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    Chemistry

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    Also known as: 143388-64-1, Naratriptan hcl, Amerge, Naramig, Gr-85548a, Gr 85548a
    Molecular Formula
    C17H26ClN3O2S
    Molecular Weight
    371.9  g/mol
    InChI Key
    AWEZYKMQFAUBTD-UHFFFAOYSA-N
    FDA UNII
    10X8X4P12Z
    Naratriptan Hydrochloride
    Naratriptan Hydrochloride is the hydrochloride salt form of naratriptan, a sulfonamide with selective serotonin (5-HT) 1 receptor agonistic activity and anti-migraine property. Naratriptan hydrochloride binds selectively and with high affinity to the 5-HT1D and 5-HT1B receptor subtypes. Activation of these 5-HT1D/B receptors located on intracranial blood vessels leads to vasoconstriction and provides relief of migraine headaches. Naratriptan hydrochloride may also exerts its effect by stimulation of 5-HT1D/1B receptors on sensory nerve endings in the trigeminal system thereby decreasing the release of pro-inflammatory neuropeptides.
    1 2D Structure

    Naratriptan Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-methyl-2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C17H25N3O2S.ClH/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14;/h3-4,11-12,14,18-19H,5-10H2,1-2H3;1H
    2.1.3 InChI Key
    AWEZYKMQFAUBTD-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CNS(=O)(=O)CCC1=CC2=C(C=C1)NC=C2C3CCN(CC3)C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    10X8X4P12Z
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1h-indole-5-ethanesulfonamide, N-methyl-3-(1-methyl-4-piperidinyl)-, Monohydrochloride

    2. Amerge

    3. Colatan

    4. Gr 85548a

    5. N-methyl-3-(1-methyl-4-piperidinyl)-1h-indole-5-ethanesulfonamide

    6. N-methyl-3-(1-methyl-4-piperidyl)indole-5-ethanesulfonamide Monohydrochloride

    7. Naramig

    8. Naratriptan

    2.3.2 Depositor-Supplied Synonyms

    1. 143388-64-1

    2. Naratriptan Hcl

    3. Amerge

    4. Naramig

    5. Gr-85548a

    6. Gr 85548a

    7. Naratriptan (hydrochloride)

    8. Gr-85548a Hydrochloride

    9. N-methyl-3-(1-methyl-4-piperidyl)indole-5-ethanesulfonamide Monohydrochloride

    10. 10x8x4p12z

    11. 1h-indole-5-ethanesulfonamide, N-methyl-3-(1-methyl-4-piperidinyl)-, Monohydrochloride

    12. Dsstox_cid_28990

    13. Dsstox_rid_83255

    14. N-methyl-2-(3-(1-methylpiperidin-4-yl)-1h-indol-5-yl)ethanesulfonamide Hydrochloride

    15. N-methyl-2-[3-(1-methylpiperidin-4-yl)-1h-indol-5-yl]ethanesulfonamide;hydrochloride

    16. Dsstox_gsid_49064

    17. Chebi:7479

    18. N-methyl-2-[3-(1-methylpiperidin-4-yl)-1h-indol-5-yl]ethanesulfonamide Hydrochloride

    19. Cas-143388-64-1

    20. Naratriptan Hydrochloride [usan]

    21. Ncgc00181786-01

    22. Unii-10x8x4p12z

    23. Amerge Hydrochloride

    24. Amerge (tn)

    25. Mfcd08141821

    26. Naratriptan Hydrochloride [usan:usp]

    27. N-methyl-2-[3-(1-methyl-4-piperidyl)-1h-indol-5-yl]ethanesulfonamide Hydrochloride

    28. Schembl41527

    29. Mls006010726

    30. Chembl1200601

    31. Dtxsid6049064

    32. Hy-b0197a

    33. Amy41021

    34. Bcp04270

    35. Tox21_113617

    36. Tox21_500466

    37. Gg-548

    38. Naratriptan Hydrochloride (jan/usp)

    39. Rb3224

    40. S1488

    41. Naratriptan Hydrochloride [mi]

    42. Akos005145806

    43. Tox21_113617_1

    44. Ac-5014

    45. Ccg-221770

    46. Naratriptan Hydrochloride [jan]

    47. Naratriptan Hydrochloride [mart.]

    48. Naratriptan Hydrochloride [vandf]

    49. Ncgc00181786-02

    50. Ncgc00261151-01

    51. As-58417

    52. Naratriptan Hydrochloride [usp-rs]

    53. Naratriptan Hydrochloride [who-dd]

    54. Smr002529694

    55. Naratriptan Hydrochloride, >=98% (hplc)

    56. Ft-0672649

    57. Sw219416-1

    58. D00674

    59. Naratriptan Hydrochloride [orange Book]

    60. Naratriptan Hydrochloride [usp Monograph]

    61. 388n641

    62. A808063

    63. J-007804

    64. Q-201448

    65. Q27107505

    66. N-methyl-2-[3-(1-methyl-4-piperidinyl)-1h-indol-5-yl]ethanesulfonamide Hydrochloride

    67. N-methyl-2-[3-(1-methylpiperidin-4-yl)-1h-indol-5-yl]ethane-1-sulfonamide Hydrochloride

    68. N-methyl-3-(1-methyl-4-piperidinyl)-1h-indole-5-ethanesulphonamide Hydrochloride

    69. N-methyl-3-(1-methyl-4-piperidinyl)-1h-indole-5-ethanesulphonamide, Hydrochloride

    70. Naratriptan Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    71. 2-[3-(1-methyl-piperidin-4-yl)-1h-indol-5-yl]-ethanesulfonic Acid Methylamide Hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 371.9 g/mol
    Molecular Formula C17H26ClN3O2S
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count5
    Exact Mass371.1434259 g/mol
    Monoisotopic Mass371.1434259 g/mol
    Topological Polar Surface Area73.6 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity483
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameAmerge
    PubMed HealthNaratriptan (By mouth)
    Drug ClassesAntimigraine
    Drug LabelAMERGE contains naratriptan hydrochloride, a selective 5-HT1B/1D receptor agonist. Naratriptan hydrochloride is chemically designated as N-methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide monohydrochloride, and it has the following str...
    Active IngredientNaratriptan hydrochloride
    Dosage FormTablet
    RouteOral
    Strengtheq 2.5mg base; eq 1mg base
    Market StatusPrescription
    CompanyGlaxosmithkline

    2 of 2  
    Drug NameAmerge
    PubMed HealthNaratriptan (By mouth)
    Drug ClassesAntimigraine
    Drug LabelAMERGE contains naratriptan hydrochloride, a selective 5-HT1B/1D receptor agonist. Naratriptan hydrochloride is chemically designated as N-methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide monohydrochloride, and it has the following str...
    Active IngredientNaratriptan hydrochloride
    Dosage FormTablet
    RouteOral
    Strengtheq 2.5mg base; eq 1mg base
    Market StatusPrescription
    CompanyGlaxosmithkline

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Serotonin 5-HT1 Receptor Agonists

    Endogenous compounds and drugs that specifically stimulate SEROTONIN 5-HT1 RECEPTORS. Included under this heading are agonists for one or more of the specific 5-HT1 receptor subtypes. (See all compounds classified as Serotonin 5-HT1 Receptor Agonists.)

    Vasoconstrictor Agents

    Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Serotonin 1d Receptor Agonists [MoA]; Serotonin-1b and Serotonin-1d Receptor Agonist [EPC]; Serotonin 1b Receptor Agonists [MoA]

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REDDY\\'S LABORATORIES","supplierCountry":"INDIA","foreign_port":"SANTIAGO DE CHILE -","customer":"LABORATORIO CHILE S.A.","customerCountry":"CHILE","quantity":"2.10","actualQuantity":"2.1","unit":"KGS","unitRateFc":"37000","totalValueFC":"76667.7","currency":"USD","unitRateINR":3047702.8190476187,"date":"19-Jun-2024","totalValueINR":"6400175.92","totalValueInUsd":"76667.7","indian_port":"Hyderabad Air","hs_no":"29359090","bill_no":"1772827","productDescription":"API","marketType":"REGULATED MARKET","country":"CHILE","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE, HYDERABAD ANDHRA PRADESH","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1719513000,"product":"NARATRIPTAN HYDROCHLORIDE","address":"H.NO. 8-2-337,BESIDE TV9 OFFICE","city":"HYDERABAD ANDHRA PRADESH","supplier":"DR. REDDY\\'S LABORATORIES","supplierCountry":"INDIA","foreign_port":"GUARULHOS","customer":"SANOFI","customerCountry":"BRAZIL","quantity":"29.98","actualQuantity":"29.98","unit":"KGS","unitRateFc":"13500","totalValueFC":"400466.3","currency":"USD","unitRateINR":1115100,"date":"28-Jun-2024","totalValueINR":"33430698","totalValueInUsd":"400466.3","indian_port":"Hyderabad Air","hs_no":"29359090","bill_no":"2019446","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"BRAZIL","selfForZScoreResived":"Pharma Grade","supplierPort":"Hyderabad Air","supplierAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE, HYDERABAD ANDHRA PRADESH","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1723746600,"product":"NARATRIPTAN HYDROCHLORIDE (TAX INVOICE NO:NL\/EXP24-25\/367 DT:12.08.2024)","address":"FLAT NO.404 TO 406,4TH FLOOR,VIJAY","city":"HYDERABAD.AP","supplier":"NOSCH LABS PVT. 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    27-Mar-2021
    09-Oct-2024
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    DOSAGE - TABLET;ORAL - EQ 1MG BASE **Federal ...DOSAGE - TABLET;ORAL - EQ 1MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20763

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    DOSAGE - TABLET;ORAL - EQ 2.5MG BASE **Federa...DOSAGE - TABLET;ORAL - EQ 2.5MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20763

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    ABOUT THIS PAGE

    Naratriptan Hydrochloride Manufacturers

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

    Naratriptan Hydrochloride Suppliers

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

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

    Naratriptan Hydrochloride USDMF

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

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

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

    Naratriptan Hydrochloride JDMF

    The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

    The Naratriptan Hydrochloride Drug Master File in Japan (Naratriptan Hydrochloride JDMF) empowers Naratriptan Hydrochloride API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

    PMDA reviews the Naratriptan Hydrochloride JDMF during the approval evaluation for pharmaceutical products. At the time of Naratriptan Hydrochloride JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

    click here to find a list of Naratriptan Hydrochloride suppliers with JDMF on PharmaCompass.

    Naratriptan Hydrochloride KDMF

    In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

    Pharmaceutical companies submit a Naratriptan Hydrochloride Drug Master File in Korea (Naratriptan Hydrochloride KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Naratriptan Hydrochloride. The MFDS reviews the Naratriptan Hydrochloride KDMF as part of the drug registration process and uses the information provided in the Naratriptan Hydrochloride KDMF to evaluate the safety and efficacy of the drug.

    After submitting a Naratriptan Hydrochloride KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Naratriptan Hydrochloride API can apply through the Korea Drug Master File (KDMF).

    click here to find a list of Naratriptan Hydrochloride suppliers with KDMF on PharmaCompass.

    Naratriptan Hydrochloride WC

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

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

    Naratriptan Hydrochloride 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 Naratriptan Hydrochloride as an active pharmaceutical ingredient (API).

    Finished drug products

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

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

    Naratriptan Hydrochloride GMP

    Naratriptan Hydrochloride 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 Naratriptan Hydrochloride 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 Naratriptan Hydrochloride GMP manufacturer or Naratriptan Hydrochloride GMP API supplier for your needs.

    Naratriptan Hydrochloride CoA

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

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

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