ChemicalBook--->CAS DataBase List--->80751-85-5

80751-85-5

80751-85-5 Structure

80751-85-5 Structure
IdentificationBack Directory
[Name]

SKF 83959 HYDROBROMIDE
[CAS]

80751-85-5
[Synonyms]

SKF 83959 hydrobromi
SKF 83959 HYDROBROMIDE
SKF83959, 10 mM in DMSO
N-methyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol
6-Chloro-2,3,4,5-tetrahydro-3-methyl-1-(3-methylphenyl)-1H-3-benzazepine-7,8-diol
1H-3-Benzazepine-7,8-diol, 6-chloro-2,3,4,5-tetrahydro-3-methyl-1-(3-methylphenyl)-
6-CHLORO-7,8-DIHYDROXY-3-METHYL-1-(3-METHYLPHENYL)-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINE
6-CHLORO-2,3,4,5-TETRAHYDRO-3-METHYL-1-(3-METHYLPHENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROBROMIDE
6-Chloro-7,8-dihydroxy-3-methyl-1-(3-methylphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide
[Molecular Formula]

C18H20ClNO2
[MDL Number]

MFCD03792727
[MOL File]

80751-85-5.mol
[Molecular Weight]

317.81
Chemical PropertiesBack Directory
[storage temp. ]

Store at RT
[solubility ]

DMSO: 26 mg/mL, soluble
[form ]

solid
[color ]

white
[InChI]

1S/C18H20ClNO2.BrH/c1-11-4-3-5-12(8-11)15-10-20(2)7-6-13-14(15)9-16(21)18(22)17(13)19;/h3-5,8-9,15,21-22H,6-7,10H2,1-2H3;1H
[InChIKey]

FHYWNBUFNGHNCP-UHFFFAOYSA-N
[SMILES]

Br[H].CN1CCc2c(Cl)c(O)c(O)cc2C(C1)c3cccc(C)c3
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

SKF-83959 was used in dopamine signaling studies on eye blinking in monkeys and on phosphorylation of CaMKIIα in mice.
[Definition]

ChEBI: A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a 3-methylphenyl substituent at position 1, a methyl substituent at position 3, a chloro substituent at position 6 and two hydroxy substituents at positions 7 and 8. Dopamine D1-like receptor p rtial agonist (Ki values are 1.18, 7.56, 920 and 399 nM for rat D1, D5, D2 and D3 receptors respectively). May act as an antagonist in vivo, producing anti-Parkinsonian effects and antagonising the behavioral effects of cocaine.
[Biological Activity]

Dopamine D 1 -like receptor partial agonist (K i values are 1.18, 7.56, 920 and 399 nM for rat D 1 , D 5 , D 2 and D 3 receptors respectively). May act as an antagonist in vivo , producing antiparkinsonian effects and antagonizing the behavioral effects of cocaine.
[in vivo]

SKF83959 (0.5 and 1 mg/kg; i.p.; 1 hour) reverses the scopolamine-induced cognitive impairments in the passive avoidance task and Y-Maze test[1].
SKF83959 (1 mg/kg; i.p.; 30 minutes) induced memory enhancing effects are prevented by brain-derived neurotrophic factor system blockade[1].
SKF83959 has anti-amnesic activities and restores the scopolamine-decreased BDNF signaling pathway in the hippocampus in mice[1].

Animal Model:Male ICR male mice (8 weeks)[1]
Dosage:0.5 and 1 mg/kg
Administration:I.p.; 1 hour
Result:Reversed the scopolamine-induced cognitive impairments in the passive avoidance task and Y-Maze test.
Animal Model:Male ICR male mice (8 weeks)[1]
Dosage:1 mg/kg
Administration:I.p.; 30 minutes
Result:The memory enhancing effects were prevented by BDNF system blockade.
[IC 50]

D1 Receptor: 1.18 nM (Ki); Sigma 1 Receptor; D5 Receptor: 7.56 nM (Ki); D2 Receptor: 920 nM (Ki); D3 Receptor: 399 nM (Ki)
Spectrum DetailBack Directory
[Spectrum Detail]

SKF 83959 HYDROBROMIDE(80751-85-5)1HNMR
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