MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 526416 | Name: A-77636 hydrochloride
Featured

Description:

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

A-77636 hydrochloride is a potent and selective dopamine D1-like receptor agonist. In a battery of receptor binding assays, A-77636 shows the highest affinity (pKi = 7.40 +/- 0.09; Ki = 39.8 nM) for the dopamine D1 receptor. A-77636 is an agonist at the dopamine D1 receptors in the fish retina (pEC50 = 8.13; EC50 = 1.1 nM; intrinsic activity = 102% of dopamine) and the rat caudate-putamen (pEC50 = 8.97; intrinsic activity = 134% of dopamine). When tested in marmosets treated with MPTP to induce a parkinsonian-like state, A-77636 increases locomotor activity and decreases the severity of the parkinsonian-like symptoms: the compound is active after either subcutaneous or oral administration.

Chemical Structure

A-77636 hydrochloride
A-77636 hydrochloride
CAS#145307-34-2

Theoretical Analysis

MedKoo Cat#: 526416

Name: A-77636 hydrochloride

CAS#: 145307-34-2

Chemical Formula: C20H28ClNO3

Exact Mass: 365.1758

Molecular Weight: 365.90

Elemental Analysis: C, 65.65; H, 7.71; Cl, 9.69; N, 3.83; O, 13.12

Price and Availability

Size Price Availability Quantity
1mg USD 250.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
A-77636 hydrochloride; A77636 hydrochloride; A77636 hydrochloride
IUPAC/Chemical Name
(1R,3S)-3-(1-adamantyl)-1-(aminomethyl)-3,4-dihydro-1H-isochromene-5,6-diol Hydrochloride
InChi Key
BWHPNJVKFAPVOG-QYFJGNGUSA-N
InChi Code
InChI=1S/C20H27NO3.ClH/c21-10-17-14-1-2-16(22)19(23)15(14)6-18(24-17)20-7-11-3-12(8-20)5-13(4-11)9-20;/h1-2,11-13,17-18,22-23H,3-10,21H2;1H/t11?,12?,13?,17-,18-,20?;/m0./s1
SMILES Code
OC1=C(O)C=CC2=C1C[C@@H](C34CC5CC(C4)CC(C5)C3)O[C@H]2CN.[H]Cl
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 365.90 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: Martin YC. The Discovery of Novel Selective D1 Dopaminergic Agonists: A-68930, A-77636, A-86929, and ABT-413. Int J Med Chem. 2011;2011:424535. doi: 10.1155/2011/424535. Epub 2011 Mar 24. PMID: 25954518; PMCID: PMC4412209. 2: Kebabian JW, Britton DR, DeNinno MP, Perner R, Smith L, Jenner P, Schoenleber R, Williams M. A-77636: a potent and selective dopamine D1 receptor agonist with antiparkinsonian activity in marmosets. Eur J Pharmacol. 1992 Dec 15;229(2-3):203-9. doi: 10.1016/0014-2999(92)90556-j. PMID: 1362704. 3: Pearce RK, Jackson M, Britton DR, Shiosaki K, Jenner P, Marsden CD. Actions of the D1 agonists A-77636 and A-86929 on locomotion and dyskinesia in MPTP- treated L-dopa-primed common marmosets. Psychopharmacology (Berl). 1999 Feb;142(1):51-60. doi: 10.1007/s002130050861. PMID: 10102782. 4: Lin CW, Bianchi BR, Miller TR, Stashko MA, Wang SS, Curzon P, Bednarz L, Asin KE, Britton DR. Persistent activation of the dopamine D1 receptor contributes to prolonged receptor desensitization: studies with A-77636. J Pharmacol Exp Ther. 1996 Mar;276(3):1022-9. PMID: 8786531. 5: Cooper SJ, Al-Naser HA, Clifton PG. The anorectic effect of the selective dopamine D1-receptor agonist A-77636 determined by meal pattern analysis in free-feeding rats. Eur J Pharmacol. 2006 Feb 27;532(3):253-7. doi: 10.1016/j.ejphar.2005.11.046. Epub 2006 Feb 14. PMID: 16478622. 6: Smith LA, Jackson MJ, Al-Barghouthy G, Jenner P. The actions of a D-1 agonist in MPTP treated primates show dependence on both D-1 and D-2 receptor function and tolerance on repeated administration. J Neural Transm (Vienna). 2002 Feb;109(2):123-40. doi: 10.1007/s007020200009. PMID: 12075853. 7: Chausmer AL, Katz JL. Comparison of interactions of D1-like agonists, SKF 81297, SKF 82958 and A-77636, with cocaine: locomotor activity and drug discrimination studies in rodents. Psychopharmacology (Berl). 2002 Jan;159(2):145-53. doi: 10.1007/s002130100896. Epub 2001 Sep 22. PMID: 11862342. 8: Acquas E, Day JC, Fibiger HC. The potent and selective dopamine D1 receptor agonist A-77636 increases cortical and hippocampal acetylcholine release in the rat. Eur J Pharmacol. 1994 Jul 21;260(1):85-7. doi: 10.1016/0014-2999(94)90013-2. PMID: 7957630. 9: Ofori S, De Raad S, Bugnon O, Schorderet M. Effects of YM 435 and A 77636 on dopamine D-1 receptors in bovine retina in vitro. Gen Pharmacol. 1995 Jan;26(1):51-7. doi: 10.1016/0306-3623(94)00157-i. PMID: 7713366. 10: Gulwadi AG, Korpinen CD, Mailman RB, Nichols DE, Sit SY, Taber MT. Dinapsoline: characterization of a D1 dopamine receptor agonist in a rat model of Parkinson's disease. J Pharmacol Exp Ther. 2001 Feb;296(2):338-44. PMID: 11160615. 11: Treseder SA, Smith LA, Jenner P. Endogenous dopaminergic tone and dopamine agonist action. Mov Disord. 2000 Sep;15(5):804-12. doi: 10.1002/1531-8257(200009)15:5<804::aid-mds1007>3.0.co;2-2. PMID: 11009183. 12: Wirtshafter D, Asin KE. Comparative effects of scopolamine and quinpirole on the striatal fos expression induced by stimulation of D(1) dopamine receptors in the rat. Brain Res. 2001 Mar 2;893(1-2):202-14. doi: 10.1016/s0006-8993(00)03315-1. PMID: 11223008. 13: Blanchet PJ, Grondin R, Bédard PJ, Shiosaki K, Britton DR. Dopamine D1 receptor desensitization profile in MPTP-lesioned primates. Eur J Pharmacol. 1996 Aug 1;309(1):13-20. doi: 10.1016/0014-2999(96)00309-3. PMID: 8864687. 14: Ranaldi R, Beninger RJ. The effects of systemic and intracerebral injections of D1 and D2 agonists on brain stimulation reward. Brain Res. 1994 Jul 18;651(1-2):283-92. doi: 10.1016/0006-8993(94)90708-0. PMID: 7922577. 15: Ji X, Martin GE. BK channels mediate dopamine inhibition of firing in a subpopulation of core nucleus accumbens medium spiny neurons. Brain Res. 2014 Nov 7;1588:1-16. doi: 10.1016/j.brainres.2014.09.015. Epub 2014 Sep 16. PMID: 25219484; PMCID: PMC4252357. 16: Acquas E, Wilson C, Fibiger HC. Nonstriatal dopamine D1 receptors regulate striatal acetylcholine release in vivo. J Pharmacol Exp Ther. 1997 Apr;281(1):360-8. PMID: 9103518. 17: Wirtshafter D, Asin KE. Interactive effects of stimulation of D1 and D2 dopamine receptors on fos-like immunoreactivity in the normosensitive rat striatum. Brain Res Bull. 1994;35(1):85-91. doi: 10.1016/0361-9230(94)90220-8. PMID: 7953762. 18: Acquas E, Fibiger HC. Chronic lithium attenuates dopamine D1-receptor mediated increases in acetylcholine release in rat frontal cortex. Psychopharmacology (Berl). 1996 May;125(2):162-7. doi: 10.1007/BF02249415. PMID: 8783390. 19: Svensson KA, Heinz BA, Schaus JM, Beck JP, Hao J, Krushinski JH, Reinhard MR, Cohen MP, Hellman SL, Getman BG, Wang X, Menezes MM, Maren DL, Falcone JF, Anderson WH, Wright RA, Morin SM, Knopp KL, Adams BL, Rogovoy B, Okun I, Suter TM, Statnick MA, Gehlert DR, Nelson DL, Lucaites VL, Emkey R, DeLapp NW, Wiernicki TR, Cramer JW, Yang CR, Bruns RF. An Allosteric Potentiator of the Dopamine D1 Receptor Increases Locomotor Activity in Human D1 Knock-In Mice without Causing Stereotypy or Tachyphylaxis. J Pharmacol Exp Ther. 2017 Jan;360(1):117-128. doi: 10.1124/jpet.116.236372. Epub 2016 Nov 3. PMID: 27811173; PMCID: PMC5193077. 20: Domino EF, Sheng J. Relative potency and efficacy of some dopamine agonists with varying selectivities for D1 and D2 receptors in MPTP-induced hemiparkinsonian monkeys. J Pharmacol Exp Ther. 1993 Jun;265(3):1387-91. Erratum in: J Pharmacol Exp Ther 1993 Oct;267(1):566. PMID: 8099621.