ABT-724

Chemical compound

Pharmaceutical compound

ABT-724
Identifiers

IUPAC name 2-(4-pyridin-2-ylpiperazin-1-ylmethyl)-1H-benzimidazole
CAS Number	70006-24-5 ^☒N
PubChem CID	5025739
ChemSpider	4204515 ^checkY
UNII	4WV2575JWT
ChEMBL	ChEMBL440687 ^checkY
CompTox Dashboard (EPA)	DTXSID001025592 Edit this at Wikidata
Chemical and physical data
Formula	C₁₇H₁₉N₅
Molar mass	293.374 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES n2c1ccccc1[nH]c2CN(CC4)CCN4c3ncccc3
InChI InChI=1S/C17H19N5/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)^checkY Key:FRPJGTNLZNXQEX-UHFFFAOYSA-N^checkY
^☒NcheckY (what is this?) (verify)

ABT-724 is a drug which acts as a dopamine agonist, and is selective for the D₄ subtype.^[1] It was developed as a possible drug for the treatment of erectile dysfunction,^[2] although poor oral bioavailability means alternative drugs such as ABT-670 may be more likely to be developed commercially.^[3] Nonetheless, it continues to be used in scientific research into the function of the D₄ receptor.^[4]^[5]

References

[edit ]

^ Brioni JD, Moreland RB, Cowart M, Hsieh GC, Stewart AO, Hedlund P, et al. (April 2004). "Activation of dopamine D4 receptors by ABT-724 induces penile erection in rats". Proceedings of the National Academy of Sciences of the United States of America. 101 (17): 6758–6763. Bibcode:2004PNAS..101.6758B. doi:10.1073/pnas.0308292101 . PMC 404118 . PMID 15087502.
^ Cowart M, Latshaw SP, Bhatia P, Daanen JF, Rohde J, Nelson SL, et al. (July 2004). "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". Journal of Medicinal Chemistry. 47 (15): 3853–3864. doi:10.1021/jm030505a. PMID 15239663.
^ Patel MV, Kolasa T, Mortell K, Matulenko MA, Hakeem AA, Rohde JJ, et al. (December 2006). "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". Journal of Medicinal Chemistry. 49 (25): 7450–7465. doi:10.1021/jm060662k. PMID 17149874.
^ Newman-Tancredi A, Heusler P, Martel JC, Ormière AM, Leduc N, Cussac D (May 2008). "Agonist and antagonist properties of antipsychotics at human dopamine D4.4 receptors: G-protein activation and K+ channel modulation in transfected cells". The International Journal of Neuropsychopharmacology. 11 (3): 293–307. doi:10.1017/S1461145707008061 . PMID 17897483.
^ Marona-Lewicka D, Chemel BR, Nichols DE (April 2009). "Dopamine D4 receptor involvement in the discriminative stimulus effects in rats of LSD, but not the phenethylamine hallucinogen DOI". Psychopharmacology. 203 (2): 265–277. doi:10.1007/s00213-008-1238-0 . PMID 18604600.

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Drugs for erectile dysfunction (G04BE) and premature ejaculation

For erectile dysfunction

Prostaglandins (E)	Alprostadil
PDE5 inhibitors	Avanafil Sildenafil Tadalafil Udenafil Vardenafil
Alpha blockers	Moxisylyte Phentolamine Yohimbine
Dopamine agonists	Apomorphine
Melanocortin agonists	Bremelanotide Melanotan II PL-6983
Others	Afrodor (acecarbromal, quebracho, vitamin E) Papaverine

For premature ejaculation

SSRIs	Dapoxetine
Oxytocin antagonists	Epelsiban
DRA/DRIs	Amphetamine Methamphetamine Methylphenidate

See also: Sexual dysfunction pharmacotherapies

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Dopamine receptor modulators

D₁-like

Agonists	Benzazepines: 6-Br-APB Fenoldopam SKF-38,393 SKF-77,434 SKF-81,297 SKF-82,958 SKF-83,959 Trepipam Zelandopam Ergolines: Cabergoline CY-208,243 Dihydroergocryptine LEK-8829 Lisuride Pergolide Terguride Dihydrexidine derivatives: A-77636 A-86929 Adrogolide (ABT-431, DAS-431) Dihydrexidine Dinapsoline Dinoxyline Doxanthrine Phenethylamines: BCO-001 Deoxyepinephrine (N-methyldopamine, epinine) Dopexamine Etilevodopa Ibopamine L-DOPA (levodopa) Melevodopa L-Phenylalanine L-Tyrosine XP21279 Others: A-68930 Apomorphine Isocorypalmine Nuciferine PF-6649751 PF 6669571 Propylnorapomorphine Rotigotine SKF-89,145 SKF-89,626 Stepholidine Tavapadon Tetrahydropalmatine
PAMs	Tetrahydroisoquinolines: DETQ DPTQ Mevidalen
Antagonists	Typical antipsychotics: Butaclamol Chlorpromazine Chlorprothixene Flupentixol (flupenthixol) (+melitracen) Fluphenazine Loxapine Perphenazine (+amitriptyline) Pifluthixol Thioridazine Thiothixene Trifluoperazine (+tranylcypromine) Zuclopenthixol Atypical antipsychotics: Asenapine Clorotepine Clotiapine Clozapine DHA-clozapine Fluperlapine Iloperidone Norclozapine Norquetiapine Olanzapine (+fluoxetine) Paliperidone Quetiapine Risperidone Tefludazine Zicronapine Ziprasidone Zotepine Others: Berupipam Ecopipam EEDQ Metitepine (methiothepin) Odapipam Perlapine SCH-23390