4-NEMD

4-NEMD
IUPAC ime
	4-(1-naftalen- 1-iletil)- 1H-imidazol
Identifikatori
CAS broj	137967-81-8
ATC kod	none
PubChem	CID 132110
ChemSpider	24531958
Hemijski podaci
Formula	C15H14N2
Molarna masa	222,285 g/mol
	SMILES CC(C1=CC=CC2=CC=CC=C21)C3=CN=CN3; ;
	InChI InChI=1S/C15H14N2/c1-11(15-9-16-10-17-15)13-8-4-6-12-5-2-3-7-14(12)13/h2-11H,1H3,(H,16,17)/t11-/m0/s1 ; Key:DZSQSLQSMKNVBV-NSHDSACASA-N ;

4-NEMD je potentan sedativni lek koji deluje kao selektivni alfa-2 adrenergički agonist. On je blisko srodan sa deksmedetomidinom, ali je nekoliko puta potentniji.^[1] Poput drugih alfa-2 agonista, on proizvodi sedativne i mišićno relaksantne efekte, ali ne uzrokuje respiratornu depresiju. On trenutno nema medicinsku primenu, ali je istraživan kao baza za potencijalno novu generaciju alfa-2 agonistnih lekova,^[2]^[3] koji mogu da budu selektivni za različite podtipove alfa-2 receptora.^[4] On ima dva izomera, od kojih je (S) izomer potentniji, što je slučaj i sa medetomidinom.^[5]

Reference

^ Hong, SS; Romstedt, KJ; Feller, DR; Hsu, FL; Cupps, TL; Lyon, RA; Miller, DD (1994). „A structure-activity relationship study of benzylic modifications of 4-1-(1-naphthyl)ethyl-1H-imidazoles on alpha 1- and alpha 2-adrenergic receptors”. Journal of Medical Chemistry. 37 (15): 2328—33. PMID 7914537. doi:10.1021/jm00041a011.
^ Zhang, X; Yao, XT; Dalton, JT; Shams, G; Lei, L; Patil, PN; Feller, DR; Hsu, FL; George, C (1996). „Medetomidine analogs as alpha 2-adrenergic ligands. 2. Design, synthesis, and biological activity of conformationally restricted naphthalene derivatives of medetomidine”. Journal of Medical Chemistry. 39 (15): 3001—13. PMID 8709134. doi:10.1021/jm9506074.
^ Zhang, X; De Los Angeles, JE; He, MY; Dalton, JT; Shams, G; Lei, L; Patil, PN; Feller, DR; Miller, DD (1997). „Medetomidine analogs as alpha 2-adrenergic ligands. 3. Synthesis and biological evaluation of a new series of medetomidine analogs and their potential binding interactions with alpha 2-adrenoceptors involving a "methyl pocket"”. Journal of Medical Chemistry. 40 (19): 3014—24. PMID 9301663. doi:10.1021/jm960642q.
^ Lalchandani, SG; Zhang, X; Hong, SS; Liggett, SB; Li, W; Moore Bm, 2nd; Miller, DD; Feller, DR (2004). „Medetomidine analogs as selective agonists for the human alpha2-adrenoceptors”. Biochemical pharmacology. 67 (1): 87—96. PMID 14667931. doi:10.1016/j.bcp.2003.08.043.
^ Hong, SS; Romstedt, KJ; Feller, DR; Hsu, FL; George, C; Cupps, TL; Lyon, RA; Miller, DD (1992). „Resolution and adrenergic activities of the optical isomers of 4-1-(1-naphthyl)ethyl-1H-imidazole”. Chirality. 4 (7): 432—8. PMID 1361151. doi:10.1002/chir.530040706.

[1] Hong, SS; Romstedt, KJ; Feller, DR; Hsu, FL; Cupps, TL; Lyon, RA; Miller, DD (1994). „A structure-activity relationship study of benzylic modifications of 4-1-(1-naphthyl)ethyl-1H-imidazoles on alpha 1- and alpha 2-adrenergic receptors”. Journal of Medical Chemistry. 37 (15): 2328—33. PMID 7914537. doi:10.1021/jm00041a011.

[2] Zhang, X; Yao, XT; Dalton, JT; Shams, G; Lei, L; Patil, PN; Feller, DR; Hsu, FL; George, C (1996). „Medetomidine analogs as alpha 2-adrenergic ligands. 2. Design, synthesis, and biological activity of conformationally restricted naphthalene derivatives of medetomidine”. Journal of Medical Chemistry. 39 (15): 3001—13. PMID 8709134. doi:10.1021/jm9506074.

[3] Zhang, X; De Los Angeles, JE; He, MY; Dalton, JT; Shams, G; Lei, L; Patil, PN; Feller, DR; Miller, DD (1997). „Medetomidine analogs as alpha 2-adrenergic ligands. 3. Synthesis and biological evaluation of a new series of medetomidine analogs and their potential binding interactions with alpha 2-adrenoceptors involving a "methyl pocket"”. Journal of Medical Chemistry. 40 (19): 3014—24. PMID 9301663. doi:10.1021/jm960642q.

[4] Lalchandani, SG; Zhang, X; Hong, SS; Liggett, SB; Li, W; Moore Bm, 2nd; Miller, DD; Feller, DR (2004). „Medetomidine analogs as selective agonists for the human alpha2-adrenoceptors”. Biochemical pharmacology. 67 (1): 87—96. PMID 14667931. doi:10.1016/j.bcp.2003.08.043.

[5] Hong, SS; Romstedt, KJ; Feller, DR; Hsu, FL; George, C; Cupps, TL; Lyon, RA; Miller, DD (1992). „Resolution and adrenergic activities of the optical isomers of 4-1-(1-naphthyl)ethyl-1H-imidazole”. Chirality. 4 (7): 432—8. PMID 1361151. doi:10.1002/chir.530040706.

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