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MedKoo Cat#: 561282 | Name: Chloro-APB HBr
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Chloro-APB HBr, also known as SKF-82958 HBr, is a selective dopamine D1-like receptor agonist. Chloro-APB HBr increased P-GluR1, but not P-CREB, in the NAc, and naloxone reduced SKF 82958-mediated P-GluR1 induction specifically in morphine-dependent rats.

Chemical Structure

Chloro-APB HBr
Chloro-APB HBr
CAS#74115-01-8

Theoretical Analysis

MedKoo Cat#: 561282

Name: Chloro-APB HBr

CAS#: 74115-01-8

Chemical Formula: C19H21BrClNO2

Exact Mass: 0.0000

Molecular Weight: 410.74

Elemental Analysis: C, 55.56; H, 5.15; Br, 19.45; Cl, 8.63; N, 3.41; O, 7.79

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 600.00 2 weeks
25mg USD 1,050.00 2 weeks
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Synonym
Chloro-APB HBr; ChloroAPB HBr Chloro APB HBr; SKF-82958 hydrobromide; SKF 82958 hydrobromide SKF82958 hydrobromide; SKF-82958 HBr; SKF82958 HBr; SKF 82958 HBr; Chloro-APB Hydrobromide; (±)-6-chloro-APB
IUPAC/Chemical Name
6-Chloro-2,3,4,5-tetrahydro-1-phenyl-3-(2-propen-1-yl)-1H-3-benzazepine-7,8-diol hydrobromide
InChi Key
WLXGFAVTAAQOFH-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H20ClNO2.BrH/c1-2-9-21-10-8-14-15(11-17(22)19(23)18(14)20)16(12-21)13-6-4-3-5-7-13;/h2-7,11,16,22-23H,1,8-10,12H2;1H
SMILES Code
OC1=C(O)C=C2C(C3=CC=CC=C3)CN(CC=C)CCC2=C1Cl.[H]Br
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
>2 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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 410.74 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Domino EF, Ni L, Zhang H, Kohno Y, Sasa M. Talipexole or pramipexole combinations with chloro-APB (SKF 82958) in MPTP-induced hemiparkinsonian monkeys. Eur J Pharmacol. 1997 May 1;325(2-3):137-44. PubMed PMID: 9163560. 2: Taylor NE, Chemali JJ, Brown EN, Solt K. Activation of D1 dopamine receptors induces emergence from isoflurane general anesthesia. Anesthesiology. 2013 Jan;118(1):30-9. doi: 10.1097/ALN.0b013e318278c896. PubMed PMID: 23221866; PubMed Central PMCID: PMC3527840. 3: Nisenbaum ES, Mermelstein PG, Wilson CJ, Surmeier DJ. Selective blockade of a slowly inactivating potassium current in striatal neurons by (+/-) 6-chloro-APB hydrobromide (SKF82958). Synapse. 1998 Jul;29(3):213-24. PubMed PMID: 9635891. 4: Devoto P, Fattore L, Antinori S, Saba P, Frau R, Fratta W, Gessa GL. Elevated dopamine in the medial prefrontal cortex suppresses cocaine seeking via D1 receptor overstimulation. Addict Biol. 2016 Jan;21(1):61-71. doi: 10.1111/adb.12178. Epub 2014 Aug 19. PubMed PMID: 25135633. 5: Naumenko VS, Kondaurova EM, Bazovkina DV, Tsybko AS, Ilchibaeva TV, Khotskin NV, Semenova AA, Popova NK. Effect of GDNF on depressive-like behavior, spatial learning and key genes of the brain dopamine system in genetically predisposed to behavioral disorders mouse strains. Behav Brain Res. 2014 Nov 1;274:1-9. doi: 10.1016/j.bbr.2014.07.045. Epub 2014 Aug 4. PubMed PMID: 25101543. 6: Maneuf YP, Crossman AR, Brotchie JM. The cannabinoid receptor agonist WIN 55,212-2 reduces D2, but not D1, dopamine receptor-mediated alleviation of akinesia in the reserpine-treated rat model of Parkinson's disease. Exp Neurol. 1997 Nov;148(1):265-70. PubMed PMID: 9398468. 7: Kita H, Oda K, Murase K. Effects of dopamine agonists and antagonists on optical responses evoked in rat frontal cortex slices after stimulation of the subcortical white matter. Exp Brain Res. 1999 Apr;125(3):383-8. Erratum in: Exp Brain Res 1999 Jul;127(1):116. PubMed PMID: 10229029. 8: Munzar P, Goldberg SR. Dopaminergic involvement in the discriminative-stimulus effects of methamphetamine in rats. Psychopharmacology (Berl). 2000 Feb;148(2):209-16. PubMed PMID: 10663437. 9: Gerö D, Módis K, Nagy N, Szoleczky P, Tóth ZD, Dormán G, Szabó C. Oxidant-induced cardiomyocyte injury: identification of the cytoprotective effect of a dopamine 1 receptor agonist using a cell-based high-throughput assay. Int J Mol Med. 2007 Nov;20(5):749-61. PubMed PMID: 17912470. 10: O'Neill C, Nolan BJ, Macari A, O'Boyle KM, O'Connor JJ. Adenosine A1 receptor-mediated inhibition of dopamine release from rat striatal slices is modulated by D1 dopamine receptors. Eur J Neurosci. 2007 Dec;26(12):3421-8. Epub 2007 Dec 4. PubMed PMID: 18052983. 11: Lamers AE, Ter Brugge PJ, Flik G, Wendelaar Bonga SE. Acid stress induces a D1-like dopamine receptor in pituitary MSH cells of Oreochromis mossambicus. Am J Physiol. 1997 Jul;273(1 Pt 2):R387-92. PubMed PMID: 9249576. 12: Marg S, Walz B, Blenau W. The effects of dopamine receptor agonists and antagonists on the secretory rate of cockroach (Periplaneta americana) salivary glands. J Insect Physiol. 2004 Sep;50(9):821-30. PubMed PMID: 15350502. 13: Lalley PM. D1-dopamine receptor agonists prevent and reverse opiate depression of breathing but not antinociception in the cat. Am J Physiol Regul Integr Comp Physiol. 2005 Jul;289(1):R45-51. Epub 2005 Feb 10. PubMed PMID: 15705800. 14: Lalley PM. D1/D2-dopamine receptor agonist dihydrexidine stimulates inspiratory motor output and depresses medullary expiratory neurons. Am J Physiol Regul Integr Comp Physiol. 2009 Jun;296(6):R1829-36. doi: 10.1152/ajpregu.00057.2009. Epub 2009 Mar 11. PubMed PMID: 19279296; PubMed Central PMCID: PMC2692782. 15: Lalley PM. Dopamine1 receptor agonists reverse opioid respiratory network depression, increase CO2 reactivity. Respir Physiol Neurobiol. 2004 Feb 25;139(3):247-62. PubMed PMID: 15122991. 16: Chartoff EH, Mague SD, Barhight MF, Smith AM, Carlezon WA Jr. Behavioral and molecular effects of dopamine D1 receptor stimulation during naloxone-precipitated morphine withdrawal. J Neurosci. 2006 Jun 14;26(24):6450-7. PubMed PMID: 16775132. 17: Yuan N, Lee D. Suppression of excitatory cholinergic synaptic transmission by Drosophila dopamine D1-like receptors. Eur J Neurosci. 2007 Nov;26(9):2417-27. PubMed PMID: 17986026. 18: Waszczak BL, Martin LP, Finlay HE, Zahr N, Stellar JR. Effects of individual and concurrent stimulation of striatal D1 and D2 dopamine receptors on electrophysiological and behavioral output from rat basal ganglia. J Pharmacol Exp Ther. 2002 Mar;300(3):850-61. PubMed PMID: 11861790. 19: Andrianov GN, Ryzhova IV, Tobias TV. Dopaminergic modulation of afferent synaptic transmission in the semicircular canals of frogs. Neurosignals. 2009;17(3):222-8. doi: 10.1159/000224632. Epub 2009 Jun 17. PubMed PMID: 19546593. 20: Wang Q, Ting WL, Yang H, Wong PT. High doses of simvastatin upregulate dopamine D1 and D2 receptor expression in the rat prefrontal cortex: possible involvement of endothelial nitric oxide synthase. Br J Pharmacol. 2005 Apr;144(7):933-9. PubMed PMID: 15711596; PubMed Central PMCID: PMC1576073.

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