From Wikipedia, the free encyclopedia
Acecarbromal
Names
Preferred IUPAC name
N -(Acetylcarbamoyl)-2-bromo-2-ethylbutanamide
Other names
1-Acetyl-3-(2-bromo-2-ethylbutyryl)urea
Identifiers
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
C 9 H 15 Br N 2 O 3
Molar mass
279.134 g·mol−1
Pharmacology
Oral
Legal status
In general: ℞ (Prescription only)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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 .
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