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    Chemistry

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    Also known as: 917389-32-3, Aic246, Prevymis, Aic-246, Aic 246, Mk-8228
    Molecular Formula
    C29H28F4N4O4
    Molecular Weight
    572.5  g/mol
    InChI Key
    FWYSMLBETOMXAG-QHCPKHFHSA-N
    FDA UNII
    1H09Y5WO1F
    Letermovir
    Letermovir is an orally bioavailable, non-nucleoside, 3,4-dihydroquinazolinyl acetic acid and inhibitor of the pUL56 subunit of the viral terminase complex of cytomegalovirus (CMV), with potential CMV-specific antiviral activity. Upon oral administration, letermovir binds to the pUL56 subunit of the viral terminase complex of CMV and prevents the cleavage of concatemeric DNA into monomeric genome length DNA. As this agent interferes with viral DNA processing and subsequent viral DNA packaging into procapsids, CMV replication is blocked and CMV infection is prevented.
    Letermovir is a Cytomegalovirus DNA Terminase Complex Inhibitor. The mechanism of action of letermovir is as a DNA Terminase Complex Inhibitor, and Cytochrome P450 3A Inhibitor, and Organic Anion Transporting Polypeptide 1B1 Inhibitor, and Organic Anion Transporting Polypeptide 1B3 Inhibitor, and Cytochrome P450 2C8 Inhibitor, and Cytochrome P450 2C9 Inducer, and Cytochrome P450 2C19 Inducer.
    1 2D Structure

    Letermovir

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[(4S)-8-fluoro-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]-4H-quinazolin-4-yl]acetic acid
    2.1.2 InChI
    InChI=1S/C29H28F4N4O4/c1-40-20-6-3-5-19(16-20)35-11-13-36(14-12-35)28-34-27-21(7-4-8-22(27)30)23(17-26(38)39)37(28)24-15-18(29(31,32)33)9-10-25(24)41-2/h3-10,15-16,23H,11-14,17H2,1-2H3,(H,38,39)/t23-/m0/s1
    2.1.3 InChI Key
    FWYSMLBETOMXAG-QHCPKHFHSA-N
    2.1.4 Canonical SMILES
    COC1=C(C=C(C=C1)C(F)(F)F)N2C(C3=C(C(=CC=C3)F)N=C2N4CCN(CC4)C5=CC(=CC=C5)OC)CC(=O)O
    2.1.5 Isomeric SMILES
    COC1=C(C=C(C=C1)C(F)(F)F)N2[C@H](C3=C(C(=CC=C3)F)N=C2N4CCN(CC4)C5=CC(=CC=C5)OC)CC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    1H09Y5WO1F
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Aic246

    2. Prevymis

    2.3.2 Depositor-Supplied Synonyms

    1. 917389-32-3

    2. Aic246

    3. Prevymis

    4. Aic-246

    5. Aic 246

    6. Mk-8228

    7. 1h09y5wo1f

    8. 2-[(4s)-8-fluoro-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]-4h-quinazolin-4-yl]acetic Acid

    9. 2-((4s)-8-fluoro-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3-(2-methoxy-5-(trifluoromethyl)phenyl)-4h-quinazolin-4-yl)acetic Acid

    10. 4-quinazolineacetic Acid, 8-fluoro-3,4-dihydro-2-(4-(3-methoxyphenyl)-1-piperazinyl)-3-(2-methoxy-5-(trifluoromethyl)phenyl)-, (4s)-

    11. Letermovir [inn]

    12. Letermovir [usan:inn]

    13. Unii-1h09y5wo1f

    14. Prevymis (tn)

    15. (s)-[8-fluoro-2-[4-(3-methoxyphenyl)piperazine-1-yl]-3-(2-methoxy-5-trifluoromethylphenyl)-3,4-dihydroquinazoline-4-yl]acetic Acid

    16. (s)-{8-fluoro-2-[4-(3-methoxyphenyl)piperazine-1-yl]-3-(2-methoxy-5-trifluoromethylphenyl)-3,4-dihydroquinazoline-4-yl}acetic Acid

    17. Mk-8828

    18. Letermovir(aic246)

    19. Letermovir [mi]

    20. Letermovir [jan]

    21. Letermovir [usan]

    22. Letermovir [who-dd]

    23. Letermovir (jan/usan/inn)

    24. Schembl379403

    25. Chembl1241951

    26. Letermovir [orange Book]

    27. Dtxsid40238683

    28. Ex-a1871

    29. S8873

    30. Zinc100369359

    31. Cs-1571

    32. Db12070

    33. Aic246;aic 246;aic-246

    34. Ncgc00378936-01

    35. Ncgc00378936-02

    36. Ac-35698

    37. As-56206

    38. Hy-15233

    39. J3.556.145e

    40. D10801

    41. D71052

    42. A902281

    43. Q15409407

    44. (4s)-2-(8-fluoro-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3-(2-methoxy-5-(trifluoromethyl)phenyl)-3,4-dihydroquinazolin-4-yl)acetic Acid

    45. (4s)-8-fluoro-3,4-dihydro-2-[4-(3-methoxyphenyl)-1-piperazinyl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]-4-quinazolineacetic Acid

    46. (s)-{8-fluoro-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3-(2-methoxy-5-trifluoromethylphenyl)-3,4-dihydro-quinazolin-4-yl}acetic Acid

    47. (s)-{8-fluoro-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3-(2-methoxy-5-trifluoromethylphenyl)-3,4-dihydroquinazolin-4-yl}acetic Acid

    48. (s)-2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetic Acid

    2.4 Create Date
    2010-04-26
    3 Chemical and Physical Properties
    Molecular Weight 572.5 g/mol
    Molecular Formula C29H28F4N4O4
    XLogP34.6
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count7
    Exact Mass572.20466804 g/mol
    Monoisotopic Mass572.20466804 g/mol
    Topological Polar Surface Area77.8 Ų
    Heavy Atom Count41
    Formal Charge0
    Complexity931
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    For use in prophylaxis of cytomegalovirus (CMV) infection and disease in adult CMV-seropositive recipients of an allogeneic hematopoietic stem cell transplant (HSCT).

    FDA Label

    Prevymis is indicated for prophylaxis of cytomegalovirus (CMV) reactivation and disease in adult CMV-seropositive recipients [R+] of an allogeneic haematopoietic stem cell transplant (HSCT).

    Consideration should be given to official guidance on the appropriate use of antiviral agents.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Letermovir inhibits the activity of the DNA terminase complex of CMV thereby preventing the cutting of viral DNA into mature length genomes for packaging into viral particles. Letemovir inhibits the DNA terminase complex with an EC50 of 2.1nM.

    5.2 MeSH Pharmacological Classification

    Antiviral Agents

    Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

    Poly(ADP-ribose) Polymerase Inhibitors

    Chemicals and drugs that inhibit the action of POLY(ADP-RIBOSE)POLYMERASES. (See all compounds classified as Poly(ADP-ribose) Polymerase Inhibitors.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    LETERMOVIR
    5.3.2 FDA UNII
    1H09Y5WO1F
    5.3.3 Pharmacological Classes
    Cytochrome P450 2C8 Inhibitors [MoA]; Cytochrome P450 2C9 Inducers [MoA]; Cytochrome P450 3A Inhibitors [MoA]; Cytomegalovirus DNA Terminase Complex Inhibitor [EPC]; DNA Terminase Complex Inhibitors [MoA]; Organic Anion Transporting Polypeptide 1B1 Inhibitors [MoA]; Organic Anion Transporting Polypeptide 1B3 Inhibitors [MoA]; Cytochrome P450 2C19 Inducers [MoA]
    5.4 ATC Code

    J05

    J - Antiinfectives for systemic use

    J05 - Antivirals for systemic use

    J05A - Direct acting antivirals

    J05AX - Other antivirals

    J05AX18 - Letermovir

    5.5 Absorption, Distribution and Excretion

    Absorption

    Letermovir has a bioavailability of 94% in healthy subjects when administered without cyclosporin, 35% in HSCT recipients when administered without cyclosporin, and 85% in HSCT recipients when administered with cyclosporin. Letermovir's Tmax is 45 min to 2.25 h. Time to steady state has been observed to be 9-10 days. Taking Letermovir with food increases Cmax by an average of 129.82% (range of 104.35%-161.50%). No significant effect on AUC has been observed .

    Route of Elimination

    Letemovir is taken up by the liver through OATP1B1/3 transporters. 93% is excreted in the feces with 70% as the parent drug. <2% is excreted in the urine.

    Volume of Distribution

    The mean steady state volume of distrubution is 45.5L

    Clearance

    The mean clearance is 11.25 L/h in healthy subjects

    5.6 Metabolism/Metabolites

    Letermovir undergoes a minor degree of metabolism through UGT1A1/1A3.

    5.7 Biological Half-Life

    The mean terminal half-life was observed to be 12 hours following administration of Letemovir 480 mg IV once daily.

    5.8 Mechanism of Action

    CMV relies on a DNA terminase complex consisting of multiple subunits (pUL51, pUL56, and pUL89) for processing of viral DNA. Viral DNA is produced in a single repeating strand which is then cut by the DNA terminase complex into individual viral genomes which can then be packaged into mature viral particles. Letemovir inhibits the activity of this complex to prevent production of mature viral genomes and the production of viable viral particles. The exact nature of Letemovir's binding to this complex is not currently known. Initially, the observation of resistance-causing mutations in pUL56 suggested this subunit was the location of Letemovir binding. However, resistance mutations have now been observed in pUL51, pUL56, and pUL89. It is possible that changes in amino acid sequence in one subunit could result in conformational changes to interacting subunits affecting Letemovir binding or that Letemovir interacts with multiple subunits of the complex but evidence towards either of these distinctions has not yet been seen. pUL89 is known to contain the endonuclease activity of the complex but because all members of the complex are necessary for targeting as well as protection from proteosomal degradation, it is difficult to discern if Letemovir inhibits pUL89's activity directly.

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    [{"dataSource":"API Export","activeIngredients":"","year":"2023","qtr":"Q2","strtotime":1686681000,"product":"LETERMOVIR , BATCH NO - 720\/SGT\/E-625\/18","address":"Kalpataru Inspire, 3rd floor, off Western Express Highway Santacruz E","city":"Mumbai","supplier":"LUPIN LTD","supplierCountry":"INDIA","foreign_port":"TIANJIN","customer":"GREENPINE PHARMA GROUP ","customerCountry":"CHINA","quantity":"0.02","actualQuantity":"0.02","unit":"KGS","unitRateFc":"8000","totalValueFC":"133.8","currency":"USD","unitRateINR":549999.44999999995,"date":"14-Jun-2023","totalValueINR":"10999.989","totalValueInUsd":"133.8","indian_port":"BOMBAY AIR","hs_no":"29420090","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"BOMBAY AIR","supplierAddress":"Kalpataru Inspire, 3rd floor, off Western Express Highway Santacruz E, Mumbai","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2023","qtr":"Q3","strtotime":1690828200,"product":"LETERMOVIR","address":"NA","city":"AHMEDABAD","supplier":"ZYDUS LIFESCIENCES","supplierCountry":"INDIA","foreign_port":"REYKJAVIK","customer":"CORIPHARMA EHF","customerCountry":"ICELAND","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"20000","totalValueFC":"21739.4","currency":"EUR","unitRateINR":1800813.9240000001,"date":"01-Aug-2023","totalValueINR":"1800813.924","totalValueInUsd":"21739.4","indian_port":"BOMBAY AIR","hs_no":"29335990","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"ICELAND","selfForZScoreResived":"Pharma Grade","supplierPort":"BOMBAY AIR","supplierAddress":"NA, AHMEDABAD","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1705602600,"product":"BULK DRUG : LETERMOVIR","address":"159, C.S.T. ROAD,","city":"MUMBAI,MAHARASHTRA","supplier":"LUPIN LTD","supplierCountry":"INDIA","foreign_port":"SHANGHAI - PU DONG","customer":"GREENPINE PHARMA GROUP ","customerCountry":"CHINA","quantity":"0.50","actualQuantity":"0.5","unit":"KGS","unitRateFc":"16000","totalValueFC":"7850.1","currency":"USD","unitRateINR":1304874,"date":"19-Jan-2024","totalValueINR":"652437","totalValueInUsd":"7850.1","indian_port":"Bombay Air","hs_no":"29420090","bill_no":"6864583","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"Bombay Air","supplierAddress":"159, C.S.T. ROAD,, MUMBAI,MAHARASHTRA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1727721000,"product":"LETERMOVIR (AMORPHOUS)","address":"8-3-166\/7\/1, HETERO HOUSE,","city":"HYDERABAD, AP.","supplier":"HONOUR LAB LTD","supplierCountry":"INDIA","foreign_port":"REYKJAV\u00bfK","customer":"CORIPHARMA EHF","customerCountry":"ICELAND","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"10000","totalValueFC":"9709.3","currency":"USD","unitRateINR":815837,"date":"01-Oct-2024","totalValueINR":"815837","totalValueInUsd":"9709.3","indian_port":"Vizag-HIPL SEZ","hs_no":"29335950","bill_no":"4502261","productDescription":"API","marketType":"REGULATED MARKET","country":"ICELAND","selfForZScoreResived":"Pharma Grade","supplierPort":"Vizag-HIPL SEZ","supplierAddress":"8-3-166\/7\/1, HETERO HOUSE,, HYDERABAD, AP.","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1731004200,"product":"LETERMOVIR (AMORPHOUS)","address":"8-3-166\/7\/1, HETERO HOUSE,","city":"HYDERABAD, AP.","supplier":"HONOUR LAB LTD","supplierCountry":"INDIA","foreign_port":"AMMAN","customer":"HIKMA PHARMACEUTICALS","customerCountry":"JORDAN","quantity":"10.00","actualQuantity":"10","unit":"KGS","unitRateFc":"7000","totalValueFC":"69106.8","currency":"USD","unitRateINR":583180,"date":"08-Nov-2024","totalValueINR":"5831800","totalValueInUsd":"69106.8","indian_port":"Vizag-HIPL SEZ","hs_no":"29334900","bill_no":"5438920","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"JORDAN","selfForZScoreResived":"Pharma Grade","supplierPort":"Vizag-HIPL SEZ","supplierAddress":"8-3-166\/7\/1, HETERO HOUSE,, HYDERABAD, AP.","customerAddress":""},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1710527400,"product":"LETERMOVIR","address":"7-2-A2, HETERO CORPORATE,,INDUSTRI","city":"HYDERABAD,TELANGANA","supplier":"ZHEJIANG HENGDIAN APELOA IMP. & EXP. CO.,LTD","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"HETERO DRUGS","customerCountry":"INDIA","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"11200","totalValueFC":"11296.3","currency":"USD","unitRateINR":"938000","date":"16-Mar-2024","totalValueINR":"938000","totalValueInUsd":"11296.3","indian_port":"Hyderabad Air","hs_no":"29335990","bill_no":"2613505","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"13F, T1, HENGDIAN CENTER, NO. 136 FUCHUN ROAD. 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    14-Jun-2023
    18-Nov-2024
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    ABOUT THIS PAGE

    Letermovir Manufacturers

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

    Letermovir Suppliers

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

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

    Letermovir USDMF

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

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

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

    Letermovir WC

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

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

    Letermovir GMP

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

    Letermovir CoA

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

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

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