ABT670 - CAS 630119-43-6
Catalog number: 630119-43-6
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C19H23N3O2
Molecular Weight:
325.41
COA:
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Targets:
Dopamine Receptor
Description:
ABT670 is a drug which acts as a potent, superior orally bioavailable dopamine agonist selective for the D4 subtype. It was used as a possible treatment for erectile dysfunction.
Purity:
98%
Appearance:
Solid powder
Synonyms:
ABT-670;Benzamide, 3-methyl-N-[[4-(1-oxido-2-pyridinyl)-1-piperidinyl]methyl]-;3-Methyl-N-(1-oxy-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridine)-1'-ylmethyl)benzamide
Solubility:
Soluble in DMSO, not in water
Storage:
-20°C Freezer
MSDS:
Inquire
Application:
ABT670 was used as a possible treatment for erectile dysfunction.
Quality Standard:
In-house standard
Quantity:
Milligrams-Grams
Boiling Point:
578.2±50.0 °C | Condition: Press: 760 Torr
Melting Point:
177-180 °C
Density:
1.19±0.1 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr
InChIKey:
PUMMPCXNEPHBNN-UHFFFAOYSA-N
InChI:
InChI=1S/C19H23N3O2/c1-15-5-4-6-17(13-15)19(23)20-14-21-11-8-16(9-12-21)18-7-2-3-10-22(18)24/h2-7,10,13,16H,8-9,11-12,14H2,1H3,(H,20,23)
Canonical SMILES:
CC1=CC=CC(=C1)C(=O)NCN2CCC(CC2)C3=CC=CC=[N+]3[O-]
1.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.
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 J Med Chem. 2006 Dec 14;49(25):7450-65.
The goal of this study was to identify a structurally distinct D(4)-selective agonist with superior oral bioavailability to our first-generation clinical candidate 1a (ABT-724) for the potential treatment of erectile dysfunction. Arylpiperazines such as (heteroarylmethyl)piperazine 1a, benzamide 2, and acetamides such as 3a,b exhibit poor oral bioavailability. Structure-activity relationship (SAR) studies with the arylpiperidine template provided potent partial agonists such as 4d and 5k that demonstrated no improvement in oral bioavailability. Further optimization with the (N-oxy-2-pyridinyl)piperidine template led to the discovery of compound 6b (ABT-670), which exhibited excellent oral bioavailability in rat, dog, and monkey (68%, 85%, and 91%, respectively) with comparable efficacy, safety, and tolerability to 1a. The N-oxy-2-pyridinyl moiety not only provided the structural motif required for agonist function but also reduced metabolism rates. The SAR study leading to the discovery of 6b is described herein.
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