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    Chemistry

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    Also known as: 357336-20-0, Briviact, Ucb-34714, Ucb 34714, Ucb34714, 2-(2-oxo-4-propylpyrrolidin-1-yl)butanamide
    Molecular Formula
    C11H20N2O2
    Molecular Weight
    212.29  g/mol
    InChI Key
    MSYKRHVOOPPJKU-BDAKNGLRSA-N
    FDA UNII
    U863JGG2IA
    Brivaracetam
    Brivaracetam is an orally bioavailable levetiracetam derivative, with anticonvulsant activity. Although the exact mechanism through which brivaracetam exerts its effects is not fully known, this agent targets and binds to synaptic vesicle protein 2A (SV2A) in the brain. This prevents synaptic vesicle exocytosis and the synaptic release of certain, as of yet not fully known, excitatory neurotransmitters. This may inhibit impulse conduction across synapses, decrease neuronal (hyper-)excitability, and may modulate epileptogenesis. SV2A, a membrane glycoprotein present in neuronal synaptic vesicles, plays a key role in action potential-induced neurotransmitter release in the brain.
    The mechanism of action of brivaracetam is as an Epoxide Hydrolase Inhibitor.
    1 2D Structure

    Brivaracetam

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2-[(4R)-2-oxo-4-propylpyrrolidin-1-yl]butanamide
    2.1.2 InChI
    InChI=1S/C11H20N2O2/c1-3-5-8-6-10(14)13(7-8)9(4-2)11(12)15/h8-9H,3-7H2,1-2H3,(H2,12,15)/t8-,9+/m1/s1
    2.1.3 InChI Key
    MSYKRHVOOPPJKU-BDAKNGLRSA-N
    2.1.4 Canonical SMILES
    CCCC1CC(=O)N(C1)C(CC)C(=O)N
    2.1.5 Isomeric SMILES
    CCC[C@@H]1CC(=O)N(C1)[C@@H](CC)C(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    U863JGG2IA
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (2s)-2-((4r)-2-oxo-4-propylpyrrolidin-1-yl)butanamide

    2. 1-pyrrolidineacetamide, Alpha-ethyl-2-oxo-4-propyl-, (alphas,4r)-

    3. 2-(2-oxo-4-propylpyrrolidin-1-yl)butanamide

    4. Briviact

    5. Ucb 34714

    6. Ucb-34714

    7. Ucb34714

    2.3.2 Depositor-Supplied Synonyms

    1. 357336-20-0

    2. Briviact

    3. Ucb-34714

    4. Ucb 34714

    5. Ucb34714

    6. 2-(2-oxo-4-propylpyrrolidin-1-yl)butanamide

    7. (2s)-2-[(4r)-2-oxo-4-propylpyrrolidin-1-yl]butanamide

    8. (2s)-2-((4r)-2-oxo-4-propylpyrrolidin-1-yl)butanamide

    9. U863jgg2ia

    10. Rikelta

    11. Brivaracetam [usan:inn]

    12. Unii-u863jgg2ia

    13. Compound 83alpha

    14. 1-pyrrolidineacetamide, Alpha-ethyl-2-oxo-4-propyl-, (alphas,4r)-

    15. Brivaracetam 97%

    16. Briviact (tn)

    17. Brivaracetam [mi]

    18. Brivaracetam [inn]

    19. Brivaracetam [jan]

    20. Brivaracetam [usan]

    21. Brivaracetam [mart.]

    22. Brivaracetam [who-dd]

    23. Schembl122081

    24. Brivaracetam (jan/usan/inn)

    25. Chembl607400

    26. Gtpl9041

    27. Dtxsid00905081

    28. Chebi:133013

    29. Brivaracetam [orange Book]

    30. Ex-a2748

    31. Zinc3979899

    32. Bdbm50422531

    33. Mfcd25976668

    34. Akos027324306

    35. Ccg-266666

    36. Cs-3418

    37. Db05541

    38. Ncgc00390779-02

    39. Ac-29289

    40. As-35277

    41. Bb161996

    42. Hy-14449

    43. D08879

    44. Q408099

    45. (s)-2-((r)-2-oxo-4-propylpyrrolidin-1-yl)butanamide

    46. (2s)-2-((4r)-2-oxo-4-n-propyl-1-pyrrolidinyl)butanamide

    47. (2s)-2-((4r)-2-oxo-4-propyltetrahydro-1h-pyrrol-1-yl) Butanamide

    48. 1-pyrrolidineacetamide, .alpha.-ethyl-2-oxo-4-propyl (.alpha.s,4r)-

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 212.29 g/mol
    Molecular Formula C11H20N2O2
    XLogP31
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count5
    Exact Mass212.152477885 g/mol
    Monoisotopic Mass212.152477885 g/mol
    Topological Polar Surface Area63.4 Ų
    Heavy Atom Count15
    Formal Charge0
    Complexity253
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    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

    Used as adjunctive therapy for partial-onset seizures in patients 16 years of age or older.

    FDA Label

    Briviact is indicated as adjunctive therapy in the treatment of partial-onset seizures with or without secondary generalisation in adult and adolescent patients from 16 years of age with epilepsy.

    Treatment of epilepsy with partial-onset seizures, Treatment of neonatal seizures

    Treatment of neonatal seizures, Treatment of paediatric epilepsy syndromes

    Treatment of epilepsy with partial-onset seizures

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Brivaracetam binds SV2A with high affinity. SV2A is known to play a role in epileptogenesis through modulation of synaptic GABA release. It is thought that brivaracetam exerts its anti-epileptogenic effects through its binding to SV2A. Brivaracetam is also known to inhibit Na+ channels which may also contribute to its anti-epileptogenic action.

    5.2 MeSH Pharmacological Classification

    Anticonvulsants

    Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    BRIVARACETAM
    5.3.2 FDA UNII
    U863JGG2IA
    5.3.3 Pharmacological Classes
    Epoxide Hydrolase Inhibitors [MoA]
    5.4 ATC Code

    N03AX23

    N03AX23

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    N - Nervous system

    N03 - Antiepileptics

    N03A - Antiepileptics

    N03AX - Other antiepileptics

    N03AX23 - Brivaracetam

    5.5 Absorption, Distribution and Excretion

    Absorption

    Nearly 100% oral bioavailability.

    Route of Elimination

    \>95% excreted in urine with <10% of the parent compound unchanged. <1% excreted in feces.

    Volume of Distribution

    0.5L/kg.

    Clearance

    CL/F of 0.7-1.07 mL/min kg. Clearance is primarily metabolic with less than 10% of the parent drug excreted unchanged.

    5.6 Metabolism/Metabolites

    Primarily metabolized by hydrolysis of the acetamide moeity to form a carboxylic acid metabolite. Another metabolite is created via oxidation of the propyl side chain by CYP2C8 as well as CYP3A4, CYP2C19, and CYP2B6. Some conjugation with glucuronic acid and taurine account for a small amount of metabolism.

    5.7 Biological Half-Life

    7-8h.

    5.8 Mechanism of Action

    The precise mechanism of brivaracetam's anti-epileptogenic activity is unknown.

    API Reference Price

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    30-Jun-2025
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    ABOUT THIS PAGE

    Looking for 357336-20-0 / Brivaracetam API manufacturers, exporters & distributors?

    Brivaracetam manufacturers, exporters & distributors 1

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    API | Excipient name

    Brivaracetam

    Synonyms

    357336-20-0, Briviact, Ucb-34714, Ucb 34714, Ucb34714, 2-(2-oxo-4-propylpyrrolidin-1-yl)butanamide

    Cas Number

    357336-20-0

    Unique Ingredient Identifier (UNII)

    U863JGG2IA

    About Brivaracetam

    Brivaracetam is an orally bioavailable levetiracetam derivative, with anticonvulsant activity. Although the exact mechanism through which brivaracetam exerts its effects is not fully known, this agent targets and binds to synaptic vesicle protein 2A (SV2A) in the brain. This prevents synaptic vesicle exocytosis and the synaptic release of certain, as of yet not fully known, excitatory neurotransmitters. This may inhibit impulse conduction across synapses, decrease neuronal (hyper-)excitability, and may modulate epileptogenesis. SV2A, a membrane glycoprotein present in neuronal synaptic vesicles, plays a key role in action potential-induced neurotransmitter release in the brain.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- Manufacturers

    A 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)-, including repackagers and relabelers. The FDA regulates 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- Suppliers

    A 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- supplier is an individual or a company that provides 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- active pharmaceutical ingredient (API) or 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- finished formulations upon request. The 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- suppliers may include 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- API manufacturers, exporters, distributors and traders.

    click here to find a list of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- USDMF

    A 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- DMF (Drug Master File) is a document detailing the whole manufacturing process of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- active pharmaceutical ingredient (API) in detail. Different forms of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- DMFs exist exist since differing nations have different regulations, such as 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- DMF submitted to regulatory agencies in the US is known as a USDMF. 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- USDMF includes data on 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)-'s chemical properties, information on the facilities and procedures used, and details about packaging and storage. The 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- suppliers with USDMF on PharmaCompass.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- KDMF

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

    Pharmaceutical companies submit a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- Drug Master File in Korea (1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)-. The MFDS reviews the 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- KDMF as part of the drug registration process and uses the information provided in the 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- KDMF to evaluate the safety and efficacy of the drug.

    After submitting a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- API can apply through the Korea Drug Master File (KDMF).

    click here to find a list of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- suppliers with KDMF on PharmaCompass.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEP

    A 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEP of the European Pharmacopoeia monograph is often referred to as a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- Certificate of Suitability (COS). The purpose of a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- to their clients by showing that a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEP has been issued for it. The manufacturer submits a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEP (COS) as part of the market authorization procedure, and it takes on the role of a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEP holder for the record. Additionally, the data presented in the 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- DMF.

    A 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

    click here to find a list of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- suppliers with CEP (COS) on PharmaCompass.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- WC

    A 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- written confirmation (1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- WC) is an official document issued by a regulatory agency to a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- manufacturer, verifying that the manufacturing facility of a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- APIs or 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- finished pharmaceutical products to another nation, regulatory agencies frequently require a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- WC (written confirmation) as part of the regulatory process.

    click here to find a list of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- suppliers with Written Confirmation (WC) on PharmaCompass.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- suppliers with NDC on PharmaCompass.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- GMP

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- GMP manufacturer or 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- GMP API supplier for your needs.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CoA

    A 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CoA (Certificate of Analysis) is a formal document that attests to 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)-'s compliance with 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- specifications and serves as a tool for batch-level quality control.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- CoA mostly includes findings from lab analyses of a specific batch. For each 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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.

    1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- may be tested according to a variety of international standards, such as European Pharmacopoeia (1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- EP), 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- JP (Japanese Pharmacopeia) and the US Pharmacopoeia (1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-4-propyl-, (alphaS,4R)- 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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