2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol
- Product Name
- 2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol
- CAS No.
- 62717-42-4
- Chemical Name
- 2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol
- Synonyms
- Nsc320959;SKF-38393A;SKF-38393A·hydrochloride;(+/-)-SKF-38393 Hydrochloride, Crystalline;5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol;2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol;SKF 38393 HYDROCHLORIDE;(±)-SKF-38393 HYDROCHLORIDE;SKF-38393;1-Phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol hydrochloride;SKF 38393,SKF-38393,SKF 38393 hydrochloride,inhibit,Inhibitor,SKF38393,Dopamine Receptor
- CBNumber
- CB31456599
- Molecular Formula
- C16H17NO2
- Formula Weight
- 0
- MOL File
- 62717-42-4.mol
2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol Property
- Melting point:
- 283-285 °C
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- H2O: >5mg/mL
- form
- crystalline
- color
- white
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D047
- Product name
- (±)-SKF-38393 hydrochloride
- Purity
- crystalline, ≥98% (HPLC)
- Packaging
- 100mg
- Price
- $221
- Updated
- 2024/03/01
- Product number
- D047
- Product name
- (±)-SKF-38393 hydrochloride
- Purity
- crystalline, ≥98% (HPLC)
- Packaging
- 1g
- Price
- $1320
- Updated
- 2024/03/01
- Product number
- D047
- Product name
- (±)-SKF-38393 hydrochloride
- Purity
- crystalline, ≥98% (HPLC)
- Packaging
- 500mg
- Price
- $525.6
- Updated
- 2024/03/01
- Product number
- S550010
- Product name
- SKF38393Hydrochloride
- Packaging
- 250mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- CS-5354
- Product name
- SKF38393(hydrochloride)
- Purity
- 99.44%
- Packaging
- 100mg
- Price
- $114
- Updated
- 2021/12/16
2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol Chemical Properties,Usage,Production
Uses
SKF 38393 Hydrochloride is a D1 receptor agonist.
Biological Activity
skf38393 hcl (skf38393) is a selective dopamine d1 receptor agonist [1], with an ic50 value of 110 nm [2].there are two functional types of dopamine receptors, d1 and d2 receptors [3]. the stimulation of the d1 receptor (d1r) in prefrontal cortex (pfc) results in an ‘inverted-u’ dose-response. either too little or too much d1r stimulation can impair spatial working memory [4].6-ohda reduced the specific expression of mrnas to encode substance p and d1 dopamine receptor in striatonigral neurons. subsequently daily injections of skf-38393 reversed this reduction effect. the treatment with skf-38393 also increased dynorphin mrna [5]. d1rs activate cyclic amp-dependent protein kinases, stimulate adenylyl cyclase, regulate neuron growth and differentiation, modify dopamine d2 receptor-mediated events and influence behavior [3]. in a 96-well plate assay, the plating of mcf-7 cells was involved in the breast cancer in vitro screening procedure. after 1 day, treatment with skf 38393 was applied to cells for 2 days. data showed that skf 38393 significantly decrease the proliferation of mcf-7 cells. the ic50 value was 0.1 +/- 0.03 μm [6].in locally anesthetized, artificially respired, gallamine-treated rats, i.v. administration of skf 38393 significantly altered dopamine cell activity. in these rats, firing rate increases and decreases were also observed [7].
Biochem/physiol Actions
(±)-SKF-38393 is a D1 dopamine receptor agonist. It is known to promote the production of glutamate in the hippocampus.
storage
-20°C (desiccate)
References
[1]. rimondini r, ferré s, giménez-llort l, et al. differential effects of selective adenosine a1 and a2a receptor agonists on dopamine receptor agonist-induced behavioral responses in rats. european journal of pharmacology, 1998, 347(2): 153-158.
[2]. altar ca, marien mr. picomolar affinity of 125i-sch 23982 for d1 receptors in brain demonstrated with digital subtraction autoradiography. the journal of neuroscience, 1987, 7(1): 213-222.
[3]. sunahara rk, niznik hb, weiner dm, et al. human dopamine d1 receptor encoded by an intronless gene on chromosome 5. 1990, 347:80-83.
[4]. vijayraghavan s, wang m, birnbaum sg, et al. inverted-u dopamine d1 receptor actions on prefrontal neurons engaged in working memory. nature neuroscience, 2007, 10(3): 376-384.
[5]. gerfen cr, engber tm, mahan lc, et al. d1 and d2 dopamine receptor-regulated gene expression of striatonigral and striatopallidal neurons. science, 1990, 250(4986): 1429-1432.
[6]. johnson de, ochieng j, evans sl. the growth inhibitory properties of a dopamine agonist (skf 38393) on mcf-7 cells. anti-cancer drugs, 1995, 6(3): 471-474.
[7]. carlson jh, bergstrom da, weick bg, et al. neurophysiological investigation of effects of the d-1 agonist skf 38393 on tonic activity of substantia nigra dopamine neurons. synapse, 1987, 1(5): 411-416.
2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol Preparation Products And Raw materials
Raw materials
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