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Etizolam
Item No. 12063
Restricted Product (Schedule I)
Download Product Insert (PDF)Download GC-MS (PDF)Download Safety Data Sheet (SDS) (PDF)
Product Relationships
CERTIFIED REFERENCE MATERIAL(S)
METABOLITE(S)
LABELED VERSION(S)
Synonyms
Synonyms
- AHR 3219
- Y-7131
Technical Information
Formal Name
4-(2-chlorophenyl)-2-ethyl-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine
CAS Number
40054-69-1
Molecular Formula
C17H15ClN4S
Formula Weight
342.8
Purity
≥98%
Formulation(Request formulation change)
A neat solid
Solubility(Learn about Variance in Solubility)
- DMF: 5 mg/ml
- DMSO: 5 mg/ml
- DMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
242 nm
SMILES
CC1=NN=C2CN=C(C3=CC=CC=C3Cl)C4=C(SC(CC)=C4)N21
InChi Code
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
InChi Key
VMZUTJCNQWMAGF-UHFFFAOYSA-N
Regulatory Information
DEA Schedule
I
Shipping & Storage Information
Storage
-20°C
Shipping
Room Temperature in continental US; may vary elsewhere
Stability
≥ 4 years
Certificates of Analysis & Batch Specific Data
Get Batch-Specific Data and Documents by Batch Number
Etizolam (marketed under many brand names) is a thienodiazepine derivative[5] which is a benzodiazepine analog.[6] The etizolam molecule differs from a benzodiazepine in that the benzene ring has been replaced by a thiophene ring and triazole ring has been fused, making the drug a thienotriazolodiazepine.[7][8] Etizolam powder Suppliers online.
Although a thienodiazepine, etizolam is clinically regarded as a benzodiazepine because of its mode of action via the benzodiazepine receptor and directly targeting GABAA allosteric modulator receptors.[5]
It possesses anxiolytic, amnesic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties.[9]
It was patented in 1972[10] and approved for medical use[where?] in 1983.[11]
As of April 2021, the export of etizolam has been banned in India.[12] Etizolam powder Suppliers online.
Medical uses
- Short-term treatment of insomnia.
- Anxiety disorders such as OCD and general anxiety disorder, mostly as a short-term medication to be used purely on an at-need basis[13]
Side effects
Long term use may result in blepharospasms,[14] especially in women.[14] Doses of 4 mg or more may cause anterograde amnesia.[citation needed]
In rare cases, erythema annulare centrifugum skin lesions have resulted.[15]
Tolerance, dependence and withdrawal
Abrupt or rapid discontinuation from etizolam, as with benzodiazepines, may result in the appearance of the benzodiazepine withdrawal syndrome, including rebound insomnia.[16] Neuroleptic malignant syndrome, a rare event in benzodiazepine withdrawal, has been documented in a case of abrupt withdrawal from etizolam.[17] This is particularly relevant given etizolam’s short half life relative to benzodiazepines such as diazepam resulting in a more rapid drug level decrease in blood plasma levels.[18] Etizolam powder Suppliers online.
In a study that compared the effectiveness of etizolam, alprazolam, and bromazepam for the treatment of generalized anxiety disorder, all three drugs retained their effectiveness over 2 weeks, but etizolam became more effective from 2 weeks to 4 weeks.[19] Administering .5 mg etizolam twice daily did not induce cognitive deficits over 3 weeks when compared to placebo.[20]
When multiple doses of etizolam, or lorazepam, were administered to rat neurons, lorazepam caused downregulation of alpha-1 benzodiazepine binding sites (tolerance/dependence), while etizolam caused an increase in alpha-2 benzodiazepine binding sites (reverse tolerance to anti-anxiety effects).[21] Tolerance to the anticonvulsant effects of lorazepam was observed, but no significant tolerance to the anticonvulsant effects of etizolam was observed.[21] Etizolam therefore has a reduced liability to induce tolerance, and dependence, compared with classic benzodiazepines.[21] Etizolam powder Suppliers online.
Etizolam may represent a possible anxiolytic of choice with reduced liability to produce tolerance and dependence after long-term treatment of anxiety and stress syndromes.[22]
Pharmacology
Etizolam, a thienodiazepine derivative, is absorbed fairly rapidly, with peak plasma levels achieved between 30 minutes and 2 hours. It has a mean elimination half life of about 3.4 hours.[4][2][3] Etizolam possesses potent hypnotic properties,[23] and is comparable with other short-acting benzodiazepines.[4] Etizolam acts as a positive allosteric modulator of the GABAA receptor by agonizing the receptor’s benzodiazepine site.[24] Etizolam powder Suppliers online.
According to the Italian prescribing information sheet,[citation needed] etizolam belongs to a new class of diazepines, thienotriazolodiazepines. This new class is easily oxidized, rapidly metabolized, and has a lower risk of accumulation, even after prolonged treatment. Etizolam has an anxiolytic action about 6-8 times greater than that of diazepam. Etizolam produces, especially at higher dosages, a reduction in time taken to fall asleep, an increase in total sleep time, and a reduction in the number of awakenings. During tests, there were no substantial changes in deep sleep; however, it may reduce REM sleep. In EEG tests of healthy volunteers, etizolam showed some similar characteristics to tricyclic antidepressants.[25][26]
Etizolam’s main metabolites in humans are alpha-hydroxyetizolam and 8-hydroxyetizolam. alpha-Hydroxyetizolam is pharmacologically active and has a half-life of approximately 8.2 hours.[27]
Interactions
Itraconazole and fluvoxamine slow down the rate of elimination of etizolam, leading to accumulation of etizolam, therefore increasing its pharmacological effects.[28][29] Carbamazepine speeds up the metabolism of etizolam, resulting in reduced pharmacological effects.[30] Etizolam powder Suppliers online.
Overdose
See also: Benzodiazepine overdose
Cases of intentional suicide by overdose using etizolam in combination with GABA agonists have been reported.[27][31] Although etizolam has a lower LD50 than certain benzodiazepines, the LD50 is still far beyond the prescribed or recommended dose. Flumazenil, a GABA antagonist agent used to reverse benzodiazepine overdoses, inhibits the effect of etizolam as well as classical benzodiazepines such as diazepam and chlordiazepoxide.[32] Etizolam powder Suppliers online.
Etizolam overdose deaths are rising – for instance, the National Records of Scotland report on drug-related deaths, ‘street’ Etizolam was a factor in (“implicated in, or potentially contributed to”) 752, or 59%, of drug-related deaths in Scotland in 2019. It is important to highlight that more than one drug contributed to the vast majority of the deaths (by way of comparison, opiates and opioids were a factor in 1092, or 86%, of drug-related deaths).[33] Etizolam powder Suppliers online.
Society and culture
Brand names
Etilaam, Sedekopan, Etizest, Etizex, Pasaden or Depas
Legal status
International drug control conventions
In 1990, it was recommended that Etizolam not be placed under international control.[34] However, this attitude has changed due to increased abuse. On December 13, 2019, the World Health Organization recommended Etizolam be placed in Schedule 4 of the 1971 Convention on Psychotropic Substances.[35] This recommendation was followed by the placement of Etizolam into Schedule IV in March 2020.[36] Etizolam powder Suppliers online.
Australia
Etizolam is not used medically in Australia but has been found in counterfeit Xanax pills.
Denmark
Etizolam is controlled in Denmark under the Danish Misuse of Drugs Act.
Germany
Etizolam was controlled in Germany in July 2013[ but is not used medically.
Italy
Etizolam is licensed for the treatment of anxiety, insomnia and neurosis as a prescription-only medication.
India
In India, it is a Narcotics prescription-only (NRx) medication used for anxiety disorders, sometimes in combination with other drugs like propranolol.
United Kingdom
In the UK, etizolam has been classified as a Class C drug by the May 2017 amendment to The Misuse of Drugs Act 1971 along with several other designer benzodiazepine drugs.
United States
Etizolam is not authorized by the FDA for medical use in the U.S. As of March 2016, etizolam is a controlled substance in the following states: Alabama,[44] Arkansas,[45] Florida,[46] Georgia (as Schedule IV, whereas all other states listed here prohibit it as a Schedule I substance), Louisiana, Mississippi,[47] Texas,[48] South Carolina,[49] and Virginia.[50] It is controlled in Indiana as of July 1, 2017.[51] It is controlled in Ohio as of February 2018.
On December 23, 2022, the DEA announced it had begun consideration on the matter of placing Etizolam under temporary Schedule I status.[52]
Later on July 25, 2023, the DEA published a pre-print notice that Etizolam would become temporarily scheduled as a Schedule I controlled substance from 26 July 2023 to 26 July 2025.[53]
Misuse
Etizolam is a drug of potential misuse. Cases of etizolam dependence have been documented in the medical literature.[54] Since 1991, cases of etizolam misuse and addiction have substantially increased,[55] due to varying levels of accessibility and cultural popularity.[56] Pills being sold as Xanax or other benzodiazepines that are illicitly manufactured may often contain etizolam rather than their listed ingredient [57][37]
See also
- Alprazolam
- Brotizolam
- Clotiazepam
- Deschloroetizolam
- Fluetizolam
- Metizolam
- Benzodiazepine dependence
- Benzodiazepine withdrawal syndrome
- Long-term effects of benzodiazepines
Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.
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