Acecarbromal
Names
Preferred IUPAC name
N -(Acetylcarbamoyl)-2-bromo-2-ethylbutanamide
Other names
1-Acetyl-3-(2-bromo-2-ethylbutyryl)urea
Identifiers
CAS Number
3D model (JSmol )
ChEMBL
ChemSpider
ECHA InfoCard
100.000.953
EC Number
KEGG
MeSH
acecarbromal
UNII
InChI=1S/C9H15BrN2O3/c1-4-9(10,5-2)7(14)12-8(15)11-6(3)13/h4-5H2,1-3H3,(H2,11,12,13,14,15)
Y Key: SAZUGELZHZOXHB-UHFFFAOYSA-N
Y
CCC(Br)(CC)C(=O)NC(=O)NC(C)=O
Properties
Chemical formula
C 9 H 15 Br N 2 O 3
Molar mass
279.134 g·mol−1
Pharmacology
Routes of administration
Oral
Legal status
In general: ℞ (Prescription only)
Related compounds
Related compounds
Buformin Methylarginine Asymmetric dimethylarginine N -Propyl-L -arginine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Acecarbromal (INN ) (brand names Sedamyl , Abasin , Carbased , Paxarel , Sedacetyl , numerous others), also known as acetylcarbromal and acetyladalin , is a hypnotic and sedative drug of the ureide (acylurea) group discovered by Bayer in 1917[1] that was formerly marketed in the United States and Europe .[2] [3] It is also used in combination with extract of quebracho and vitamin E as a treatment for erectile dysfunction under the brand name Afrodor in Europe.[4] [5] [6] Acecarbromal is structurally related to the barbiturates , which are basically cyclized ureas .[7] Prolonged use is not recommended as it can cause bromine poisoning .[7]
See also [ ]
References [ ]
^ DE 327129 , "Verfahren zur Darstellung von Derivaten bromacylierter Harnstoffe (Procedures for the preparation of derivatives of bromoacylated urea)", issued 5 October 1920, assigned to Bayer AG
^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies . Springer. pp. 2–. ISBN 978-1-4757-2085-3 .
^ Index Nominum 2000: International Drug Directory . Taylor & Francis. January 2000. pp. 4–. ISBN 978-3-88763-075-1 .
^ Muller NF, Dessing RP, eds. (19 June 1998). European Drug Index: European Drug Registrations, Fourth Edition . CRC Press. pp. 36–. ISBN 978-3-7692-2114-5 .
^ Baumbusch F, Papp GK, Kopa ZS (1995). "Treatment for potency problems with Afrodor 2000". Acta Chirurgica Hungarica . 35 (1–2): 87–92. PMID 8659243 .
^ Sperling H, Lümmen G, Luboldt HJ, Rübben H (January 1999). "[Secondary erectile dysfunction. Is oral medication in the diagnostic phase indicated?]". Der Urologe. Ausg. A . 38 (1): 56–9. doi :10.1007/s001200050246 . PMID 10081103 . S2CID 24907635 .
^ a b Williams DA, Foye WO, Lemke TL (January 2002). Foye's Principles of Medicinal Chemistry . Lippincott Williams & Wilkins. pp. 380–. ISBN 978-0-683-30737-5 .
Hypnotics /sedatives (N05C )
GABAA
Alcohols Barbiturates Benzodiazepines
Brotizolam
Cinolazepam
Climazolam
Clonazepam
Doxefazepam
Estazolam
Flunitrazepam
Flurazepam
Flutoprazepam
Lorazepam
Loprazolam
Lormetazepam
Midazolam
Nimetazepam
Nitrazepam
Phenazepam
Quazepam
Temazepam
Triazolam
Carbamates Imidazoles Monoureides Neuroactive steroids Nonbenzodiazepines Phenols Piperidinediones Quinazolinones Others
GABAB
1,4-Butanediol
4-Fluorophenibut
Aceburic acid
Baclofen
GABOB
GHB (sodium oxybate )
GBL
GVL
Phenibut
Tolibut
H1
Antihistamines
Captodiame
Cyproheptadine
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Doxylamine
Hydroxyzine
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Pheniramine
Promethazine
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Antidepressants
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Amitriptyline
Doxepin
Trimipramine , etc.
Tetracyclic antidepressants
Antipsychotics
Typical antipsychotics
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Thioridazine , etc.
Atypical antipsychotics
α2 -Adrenergic
Clonidine
Detomidine
Dexmedetomidine
Lofexidine
Medetomidine
Romifidine
Tizanidine
Xylazine
5-HT2A
Antidepressants
Trazodone
Tricyclic antidepressants
Amitriptyline
Doxepin
Trimipramine , etc.
Tetracyclic antidepressants
Antipsychotics
Typical antipsychotics
Chlorpromazine
Thioridazine , etc.
Atypical antipsychotics
Others
Melatonin Orexin α2 δ VDCC
Gabapentin
Gabapentin enacarbil
Mirogabalin
Phenibut
Pregabalin
Others
Cannabidiol
Diethylpropanediol
Evoxine
Fenadiazole
Guaifenesin -related muscle relaxants
Chlorphenesin
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Mephenoxalone
Metaxalone
Methocarbamol
Midaflur
Opioids (e.g., morphine )
Passion flower
Scopolamine
Trazodone
UMB68
Valnoctamide
Drugs for erectile dysfunction (G04BE ) and premature ejaculation
For erectile dysfunction
Prostaglandins (E)PDE5 inhibitors
Avanafil
Sildenafil
Tadalafil
Udenafil
Vardenafil
Alpha blockers
Moxisylyte
Phentolamine
Yohimbine
Dopamine agonists Melanocortin agonists
Bremelanotide
Melanotan II
PL-6983
Others
For premature ejaculation
SSRIs Oxytocin antagonistsDRA /DRIs
Amphetamine
Methamphetamine
Methylphenidate
See also: Sexual dysfunction pharmacotherapies
GABA A receptor positive modulatorsAlcohols
Butanol
Chloralodol
Chlorobutanol (cloretone)
Ethanol (alcohol) (alcoholic drink )
Ethchlorvynol
Isobutanol
Isopropanol
Menthol
Methanol
Methylpentynol
Pentanol
Petrichloral
Propanol
tert -Butanol (2M2P)
tert -Pentanol (2M2B)
Tribromoethanol
Trichloroethanol
Triclofos
Trifluoroethanol
Barbiturates Benzodiazepines Carbamates Flavonoids
Ampelopsin (dihydromyricetin)
Apigenin
Baicalein
Baicalin
Catechin
EGC
EGCG
Hispidulin
Luteolin
Skullcap constituents (e.g., baicalin )
Wogonin
Imidazoles Kava constituents
Desmethoxyyangonin
Kavain
Methysticin
Yangonin
Monoureides Neuroactive steroids Nonbenzodiazepines Phenols
Fospropofol
Propofol
Thymol
Piperidinediones Pyrazolopyridines Quinazolinones Volatiles /gases
Acetone
Acetophenone
Acetylglycinamide chloral hydrate
Aliflurane
Benzene
Butane
Butylene
Centalun
Chloral
Chloral betaine
Chloral hydrate
Chloroform
Cryofluorane
Desflurane
Dichloralphenazone
Dichloromethane
Diethyl ether
Enflurane
Ethyl chloride
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Gasoline
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Kerosine
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Nitrogen
Nitrous oxide
Norflurane
Paraldehyde
Propane
Propylene
Roflurane
Sevoflurane
Synthane
Teflurane
Toluene
Trichloroethane (methyl chloroform)
Trichloroethylene
Vinyl ether
Others/unsorted
3-Hydroxybutanal
Avermectins (e.g., ivermectin )
Bromide compounds (e.g., lithium bromide , potassium bromide , sodium bromide )
Carbamazepine
Chloralose
Chlormezanone
Clomethiazole
DEABL
Dihydroergolines (e.g., dihydroergocryptine , , dihydroergotamine , ergoloid (dihydroergotoxine) )
Efavirenz
Etazepine
Etifoxine
Fenamates (e.g., flufenamic acid , mefenamic acid , niflumic acid , tolfenamic acid )
Fluoxetine
Flupirtine
Hopantenic acid
Lanthanum
Lavender oil
Lignans (e.g., 4-O-methylhonokiol , honokiol , magnolol , obovatol )
Loreclezole
Menthyl isovalerate (validolum)
Monastrol
Niacin
Niacinamide
Org 25,435
Phenytoin
Propanidid
Retigabine (ezogabine)
Safranal
Seproxetine
Stiripentol
(e.g., sulfonmethane (sulfonal) , tetronal , trional )
Terpenoids (e.g., borneol )
Topiramate
Valerian constituents (e.g., isovaleric acid , isovaleramide , valerenic acid , )
Unsorted benzodiazepine site positive modulators: α-Pinene
See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators