7-OH-DPAT

7-OH-DPAT
	7-Hidroksi-N,N-dipropil-2-aminotetralin
Naziv po klasifikaciji	7-(Dipropilamino)-5,6,7,8-tetrahidronaftalen-2-ol
Identifikacija
Abrevijacija	7-OH-DPAT
CAS registarski broj	74938-11-7
PubChem	1219, ; 6603867 (R), ; 23928184 (S)
ChemSpider	1182 , 5036175 (R)
MeSH	7-Hydroxy-2-N,N-dipropylaminotetralin
ChEMBL	CHEMBL285755
Jmol-3D slike	Slika 1; Slika 2
SMILES
	CCCN(CCC)C1CCc2ccc(O)cc2C1 CCCN(CCC)C1CCC2=C(C1)C=C(O)C=C2
InChI
	InChI=1S/C16H25NO/c1-3-9-17(10-4-2)15-7-5-13-6-8-16(18)12-14(13)11-15/h6,8,12,15,18H,3-5,7,9-11H2,1-2H3 ; Kod: BLYMJBIZMIGWFK-UHFFFAOYSA-N InChI=1/C16H25NO/c1-3-9-17(10-4-2)15-7-5-13-6-8-16(18)12-14(13)11-15/h6,8,12,15,18H,3-5,7,9-11H2,1-2H3; Kod: BLYMJBIZMIGWFK-UHFFFAOYAH
Svojstva
Molekulska formula	C16H25NO
Molarna masa	247.38 g mol−1
log P	3,653
pKa	10,389
Baznost (pKb)	3,608
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

7-OH-DPAT je sintetičko jedinjenje koje deluje kao agonist dopaminskog receptora sa umerenom selektivnošću za D₃ receptorski podtip,^[6]^[7]^[8] i sa niskim afinitetom za serotoninske receptore, za razliku od njegovog strukturnog izomera 8-OH-DPAT.^[9]^[10]^[11]

Reference uredi

↑ ^1,0 ^1,1 „7-hydroxy-2-N,N-dipropylaminotetralin - PubChem Public Chemical Database”. The PubChem Project. USA: National Center for Biotechnology Information.
↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Mulder TB, de Vries JB, Dijkstra D, Wiechers JW, Grol CJ, Horn AS (November 1987). „Further in vitro and in vivo studies with the putative presynaptic dopamine agonist N,N-dipropyl-7-hydroxy-2-aminotetralin”. Naunyn-Schmiedeberg's Archives of Pharmacology 336 (5): 494–501. PMID 2830544.
↑ Lévesque D, Diaz J, Pilon C, Martres MP, Giros B, Souil E, Schott D, Morgat JL, Schwartz JC, Sokoloff P (September 1992). „Identification, characterization, and localization of the dopamine D3 receptor in rat brain using 7-[3Hhydroxy-N,N-di-n-propyl-2-aminotetralin”]. Proceedings of the National Academy of Sciences of the United States of America 89 (17): 8155–9. DOI:10.1073/pnas.89.17.8155. PMC 49875. PMID 1518841.
↑ Lévesque D (August 1996). „Aminotetralin drugs and D3 receptor functions. What may partially selective D3 receptor ligands tell us about dopamine D3 receptor functions?”. Biochemical Pharmacology 52 (4): 511–8. DOI:10.1016/0006-2952(96)00239-0. PMID 8759022.
↑ Arvidsson LE, Johansson AM, Hacksell U, Nilsson JL, Svensson K, Hjorth S, Magnusson T, Carlsson A, Andersson B, Wikström H (November 1987). „(+)-cis-8-Hydroxy-1-methyl-2-(di-n-propylamino)tetralin: a potent and highly stereoselective 5-hydroxytryptamine receptor agonist”. Journal of Medicinal Chemistry 30 (11): 2105–9. DOI:10.1021/jm00394a029. PMID 2959776.
↑ Malmberg A, Nordvall G, Johansson AM, Mohell N, Hacksell U (August 1994). „Molecular basis for the binding of 2-aminotetralins to human dopamine D2A and D3 receptors”. Molecular Pharmacology 46 (2): 299–312. PMID 8078492.
↑ Eltayb A, Lindblom S, Oerther S, Ahlenius S (July 2001). „Additive hypothermic effects of the 5-HT1A receptor agonist 8-OH-DPAT and the dopamine D2/3 receptor agonist 7-OH-DPAT in the rat”. Acta Physiologica Scandinavica 172 (3): 205–9. DOI:10.1046/j.1365-201x.2001.00858.x. PMID 11472307.

Vidi još uredi

[Pubchem-1] 1,0 ^1,1 „7-hydroxy-2-N,N-dipropylaminotetralin - PubChem Public Chemical Database”. The PubChem Project. USA: National Center for Biotechnology Information.

[2] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[3] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[4] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[pmid2830544-6] Mulder TB, de Vries JB, Dijkstra D, Wiechers JW, Grol CJ, Horn AS (November 1987). „Further in vitro and in vivo studies with the putative presynaptic dopamine agonist N,N-dipropyl-7-hydroxy-2-aminotetralin”. Naunyn-Schmiedeberg's Archives of Pharmacology 336 (5): 494–501. PMID 2830544.

[pmid1518841-7] Lévesque D, Diaz J, Pilon C, Martres MP, Giros B, Souil E, Schott D, Morgat JL, Schwartz JC, Sokoloff P (September 1992). „Identification, characterization, and localization of the dopamine D3 receptor in rat brain using 7-[3Hhydroxy-N,N-di-n-propyl-2-aminotetralin”]. Proceedings of the National Academy of Sciences of the United States of America 89 (17): 8155–9. DOI:10.1073/pnas.89.17.8155. PMC 49875. PMID 1518841.

[pmid8759022-8] Lévesque D (August 1996). „Aminotetralin drugs and D3 receptor functions. What may partially selective D3 receptor ligands tell us about dopamine D3 receptor functions?”. Biochemical Pharmacology 52 (4): 511–8. DOI:10.1016/0006-2952(96)00239-0. PMID 8759022.

[pmid2959776-9] Arvidsson LE, Johansson AM, Hacksell U, Nilsson JL, Svensson K, Hjorth S, Magnusson T, Carlsson A, Andersson B, Wikström H (November 1987). „(+)-cis-8-Hydroxy-1-methyl-2-(di-n-propylamino)tetralin: a potent and highly stereoselective 5-hydroxytryptamine receptor agonist”. Journal of Medicinal Chemistry 30 (11): 2105–9. DOI:10.1021/jm00394a029. PMID 2959776.

[pmid8078492-10] Malmberg A, Nordvall G, Johansson AM, Mohell N, Hacksell U (August 1994). „Molecular basis for the binding of 2-aminotetralins to human dopamine D2A and D3 receptors”. Molecular Pharmacology 46 (2): 299–312. PMID 8078492.

[pmid11472307-11] Eltayb A, Lindblom S, Oerther S, Ahlenius S (July 2001). „Additive hypothermic effects of the 5-HT1A receptor agonist 8-OH-DPAT and the dopamine D2/3 receptor agonist 7-OH-DPAT in the rat”. Acta Physiologica Scandinavica 172 (3): 205–9. DOI:10.1046/j.1365-201x.2001.00858.x. PMID 11472307.

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