Galnon

Galnon
Identifiers
	IUPAC name 9H-fluoren-9-ylmethyl N-[(2S)-1-([(2S)-6-amino-1-[(4-methyl-2-oxochromen-7- yl)amino]-1-oxohexan-2-yl]amino)-3-cyclohexyl-1-oxopropan-2-yl]carbamate;
CAS Number	475115-35-6 ;
PubChem CID	5311268;
IUPHAR/BPS	6118;
ChemSpider	4470781 ;
ChEMBL	ChEMBL592414 ;
CompTox Dashboard (EPA)	DTXSID301028771 ;
Chemical and physical data
Formula	C40H46N4O6
Molar mass	678.830 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Cc3cc(=O)oc6cc(ccc36)NC(=O)C(CCCCN)NC(=O)C(CC5CCCCC5)NC(=O)OCC1c2ccccc2-c4c1cccc4;
	InChI InChI=1S/C40H46N4O6/c1-25-21-37(45)50-36-23-27(18-19-28(25)36)42-38(46)34(17-9-10-20-41)43-39(47)35(22-26-11-3-2-4-12-26)44-40(48)49-24-33-31-15-7-5-13-29(31)30-14-6-8-16-32(30)33/h5-8,13-16,18-19,21,23,26,33-35H,2-4,9-12,17,20,22,24,41H2,1H3,(H,42,46)(H,43,47)(H,44,48)/t34-,35-/m0/s1 ; Key:IKNOZZKXIDSTRN-PXLJZGITSA-N ;
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Galnon is a drug which acts as a selective, non-peptide agonist at the galanin receptors GAL_R.^[1]^[2] It has anticonvulsant, anxiolytic, anorectic and amnestic effects in animal studies.^[3]^[4]^[5]^[6]^[7]

References

^ Saar K, Mazarati AM, Mahlapuu R, Hallnemo G, Soomets U, Kilk K, Hellberg S, Pooga M, Tolf BR, Shi TS, Hökfelt T, Wasterlain C, Bartfai T, Langel U (May 2002). "Anticonvulsant activity of a nonpeptide galanin receptor agonist". Proceedings of the National Academy of Sciences of the United States of America. 99 (10): 7136–41. Bibcode:2002PNAS...99.7136S. doi:10.1073/pnas.102163499. PMC 124541. PMID 12011470.
^ Sollenberg U, Bartfai T, Langel U (June 2005). "Galnon--a low-molecular weight ligand of the galanin receptors". Neuropeptides. 39 (3): 161–3. doi:10.1016/j.npep.2004.12.019. PMID 15944006. S2CID 40987364.
^ Abramov U, Florén A, Echevarria DJ, Brewer A, Manuzon H, Robinson JK, Bartfai T, Vasar E, Langel U (February 2004). "Regulation of feeding by galnon". Neuropeptides. 38 (1): 55–61. doi:10.1016/j.npep.2004.01.001. PMID 15003717. S2CID 38073212.
^ Badie-Mahdavi H, Behrens MM, Rebek J, Bartfai T (June 2005). "Effect of galnon on induction of long-term potentiation in dentate gyrus of C57BL/6 mice". Neuropeptides. 39 (3): 249–51. doi:10.1016/j.npep.2004.12.010. PMID 15944018. S2CID 2142254.
^ Rajarao SJ, Platt B, Sukoff SJ, Lin Q, Bender CN, Nieuwenhuijsen BW, Ring RH, Schechter LE, Rosenzweig-Lipson S, Beyer CE (October 2007). "Anxiolytic-like activity of the non-selective galanin receptor agonist, galnon". Neuropeptides. 41 (5): 307–20. doi:10.1016/j.npep.2007.05.001. PMID 17637475. S2CID 25988178.
^ Kozlovsky N, Matar MA, Kaplan Z, Zohar J, Cohen H (March 2009). "The role of the galaninergic system in modulating stress-related responses in an animal model of posttraumatic stress disorder". Biological Psychiatry. 65 (5): 383–91. doi:10.1016/j.biopsych.2008.10.034. PMID 19095221. S2CID 24537435.
^ Narasimhaiah R, Kamens HM, Picciotto MR (May 2009). "Effects of galanin on cocaine-mediated conditioned place preference and ERK signaling in mice". Psychopharmacology. 204 (1): 95–102. doi:10.1007/s00213-008-1438-7. PMC 2872184. PMID 19099295.

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[pmid12011470-1] Saar K, Mazarati AM, Mahlapuu R, Hallnemo G, Soomets U, Kilk K, Hellberg S, Pooga M, Tolf BR, Shi TS, Hökfelt T, Wasterlain C, Bartfai T, Langel U (May 2002). "Anticonvulsant activity of a nonpeptide galanin receptor agonist". Proceedings of the National Academy of Sciences of the United States of America. 99 (10): 7136–41. Bibcode:2002PNAS...99.7136S. doi:10.1073/pnas.102163499. PMC 124541. PMID 12011470.

[pmid15944006-2] Sollenberg U, Bartfai T, Langel U (June 2005). "Galnon--a low-molecular weight ligand of the galanin receptors". Neuropeptides. 39 (3): 161–3. doi:10.1016/j.npep.2004.12.019. PMID 15944006. S2CID 40987364.

[pmid15003717-3] Abramov U, Florén A, Echevarria DJ, Brewer A, Manuzon H, Robinson JK, Bartfai T, Vasar E, Langel U (February 2004). "Regulation of feeding by galnon". Neuropeptides. 38 (1): 55–61. doi:10.1016/j.npep.2004.01.001. PMID 15003717. S2CID 38073212.

[pmid15944018-4] Badie-Mahdavi H, Behrens MM, Rebek J, Bartfai T (June 2005). "Effect of galnon on induction of long-term potentiation in dentate gyrus of C57BL/6 mice". Neuropeptides. 39 (3): 249–51. doi:10.1016/j.npep.2004.12.010. PMID 15944018. S2CID 2142254.

[pmid17637475-5] Rajarao SJ, Platt B, Sukoff SJ, Lin Q, Bender CN, Nieuwenhuijsen BW, Ring RH, Schechter LE, Rosenzweig-Lipson S, Beyer CE (October 2007). "Anxiolytic-like activity of the non-selective galanin receptor agonist, galnon". Neuropeptides. 41 (5): 307–20. doi:10.1016/j.npep.2007.05.001. PMID 17637475. S2CID 25988178.

[pmid19095221-6] Kozlovsky N, Matar MA, Kaplan Z, Zohar J, Cohen H (March 2009). "The role of the galaninergic system in modulating stress-related responses in an animal model of posttraumatic stress disorder". Biological Psychiatry. 65 (5): 383–91. doi:10.1016/j.biopsych.2008.10.034. PMID 19095221. S2CID 24537435.

[pmid19099295-7] Narasimhaiah R, Kamens HM, Picciotto MR (May 2009). "Effects of galanin on cocaine-mediated conditioned place preference and ERK signaling in mice". Psychopharmacology. 204 (1): 95–102. doi:10.1007/s00213-008-1438-7. PMC 2872184. PMID 19099295.

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Identifiers

IUPAC name 9H-fluoren-9-ylmethyl N-[(2S)-1-([(2S)-6-amino-1-[(4-methyl-2-oxochromen-7- yl)amino]-1-oxohexan-2-yl]amino)-3-cyclohexyl-1-oxopropan-2-yl]carbamate
CAS Number	475115-35-6^Y
PubChem CID	5311268
IUPHAR/BPS	6118
ChemSpider	4470781^N
ChEMBL	ChEMBL592414^N
CompTox Dashboard (EPA)	DTXSID301028771
Chemical and physical data
Formula	C₄₀H₄₆N₄O₆
Molar mass	678.830 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Cc3cc(=O)oc6cc(ccc36)NC(=O)C(CCCCN)NC(=O)C(CC5CCCCC5)NC(=O)OCC1c2ccccc2-c4c1cccc4
InChI InChI=1S/C40H46N4O6/c1-25-21-37(45)50-36-23-27(18-19-28(25)36)42-38(46)34(17-9-10-20-41)43-39(47)35(22-26-11-3-2-4-12-26)44-40(48)49-24-33-31-15-7-5-13-29(31)30-14-6-8-16-32(30)33/h5-8,13-16,18-19,21,23,26,33-35H,2-4,9-12,17,20,22,24,41H2,1H3,(H,42,46)(H,43,47)(H,44,48)/t34-,35-/m0/s1^N Key:IKNOZZKXIDSTRN-PXLJZGITSA-N^N
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