From Wikipedia, the free encyclopedia
Chemical compound
SKF-82,958 is a
synthetic
compound of the
benzazepine
class that acts as a
D1 /
D5 receptor
full agonist .
[1]
[2] SKF-82,958 and similar D1 -like-selective full agonists like
SKF-81,297 and
6-Br-APB produce characteristic
anorectic effects,
hyperactivity and
self-administration in animals, with a similar but not identical profile to that of
dopaminergic
stimulants such as
amphetamine .
[3]
[4]
[5]
[6]
[7]
[8]
[9]
[10]
[11] SKF-82,958 was also subsequently found to act as an
agonist of
ERα with negligible activity at
ERβ , making it a subtype-selective
estrogen .
[12]
[13]
References
^ Pfeiffer FR, Wilson JW, Weinstock J, Kuo GY, Chambers PA, Holden KG, et al. (April 1982). "Dopaminergic activity of substituted 6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines". Journal of Medicinal Chemistry . 25 (4): 352–358.
doi :
10.1021/jm00346a005 .
PMID
7069713 .
^ Wang JQ, McGinty JF (May 1997).
"The full D1 dopamine receptor agonist SKF-82958 induces neuropeptide mRNA in the normosensitive striatum of rats: regulation of D1/D2 interactions by muscarinic receptors" . The Journal of Pharmacology and Experimental Therapeutics . 281 (2): 972–982.
PMID
9152408 .
^ Terry P, Katz JL (1992).
"Differential antagonism of the effects of dopamine D1-receptor agonists on feeding behavior in the rat" . Psychopharmacology . 109 (4): 403–409.
doi :
10.1007/BF02247715 .
PMID
1365854 .
S2CID
12871227 .
^ Self DW, Stein L (June 1992). "The D1 agonists SKF 82958 and SKF 77434 are self-administered by rats". Brain Research . 582 (2): 349–352.
doi :
10.1016/0006-8993(92)90155-3 .
PMID
1356585 .
S2CID
9410802 .
^ Rosenzweig-Lipson S, Hesterberg P, Bergman J (September 1994). "Observational studies of dopamine D1 and D2 agonists in squirrel monkeys". Psychopharmacology . 116 (1): 9–18.
doi :
10.1007/BF02244865 .
PMID
7862937 .
S2CID
24204026 .
^ Kalivas PW, Duffy P (July 1995).
"D1 receptors modulate glutamate transmission in the ventral tegmental area" . The Journal of Neuroscience . 15 (7 Pt 2): 5379–5388.
doi :
10.1523/JNEUROSCI.15-07-05379.1995 .
PMC
6577867 .
PMID
7623160 .
^ Weed MR, Woolverton WL (December 1995). "The reinforcing effects of dopamine D1 receptor agonists in rhesus monkeys". The Journal of Pharmacology and Experimental Therapeutics . 275 (3): 1367–1374.
PMID
8531104 .
^ Weed MR, Paul IA, Dwoskin LP, Moore SE, Woolverton WL (October 1997). "The relationship between reinforcing effects and in vitro effects of D1 agonists in monkeys". The Journal of Pharmacology and Experimental Therapeutics . 283 (1): 29–38.
PMID
9336305 .
^ Abrahams BS, Rutherford JD, Mallet PE, Beninger RJ (February 1998). "Place conditioning with the dopamine D1-like receptor agonist SKF 82958 but not SKF 81297 or SKF 77434". European Journal of Pharmacology . 343 (2–3): 111–118.
doi :
10.1016/S0014-2999(97)01531-8 .
PMID
9570457 .
^ Tidey JW, Bergman J (June 1998). "Drug discrimination in methamphetamine-trained monkeys: agonist and antagonist effects of dopaminergic drugs". The Journal of Pharmacology and Experimental Therapeutics . 285 (3): 1163–1174.
PMID
9618419 .
^ Berridge KC, Aldridge JW (September 2000). "Super-stereotypy I: enhancement of a complex movement sequence by systemic dopamine D1 agonists". Synapse . 37 (3): 194–204.
doi :
10.1002/1098-2396(20000901)37:3<194::AID-SYN3>3.0.CO;2-A .
hdl :
2027.42/34987 .
PMID
10881041 .
S2CID
13215977 .
^ Walters MR, Dutertre M, Smith CL (January 2002).
"SKF-82958 is a subtype-selective estrogen receptor-alpha (ERalpha ) agonist that induces functional interactions between ERalpha and AP-1" . The Journal of Biological Chemistry . 277 (3): 1669–1679.
doi :
10.1074/jbc.M109320200 .
PMID
11700319 .
^ King AG (2002).
Estrogen induces uterine angiogenesis through the expression of vascular endothelial growth factor (Ph.D. thesis). University of Wisconsin--Madison. p. 21.
ER Tooltip Estrogen receptor
Agonists
Steroidal:
2-Hydroxyestradiol
2-Hydroxyestrone
3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol
3α-Androstanediol
3α,5α-Dihydrolevonorgestrel
3β,5α-Dihydrolevonorgestrel
3α-Hydroxytibolone
3β-Hydroxytibolone
3β-Androstanediol
4-Androstenediol
4-Androstenedione
4-Fluoroestradiol
4-Hydroxyestradiol
4-Hydroxyestrone
4-Methoxyestradiol
4-Methoxyestrone
5-Androstenediol
7-Oxo-DHEA
7α-Hydroxy-DHEA
7α-Methylestradiol
7β-Hydroxyepiandrosterone
8,9-Dehydroestradiol
8,9-Dehydroestrone
8β-VE2
10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED)
11β-Chloromethylestradiol
11β-Methoxyestradiol
15α-Hydroxyestradiol
16-Ketoestradiol
16-Ketoestrone
16α-Fluoroestradiol
16α-Hydroxy-DHEA
16α-Hydroxyestrone
16α-Iodoestradiol
16α-LE2
16β-Hydroxyestrone
16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)
17α-Estradiol (
alfatradiol )
17α-Dihydroequilenin
17α-Dihydroequilin
17α-Epiestriol (16α-hydroxy-17α-estradiol)
17α-Ethynyl-3α-androstanediol
17α-Ethynyl-3β-androstanediol
17β-Dihydroequilenin
17β-Dihydroequilin
17β-Methyl-17α-dihydroequilenin
Abiraterone
Abiraterone acetate
Alestramustine
Almestrone
Anabolic steroids (e.g.,
testosterone and
esters ,
methyltestosterone ,
metandienone (methandrostenolone) ,
nandrolone and
esters , many others; via estrogenic metabolites)
Atrimustine
Bolandiol
Bolandiol dipropionate
Butolame
Clomestrone
Cloxestradiol
Conjugated estriol
Conjugated estrogens
Cyclodiol
Cyclotriol
DHEA
DHEA-S
ent -Estradiol
Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)
Epimestrol
Equilenin
Equilin
ERA-63 (ORG-37663)
Esterified estrogens
Estetrol
Estradiol
Estramustine
Estramustine phosphate
Estrapronicate
Estrazinol
Estriol
Estrofurate
Estrogenic substances
Estromustine
Estrone
Etamestrol (eptamestrol)
Ethinylandrostenediol
Ethinylestradiol
Ethinylestriol
Ethylestradiol
Etynodiol
Etynodiol diacetate
Hexolame
Hippulin
Hydroxyestrone diacetate
Lynestrenol
Lynestrenol phenylpropionate
Mestranol
Methylestradiol
Moxestrol
Mytatrienediol
Nilestriol
Norethisterone
Noretynodrel
Orestrate
Pentolame
Prodiame
Prolame
Promestriene
RU-16117
Quinestradol
Quinestrol
Tibolone
Xenoestrogens:
Anise -related (e.g.,
anethole ,
anol ,
dianethole ,
dianol ,
photoanethole )
Chalconoids (e.g.,
isoliquiritigenin ,
phloretin ,
phlorizin (phloridzin) ,
wedelolactone )
Coumestans (e.g.,
coumestrol ,
psoralidin )
Flavonoids (incl.
7,8-DHF ,
8-prenylnaringenin ,
apigenin ,
baicalein ,
baicalin ,
biochanin A ,
calycosin ,
catechin ,
daidzein ,
daidzin ,
ECG ,
EGCG ,
epicatechin ,
equol ,
formononetin ,
glabrene ,
glabridin ,
genistein ,
genistin ,
glycitein ,
kaempferol ,
liquiritigenin ,
mirificin ,
myricetin ,
naringenin ,
penduletin ,
pinocembrin ,
prunetin ,
puerarin ,
quercetin ,
tectoridin ,
tectorigenin )
Lavender oil
Lignans (e.g.,
enterodiol ,
enterolactone ,
nyasol (cis -hinokiresinol) )
Metalloestrogens (e.g.,
cadmium )
Pesticides (e.g.,
alternariol ,
dieldrin ,
endosulfan ,
fenarimol ,
HPTE ,
methiocarb ,
methoxychlor ,
triclocarban ,
triclosan )
Phytosteroids (e.g.,
digitoxin (
digitalis ),
diosgenin ,
guggulsterone )
Phytosterols (e.g.,
β-sitosterol ,
campesterol ,
stigmasterol )
Resorcylic acid lactones (e.g.,
zearalanone ,
α-zearalenol ,
β-zearalenol ,
zearalenone ,
zeranol (α-zearalanol) ,
taleranol (teranol, β-zearalanol) )
Steroid -like (e.g.,
deoxymiroestrol ,
miroestrol )
Stilbenoids (e.g.,
resveratrol ,
rhaponticin )
Synthetic xenoestrogens (e.g.,
alkylphenols ,
bisphenols (e.g.,
BPA ,
BPF ,
BPS ),
DDT ,
parabens ,
PBBs ,
PHBA ,
phthalates ,
PCBs )
Others (e.g.,
agnuside ,
rotundifuran )
Mixed (
SERMs Tooltip Selective estrogen receptor modulators ) Antagonists
Coregulator-binding modulators:
ERX-11
GPER Tooltip G protein-coupled estrogen receptor
Agonists Antagonists Unknown