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Chemistry

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Also known as: 43200-80-2, Imovane, Zimovane, Amoban, (+-)-zopiclone, Zopiclona
Molecular Formula
C17H17ClN6O3
Molecular Weight
388.8  g/mol
InChI Key
GBBSUAFBMRNDJC-UHFFFAOYSA-N
FDA UNII
03A5ORL08Q

Zopiclone
Zopiclone is the racemic form of a nonbenzodiazepine, cyclopyrrolone with hypnotic and sedative activity and without significant anxiolytic activity. Although the exact mechanism of action remains to be fully elucidated, zopiclone is able to bind to and activate the omega-1 subtype of the alpha subunit of the gamma-aminobutyric acid-benzodiazepine GABA receptor complex (GABA-A), a chloride ionophore complex in the central nervous system (CNS). This leads to the opening of chloride channels, causing hyperpolarization, inhibition of neuronal firing, and enhancement of the inhibitory effect of GABA. This eventually leads to a hypnotic effect and allows for an induction of sleep.
1 2D Structure

Zopiclone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[6-(5-chloropyridin-2-yl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate
2.1.2 InChI
InChI=1S/C17H17ClN6O3/c1-22-6-8-23(9-7-22)17(26)27-16-14-13(19-4-5-20-14)15(25)24(16)12-3-2-11(18)10-21-12/h2-5,10,16H,6-9H2,1H3
2.1.3 InChI Key
GBBSUAFBMRNDJC-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1CCN(CC1)C(=O)OC2C3=NC=CN=C3C(=O)N2C4=NC=C(C=C4)Cl
2.2 Other Identifiers
2.2.1 UNII
03A5ORL08Q
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 6-(5-chloro-2-pyridyl)-6,7-dihydro- 7-oxo-5h-pyrrolo(3,4-b)pyrazin-5-yl 4-methyl-1- Piperazinecarboxylate

2. Imovane

3. Limovan

4. Nu-zopiclone

5. Optidorm

6. Ratio-zopiclone

7. Rhovane

8. Rp 27 267

9. Siaten

10. Somnosan

11. Ximovan

12. Zileze

13. Zimoclone

14. Zimovane

15. Zop

16. Zopi-puren

17. Zopicalm

18. Zopicalma

19. Zopiclodura

20. Zopiclon Abz

21. Zopiclon Al

22. Zopiclon Azu

23. Zopiclon Beta

24. Zopiclon Stada

25. Zopiclon Tad

26. Zopiclon Von Ct

27. Zopiclon-neuraxpharm

28. Zopiclon-ratiopharm

29. Zopiclon-teva

30. Zopitan

31. Zorclone

2.3.2 Depositor-Supplied Synonyms

1. 43200-80-2

2. Imovane

3. Zimovane

4. Amoban

5. (+-)-zopiclone

6. Zopiclona

7. Zopiclonum

8. Zopiclonum [inn-latin]

9. Zopiclona [inn-spanish]

10. Rp-27267

11. [6-(5-chloropyridin-2-yl)-5-oxo-7h-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate

12. Rp 27267

13. 6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5h-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate

14. Chebi:32315

15. Amovane

16. Nsc-758463

17. Mls000083579

18. 03a5orl08q

19. 1-piperazinecarboxylic Acid, 4-methyl-, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5h-pyrrolo(3,4-b)pyrazin-5-yl Ester

20. 1-piperazinecarboxylic Acid, 4-methyl-, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5h-pyrrolo[3,4-b]pyrazin-5-yl Ester

21. 6-(5-chloro-2-pyridinyl)-7-oxo-6,7-dihydro-5h-pyrrolo[3,4-b]pyrazin-5-yl 4-methyl-1-piperazinecarboxylate

22. Ximovan

23. 4-methyl-1-piperazinecarboxylic Acid Ester With 6-(5-chloro-2-pyridyl)-6,7-dihydro-7-hydroxy-5h-pyrrolo(3,4-b)pyrazin-5-one

24. Zopiclone (1.0 Mg/ml In Acetonitrile)

25. Smr000048685

26. Zopiclone [ban:inn:jan]

27. 6-(5-chloropyrid-2-yl)-5-(4-methylpiperazin-1-yl)carbonyloxy-7-oxo-6,7-dihydro-5h-pyrrolo[3,4-b]pyrazine

28. Zopiclone (tn)

29. Amoban (tn)

30. Zopiclone (jan/inn)

31. Sr-01000000090

32. Einecs 256-138-9

33. Dea No. 2784

34. Brn 0768704

35. Unii-03a5orl08q

36. Zopiclone [inn:ban:jan]

37. S-zopiclone

38. Zimovane Ls

39. 6-(5-chloropyrid-2-yl)-5-(4-methylpiperazin-1-yl)carbonyloxy-7-oxo-6,7-dihydro-5h-pyrrolo(3,4-b)pyrazine

40. Mfcd00133931

41. (+/-)-zopiclone

42. Zileze 7.5

43. Zileze 3.75

44. Zopiclone [inn]

45. Zopiclone [jan]

46. Zopiclone [mi]

47. Opera_id_1759

48. 27267 R.p.

49. Biomol-nt_000284

50. Zopiclone [mart.]

51. Z 4900

52. Zopiclone [who-dd]

53. Lopac0_001270

54. Schembl44419

55. Mls000028547

56. Mls001201837

57. Mls001304058

58. Bpbio1_001146

59. Chembl135400

60. Gtpl7430

61. Zopiclone [ep Impurity]

62. Dtxsid4041155

63. Zopiclone [ep Monograph]

64. Hms3267i08

65. Hms3713h22

66. Hms3746i05

67. Pharmakon1600-01503425

68. Bcp28513

69. Hy-b0741

70. Bbl010797

71. Bdbm50248251

72. Nsc758463

73. Stk599439

74. Zopiclone 1.0 Mg/ml In Acetonitrile

75. Akos005520380

76. Bcp9000663

77. Ccg-205343

78. Db01198

79. Nsc 758463

80. Ncgc00016108-04

81. Ncgc00016108-05

82. Ncgc00016108-06

83. Ncgc00024993-03

84. Ncgc00024993-04

85. Vs-02685

86. Sbi-0051236.p002

87. Eu-0101270

88. D01372

89. 200z802

90. Q220426

91. Sr-01000000090-2

92. Sr-01000000090-4

93. Sr-01000000090-6

94. Sr-01000000090-7

95. W-106239

96. Brd-a34309505-001-08-5

97. Brd-a34309505-001-10-1

98. Zopiclone, British Pharmacopoeia (bp) Reference Standard

99. Zopiclone, European Pharmacopoeia (ep) Reference Standard

100. (rs)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5h-pyrrolo[3,4-b]pyrazine-5-yl 4-methylpiperazine-1-carboxylate

101. 1169825-88-0

102. 4-methyl-1-piperazinecarboxylic Acid 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5h-pyrrolo(3,4-b)pyrazin-5-yl Ester

103. 4-methyl-1-piperazinecarboxylic Acid 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5h-pyrrolo[3,4-b] Pyrazin-5-yl Ester

104. 4-methyl-piperazine-1-carboxylic Acid 6-(5-chloro-pyridin-2-yl)-7-oxo-6,7-dihydro-5h-pyrrolo[3,4-b]pyrazin-5-yl Ester

105. 6-(5-chloropyridin-2-yl)-7-oxo-5h,6h,7h-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 388.8 g/mol
Molecular Formula C17H17ClN6O3
XLogP30.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass388.1050661 g/mol
Monoisotopic Mass388.1050661 g/mol
Topological Polar Surface Area91.8 Ų
Heavy Atom Count27
Formal Charge0
Complexity573
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the short-term treatment of insomnia.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Zopiclone is a nonbenzodiazepine hypnotic from the pyrazolopyrimidine class and is indicated for the short-term treatment of insomnia. While Zopiclone is a hypnotic agent with a chemical structure unrelated to benzodiazepines, barbiturates, or other drugs with known hypnotic properties, it interacts with the gamma-aminobutyric acid-benzodiazepine (GABABZ) receptor complex. Subunit modulation of the GABABZ receptor chloride channel macromolecular complex is hypothesized to be responsible for some of the pharmacological properties of benzodiazepines, which include sedative, anxiolytic, muscle relaxant, and anticonvulsive effects in animal models. Zopiclone binds selectively to the brain alpha subunit of the GABA A omega-1 receptor.


5.2 MeSH Pharmacological Classification

Hypnotics and Sedatives

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)


5.3 ATC Code

N05CF01

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

N05 - Psycholeptics

N05C - Hypnotics and sedatives

N05CF - Benzodiazepine related drugs

N05CF01 - Zopiclone


5.4 Absorption, Distribution and Excretion

Absorption

Rapidly absorbed following oral administration.


5.5 Metabolism/Metabolites

Extensively metabolized in the liver via decarboxylation (major pathway), demethylation, and side chain oxidation. Metabolites include an N-oxide derivative (weakly active; approximately 12% of a dose) and an N-desmethyl metabolite (inactive; approximately 16%). Approximately 50% of a dose is converted to other inactive metabolites via decarboxylation. Hepatic microsomal enzymes are apparently not involved in zopiclone clearance.


5.6 Biological Half-Life

Elimination half life is approximately 5 hours (range 3.8 to 6.5 hours) and is prolonged to 11.9 hours in patients with hepatic insufficiency.


5.7 Mechanism of Action

Zopiclone exerts its action by binding on the benzodiazepine receptor complex and modulation of the GABABZ receptor chloride channel macromolecular complex. Both zopiclone and benzodiazepines act indiscriminately at the benzodiazepine binding site on 1, 2, 3 and 5 GABAA containing receptors as full agonists causing an enhancement of the inhibitory actions of GABA to produce the therapeutic (hypnotic and anxiolytic) and adverse effects of zopiclone.


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ABOUT THIS PAGE

Looking for 43200-80-2 / Zopiclone API manufacturers, exporters & distributors?

Zopiclone manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Zopiclone API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Zopiclone manufacturer or Zopiclone supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Zopiclone manufacturer or Zopiclone supplier.

PharmaCompass also assists you with knowing the Zopiclone API Price utilized in the formulation of products. Zopiclone API Price is not always fixed or binding as the Zopiclone Price is obtained through a variety of data sources. The Zopiclone Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Zopiclone

Synonyms

43200-80-2, Imovane, Zimovane, Amoban, (+-)-zopiclone, Zopiclona

Cas Number

43200-80-2

Unique Ingredient Identifier (UNII)

03A5ORL08Q

About Zopiclone

Zopiclone is the racemic form of a nonbenzodiazepine, cyclopyrrolone with hypnotic and sedative activity and without significant anxiolytic activity. Although the exact mechanism of action remains to be fully elucidated, zopiclone is able to bind to and activate the omega-1 subtype of the alpha subunit of the gamma-aminobutyric acid-benzodiazepine GABA receptor complex (GABA-A), a chloride ionophore complex in the central nervous system (CNS). This leads to the opening of chloride channels, causing hyperpolarization, inhibition of neuronal firing, and enhancement of the inhibitory effect of GABA. This eventually leads to a hypnotic effect and allows for an induction of sleep.

Opus brand of zopiclone Manufacturers

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

Opus brand of zopiclone Suppliers

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

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

Opus brand of zopiclone USDMF

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

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

click here to find a list of Opus brand of zopiclone suppliers with USDMF on PharmaCompass.

Opus brand of zopiclone 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 Opus brand of zopiclone Drug Master File in Japan (Opus brand of zopiclone JDMF) empowers Opus brand of zopiclone 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 Opus brand of zopiclone JDMF during the approval evaluation for pharmaceutical products. At the time of Opus brand of zopiclone 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 Opus brand of zopiclone suppliers with JDMF on PharmaCompass.

Opus brand of zopiclone CEP

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

A Opus brand of zopiclone CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Opus brand of zopiclone 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 Opus brand of zopiclone suppliers with CEP (COS) on PharmaCompass.

Opus brand of zopiclone WC

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

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

Opus brand of zopiclone 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 Opus brand of zopiclone as an active pharmaceutical ingredient (API).

Finished drug products

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

click here to find a list of Opus brand of zopiclone suppliers with NDC on PharmaCompass.

Opus brand of zopiclone GMP

Opus brand of zopiclone 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 Opus brand of zopiclone 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 Opus brand of zopiclone GMP manufacturer or Opus brand of zopiclone GMP API supplier for your needs.

Opus brand of zopiclone CoA

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

Opus brand of zopiclone CoA mostly includes findings from lab analyses of a specific batch. For each Opus brand of zopiclone 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.

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