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Chemistry

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Also known as: 40054-69-1, Depas, 4-(2-chlorophenyl)-2-ethyl-9-methyl-6h-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine, Sedekopan, Y-7131, A76xi0hl37
Molecular Formula
C17H15ClN4S
Molecular Weight
342.8  g/mol
InChI Key
VMZUTJCNQWMAGF-UHFFFAOYSA-N
FDA UNII
A76XI0HL37

Etizolam
Etizolam is a thienodiazepine which is chemically related to benzodiazepine (BDZ) drug class; it differs from BDZs in having a benzene ring replaced with a thiophene ring. It is an agonist at GABA-A receptors and possesses amnesic, anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties. Initially introduced in 1983 in Japan as treatment for neurological conditions such as anxiety and sleep disorders, etizolam is marketed in Japan, Italy and India. It is not approved for use by FDA in the US; however it remains unscheduled in several states and is legal for research purposes.
1 2D Structure

Etizolam

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7-(2-chlorophenyl)-4-ethyl-13-methyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaene
2.1.2 InChI
InChI=1S/C17H15ClN4S/c1-3-11-8-13-16(12-6-4-5-7-14(12)18)19-9-15-21-20-10(2)22(15)17(13)23-11/h4-8H,3,9H2,1-2H3
2.1.3 InChI Key
VMZUTJCNQWMAGF-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCC1=CC2=C(S1)N3C(=NN=C3CN=C2C4=CC=CC=C4Cl)C
2.2 Other Identifiers
2.2.1 UNII
A76XI0HL37
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Etizolam, 14c-labeled

2. Y 7131

3. Y-7131

2.3.2 Depositor-Supplied Synonyms

1. 40054-69-1

2. Depas

3. 4-(2-chlorophenyl)-2-ethyl-9-methyl-6h-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine

4. Sedekopan

5. Y-7131

6. A76xi0hl37

7. 4-(o-chlorophenyl)-2-ethyl-9-methyl-6h-thieno(3,2-f)-s-triazolo(4,3-a)(1,4)diazepine

8. Ahr3219;y7131

9. Ncgc00182031-01

10. Etizolamum

11. Etizolam [inn:jan]

12. Etizolamum [inn-latin]

13. Ahr 3219

14. 7-(2-chlorophenyl)-4-ethyl-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^{2,6}]trideca-2(6),4,7,10,12-pentaene

15. Brn 0572740

16. Unii-a76xi0hl37

17. Sedekopan (tn)

18. Etizolam [inn]

19. Etizolam [jan]

20. Etizolam [mi]

21. Etizolam (jp17/inn)

22. Dsstox_cid_3030

23. Etizolam [mart.]

24. Etizolam [who-dd]

25. 6-(o-chlorophenyl)-8-ethyl-1-methyl-4h-s-triazolo(3,4-c)thieno(2,3-e)(1,4)-diazepine

26. 6-(o-chlorphenyl)-8-aethyl-1-methyl-4h-s-triazolo(3,4-c)thieno(2,3-e)(1,4)diazepin [german]

27. 6h-thieno(3,2-f)(1,2,4)triazolo(4,3-a)(1,4)diazepine, 4-(2-chlorophenyl)-2-ethyl-9-methyl-

28. 8-ethyl-6-(o-chlorophenyl)-1-methyl-4h-s-triazolo(3,4c)thieno(2,3e)-1,4-diazepine

29. Dsstox_rid_76838

30. Dsstox_gsid_23030

31. Schembl42920

32. Zinc1402

33. Chembl1289779

34. Dtxsid0023030

35. Chebi:31583

36. Ahr3219

37. Etizolam 0.1 Mg/ml In Methanol

38. Etizolam 1.0 Mg/ml In Methanol

39. 4c66

40. Hms3652n06

41. Bcp22893

42. Hy-b0677

43. Tox21_112931

44. S4276

45. Akos022185397

46. Db09166

47. Ds-3112

48. 4h-s-triazolo(3,4-c)thieno(2,3-e)(1,4)-diazepine, 6-(o-chlorophenyl)-8-ethyl-1-methyl-

49. 6-(o-chlorphenyl)-8-aethyl-1-methyl-4h-s-triazolo(3,4-c)thieno(2,3-e)(1,4)diazepin

50. Ncgc00182031-05

51. Cas-40054-69-1

52. Sw219903-1

53. A14257

54. D01514

55. Q409966

56. Sr-01000883960

57. Sr-01000883960-1

58. Etizolam Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

59. 4-(2-chlorophenyl)-2-ethyl-9-methyl-6h-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine

60. 4-(2-chlorophenyl)-2-ethyl-9-methyl-6h-thieno[3,2-f][1,2,4]-triazolo[4,3-a][1,4]diazepine

61. 7-(2-chlorophenyl)-4-ethyl-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaene

62. 7-(2-chlorophenyl)-4-ethyl-13-methyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaene

63. H4c

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 342.8 g/mol
Molecular Formula C17H15ClN4S
XLogP32.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass342.0705954 g/mol
Monoisotopic Mass342.0705954 g/mol
Topological Polar Surface Area71.3 Ų
Heavy Atom Count23
Formal Charge0
Complexity474
Isotope Atom Count0
Defined Atom Stereocenter Count0
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

Indicated for the treatment of generalized anxiety disorder with depression, panic disorder and insomnia.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Etizolam is a CNS depressant with anxiolytic, anticonvulsant, sedative-hypnotic and muscle relaxant effects. It acts on the benzodiazepine site of the GABA-A receptor as an agonist to increase inhibitory GABAergic transmission throughout the central nervous system. Studies indicate that etizolam mediates its pharmacological actions with 6 to 10 times more potency than that of diazepam. Clinical human studies performed in Italy showed clinical effectiveness of etizolam in relieving symptoms in patients with generalized anxiety disorders with depressive symptoms. Etizolam also mediates imipramine-like neuropharmacological and behavioral effects, as well as minor effects on cognitive functioning. It is shown to substitute the actions of a short-acting barbiturate, pentobarbitol, in a drug discrimination study. Etizolam is an antagonist at platelet-activating-factor (PAF) receptor and attenuates the recurrence of chronic subdural hematoma after neurosurgery in clinical studies. It is shown to inhibit PAF-induced bronchoconstriction and hypotension.


5.2 MeSH Pharmacological Classification

Tranquilizing Agents

A traditional grouping of drugs said to have a soothing or calming effect on mood, thought, or behavior. Included here are the ANTI-ANXIETY AGENTS (minor tranquilizers), ANTIMANIC AGENTS, and the ANTIPSYCHOTIC AGENTS (major tranquilizers). These drugs act by different mechanisms and are used for different therapeutic purposes. (See all compounds classified as Tranquilizing Agents.)


5.3 ATC Code

N - Nervous system

N05 - Psycholeptics

N05B - Anxiolytics

N05BA - Benzodiazepine derivatives

N05BA19 - Etizolam


5.4 Absorption, Distribution and Excretion

Absorption

Etizolam is well absorbed from the intestines with a biological bioavailability of 93% following oral administration. After a single oral dosing of 0.5mg etizolam, it takes approximately 0.9 hours to reach the peak plasma concentration of 8.3 ng/mL.


Route of Elimination

In a rat study, the amounts of etizolam excreted was 30% in urine was 70% in feces, while the values in a mouse study were 40% in urine and 60% in feces.


Volume of Distribution

Apparent distribution volume was 0.9 0.2 L/kg following a single oral doing of 0.5mg etizolam.


5.5 Metabolism/Metabolites

Biotransformation of etizolam is extensive and involves hydroxylation and conjugation. The main metabolite formed via 1'-hydroxylation is -hydroxyetizolam which retains pharmacological activity comparable to that of the parent drug, indicating that the action of metabolites may contribute to the clinical effects of etizolam. CYP3A4 is predicted to be the main CYP enzyme responsible for mediating etizolam metabolism. CYP2C18 and CYP2C19 are also involved in the metabolic pathways.


Etizolam has known human metabolites that include 7-(2-chlorophenyl)-4-ethyl-13-methyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaen-9-ol and alpha-Hydroxyetizolam.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.6 Biological Half-Life

The average elimination half life of etizolam following a single oral dose of 0.5mg is 3.4 hours but may be increased up to 17 hours depending on the rate of metabolism. The main metabolite -hydroxyetizolam displays a longer elimination half life of 8.2 hours.


5.7 Mechanism of Action

Etizolam is selectively a full agonist at GABA-A receptors to increase GABAergic transmission and enhance GABA-induced Cl- currents. It is reported to bind to the benzodiazepine binding site which is located across the interface between the alpha and gamma subunits. Benzodiazapines are reported to only bind to receptors that contain gamma 2 and alpha 1/2/3/5 subunits. Alpha-1-containing receptors mediate the sedative effects of etizolam whereas alpha-2 and alpha-3 subunit-containing receptors mediate the anxiolytic effect. Etizolam shows high potency and affinity towards GABA-A receptor with alpha 1 beta 2 gamma 2S subunit combination. By binding to the regulatory site of the receptor, etizolam potentiates GABA transmission by facilitating the opening of GABA-induced chloride channels. Etizolam is a specific antagonist at PAFR. It inhibits PAF-induced platelet aggregation by inhibiting PAF binding to the receptors located on the surface of platelets with an IC50 of 22nM.


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About the Company : Established in 1997, the PRECISE Group is a respected pharmaceutical company in India with an annual turnover of USD 40 million. Backed by a skilled regulatory team, a dedicated fo...

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About the Company : Established in 1984, R L Fine Chem Pvt. Ltd. is one of the fastest growing API companies, with a leadership position in several APIs such as antihistamines, antidepressants and mus...

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ABOUT THIS PAGE

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Etizolam manufacturers, exporters & distributors 1

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API | Excipient name

Etizolam

Synonyms

40054-69-1, Depas, 4-(2-chlorophenyl)-2-ethyl-9-methyl-6h-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine, Sedekopan, Y-7131, A76xi0hl37

Cas Number

40054-69-1

Unique Ingredient Identifier (UNII)

A76XI0HL37

About Etizolam

Etizolam is a thienodiazepine which is chemically related to benzodiazepine (BDZ) drug class; it differs from BDZs in having a benzene ring replaced with a thiophene ring. It is an agonist at GABA-A receptors and possesses amnesic, anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties. Initially introduced in 1983 in Japan as treatment for neurological conditions such as anxiety and sleep disorders, etizolam is marketed in Japan, Italy and India. It is not approved for use by FDA in the US; however it remains unscheduled in several states and is legal for research purposes.

DSSTox_CID_3030 Manufacturers

A DSSTox_CID_3030 manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of DSSTox_CID_3030, including repackagers and relabelers. The FDA regulates DSSTox_CID_3030 manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. DSSTox_CID_3030 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 DSSTox_CID_3030 manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

DSSTox_CID_3030 Suppliers

A DSSTox_CID_3030 supplier is an individual or a company that provides DSSTox_CID_3030 active pharmaceutical ingredient (API) or DSSTox_CID_3030 finished formulations upon request. The DSSTox_CID_3030 suppliers may include DSSTox_CID_3030 API manufacturers, exporters, distributors and traders.

click here to find a list of DSSTox_CID_3030 suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

DSSTox_CID_3030 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 DSSTox_CID_3030 Drug Master File in Japan (DSSTox_CID_3030 JDMF) empowers DSSTox_CID_3030 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 DSSTox_CID_3030 JDMF during the approval evaluation for pharmaceutical products. At the time of DSSTox_CID_3030 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 DSSTox_CID_3030 suppliers with JDMF on PharmaCompass.

DSSTox_CID_3030 KDMF

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

Pharmaceutical companies submit a DSSTox_CID_3030 Drug Master File in Korea (DSSTox_CID_3030 KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of DSSTox_CID_3030. The MFDS reviews the DSSTox_CID_3030 KDMF as part of the drug registration process and uses the information provided in the DSSTox_CID_3030 KDMF to evaluate the safety and efficacy of the drug.

After submitting a DSSTox_CID_3030 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 DSSTox_CID_3030 API can apply through the Korea Drug Master File (KDMF).

click here to find a list of DSSTox_CID_3030 suppliers with KDMF on PharmaCompass.

DSSTox_CID_3030 WC

A DSSTox_CID_3030 written confirmation (DSSTox_CID_3030 WC) is an official document issued by a regulatory agency to a DSSTox_CID_3030 manufacturer, verifying that the manufacturing facility of a DSSTox_CID_3030 active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting DSSTox_CID_3030 APIs or DSSTox_CID_3030 finished pharmaceutical products to another nation, regulatory agencies frequently require a DSSTox_CID_3030 WC (written confirmation) as part of the regulatory process.

click here to find a list of DSSTox_CID_3030 suppliers with Written Confirmation (WC) on PharmaCompass.

DSSTox_CID_3030 GMP

DSSTox_CID_3030 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 DSSTox_CID_3030 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 DSSTox_CID_3030 GMP manufacturer or DSSTox_CID_3030 GMP API supplier for your needs.

DSSTox_CID_3030 CoA

A DSSTox_CID_3030 CoA (Certificate of Analysis) is a formal document that attests to DSSTox_CID_3030's compliance with DSSTox_CID_3030 specifications and serves as a tool for batch-level quality control.

DSSTox_CID_3030 CoA mostly includes findings from lab analyses of a specific batch. For each DSSTox_CID_3030 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.

DSSTox_CID_3030 may be tested according to a variety of international standards, such as European Pharmacopoeia (DSSTox_CID_3030 EP), DSSTox_CID_3030 JP (Japanese Pharmacopeia) and the US Pharmacopoeia (DSSTox_CID_3030 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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