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MedKoo Cat#: 471047 | Name: ABT-724 (hydrochloride)
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Description:

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

ABT-724 acts as a dopamine agonist and is selective for the D4 subtype. It was developed as a possible drug for the treatment of erectile dysfunction. It continues to be used in scientific research into the function of the D4 receptor.

Chemical Structure

ABT-724 (hydrochloride)
ABT-724 (hydrochloride)
CAS#587870-77-7 (HCl)

Theoretical Analysis

MedKoo Cat#: 471047

Name: ABT-724 (hydrochloride)

CAS#: 587870-77-7 (HCl)

Chemical Formula: C17H22Cl3N5

Exact Mass: 0.0000

Molecular Weight: 402.75

Elemental Analysis: C, 50.70; H, 5.51; Cl, 26.41; N, 17.39

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
50mg USD 850.00 2 Weeks
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Related CAS #
587870-77-7 (HCl) 70006-24-5 (free base)
Synonym
ABT-724 (hydrochloride), ABT724 (hydrochloride), ABT 724 (hydrochloride), ABT-724 (HCl)
IUPAC/Chemical Name
2-[[4-(2-pyridinyl)-1-piperazinyl]methyl]-1H-benzimidazole, trihydrochloride
InChi Key
AZFUVPBLKQGSRI-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H19N5.3ClH/c1-2-6-15-14(5-1)19-16(20-15)13-21-9-11-22(12-10-21)17-7-3-4-8-18-17;;;/h1-8H,9-13H2,(H,19,20);3*1H
SMILES Code
[H]Cl.[H]Cl.[H]Cl.C1(CN2CCN(C3=NC=CC=C3)CC2)=NC4=CC=CC=C4N1
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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 402.75 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: Yin P, Cao AH, Yu L, Guo LJ, Sun RP, Lei GF. ABT-724 alleviated hyperactivity and spatial learning impairment in the spontaneously hypertensive rat model of attention-deficit/hyperactivity disorder. Neurosci Lett. 2014 Sep 19;580:142-6. doi: 10.1016/j.neulet.2014.08.008. Epub 2014 Aug 12. PMID: 25128216. 2: Brioni JD, Moreland RB, Cowart M, Hsieh GC, Stewart AO, Hedlund P, Donnelly- Roberts DL, Nakane M, Lynch JJ 3rd, Kolasa T, Polakowski JS, Osinski MA, Marsh K, Andersson KE, Sullivan JP. Activation of dopamine D4 receptors by ABT-724 induces penile erection in rats. Proc Natl Acad Sci U S A. 2004 Apr 27;101(17):6758-63. doi: 10.1073/pnas.0308292101. Epub 2004 Apr 15. PMID: 15087502; PMCID: PMC404118. 3: Engstrom KM, Daanen JF, Wagaw S, Stewart AO. Gram scale synthesis of the glucuronide metabolite of ABT-724. J Org Chem. 2006 Oct 27;71(22):8378-83. doi: 10.1021/jo0611972. PMID: 17064008. 4: Cowart M, Latshaw SP, Bhatia P, Daanen JF, Rohde J, Nelson SL, Patel M, Kolasa T, Nakane M, Uchic ME, Miller LN, Terranova MA, Chang R, Donnelly-Roberts DL, Namovic MT, Hollingsworth PR, Martino BR, Lynch JJ 3rd, Sullivan JP, Hsieh GC, Moreland RB, Brioni JD, Stewart AO. Discovery of 2-(4-pyridin-2-ylpiperazin-1-ylmethyl)-1H-benzimidazole (ABT-724), a dopaminergic agent with a novel mode of action for the potential treatment of erectile dysfunction. J Med Chem. 2004 Jul 15;47(15):3853-64. doi: 10.1021/jm030505a. PMID: 15239663. 5: Patel MV, Kolasa T, Mortell K, Matulenko MA, Hakeem AA, Rohde JJ, Nelson SL, Cowart MD, Nakane M, Miller LN, Uchic ME, Terranova MA, El-Kouhen OF, Donnelly- Roberts DL, Namovic MT, Hollingsworth PR, Chang R, Martino BR, Wetter JM, Marsh KC, Martin R, Darbyshire JF, Gintant G, Hsieh GC, Moreland RB, Sullivan JP, Brioni JD, Stewart AO. Discovery of 3-methyl-N-(1-oxy-3',4',5',6'-tetrahydro-2'H -[2,4'-bipyridine]-1'-ylmethyl)benzamide (ABT-670), an orally bioavailable dopamine D4 agonist for the treatment of erectile dysfunction. J Med Chem. 2006 Dec 14;49(25):7450-65. doi: 10.1021/jm060662k. PMID: 17149874. 6: Koffarnus MN, Newman AH, Grundt P, Rice KC, Woods JH. Effects of selective dopaminergic compounds on a delay-discounting task. Behav Pharmacol. 2011 Aug;22(4):300-11. doi: 10.1097/FBP.0b013e3283473bcb. PMID: 21694584; PMCID: PMC3135665. 7: Sanna F, Contini A, Melis MR, Argiolas A. Role of dopamine D4 receptors in copulatory behavior: Studies with selective D4 agonists and antagonists in male rats. Pharmacol Biochem Behav. 2015 Oct;137:110-8. doi: 10.1016/j.pbb.2015.08.012. Epub 2015 Aug 16. PMID: 26287845. 8: Marona-Lewicka D, Chemel BR, Nichols DE. Dopamine D4 receptor involvement in the discriminative stimulus effects in rats of LSD, but not the phenethylamine hallucinogen DOI. Psychopharmacology (Berl). 2009 Apr;203(2):265-77. doi: 10.1007/s00213-008-1238-0. Epub 2008 Jul 6. PMID: 18604600. 9: Depoortère R, Bardin L, Rodrigues M, Abrial E, Aliaga M, Newman-Tancredi A. Penile erection and yawning induced by dopamine D2-like receptor agonists in rats: influence of strain and contribution of dopamine D2, but not D3 and D4 receptors. Behav Pharmacol. 2009 Jul;20(4):303-11. doi: 10.1097/FBP.0b013e32832ec5aa. PMID: 19584712. 10: Marona-Lewicka D, Nichols DE. Further evidence that the delayed temporal dopaminergic effects of LSD are mediated by a mechanism different than the first temporal phase of action. Pharmacol Biochem Behav. 2007 Oct;87(4):453-61. doi: 10.1016/j.pbb.2007.06.001. Epub 2007 Jun 14. PMID: 17618679. 11: Boehmler W, Carr T, Thisse C, Thisse B, Canfield VA, Levenson R. D4 Dopamine receptor genes of zebrafish and effects of the antipsychotic clozapine on larval swimming behaviour. Genes Brain Behav. 2007 Mar;6(2):155-66. doi: 10.1111/j.1601-183X.2006.00243.x. PMID: 16764679. 12: Newman-Tancredi A, Heusler P, Martel JC, Ormière AM, Leduc N, Cussac D. Agonist and antagonist properties of antipsychotics at human dopamine D4.4 receptors: G-protein activation and K+ channel modulation in transfected cells. Int J Neuropsychopharmacol. 2008 May;11(3):293-307. doi: 10.1017/S1461145707008061. Epub 2007 Sep 26. PMID: 17897483.