2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol
![2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol Structure](CAS/GIF/62717-42-4.gif)
- 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
- Molecular Weight:
- 0
- MDL Number:
- MFCD00069248
- MOL File:
- 62717-42-4.mol
| Melting point | 283-285 °C |
|---|---|
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | H2O: >5mg/mL |
| form | crystalline |
| color | white |
| FDA UNII | WIV5R2G7VP |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 22-26-36 |
| WGK Germany | 3 |
2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol price More Price(20)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | D047 | (±)-SKF-38393 hydrochloride crystalline, ≥98% (HPLC) | 62717-42-4 | 100mg | $221 | 2024-03-01 | Buy |
| Sigma-Aldrich | D047 | (±)-SKF-38393 hydrochloride crystalline, ≥98% (HPLC) | 62717-42-4 | 1g | $1320 | 2024-03-01 | Buy |
| Sigma-Aldrich | D047 | (±)-SKF-38393 hydrochloride crystalline, ≥98% (HPLC) | 62717-42-4 | 500mg | $525.6 | 2024-03-01 | Buy |
| TRC | S550010 | SKF38393Hydrochloride | 62717-42-4 | 250mg | $185 | 2021-12-16 | Buy |
| ChemScene | CS-5354 | SKF38393(hydrochloride) 99.44% | 62717-42-4 | 100mg | $114 | 2021-12-16 | Buy |
2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol Chemical Properties,Uses,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
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32686 | 60 |
| Chemia Biotechnology（Shanghai） Co., Ltd | +8613816753574 | info@chemia-pharm.com | CHINA | 311 | 58 |
| InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| Wuhan Jingkang en Biomedical Technology Co., Ltd | +8613720134139 | orders@jknbiochem.com | China | 4604 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131981 | 58 |
| Spectrum Chemical Manufacturing Corp. | 021-021-021-67601398-809-809-809 15221380277 | marketing_china@spectrumchemical.com | China | 9664 | 60 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4663 | 58 |
| Haoyuan Chemexpress Co., Ltd. | 021-58950125 | info@chemexpress.com | China | 7553 | 61 |
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