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    Chemistry

    Click the arrow to open the dropdown
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    Also known as: 871700-17-3, Gsk1120212, Mekinist, Gsk-1120212, Jtp 74057, Jtp-74057
    Molecular Formula
    C26H23FIN5O4
    Molecular Weight
    615.4  g/mol
    InChI Key
    LIRYPHYGHXZJBZ-UHFFFAOYSA-N
    FDA UNII
    33E86K87QN
    Trametinib
    Trametinib is an orally bioavailable inhibitor of mitogen-activated protein kinase kinase (MAP2K; MAPK/ERK kinase; MEK) 1 and 2, with potential antineoplastic activity. Upon oral administration, trametinib specifically binds to and inhibits MEK 1 and 2, resulting in an inhibition of growth factor-mediated cell signaling and cellular proliferation in various cancers. MEK 1 and 2, dual specificity serine/threonine and tyrosine kinases often upregulated in various cancer cell types, play a key role in the activation of the RAS/RAF/MEK/ERK signaling pathway that regulates cell growth.
    Trametinib is a Kinase Inhibitor. The mechanism of action of trametinib is as a Protein Kinase Inhibitor.
    1 2D Structure

    Trametinib

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[3-[3-cyclopropyl-5-(2-fluoro-4-iodoanilino)-6,8-dimethyl-2,4,7-trioxopyrido[4,3-d]pyrimidin-1-yl]phenyl]acetamide
    2.1.2 InChI
    InChI=1S/C26H23FIN5O4/c1-13-22-21(23(31(3)24(13)35)30-20-10-7-15(28)11-19(20)27)25(36)33(17-8-9-17)26(37)32(22)18-6-4-5-16(12-18)29-14(2)34/h4-7,10-12,17,30H,8-9H2,1-3H3,(H,29,34)
    2.1.3 InChI Key
    LIRYPHYGHXZJBZ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C2C(=C(N(C1=O)C)NC3=C(C=C(C=C3)I)F)C(=O)N(C(=O)N2C4=CC=CC(=C4)NC(=O)C)C5CC5
    2.2 Other Identifiers
    2.2.1 UNII
    33E86K87QN
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Gsk 1120212

    2. Gsk-1120212

    3. Gsk1120212

    4. Jtp 74057

    5. Jtp-74057

    6. Jtp74057

    2.3.2 Depositor-Supplied Synonyms

    1. 871700-17-3

    2. Gsk1120212

    3. Mekinist

    4. Gsk-1120212

    5. Jtp 74057

    6. Jtp-74057

    7. Gsk 1120212

    8. Trametinib (gsk1120212)

    9. N-[3-[3-cyclopropyl-5-[(2-fluoro-4-iodophenyl)amino]-3,4,6,7-tetrahydro-6,8-dimethyl-2,4,7-trioxopyrido[4,3-d]pyrimidin-1(2h)-yl]phenyl]acetamide

    10. Gsk212

    11. Tmt212

    12. Trametinib [usan]

    13. Chebi:75998

    14. Tmt-212

    15. 33e86k87qn

    16. Trametinib (usan)

    17. N-(3-{3-cyclopropyl-5-[(2-fluoro-4-iodophenyl)amino]-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido[4,3-d]pyrimidin-1(2h)-yl}phenyl)acetamide

    18. N-[3-[3-cyclopropyl-5-(2-fluoro-4-iodoanilino)-6,8-dimethyl-2,4,7-trioxopyrido[4,3-d]pyrimidin-1-yl]phenyl]acetamide

    19. Acetamide, N-(3-(3-cyclopropyl-5-((2-fluoro-4-iodophenyl)amino)-3,4,6,7-tetrahydro-6,8- Dimethyl-2,4,7-trioxopyrido(4,3-d)pyrimidin-1(2h)-yl)phenyl)-

    20. N-(3-(3-cyclopropyl-5-((2-fluoro-4-iodophenyl)amino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido[4,3-d]pyrimidin-1(2h)-yl)phenyl)acetamide

    21. Unii-33e86k87qn

    22. Trametinib [usan:inn]

    23. Trametinibum

    24. Jtp74057

    25. N-(3-(3-cyclopropyl-5-((2-fluoro-4-iodophenyl)amino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7- Tetrahydropyrido(4,3-d)pyrimidin-1(2h)-yl)phenyl)acetamide

    26. N-(3-(3-cyclopropyl-5-((2-fluoro-4-iodophenyl)amino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido(4,3-d)pyrimidin-1(2h)-yl)phenyl)acetamide

    27. N-(3-{3-cyclopropyl-5-((2-fluoro-4-iodophenyl)amino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7- Tetrahydropyrido(4,3-d)pyrimidin-1(2h)-yl}phenyl)acetamide

    28. Qom

    29. Trametinib [mi]

    30. Trametinib (gsk1120212jtp 74057)

    31. Trametinib [inn]

    32. Trametinib [vandf]

    33. Trametinib [who-dd]

    34. Schembl170938

    35. Gtpl6495

    36. Gsk1120212 (trametinib)

    37. Chembl2103875

    38. Ex-a022

    39. Bcpp000218

    40. Dtxsid901007381

    41. Hms3295i05

    42. Hms3656j11

    43. Bcp02307

    44. Bdbm50531540

    45. Mfcd17215075

    46. Nsc758246

    47. Nsc800956

    48. S2673

    49. Zinc43100709

    50. Akos015850628

    51. Am90271

    52. Ccg-264976

    53. Cs-0060

    54. Db08911

    55. Ex-5957

    56. Nsc-758246

    57. Nsc-800956

    58. Sb16553

    59. Ncgc00263180-01

    60. Ncgc00263180-07

    61. Ncgc00263180-14

    62. Ac-25891

    63. As-19382

    64. Hy-10999

    65. N-[3-[3-cyclopropyl-5-(2-fluoro-4-iodo-anilino)-6,8-dimethyl-2,4,7-trioxo-pyrido[4,3-d]pyrimidin-1-yl]phenyl]acetamide

    66. Ft-0688438

    67. Sw218089-2

    68. A25168

    69. D10175

    70. Gsk1120212 - Jtp-74057

    71. Gsk1120212,jtp-74057, Gsk212

    72. Sr-01000941589

    73. A1-01871

    74. J-523325

    75. Q7833138

    76. Sr-01000941589-1

    77. Brd-k12343256-001-01-4

    78. Acetamide, N-[3-[3-cyclopropyl-5-[(2-fluoro-4-iodophenyl)amino]-3,4,6,7-tetrahydro-6,8-dimethyl-2,4,7-trioxopyrido[4,3-d]pyrimidin-1(2h)-yl]phenyl]-

    79. N-(3-(3-cyclopropyl-5-(2-fluoro-4-iodophenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido[4,3-d]pyrimidin-1(2h)-yl)phenyl)acetamide

    80. N-[3-[3-cyclopropyl-5-[(2-fluoro-4-iodophenyl)amino]-3,4,6,7-tetrahydro-6,8-dimethyl-2,4,7-trioxopyrido[4,3-d]pyrimidin-1(2h)-yl]phe Nyl]acetamide

    81. N-[3-[3-cyclopropyl-5-[(2-fluoro-4-iodophenyl)amino]-6,8-dimethyl-2,4,7-trioxopyrido[3,4-e]pyrimidin-1-yl]phenyl]acetamide

    82. N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodoanilino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydropyrido[4,3-d]pyrimidin-1(2h)-yl]phenyl}ethanimidic Acid

    83. N-{3-[3-cyclopropyl-5-(2-fluoro-4-iodophenylamino)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2h-pyrido[4,3-d]pyrimidin-1-yl]phenyl}acetamide

    2.4 Create Date
    2006-10-26
    3 Chemical and Physical Properties
    Molecular Weight 615.4 g/mol
    Molecular Formula C26H23FIN5O4
    XLogP33.4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count5
    Exact Mass615.07788 g/mol
    Monoisotopic Mass615.07788 g/mol
    Topological Polar Surface Area102 Ų
    Heavy Atom Count37
    Formal Charge0
    Complexity1090
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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 NameMekinist
    PubMed HealthTrametinib (By mouth)
    Drug ClassesAntineoplastic Agent
    Drug LabelTrametinib dimethyl sulfoxide is a kinase inhibitor. The chemical name is acetamide, N-[3-[3-cyclopropyl-5-[(2-fluoro-4- iodophenyl)amino]-3,4,6,7-tetrahydro-6,8-dimethyl- 2,4,7-trioxopyrido[4,3-d]pyrimidin-1(2H)-yl]phenyl]-, compound with 1,1-sul...
    Active IngredientTrametinib dimethyl sulfoxide
    Dosage FormTablet
    RouteOral
    Strengtheq 1mg non-solvated parent; eq 0.5mg non-solvated parent; eq 2mg non-solvated parent
    Market StatusPrescription
    CompanyGlaxosmithkline

    2 of 2  
    Drug NameMekinist
    PubMed HealthTrametinib (By mouth)
    Drug ClassesAntineoplastic Agent
    Drug LabelTrametinib dimethyl sulfoxide is a kinase inhibitor. The chemical name is acetamide, N-[3-[3-cyclopropyl-5-[(2-fluoro-4- iodophenyl)amino]-3,4,6,7-tetrahydro-6,8-dimethyl- 2,4,7-trioxopyrido[4,3-d]pyrimidin-1(2H)-yl]phenyl]-, compound with 1,1-sul...
    Active IngredientTrametinib dimethyl sulfoxide
    Dosage FormTablet
    RouteOral
    Strengtheq 1mg non-solvated parent; eq 0.5mg non-solvated parent; eq 2mg non-solvated parent
    Market StatusPrescription
    CompanyGlaxosmithkline

    4.2 Drug Indication

    Trametinib is indicated for the treatment of unresectable or metastatic melanoma with BRAF V600E or V600K mutations, as detected by an FDA-approved test [FDA]. In May 2018, it was approved for use with [DB08912] for the treatment of treat anaplastic thyroid cancer caused by an abnormal BRAF V600E gene.

    FDA Label

    * Melanoma:

    Trametinib as monotherapy or in combination with dabrafenib is indicated for the treatment of adult patients with unresectable or metastatic melanoma with a BRAF V600 mutation (see sections 4. 4 and 5. 1).

    Trametinib monotherapy has not demonstrated clinical activity in patients who have progressed on a prior BRAF inhibitor therapy (see section 5. 1).

    * Adjuvant treatment of melanoma:

    Trametinib in combination with dabrafenib is indicated for the adjuvant treatment of adult patients with Stage III melanoma with a BRAF V600 mutation, following complete resection.

    * Non-small cell lung cancer (NSCLC):

    Trametinib in combination with dabrafenib is indicated for the treatment of adult patients with advanced non-small cell lung cancer with a BRAF V600 mutation.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Trametinib is an anticancer agent which causes apoptosis (or programmed cell death) and inhibits cell proliferation, which are both important in the treatment of malignancies.

    5.2 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.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    TRAMETINIB
    5.3.2 FDA UNII
    33E86K87QN
    5.3.3 Pharmacological Classes
    Protein Kinase Inhibitors [MoA]; Kinase Inhibitor [EPC]
    5.4 ATC Code

    L01EE01

    L - Antineoplastic and immunomodulating agents

    L01 - Antineoplastic agents

    L01E - Protein kinase inhibitors

    L01EE - Mitogen-activated protein kinase (mek) inhibitors

    L01EE01 - Trametinib

    5.5 Absorption, Distribution and Excretion

    Absorption

    Trametinib is readily absorbed. When an oral administration of trametinib was given to patients with BRAF V600 mutation-positive melanoma, peak plasma concentration occurred 1.5 hours post-dose (Tmax). A single 2 mg oral dose has a bioavailability of 72%. When a dose of 2mg/day is given, the peak plasma concentration (Cmax) is 22.2 ng/mL.

    Route of Elimination

    80% of the dose is excreted in the feces. <20% of the dose is excreted in the urine with <0.1% of the excreted dose in the form of the parent compound.

    Volume of Distribution

    Apparent volume of distribution (Vd/F) = 214 L

    Clearance

    Apparent clearance = 4.9 L/h

    5.6 Metabolism/Metabolites

    Trametinib is metabolized predominantly via deacetylation alone or with mono-oxygenation or in combination with glucuronidation biotransformation pathways in vitro. Deacetylation is likely mediated by hydrolytic enzymes, such as carboxyl-esterases or amidases. The cytochrome P450 enzyme system is not involved with the metabolism of trametinib. The predominant circulating component in the plasma is the parent drug.

    5.7 Biological Half-Life

    Elimination half-life = 3.9-4.8 days.

    5.8 Mechanism of Action

    Trametinib is a reversible, allosteric inhibitor of mitogen-activated extracellular signal regulated kinase 1 _(MEK1)_ and _MEK2_ activation and of_ MEK1_ and _MEK2_ kinase activity. MEK proteins are upstream regulators of the extracellular signal-related kinase (ERK) pathway, which promotes cellular proliferation. Trametinib helps with melanoma with the BRAF V600E or V600K as the mutation results in the constitutive activation of the BRAF pathway which includes MEK1 and MEK2.

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    [{"dataSource":"API Export","activeIngredients":"TRAMETINIB","year":"2021","qtr":"Q1","strtotime":1613068200,"product":"TRAMETINIB","address":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR","city":"HYDERABAD, A.P.","supplier":"MSN LABORATORIES","supplierCountry":"INDIA","foreign_port":"ZAGREB","customer":"PLIVA HRVATSKA","customerCountry":"CROATIA","quantity":"0.40","actualQuantity":"0.4","unit":"KGS","unitRateFc":"499555.6","totalValueFC":"197745.4","currency":"USD","unitRateINR":35992977.200000003,"date":"12-Feb-2021","totalValueINR":"14397190.88","totalValueInUsd":"197745.4","indian_port":"HYDERABAD AIR","hs_no":"29337990","bill_no":"8607704","productDescription":"API","marketType":"REGULATED MARKET","country":"CROATIA","selfForZScoreResived":"Pharma Grade","supplierPort":"HYDERABAD AIR","supplierAddress":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR, HYDERABAD, A.P.","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2022","qtr":"Q2","strtotime":1651602600,"product":"TRAMETINIB DIMETHYLSULFOXIDE(FORM-M)","address":"MSN HOUSE, PLOT NO. 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AP","supplier":"MSN LABORATORIES","supplierCountry":"INDIA","foreign_port":"DUBAI","customer":"GULF AGENCY COMPANY DUBAI LLC","customerCountry":"UNITED ARAB EMIRATES","quantity":"0.03","actualQuantity":"30","unit":"GMS","unitRateFc":"495","totalValueFC":"14678.1","currency":"USD","unitRateINR":40857.5,"date":"23-Apr-2024","totalValueINR":"1225725","totalValueInUsd":"14678.1","indian_port":"Hyderabad Air","hs_no":"29337990","bill_no":"9339537","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"UNITED ARAB EMIRATES","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"MSN HOUSE, PLOT NO. C-24,, HYDERABAD. AP","customerAddress":""}]
    12-Feb-2021
    23-Apr-2024
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    ABOUT THIS PAGE

    Trametinib Dimethyl Sulfoxide Manufacturers

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

    Trametinib Dimethyl Sulfoxide Suppliers

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

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

    Trametinib Dimethyl Sulfoxide USDMF

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

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

    click here to find a list of Trametinib Dimethyl Sulfoxide suppliers with USDMF on PharmaCompass.

    Trametinib Dimethyl Sulfoxide WC

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

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

    Trametinib Dimethyl Sulfoxide 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 Trametinib Dimethyl Sulfoxide as an active pharmaceutical ingredient (API).

    Finished drug products

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

    click here to find a list of Trametinib Dimethyl Sulfoxide suppliers with NDC on PharmaCompass.

    Trametinib Dimethyl Sulfoxide GMP

    Trametinib Dimethyl Sulfoxide 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 Trametinib Dimethyl Sulfoxide 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 Trametinib Dimethyl Sulfoxide GMP manufacturer or Trametinib Dimethyl Sulfoxide GMP API supplier for your needs.

    Trametinib Dimethyl Sulfoxide CoA

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

    Trametinib Dimethyl Sulfoxide CoA mostly includes findings from lab analyses of a specific batch. For each Trametinib Dimethyl Sulfoxide 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.

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