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

A-77636 hydrochloride
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 526416

CAS#: 145307-34-2

Description: 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

CAS# 145307-34-2

Instruction

Theoretical Analysis

MedKoo Cat#: 526416
Name: A-77636 hydrochloride
CAS#: 145307-34-2
Chemical Formula: C20H28ClNO3
Exact Mass: 365.18
Molecular Weight: 365.898
Elemental Analysis: C, 65.65; H, 7.71; Cl, 9.69; N, 3.83; O, 13.12

Price and Availability

Size	Price	Availability
5mg	USD 385	2 Weeks
10mg	USD 700	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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

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Instruction:

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In vitro activity:
In vivo activity:

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.

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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.

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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.

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A-77636 hydrochloride featured