ChemicalBook >> CAS DataBase List >>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

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
Last updated:2026-07-16 07:06:08

2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol Properties

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)  Exclamation Mark (GHS07)
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
Product number Packaging Price Buy
D047 100mg $243 Buy
D047 1g $1460 Buy
CS-5354 50mg $93 Buy
CS-5354 100mg $135 Buy
CS-5354 200mg $229 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

Global( 73)Suppliers
Supplier Tel Email 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
SKF 38393 hydrochloride pictures 2026-07-15 SKF 38393 hydrochloride
62717-42-4
$50.00-71.00 99.51% 10g TargetMol Chemicals Inc.

2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol Spectrum

2-phenyl-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol SKF-38393A SKF-38393A·hydrochloride Nsc320959 (+/-)-SKF-38393 Hydrochloride, Crystalline 1-Phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol hydrochloride SKF 38393 HYDROCHLORIDE;(±)-SKF-38393 HYDROCHLORIDE;SKF-38393 5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol SKF 38393,SKF-38393,SKF 38393 hydrochloride,inhibit,Inhibitor,SKF38393,Dopamine Receptor (±)-SKF38393 hydrochloride, D1-like dopamine receptor agonist SKF 38393 hydrochloride, 10 mM in DMSO (±)-SKF-38393 hydrochloride (±)-SKF38393 hydrochloride, D1-like dopamine receptor agonist SKF38393 HCl ,S7993 62717-42-4 Dopamine receptor API