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;SKF38393 HCl ,S7993;SKF-38393A·hydrochloride;(±)-SKF-38393 hydrochloride;SKF 38393 hydrochloride, 10 mM in DMSO;(+/-)-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;(±)-SKF38393 hydrochloride, D1-like dopamine receptor agonist
- CBNumber:
- CB31456599
- Molecular Formula:
- C16H17NO2
- Molecular Weight:
- 0
- MDL Number:
- MFCD00069248
- MOL File:
- 62717-42-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 283-285 °C |
|---|---|
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | H2O: >5mg/mL |
| form | crystalline |
| color | white |
| Water Solubility |
H2O: >5mg/mL aqueous base: soluble (unstable) |
| InChI | 1S/C16H17NO2.ClH/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11;/h1-5,8-9,14,17-19H,6-7,10H2;1H |
| InChIKey | YEWHJCLOUYPAOH-UHFFFAOYSA-N |
| SMILES | Cl.Oc1cc2CCNCC(c3ccccc3)c2cc1O |
| FDA UNII | WIV5R2G7VP |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
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 |
| target organs | Respiratory system |
| PPE | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 22-26-36 |
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol price More Price(36)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | D047 | (±)-SKF-38393 hydrochloride crystalline, ≥98% (HPLC) | 62717-42-4 | 100mg | $243 | 2026-04-30 | Buy |
| Sigma-Aldrich | D047 | (±)-SKF-38393 hydrochloride crystalline, ≥98% (HPLC) | 62717-42-4 | 1g | $1460 | 2026-04-30 | Buy |
| ChemScene | CS-5354 | SKF 38393 hydrochloride 99.49% | 62717-42-4 | 50mg | $93 | 2026-06-04 | Buy |
| ChemScene | CS-5354 | SKF 38393 hydrochloride 99.49% | 62717-42-4 | 100mg | $135 | 2026-06-04 | Buy |
| ChemScene | CS-5354 | SKF 38393 hydrochloride 99.49% | 62717-42-4 | 200mg | $229 | 2026-06-04 | 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.
in vivo
SKF-38393 hydrochloride (10 mg/kg; i.p.) blocks the 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) -induced depletion of glutathione[3].
SKF-38393 hydrochloride attenuates MPTP-induced depletion of dopamine[3].
SKF-38393 hydrochloride enhances the activity of superoxide dismutase and hence mimics the action of Selegiline[3].
SKF-38393 hydrochloride enhances the frequency but not the amplitude of tetrodotoxin-resistant excitatory postsynaptic currents which argues for a presynaptic locus of D1 action[4].
| Animal Model: | Balb/c mice ( 20-25 g)[3]. |
| Dosage: | 5 mg/kg, 10 mg/kg |
| Administration: | Intraperitoneal injection |
| Result: | Blocked the MPTP-induced depletion of glutathione and attenuated MPTP-induced depletion of dopamine. |
IC 50
D1 Receptor
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 | |
|---|---|---|---|---|---|
| Spectrum Chemical Manufacturing Corp. | 021-021-021-67601398-809-809-809 15221380277 | marketing_china@spectrumchemical.com | China | 9643 | 60 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Haoyuan Chemexpress Co., Ltd. | 021-58950125 | info@chemexpress.com | China | 7545 | 61 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696,15000506266 15000506266 | China | 4861 | 55 | |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| ShangHai Biochempartner Co.,Ltd | 177-54423994 17754423994 | 2853530910@QQ.com | China | 8000 | 62 |
| Shanghai Chaolan Chemical Technology Center | QQ:65489617 13301690235 | Sales@ATKchemical.com | China | 9699 | 58 |
| Beijing Solarbio Science & Tecnology Co., Ltd. | 17801761073 18101056239 | 3193328036@qq.com | China | 28150 | 68 |
View Lastest Price from 2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-07-15 | SKF 38393 hydrochloride
62717-42-4
|
$50.00-71.00 | 99.51% | 10g | TargetMol Chemicals Inc. |
-

- SKF 38393 hydrochloride
62717-42-4
- $50.00-71.00
- 99.51%
- TargetMol Chemicals Inc.
62717-42-4(2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol)Related Search:
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