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A 68930 hydrochloride

Agonist of D1-like dopamine receptor,potent and selective CAS# 130465-39-3

A 68930 hydrochloride

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Chemical structure

A 68930 hydrochloride

3D structure

Chemical Properties of A 68930 hydrochloride

Cas No. 130465-39-3 SDF Download SDF
PubChem ID 9904672 Appearance Powder
Formula C16H18ClNO3 M.Wt 307.78
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 50 mM in water
Chemical Name (1R,3S)-1-(aminomethyl)-3-phenyl-3,4-dihydro-1H-isochromene-5,6-diol;hydrochloride
SMILES C1C(OC(C2=C1C(=C(C=C2)O)O)CN)C3=CC=CC=C3.Cl
Standard InChIKey PQPGUUQPTSMLKU-YYLIZZNMSA-N
Standard InChI InChI=1S/C16H17NO3.ClH/c17-9-15-11-6-7-13(18)16(19)12(11)8-14(20-15)10-4-2-1-3-5-10;/h1-7,14-15,18-19H,8-9,17H2;1H/t14-,15-;/m0./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of A 68930 hydrochloride

DescriptionPotent and selective D1-like dopamine receptor agonist (EC50 values are 2.1 and 3910 nM for D1-like and D2-like receptors respectively). Centrally active following systemic administration in vivo.

A 68930 hydrochloride Dilution Calculator

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A 68930 hydrochloride Molarity Calculator

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Preparing Stock Solutions of A 68930 hydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2491 mL 16.2454 mL 32.4907 mL 64.9815 mL 81.2269 mL
5 mM 0.6498 mL 3.2491 mL 6.4981 mL 12.9963 mL 16.2454 mL
10 mM 0.3249 mL 1.6245 mL 3.2491 mL 6.4981 mL 8.1227 mL
50 mM 0.065 mL 0.3249 mL 0.6498 mL 1.2996 mL 1.6245 mL
100 mM 0.0325 mL 0.1625 mL 0.3249 mL 0.6498 mL 0.8123 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on A 68930 hydrochloride

A 68930 hydrochloride is a potent and selective agonist of D1 dopamine receptor with EC50 values of 2.5 and 3920 nM for D1 and D2 receptors, respectively [1].

D1 dopamine receptor is a G-protein couple receptor for dopamine and stimulates adenylate cyclase and cyclic AMP-dependent protein kinases. D1 dopamine receptor plays an important role in behavioral responses and neuronal growth and development.

A 68930 hydrochloride is a potent and selective D1 dopamine receptor agonist. In rats, A 68930 (0.9-15.0 μM) induced hypothermia in a dose-dependent way. Also, A 68930 (0.9-15.0 μM) inhibited locomotor activity in a dose-dependent way [2]. In adult rat, A 68930 (0.0625-4.0 mg/kg) induced grooming, vacuous chewing and sniffing, which were inhibited by SCH 23390, a D1-like receptor antagonist [3]. In chronic unpredictable (CUS) stress rat models, A68930 (0.25 mg/kg) significantly normalized the reduction of the number of tyrosine hydroxylase (TH) immunoreactive neurons in the striatum, ventral tegmental area, medial forebrain bundle and substansia nigra and glucocorticoid receptor (GR) in the cortex, hippocampus and striatum. Also, A68930 normalized the antioxidant enzyme activities, increased glutathione (GSH) and inhibited lipid peroxidation [4].

References:
[1].  Kebabian JW, Briggs C, Britton DR, et al. A68930: a potent and specific agonist for the D-1 dopamine receptor. Am J Hypertens, 1990, 3(6 Pt 2): 40S-42S.
[2].  Salmi P. Independent roles of dopamine D1 and D2/3 receptors in rat thermoregulation. Brain Res, 1998, 781(1-2): 188-193.
[3].  Deveney AM, Waddington JL. Psychopharmacological distinction between novel full-efficacy "D1-like" dopamine receptor agonists. Pharmacol Biochem Behav, 1997, 58(2): 551-558.
[4].  Rasheed N, Ahmad A, Al-Sheeha M, et al. Neuroprotective and anti-stress effect of A68930 in acute and chronic unpredictable stress model in rats. Neurosci Lett, 2011, 504(2): 151-155.

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References on A 68930 hydrochloride

Psychopharmacological distinction between novel full-efficacy "D1-like" dopamine receptor agonists.[Pubmed:9300618]

Pharmacol Biochem Behav. 1997 Oct;58(2):551-8.

The search for full-efficacy agonists selective for the "D1-like" family of dopamine receptor subtypes has recently generated two novel series of compounds: the isochromans, typified by A 68930, and the phenanthridines, typified by dihydrexidine. This study was undertaken to compare systematically the effects of these two agents on the spectrum of unconditioned motor behaviour (i.e., construction of their drug ethograms) in the intact adult rat and to determine the sensitivity of these responses to selective antagonists of "D1-like" (SCH 23390) vs. "D2-like" (YM 09151-2) receptors. A 68930 (0.0625-4.0 mg/kg) readily induced grooming, including intense grooming, the most widely accepted behavioural model of "D1-like" receptor stimulation; it also induced vacuous chewing, a more controversial model thereof, and sniffing. Conversely, dihydrexidine (0.25-16.0 mg/kg) induced grooming, but little intense grooming was evident; it failed to induce vacuous chewing but did induce sniffing. Grooming and sniffing responses to A 68930 were readily blocked by SCH 23390 (0.01-1.0 mg/kg) but were only attenuated or spared by YM 09151-2 (0.005-0.5 mg/kg). Conversely, the grooming and sniffing responses to dihydrexidine were readily blocked both by SCH 23390 and by YM 09151-2. A 68930 and dihydrexidine do not show identical psychopharmacological profiles; they appear to differ in the specificity of their effects on "D1-like" vs. "D2-like" function and may interact differentially with putative subtypes of "D1-like" receptors that are indicated behaviourally.

A68930: a potent and specific agonist for the D-1 dopamine receptor.[Pubmed:2143387]

Am J Hypertens. 1990 Jun;3(6 Pt 2):40S-42S.

A68930 (5,6-dihydroxy-3-phenyl-1-aminomethyl-isochroman) is a potent (EC50 = 2.5 nmol/L) partial agonist at the D-1 dopamine receptor. In contrast, A68930 is a much weaker agonist (EC50 = 3,920 nmol/L) at the D-2 dopamine receptor. The orientation of the 3-phenyl substituent in the molecule is critical for the affinity and selectivity of the molecule towards the D-1 receptor in vitro and in vivo. The role of the D-1 receptor in the functioning of the basal ganglia is discussed.

Description

Potent, selective D1-like agonist

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