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    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
    Triptorelin Pamoate
    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 Weight 1311.4 g/mol
    Molecular Formula C64H82N18O13
    XLogP3-0.3
    Hydrogen Bond Donor Count17
    Hydrogen Bond Acceptor Count15
    Rotatable Bond Count33
    Exact Mass1310.63087474 g/mol
    Monoisotopic Mass1310.63087474 g/mol
    Topological Polar Surface Area490 Ų
    Heavy Atom Count95
    Formal Charge0
    Complexity2710
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameTrelstar
    PubMed HealthTriptorelin (Injection)
    Drug ClassesAntineoplastic Agent, Endocrine-Metabolic Agent
    Drug LabelTRELSTAR 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 IngredientTriptorelin pamoate
    Dosage FormInjectable
    RouteIntramuscular
    Strengtheq 11.25mg base/vial; eq 3.75mg base/vial; eq 22.5mg base/vial
    Market StatusPrescription
    CompanyWatson Labs

    2 of 2  
    Drug NameTrelstar
    PubMed HealthTriptorelin (Injection)
    Drug ClassesAntineoplastic Agent, Endocrine-Metabolic Agent
    Drug LabelTRELSTAR 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 IngredientTriptorelin pamoate
    Dosage FormInjectable
    RouteIntramuscular
    Strengtheq 11.25mg base/vial; eq 3.75mg base/vial; eq 22.5mg base/vial
    Market StatusPrescription
    CompanyWatson 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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    13-Apr-2021
    05-Oct-2024
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    Triptorelinum

    Brand Name : Pamorelin LA

    Dosage Form : Trockensub

    Dosage Strength : 22.5mg

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    Triptorelinum

    Brand Name : Salvacyl

    Dosage Form : Trockensub

    Dosage Strength : 11.25mg

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    Registration Country : Italy

    Triptorelin

    Brand Name : Decapeptyl

    Dosage Form : Tryptoreline 11,25Mg 1 Unit Parenteral Use

    Dosage Strength : 1 vial IM 11.25 mg + 1 ampoule solv 2 ml + 1 syringe

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    Triptorelin

    Brand Name : Decapeptyl

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    Dosage Strength : 7 Vials 0.1 Mg + 7 Vials Solv  

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    Registration Country : Sweden

    triptorelinembonat

    Brand Name : Moapar

    Dosage Form : PULVER OCH VÄTSKA TILL INJEKTIONSVÄTSKA

    Dosage Strength : 11,25 MG

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    triptorelinembonat

    Brand Name : Pamorelin

    Dosage Form : POWDER AND SOLVENT FOR SOLUTION FOR INJECTION

    Dosage Strength : 11.25 MG

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    Registration Country : Sweden

    triptorelinembonat

    Brand Name : Pamorelin

    Dosage Form : POWDER AND SOLVENT FOR SOLUTION FOR INJECTION

    Dosage Strength : 22.5 MG

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    triptorelinembonat

    Brand Name : Pamorelin

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    Dosage Strength : 3.75 MG

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    Registration Country : Norway

    Triptorelin

    Brand Name : Pamorelin

    Dosage Form : Powder and liquid to depot injection fluid, suspension

    Dosage Strength : 22.5 mg

    Packaging : Set

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    Regulatory Info :

    Registration Country : Norway

    Triptorelin

    Brand Name : Pamorelin

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    Dosage Strength : 3.75 mg

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - INJECTABLE;INTRAMUSCULAR - EQ 3.75MG...DOSAGE - INJECTABLE;INTRAMUSCULAR - EQ 3.75MG BASE/VIAL

    USFDA APPLICATION NUMBER - 20715

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    DOSAGE - INJECTABLE;INTRAMUSCULAR - EQ 11.25M...DOSAGE - INJECTABLE;INTRAMUSCULAR - EQ 11.25MG BASE/VIAL

    USFDA APPLICATION NUMBER - 21288

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    DOSAGE - INJECTABLE;INTRAMUSCULAR - EQ 22.5MG...DOSAGE - INJECTABLE;INTRAMUSCULAR - EQ 22.5MG BASE/VIAL

    USFDA APPLICATION NUMBER - 22437

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    ABOUT THIS PAGE

    Moapar Manufacturers

    A Moapar manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Moapar, including repackagers and relabelers. The FDA regulates Moapar manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Moapar 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 Moapar manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Moapar Suppliers

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

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

    Moapar USDMF

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

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

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

    Moapar WC

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

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

    Moapar 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 Moapar as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Moapar 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 Moapar 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 Moapar and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Moapar NDC to their finished compounded human drug products, they may choose to do so.

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

    Moapar GMP

    Moapar 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 Moapar 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 Moapar GMP manufacturer or Moapar GMP API supplier for your needs.

    Moapar CoA

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

    Moapar CoA mostly includes findings from lab analyses of a specific batch. For each Moapar 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.

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