Allobarbital |
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| Other names | 5,5-Diallylbarbituric acid, Diallylmalonylurea |
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| Drug class | Barbiturate |
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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 III
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5,5-di(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
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| ECHA InfoCard | 100.000.129 |
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| Formula | C10H12N2O3 |
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| Molar mass | 208.217 g·mol−1 |
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| 3D model (JSmol) | |
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O=C1NC(=O)NC(=O)C1(C\C=C)C\C=C
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InChI=1S/C10H12N2O3/c1-3-5-10(6-4-2)7(13)11-9(15)12-8(10)14/h3-4H,1-2,5-6H2,(H2,11,12,13,14,15) YKey:FDQGNLOWMMVRQL-UHFFFAOYSA-N Y
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Allobarbital, also known as allobarbitone and branded as Dial, Cibalgine (in combination with aminophenazone), or Dial-Ciba (in combination with ethyl carbamate), is a barbiturate derivative invented in 1912 by Ernst Preiswerk and Ernst Grether working for CIBA. It was used primarily as an anticonvulsant[2] although it has now largely been replaced by newer drugs with improved safety profiles. Other uses for allobarbital included as an adjutant to boost the activity of analgesic drugs, and use in the treatment of insomnia and anxiety.
Allobarbital was never particularly widely used compared to better known barbiturates such as phenobarbital and secobarbital, although it saw more use in some European countries such as Bulgaria and Slovakia.[3] In Poland, it was used until the 2010's, but only as compound.[4]
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.
- ^ Chocholová L, Radil-Weiss T (1971). "Effect of allobarbital on focal epilepsy in rats". Physiologia Bohemoslovaca. 20 (4): 325–34. PMID 4335127.
- ^ Getova D, Georgiev V (1987). "GABA-ergic mechanisms in the anticonvulsive activity of newly-synthesized barbiturates. I. Effects of barbiturates on the convulsive action of GABA-antagonists". Acta Physiologica et Pharmacologica Bulgarica. 13 (3): 43–50. PMID 3439474.
- ^ "APTECZKA BABUNI - KROPLE ŻOŁĄDKOWE KROPLE 20 G" [GRANDMA'S FIRST AID KIT - DROPS - STOMACH DROPS 20 G]. Domzdrowia.pl (in Polish). Archived from the original on October 31, 2007. Retrieved March 10, 2013.
Hypnotics/sedatives (N05C) |
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| GABAA | | Alcohols | |
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| Barbiturates | |
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| Benzodiazepines | |
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| Carbamates | |
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| Imidazoles | |
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| Monoureides |
- Acecarbromal
- Apronal (apronalide)
- Bromisoval
- Capuride
- Carbromal
- Ectylurea
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| Neurosteroids | |
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| Nonbenzodiazepines | |
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| Phenols |
- Cipepofol (ciprofol)
- Fospropofol
- Propofol
- Propofol hemisuccinate
|
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| Piperidinediones | |
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| Quinazolinones |
- Afloqualone
- Cloroqualone
- Diproqualone
- Etaqualone
- Mebroqualone
- Mecloqualone
- Methaqualone
- Methylmethaqualone
- Nitromethaqualone
- SL-164
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| Others | |
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| GABAB | |
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| H1 | | Antihistamines | |
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| 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 | |
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| 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 | |
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| Orexin |
- Daridorexant
- Lemborexant
- Suvorexant
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| α2δ VDCC | |
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| Others | |
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GABAA receptor positive modulators |
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| Alcohols | |
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| Barbiturates | |
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| Benzodiazepines | |
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| 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 | |
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| Piperidinediones | |
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| 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 |