NNC 01-0687

NNC 01-0687
Clinical data
Other names	ADX-10061; CEE 03-310; CEE-310; NNC 01-687; NNC-687; NO-687
Drug class	Dopamine D1-like receptor antagonist
Identifiers
	IUPAC name (5S)-5-(2,3-dihydro-1-benzofuran-7-yl)-3-methyl-8-nitro-1,2,4,5-tetrahydro-3-benzazepin-7-ol;
CAS Number	128022-68-4;
PubChem CID	164252;
DrugBank	DB05419;
ChemSpider	144027;
UNII	K389NU4SEV;
CompTox Dashboard (EPA)	DTXSID80926057 ;
Chemical and physical data
Formula	C19H20N2O4
Molar mass	340.379 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CCC2=CC(=C(C=C2[C@H](C1)C3=CC=CC4=C3OCC4)O)[N+](=O)[O-];
	InChI InChI=1S/C19H20N2O4/c1-20-7-5-13-9-17(21(23)24)18(22)10-15(13)16(11-20)14-4-2-3-12-6-8-25-19(12)14/h2-4,9-10,16,22H,5-8,11H2,1H3/t16-/m1/s1; Key:XZPSYCOYKJRHKE-MRXNPFEDSA-N;

NNC 01-0687 (also known as ADX-10061, CEE-03-310, or NNC-687) is a selective dopamine D₁-like receptor antagonist of the benzazepine group which was under development as an experimental antipsychotic for the treatment of schizophrenia but was never marketed.^[1]^[2]^[3] Its development for schizophrenia was discontinued due to lack of effectiveness in clinical trials.^[2]^[4]

Subsequently, NNC 01-0687 was developed under the code name ADX-10061 for treatment of substance dependence and was studied for smoking cessation, alcohol dependence, and cocaine dependence.^[3] It was also developed for treatment of sleep disorders.^[1] However, development for all of these indications was also discontinued, by 2007, and the drug was never marketed for any use.^[1]

NNC 01-0687 was first described in the scientific literature by 1992.^[5]

References

^ ^a ^b ^c "ADX 10061". AdisInsight. Springer Nature Switzerland AG. 3 October 2007. Retrieved 19 October 2024.
^ ^a ^b Miyamoto S, Miyake N, Jarskog LF, Fleischhacker WW, Lieberman JA (December 2012). "Pharmacological treatment of schizophrenia: a critical review of the pharmacology and clinical effects of current and future therapeutic agents". Molecular Psychiatry. 17 (12): 1206–1227. doi:10.1038/mp.2012.47. PMID 22584864.
^ ^a ^b Heidbreder C (1 January 2005). "Recent Advances in the Pharmacotherapeutic Management of Drug Dependence and Addiction". Current Psychiatry Reviews. 1 (1). Bentham Science Publishers Ltd.: 45–67. doi:10.2174/1573400052953538. ISSN 1573-4005.
^ Bolós J (May 2003). "Current strategies for the development of novel antipsychotic drugs". Mini Reviews in Medicinal Chemistry. 3 (3): 239–251. doi:10.2174/1389557033488169. PMID 12570839.
^ Christensen JV (June 1992). "Determination of (+)-5-(2,3-dihydrobenzofuran-7-yl)-3-methyl-8-nitro-2,3,4,5- tetrahydro-1H-3-benzazepin-7-ol (NNC 01-0687), a novel dopamine D-1 receptor antagonist, in plasma by solid-phase extraction and high-performance liquid chromatography". Journal of Chromatography. 577 (2): 366–370. doi:10.1016/0378-4347(92)80261-n. PMID 1301070.

[AdisInsight-1] "ADX 10061". AdisInsight. Springer Nature Switzerland AG. 3 October 2007. Retrieved 19 October 2024.

[MiyamotoMiyakeJarskog2012-2] Miyamoto S, Miyake N, Jarskog LF, Fleischhacker WW, Lieberman JA (December 2012). "Pharmacological treatment of schizophrenia: a critical review of the pharmacology and clinical effects of current and future therapeutic agents". Molecular Psychiatry. 17 (12): 1206–1227. doi:10.1038/mp.2012.47. PMID 22584864.

[Heidbreder2005-3] Heidbreder C (1 January 2005). "Recent Advances in the Pharmacotherapeutic Management of Drug Dependence and Addiction". Current Psychiatry Reviews. 1 (1). Bentham Science Publishers Ltd.: 45–67. doi:10.2174/1573400052953538. ISSN 1573-4005.

[Bolós2003-4] Bolós J (May 2003). "Current strategies for the development of novel antipsychotic drugs". Mini Reviews in Medicinal Chemistry. 3 (3): 239–251. doi:10.2174/1389557033488169. PMID 12570839.

[Christensen1992-5] Christensen JV (June 1992). "Determination of (+)-5-(2,3-dihydrobenzofuran-7-yl)-3-methyl-8-nitro-2,3,4,5- tetrahydro-1H-3-benzazepin-7-ol (NNC 01-0687), a novel dopamine D-1 receptor antagonist, in plasma by solid-phase extraction and high-performance liquid chromatography". Journal of Chromatography. 577 (2): 366–370. doi:10.1016/0378-4347(92)80261-n. PMID 1301070.

[1]

[2]

[3]

[4]

[5]

NNC 01-0687

See also

References