Haloxazolam |
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| Trade names | Somelin (JP) |
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| AHFS/Drugs.com | International Drug Names |
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Routes of administration | Oral |
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| ATC code | |
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| Legal status |
- BR: Class B1 (Psychoactive drugs)[1]
- CA: Schedule IV
- DE: Anlage III (Special prescription form required)
- US: Schedule IV
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| Metabolism | Hepatic |
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| Excretion | Renal |
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10-bromo-11b-(2-fluorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one
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| CompTox Dashboard (EPA) | |
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| Formula | C17H14BrFN2O2 |
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| Molar mass | 377.213 g·mol−1 |
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| 3D model (JSmol) | |
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Fc1ccccc1C42OCCN2CC(=O)Nc3c4cc(Br)cc3
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InChI=1S/C17H14BrFN2O2/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21(7-8-23-17)10-16(22)20-15/h1-6,9H,7-8,10H2,(H,20,22) YKey:XDKCGKQHVBOOHC-UHFFFAOYSA-N Y
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N Y (what is this?) |
Haloxazolam (marketed in Japan under the brand name Somelin), is a drug which is a benzodiazepine derivative.[2][3][4] It has similar hypnotic properties as the benzodiazepine drugs triazolam, temazepam, and flunitrazepam and as such is indicated for the treatment of insomnia.[5] A study in cats comparing estazolam and haloxazolam found that haloxazolam only affects gamma motor neurons, whereas estazolam affects both alpha and gamma motor neurons.[6]
See also
References
- ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
- ^ Tanaka E, Terada M, Misawa S, Wakasugi C (June 1996). "Simultaneous determination of twelve benzodiazepines in human serum using a new reversed-phase chromatographic column on a 2-microns porous microspherical silica gel". Journal of Chromatography B: Biomedical Sciences and Applications. 682 (1): 173–8. doi:10.1016/0378-4347(96)00121-1. PMID 8832439.
- ^ "Benzodiazepine Names". non-benzodiazepines.org.uk. Archived from the original on 2008-12-08. Retrieved 2009-04-05.
- ^ Guan F, Seno H, Ishii A, Watanabe K, Kumazawa T, Hattori H, Suzuki O (1999). "Solid-phase microextraction and GC-ECD of benzophenones for detection of benzodiazepines in urine". Journal of Analytical Toxicology. 23 (1): 54–61. doi:10.1093/jat/23.1.54. PMID 10022210.
- ^ Tan X, Uchida S, Matsuura M, Nishihara K, Kojima T (February 2003). "Long-, intermediate- and short-acting benzodiazepine effects on human sleep EEG spectra". Psychiatry and Clinical Neurosciences. 57 (1): 97–104. doi:10.1046/j.1440-1819.2003.01085.x. PMID 12519461. S2CID 20863635.
- ^ Sakai Y (October 1983). "Comparative study on the effects of haloxazolam and estazolam, new sleep inducing drugs, on the alpha- and gamma-motor systems". Japanese Journal of Pharmacology. 33 (5): 1017–25. doi:10.1254/jjp.33.1017. PMID 6139494.
Benzodiazepines |
|---|
| 1,4-Benzodiazepines | |
|---|
| 1,5-Benzodiazepines |
- Arfendazam
- Clobazam
- CP-1414S
- Lofendazam
- Triflubazam
|
|---|
| 2,3-Benzodiazepines* |
- Girisopam
- GYKI-52466
- GYKI-52895
- Nerisopam
- Talampanel
- Tofisopam
|
|---|
| Triazolobenzodiazepines |
- Adinazolam
- Alprazolam
- Balovaptan*
- Bromazolam
- Clonazolam
- Estazolam
- Fluadinazolam
- Flualprazolam
- Flubromazolam
- Flunitrazolam
- Nitrazolam
- Phenazolam
- Pyrazolam
- Rilmazolam (active metabolite of Rilmazafone)
- Triazolam
|
|---|
| Imidazobenzodiazepines |
- Bretazenil
- Climazolam
- EVT-201
- FG-8205
- Flumazenil
- GL-II-73
- Imidazenil
- 123I-Iomazenil
- L-655,708
- Loprazolam
- Midazolam
- PWZ-029
- Remimazolam
- Ro15-4513
- Ro48-6791
- Ro48-8684
- Ro4938581
- Sarmazenil
- SH-053-R-CH3-2′F
|
|---|
| Oxazolobenzodiazepines | |
|---|
| Thienodiazepines | |
|---|
| Thienotriazolodiazepines |
- α-Hydroxyetizolam
- Apafant*
- Brotizolam
- Ciclotizolam
- Clotizolam
- Deschloroclotizolam
- Deschloroetizolam
- Etizolam
- Flubrotizolam
- Fluclotizolam
- Fluetizolam
- Israpafant*
- JQ1*
- Metizolam
|
|---|
| Thienobenzodiazepines* | |
|---|
| Pyridodiazepines | |
|---|
| Pyridotriazolodiazepines | |
|---|
| Pyrazolodiazepines |
- Razobazam*
- Ripazepam
- Zolazepam
- Zomebazam
- Zometapine*
|
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| Pyrrolodiazepines | |
|---|
| Tetrahydroisoquinobenzodiazepines | |
|---|
| Pyrrolobenzodiazepines* | |
|---|
| Benzodiazepine prodrugs |
- Alprazolam triazolobenzophenone
- Avizafone
- Rilmazafone
|
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* atypical activity profile (not GABAA receptor ligands) |
Hypnotics/sedatives (N05C) |
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| GABAA | | Alcohols | |
|---|
| Barbiturates | |
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| Benzodiazepines | |
|---|
| Carbamates | |
|---|
| Imidazoles | |
|---|
| Monoureides |
- Acecarbromal
- Apronal (apronalide)
- Bromisoval
- Capuride
- Carbromal
- Ectylurea
|
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| Neurosteroids | |
|---|
| Nonbenzodiazepines | |
|---|
| Phenols |
- Cipepofol (ciprofol)
- Fospropofol
- Propofol
- Propofol hemisuccinate
|
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| Piperidinediones | |
|---|
| Quinazolinones |
- Afloqualone
- Cloroqualone
- Diproqualone
- Etaqualone
- Mebroqualone
- Mecloqualone
- Methaqualone
- Methylmethaqualone
- Nitromethaqualone
- SL-164
|
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| Others | |
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|
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| GABAB | |
|---|
| H1 | | Antihistamines | |
|---|
| Antidepressants |
- Serotonin antagonists and reuptake inhibitors
- Tricyclic antidepressants
- Tetracyclic antidepressants
|
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| Antipsychotics |
- Typical antipsychotics
- Atypical antipsychotics
|
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|
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| α2-Adrenergic | |
|---|
| 5-HT2A | | Antidepressants |
- Trazodone
- Tricyclic antidepressants
- Tetracyclic antidepressants
|
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| Antipsychotics |
- Typical antipsychotics
- Atypical antipsychotics
|
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| Others | |
|---|
|
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| Melatonin | |
|---|
| Orexin |
- Daridorexant
- Lemborexant
- Suvorexant
|
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| α2δ VDCC | |
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| Others | |
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GABAA receptor positive modulators |
|---|
| Alcohols | |
|---|
| Barbiturates | |
|---|
| Benzodiazepines | |
|---|
| Carbamates |
- Carisbamate
- Carisoprodol
- Clocental
- Cyclarbamate
- Difebarbamate
- Emylcamate
- Ethinamate
- Febarbamate
- Felbamate
- Hexapropymate
- Hydroxyphenamate
- Lorbamate
- Mebutamate
- Meprobamate
- Nisobamate
- Pentabamate
- Phenprobamate
- Procymate
- Styramate
- Tetrabamate
- Tybamate
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| Flavonoids | |
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| Imidazoles |
- Etomidate
- Metomidate
- Methoxyetomidate
- Propoxate
- Isopropoxate
- Butomidate
- Iso-butomidate
- Sec-butomidate
- CF2-Etomidate
- CF3-Etomidate
- CF3-Propoxate
- Flutomidate
- 2,6-Dichloro-3-fluoroetomidate
|
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| Kava constituents |
- 10-Methoxyyangonin
- 11-Methoxyyangonin
- 11-Hydroxyyangonin
- Desmethoxyyangonin
- 11-Methoxy-12-hydroxydehydrokavain
- 7,8-Dihydroyangonin
- Kavain
- 5-Hydroxykavain
- 5,6-Dihydroyangonin
- 7,8-Dihydrokavain
- 5,6,7,8-Tetrahydroyangonin
- 5,6-Dehydromethysticin
- Methysticin
- 7,8-Dihydromethysticin
- Yangonin
|
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| Monoureides |
- Acecarbromal
- Apronal (apronalide)
- Bromisoval
- Carbromal
- Capuride
- Ectylurea
|
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| Neuroactive steroids | |
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| Nonbenzodiazepines |
- Imidazopyridines: Alpidem
- DS-1
- Necopidem
- Saripidem
- Zolpidem
- Pyrazolopyrimidines: Divaplon
- Fasiplon
- Indiplon
- Lorediplon
- Ocinaplon
- Panadiplon
- Taniplon
- Zaleplon
- Others: Adipiplon
- AXS-17 (BAER-101, AZD-7325)
- CGS-8216
- CGS-9896
- CGS-13767
- CGS-20625
- CL-218,872
- CP-615,003
- CTP-354
- ELB-139
- GBLD-345
- Imepitoin
- JM-1232
- L-838,417
- Lirequinil (Ro41-3696)
- Miltirone (rosmariquinone)
- NS-2664
- NS-2710
- NS-11394
- Pipequaline
- ROD-188
- RWJ-51204
- SB-205,384
- SX-3228
- TGSC01AA
- TP-003
- TPA-023
- TP-13
- U-89843A
- U-90042
- Viqualine
- Y-23684
|
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| Phenols | |
|---|
| Piperidinediones | |
|---|
| Pyrazolopyridines |
- Cartazolate
- Etazolate
- ICI-190,622
- Tracazolate
|
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| Quinazolinones |
- Afloqualone
- Cloroqualone
- Diproqualone
- Etaqualone
- Mebroqualone
- Mecloqualone
- Methaqualone
- Methylmethaqualone
- Nitromethaqualone
- SL-164
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| Volatiles/gases | |
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| Others/unsorted |
- 3-Hydroxybutanal
- α-EMTBL
- AA-29504
- Alogabat
- Avermectins (e.g., ivermectin)
- Bromide compounds (e.g., lithium bromide, potassium bromide, sodium bromide)
- Carbamazepine
- Chloralose
- Chlormezanone
- Clomethiazole
- Darigabat
- DEABL
- Deuterated etifoxine
- Dihydroergolines (e.g., dihydroergocryptine, dihydroergosine, dihydroergotamine, ergoloid (dihydroergotoxine))
- DS2
- Efavirenz
- Etazepine
- Etifoxine
- Fenamates (e.g., flufenamic acid, mefenamic acid, niflumic acid, tolfenamic acid)
- Fluoxetine
- Flupirtine
- Hopantenic acid
- KRM-II-81
- Lanthanum
- Lavender oil
- Lignans (e.g., 4-O-methylhonokiol, honokiol, magnolol, obovatol)
- Loreclezole
- Menthyl isovalerate (validolum)
- Monastrol
- Nicotinic acid
- Nicotinamide
- Org 25,435
- Phenytoin
- Propanidid
- Retigabine (ezogabine)
- Safranal
- Seproxetine
- Stiripentol
- Sulfonylalkanes (e.g., sulfonmethane (sulfonal), tetronal, trional)
- Terpenoids (e.g., borneol)
- Topiramate
- Valerian constituents (e.g., isovaleric acid, isovaleramide, valerenic acid, valerenol)
- Unsorted benzodiazepine site positive modulators: α-Pinene
- MRK-409 (MK-0343)
- TCS-1105
- TCS-1205
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See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators |