SKF-38393 HBr
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 555570

CAS#: 20012-10-6 (HBr)

Description: SKF-38393, aslo known as (+/-)-SKF-38393, is a synthetic compound of the benzazepine chemical class which acts as a selective D1/D5 receptor partial agonist. It has stimulant and anorectic effects. SKF 38393 improves temporal order memory performance in maternally deprived rats. SKF 38393 reverses cocaine-conditioned place preference in mice. SKF 38393 induces GAP-43 expression and long-term potentiation in hippocampus in vivo.


Price and Availability

Size
Price

200mg
USD 190
2g
USD 1650
Size
Price

500mg
USD 550
5g
USD 3450
Size
Price

1g
USD 950

SKF-38393 HBr, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 555570
Name: SKF-38393 HBr
CAS#: 20012-10-6 (HBr)
Chemical Formula: C16H18BrNO2
Exact Mass:
Molecular Weight: 336.229
Elemental Analysis: C, 57.16; H, 5.40; Br, 23.76; N, 4.17; O, 9.52


Related CAS #: SKF-38393; SKF 38393; SKF38393; SKF-38   393; SKF 38   393; SKF38   393; SKF-38393 HBr; SKF-38393 hydrobromide  

Synonym: 67287-49-4 (free base), 62717-42-4 (HCl), 81702-42-3 (R-isomer HCl), 62751-59-1 (R-isomer), 20012-10-6 (HBr),

IUPAC/Chemical Name: 1-phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol hydrobromide

InChi Key: INNWVRBZMBCEJI-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H17NO2.BrH/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

SMILES Code: OC1=C(O)C=C2C(C3=CC=CC=C3)CNCCC2=C1.[H]Br


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934.99.90.01


References

1: Park HJ, Zhao TT, Park KH, Lee MK. Repeated treatments with the D(1) dopamine receptor agonist SKF-38393 modulate cell viability via sustained ERK-Bad-Bax activation in dopaminergic neuronal cells. Behav Brain Res. 2019 Jul 23;367:166-175. doi: 10.1016/j.bbr.2019.03.035. Epub 2019 Mar 28. PubMed PMID: 30930179.

2: Huang KC, Gopula B, Kuo TS, Chiang CW, Wu PY, Henschke JP, Wu HL. Rhodium-catalyzed asymmetric addition of arylboronic acids to β-nitroolefins: formal synthesis of (S)-SKF 38393. Org Lett. 2013 Nov 15;15(22):5730-3. doi: 10.1021/ol4027599. Epub 2013 Oct 30. PubMed PMID: 24171673.

3: Lejeune S, Dourmap N, Martres MP, Giros B, Daugé V, Naudon L. The dopamine D1 receptor agonist SKF 38393 improves temporal order memory performance in maternally deprived rats. Neurobiol Learn Mem. 2013 Nov;106:268-73. doi: 10.1016/j.nlm.2013.10.005. Epub 2013 Oct 17. PubMed PMID: 24140426.

4: Sabioni P, D'Almeida V, Andersen ML, Andreatini R, Galduróz JC. SKF 38393 reverses cocaine-conditioned place preference in mice. Neurosci Lett. 2012 Apr 4;513(2):214-8. doi: 10.1016/j.neulet.2012.02.041. Epub 2012 Feb 22. PubMed PMID: 22387069.

5: Zarrindast MR, Honardar Z, Sanea F, Owji AA. SKF 38393 and SCH 23390 inhibit reuptake of serotonin by rat hypothalamic synaptosomes. Pharmacology. 2011;87(1-2):85-9. doi: 10.1159/000323232. Epub 2011 Jan 15. PubMed PMID: 21242715.

6: Chocyk A, Czyrak A, Wedzony K. Dopamine D1-like receptors agonist SKF 38393 increases cFOS expression in the paraventricular nucleus of the hypothalamus--impact of acute and chronic cocaine. J Physiol Pharmacol. 2008 Sep;59(3):425-40. PubMed PMID: 18953088.

7: Amico F, Spowart-Manning L, Anwyl R, Rowan MJ. Performance- and task-dependent effects of the dopamine D1/D5 receptor agonist SKF 38393 on learning and memory in the rat. Eur J Pharmacol. 2007 Dec 22;577(1-3):71-7. Epub 2007 Sep 11. PubMed PMID: 17900561.

8: Moro H, Sato H, Ida I, Oshima A, Sakurai N, Shihara N, Horikawa Y, Mikuni M. Effects of SKF-38393, a dopamine D1 receptor agonist on expression of amphetamine-induced behavioral sensitization and expression of immediate early gene arc in prefrontal cortex of rats. Pharmacol Biochem Behav. 2007 May;87(1):56-64. Epub 2007 Apr 6. PubMed PMID: 17499349.

9: Williams S, Mmbaga N, Chirwa S. Dopaminergic D1 receptor agonist SKF 38393 induces GAP-43 expression and long-term potentiation in hippocampus in vivo. Neurosci Lett. 2006 Jul 10;402(1-2):46-50. Epub 2006 May 3. PubMed PMID: 16675111.

10: Cooper SJ, Al-Naser HA. Dopaminergic control of food choice: contrasting effects of SKF 38393 and quinpirole on high-palatability food preference in the rat. Neuropharmacology. 2006 Jun;50(8):953-63. Epub 2006 Mar 20. PubMed PMID: 16549074.

11: Li GH, Guan BC, Li ZW. Effects of dopamine, SKF-38393 and R(-)-NPA on ATP-activated currents in rat DRG neurons. Can J Physiol Pharmacol. 2005 Mar;83(3):267-77. PubMed PMID: 15870841.

12: Venerosi A, Valanzano A, Puopolo M, Calamandrei G. Neurobehavioral effects of prenatal exposure to AZT: a preliminary investigation with the D1 receptor agonist SKF 38393 in mice. Neurotoxicol Teratol. 2005 Jan-Feb;27(1):169-73. PubMed PMID: 15681130.

13: Gleason SD, Witkin JM. Effects of dopamine D1 receptor full agonists in rats trained to discriminate SKF 38393. Behav Pharmacol. 2004 Feb;15(1):85-9. PubMed PMID: 15075630.

14: Marwaha A, Lokhandwala MF. Diminished natriuretic response to dopamine D1 receptor agonist, SKF-38393 in obese Zucker rats. Clin Exp Hypertens. 2003 Nov;25(8):509-15. PubMed PMID: 14649308.

15: Desai RI, Terry P, Katz JL. Comparison of the discriminative-stimulus effects of SKF 38393 with those of other dopamine receptor agonists. Behav Pharmacol. 2003 May;14(3):223-8. PubMed PMID: 12799524.

16: Ohta K, Kuno S, Mizuta I, Fujinami A, Matsui H, Ohta M. Effects of dopamine agonists bromocriptine, pergolide, cabergoline, and SKF-38393 on GDNF, NGF, and BDNF synthesis in cultured mouse astrocytes. Life Sci. 2003 Jun 20;73(5):617-26. PubMed PMID: 12770616.

17: Uzbay IT, Kayir H. Bromocriptine and quinpirole, but not 7-OH-DPAT or SKF 38393, potentiate the inhibitory effect of L-NAME on ethanol-induced locomotor activity in mice. Naunyn Schmiedebergs Arch Pharmacol. 2003 Apr;367(4):414-21. Epub 2003 Feb 21. PubMed PMID: 12690434.

18: Beck J, Biały M, Kostowski W. Effects of D(1) receptor agonist SKF 38393 on male rat sexual behavior and postcopulatory departure in the goal compartment-runway paradigm. Physiol Behav. 2002 May 1;76(1):91-7. PubMed PMID: 12175592.

19: Joel D, Avisar A, Doljansky J. Enhancement of excessive lever-pressing after post-training signal attenuation in rats by repeated administration of the D1 antagonist SCH 23390 or the D2 agonist quinpirole, but not the D1 agonist SKF 38393 or the D2 antagonist haloperidol. Behav Neurosci. 2001 Dec;115(6):1291-300. PubMed PMID: 11770060.

20: Muralikrishnan D, Ebadi M. SKF-38393, a dopamine receptor agonist, attenuates 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced neurotoxicity. Brain Res. 2001 Feb 23;892(2):241-7. PubMed PMID: 11172770.