects other metabolizing enzymes is also poorly understood. Triptorelin has no identified metabolites.

5.6 Biological Half-Life

The pharmacokinetics of triptorelin follows a 3 compartment model. The half lives are estimated to be 6 minutes, 45 minutes, and 3 hours respectively.

5.7 Mechanism of Action

Triptorelin is a synthetic agonist analog of gonadotropin releasing hormone (GnRH). Animal studies comparing triptorelin to native GnRH found that triptorelin had 13 fold higher releasing activity for luteinizing hormone, and 21-fold higher releasing activity for follicle-stimulating hormone.

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API Reference Price

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