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Lemborexant

Polfa Tarchomin is a leading Polish pharmaceutical company with 200 year tradition in manufacture and sale of pharmaceutical products.

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INTERMEDIATES

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FINISHED DOSAGE FORMULATIONS

4 FDF Dossiers, 2 FDA Orange Book, 2 Canada

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1 US Medicaid Prescriptions, 3 Annual Reports

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8 US Patents, 4 US Exclusivities

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8 US Patents
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Synopsis

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Chemistry

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Also known as: 1369764-02-2, Dayvigo, E-2006, E2006, 0k5743g68x, (1r,2s)-2-[(2,4-dimethylpyrimidin-5-yl)oxymethyl]-2-(3-fluorophenyl)-n-(5-fluoropyridin-2-yl)cyclopropane-1-carboxamide

Molecular Formula

C₂₂H₂₀F₂N₄O₂

Molecular Weight

410.4 g/mol

InChI Key

MUGXRYIUWFITCP-PGRDOPGGSA-N

FDA UNII

0K5743G68X

Lemborexant is a novel dual orexin receptor antagonist used in the treatment of insomnia characterized by difficulties with sleep onset and/or sleep maintenance. Recent research in the field of sleep disorders has revealed that insomnia is likely driven not by the inability of the brain to "switch on" sleep-related circuits, but rather an inability to "switch-off" wake-promoting circuits. Whereas historically popular pharmacologic treatments for insomnia (e.g. [zopiclone], [zolpidem], benzodiazepines) focus on enhancing sleep drive via modulation of GABA and melatonin receptors, lemborexant and other orexin antagonists (e.g. [suvorexant]) act to counteract inappropriate wakefulness. This novel mechanism of action offers potential advantages over classic hypnotic agents, including a more favorable adverse effect profile and potentially greater efficacy, and may signal the beginning of a new wave of treatment options for patients suffering from insomnia.

Lemborexant is an Orexin Receptor Antagonist. The mechanism of action of lemborexant is as an Orexin Receptor Antagonist, and Cytochrome P450 2B6 Inducer.

1 2D Structure

Lemborexant

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,2S)-2-[(2,4-dimethylpyrimidin-5-yl)oxymethyl]-2-(3-fluorophenyl)-N-(5-fluoropyridin-2-yl)cyclopropane-1-carboxamide

2.1.2 InChI

InChI=1S/C22H20F2N4O2/c1-13-19(11-25-14(2)27-13)30-12-22(15-4-3-5-16(23)8-15)9-18(22)21(29)28-20-7-6-17(24)10-26-20/h3-8,10-11,18H,9,12H2,1-2H3,(H,26,28,29)/t18-,22+/m0/s1

2.1.3 InChI Key

MUGXRYIUWFITCP-PGRDOPGGSA-N

2.1.4 Canonical SMILES

CC1=NC(=NC=C1OCC2(CC2C(=O)NC3=NC=C(C=C3)F)C4=CC(=CC=C4)F)C

2.1.5 Isomeric SMILES

CC1=NC(=NC=C1OC[C@]2(C[C@H]2C(=O)NC3=NC=C(C=C3)F)C4=CC(=CC=C4)F)C

2.2 Other Identifiers

2.2.1 UNII

0K5743G68X

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (1r,2s)-2-(((2,4-dimethyl-5-pyrimidinyl)oxy)methyl)-2-(3-fluorophenyl)-n-(5-fluoro-2-pyridinyl)cyclopropanecarboxamide

2. Cyclopropanecarboxamide, 2-(((2,4-dimethyl-5-pyrimidinyl)oxy)methyl)-2-(3-fluorophenyl)-n-(5-fluoro-2-pyridinyl)-, (1r,2s)-

3. Dayvigo

2.3.2 Depositor-Supplied Synonyms

1. 1369764-02-2

2. Dayvigo

3. E-2006

4. E2006

5. 0k5743g68x

6. (1r,2s)-2-[(2,4-dimethylpyrimidin-5-yl)oxymethyl]-2-(3-fluorophenyl)-n-(5-fluoropyridin-2-yl)cyclopropane-1-carboxamide

7. (1r,2s)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluorophenyl)-n-(5-fluoropyridin-2-yl)cyclopropanecarboxamide

8. Cyclopropanecarboxamide, 2-(((2,4-dimethyl-5-pyrimidinyl)oxy)methyl)-2-(3-fluorophenyl)-n-(5-fluoro-2-pyridinyl)-, (1r,2s)-

9. (1~{r},2~{s})-2-[(2,4-dimethylpyrimidin-5-yl)oxymethyl]-~{n}-(5-fluoranylpyridin-2-yl)-2-(3-fluorophenyl)cyclopropane-1-carboxamide

10. E 2006

11. Lemborexant [usan:inn]

12. Unii-0k5743g68x

13. (1r,2s)-2-(((2,4-dimethyl-5-pyrimidinyl)oxy)methyl)-2-(3-fluorophenyl)-n-(5-fluoro-2-pyridinyl)cyclopropanecarboxamide

14. (1r,2s)-2-((2,4-dimethylpyrimidin-5-yl)oxymethyl)-2-(3-fluorophenyl)-n-(5-fluoropyridin-2-yl)cyclopropane-1-carboxamide

15. (1r,2s)-2-[[(2,4-dimethyl-5-pyrimidinyl)oxy]methyl]-2-(3-fluorophenyl)-n-(5-fluoro-2-pyridinyl)cyclopropanecarboxamide

16. Cyclopropanecarboxamide, 2-[[(2,4-dimethyl-5-pyrimidinyl)oxy]methyl]-2-(3-fluorophenyl)-n-(5-fluoro-2-pyridinyl)-, (1r,2s)-

17. Dayvigo (tn)

18. Lemborexant [inn]

19. Lemborexant(e2006)

20. Lemborexant [mi]

21. Lemborexant; E-2006

22. Lemborexant [jan]

23. Lemborexant [usan]

24. Lemborexant [who-dd]

25. Lemborexant (jan/usan/inn)

26. Gtpl9302

27. Schembl2116558

28. Chembl3545367

29. Lemborexant [orange Book]

30. Dtxsid401027940

31. Amy27888

32. Ex-a2337

33. Bdbm50093793

34. Zinc118073503

35. Db11951

36. Compound 34 [pmid: 25953512]

37. Ncgc00488783-01

38. Ac-30918

39. Hy-16725

40. J3.610.985h

41. D11022

42. E-2006e-2006

43. A886588

44. Q20707990

45. (1r,2s)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-(3-fluorophenyl)-n-(5-fluoropyridin-2-yl)cyclopropane-1-carboxamide

2.4 Create Date

2012-04-23

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₀F₂N₄O₂
Molecular Weight	410.4 g/mol
XLogP3	3.2
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	6
Exact Mass	410.15543222 g/mol
Monoisotopic Mass	410.15543222 g/mol
Topological Polar Surface Area	77 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	612
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Lemborexant is indicated for the treatment of adult patients with insomnia characterized by difficulties with sleep onset and/or sleep maintenance.

FDA Label

5 Pharmacology and Biochemistry

5.1 Pharmacology

Lemborexant promotes sleep by antagonizing the actions of wake-promoting chemicals in the brain. Episodes of complex sleep behaviors (e.g. eating food, having sex, making phone calls) have been reported in patients using lemborexant - these events may occur in hypnotic-naive and hyponotic-experienced patients, and patients are unlikely to remember these events. Patients exhibiting complex sleep behaviors should discontinue lemborexant immediately. Lemborexant may carry some risk of abuse, and should be used with caution in patients with a history of alcohol or drug addiction. Its controlled substance schedule is currently under review by the Drug Enforcement Administration.

5.2 MeSH Pharmacological Classification

Orexin Receptor Antagonists

Substances that bind to and inhibit the action of OREXIN RECEPTORS. Drugs in this class have been used as SLEEP AIDS, PHARMACEUTICAL. (See all compounds classified as Orexin Receptor Antagonists.)

5.3 FDA Pharmacological Classification

5.3.1 Active Moiety

LEMBOREXANT

5.3.2 FDA UNII

0K5743G68X

5.3.3 Pharmacological Classes

Orexin Receptor Antagonist [EPC]; Orexin Receptor Antagonists [MoA]; Cytochrome P450 2B6 Inducers [MoA]

5.4 ATC Code

N - Nervous system

N05 - Psycholeptics

N05C - Hypnotics and sedatives

N05CM - Other hypnotics and sedatives

N05CM21 - Lemborexant

5.5 Absorption, Distribution and Excretion

Absorption

Animal models of lemborexant disposition have demonstrated rapid absorption following oral administration. The T_max of lemborexant is approximately 1-3 hours, or 3-5 hours following administration of a high-fat, high-calorie meal. C_max and AUC_0-24h increase at a rate slightly less than proportionate to the given dose. Following administration of a high-fat, high-calorie meal, C_max is decreased by 23% and AUC_0-inf is increased by 18%. AUC, C_max, and terminal half-life are increased in the presence of moderate hepatic impairment, and AUC (but not half-life) is increased in the presence of mild hepatic impairment.

Route of Elimination

Following oral administration, 57.4% of the dose is found in the feces and 29.1% in the urine. Less than 1% of the dose recovered in the urine exists as unchanged parent drug, suggesting extensive metabolism.

Volume of Distribution

The volume of distribution of lemborexant is 1970 L, indicating extensive tissue distribution.

5.6 Metabolism/Metabolites

Given that less than 1% of an administered dose is recovered unchanged in the urine, it is likely that lemborexant is extensively metabolized - this has been confirmed in rat and monkey models, but its metabolism in humans has not been fully characterized. Prescribing information states that it is predominantly metabolized by CYP3A4, with a smaller contribution by CYP3A5. The major circulating metabolite is lemborexant's M10 metabolite, which is pharmacologically active and binds to orexin receptors with a similar affinity to the parent drug. The M10 metabolite has the potential to induce CYP3A and CYP2B6 enzymes, weakly inhibit CYP3A enzymes, and is a substrate of P-gp transporters.

5.7 Biological Half-Life

The half-life for lemborexant at doses of 5mg and 10mg is 17 and 19 hours, respectively.

5.8 Mechanism of Action

The orexin neuropeptide signaling system is involved in many physiologic functions, including sleep/wake control. Orexin-A and orexin-B activate post-synaptic G-protein coupled orexin-1 receptors (OX1R) and orexin-2 receptors (OX2R), which are found on neurons in the hypothalamus that project to numerous wake-controlling nuclei. Each receptor carries slightly different activity - activation of OX1R appears to suppress the onset of rapid eye movement (REM) sleep, whereas activation of OX2R appears to suppress non-REM sleep. Lemborexant is an competitive antagonist of OX1R and OX2R. By blocking the binding of wake-promoting orexin-A and -B at these receptors, lemborexant suppresses the wake-drive, thereby promoting sleep.

API SUPPLIERS

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Market Place

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APIs

Various APIs needed in Brazil [ENA16054]

A large pharmaceutical manufacturing company that focuses on portfolios like dermatological, cardiological, gynecological, gastric, oncology, respiratory & CNS is looking for suppliers of Various APIs for development purposes. The suppliers must support this enquiry with DMF, GMP & CoA. 1. USP/ EP Grade Talazoparib Tosylate (CAS 1373431-65-2) API. The required quantity is 26.88 g for first year, 40 g for second and third year, 44 g for fourth & fifth year. 2. USP/ EP Grade Lemborexant (CAS 1369764-02-2) API. The required quantity is 85 kg for first year, 110 kg for second year, 145 kg for third year, 175 kg for fourth year & 200 kg for fifth year.

10 Jan 2023

Various APIs needed in Egypt [ENA12697]

A toll manufacturing company that deals in various pharmaceutical products for veterinary use is looking for suppliers of Various APIs for commercial purpose. The required quantity is MOQ for each. The suppliers must support this enquiry with DMF, GMP & CoA. 1. Lefamulin Acetate API 2. Famotidine API 3. Etofenamate API 4. Lemborexant API 5. Lascufloxacin API 6. Esaxerenone API 7. Sofpironium Bromide API

14 Feb 2022

Various APIs needed in Bangladesh [ENA09472]

Skyrun Corporation, a trading house based in Bangladesh is looking for suppliers of Various APIs for development and commercial purposes. The required quantity is MOQ for each. Interested suppliers can contact them via their email: skyrun.kamrul@gmail.com. 1. USP Grade Acetylcystein 2. INN Grade Cefiderocol Sulfate Tosylate 3. USP Grade Diethylpropion HCL 4. INN Grade Lemborexant 5. INN Grade Mucopolysaccharide Polysulphate 6. BP Grade Nabumetone 7. Palonosetron HCL 8. BP Grade Phenoxymethyl Penicillin 9. INN Grade Remimazolam 10. INN Grade Rimegepant 11. INN Grade Sarecycline

11 Jan 2021

Various APIs needed in Egypt [ENA08656]

A pharmaceutical manufacturing company that deals in various finished dosage formulations is looking for suppliers of Various APIs. The suppliers must support this enquiry with GMP. 1. Levonordefrin (MOQ) API 2. Vernakalant Hydrochloride (1 g) API 3. S-Amlodipine Besylate (1 g) API 4. Lemborexant (MOQ) API 5. Pancreatin (MOQ) API 6. Opicapone (MOQ) API 7. Ozanimod (MOQ) API

26 Sep 2020

Lemborexant (15 kg) API needed in Egypt [ENA08413]

Daniel Ventures, a company that deals in marketing, exports & imports of various pharmaceutical products is looking for suppliers of Lemborexant (15 kg) API. Interested suppliers can contact them via their email: businessdevelopment@biolife.me.

01 Sep 2020

Various APIs needed in Bangladesh [ENA08029]

Pharmalink Trade Corporation, an Indentor company based in Bangladesh is looking for suppliers of Various APIs for the Bangladesh market. The required quantity is MOQ for each. The suppliers must support this enquiry with CoA. Interested suppliers can contact them via their e-mail: pharmalinktrade@hotmail.com. 1. USP Grade Ubrogepant 2. USP Grade Rimegepant 3. Mucopolysaccharide Polysulphate 4. Cangrelor Lyophilized Powder 5. Filgotinib 6. Lemborexant 7. USP Grade Ezetimibe 8. Ospemifene 9. Lumateperone 10. Perampanel 11. Fostamatinib Disodium Hexahydrate 12. Trientine HCl 13. Teicoplanin Lyophilized Powder 14. Trifarotene

24 Jul 2020

Various APIs needed in Egypt [ENA07362]

A company that develops a wide range of branded generic medicines, nutraceuticals, food supplements & veterinary products is looking for suppliers of Various APIs for research purposes. The suppliers must support this enquiry with GMP & CoA. 1. Remdesivir 2. Gatifloxacin Sesquihydrate (0.5 kg) 3. Fluorometholone (0.5 kg) 4. Sodium Cromoglycate (0.5 kg) 5. Imidafenacin (0.05 kg) 6. Pitavastatin Calcium Hydrate (0.5 kg) 7. Propamidine Isethionate (0.1 kg) 8. Cefminox (10 kg) 9. Lemborexant 10. Opicapone

21 May 2020

Cenobamate & Lemborexant APIs needed in India [ENA06216]

A global healthcare leader with leading businesses and products in diagnostics, medical devices, Nutritionals and branded generic medicines is looking for suppliers of Cenobamate & Lemborexant APIs.

06 Jan 2020

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Patents & EXCLUSIVITIES

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US Patents

01

EISAI INC

LEMBOREXANT

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US Exclusivities

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ABOUT THIS PAGE

Lemborexant Manufacturers

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

Lemborexant Suppliers

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

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

Lemborexant USDMF

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

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

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

Lemborexant GMP

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

Lemborexant CoA

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

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

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

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ACTIVE PHARMA INGREDIENTS

5 API Suppliers

1 USDMF

5 Listed Suppliers

$ API Reference Price

DEVELOPMENTS

6 Drugs in Development

INTERMEDIATES

5 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

4 FDF Dossiers

2 FDA Orange Book

2 Canada

DIGITAL CONTENT

1 DATA COMPILATION #PharmaFlow

28 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

1 US Medicaid Prescriptions

3 Annual Reports

MARKET PLACE

8 APIs

PATENTS & EXCLUSIVITIES

8 US Patents

4 US Exclusivities

ACTIVE PHARMA INGREDIENTS

API REF. PRICE (USD/KG)

$ 11,494

MARKET PLACE

FINISHED DOSAGE FORMULATIONS

DRUG PRODUCT COMPOSITIONS

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