IUPAC_name = 4-(1-naphthalen-1-ylethyl)-1H-imidazole

CAS_number = 137967-81-8
ATC_prefix =
ATC_suffix =
ATC_supplemental =
PubChem = 132110
DrugBank =
C=15 | H=14 | N=2
molecular_weight = 222.285 g/mol
smiles = CC(C1=CC=CC2=CC=CC=C21)C3=CN=CN3
bioavailability =
protein_bound =
metabolism =
elimination_half-life =
excretion =
pregnancy_AU =
pregnancy_US =
pregnancy_category =
legal_AU =
legal_UK =
legal_US =
legal_status =
routes_of_administration =

4-NEMD is a potent sedative drug which acts as a selective alpha-2 adrenergic agonist. It is closely related to dexmedetomidine but is several times more potent. [Hong SS, Romstedt KJ, Feller DR, Hsu FL, Cupps TL, Lyon RA, Miller DD. 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 Medicinal Chemistry". 1994 Jul 22;37(15):2328-33. PMID 7914537] Like other alpha-2 agonists, it produces sedative and muscle relaxant effects but without producing respiratory depression. It is not currently used in medicine but has been researched as the basis for a potential new generation of alpha-2 agonist drugs, [Zhang X, Yao XT, Dalton JT, Shams G, Lei L, Patil PN, Feller DR, Hsu FL, George C, Miller DD. Medetomidine analogs as alpha 2-adrenergic ligands. 2. Design, synthesis, and biological activity of conformationally restricted naphthalene derivatives of medetomidine. "Journal of Medicinal Chemistry". 1996 Jul 19;39(15):3001-13. PMID 8709134] [Zhang X, De Los Angeles JE, He MY, Dalton JT, Shams G, Lei L, Patil PN, Feller DR, Miller DD, Hsu FL. 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 Medicinal Chemistry". 1997 Sep 12;40(19):3014-24. PMID 9301663] which may have selectivity for the different subtypes of the alpha-2 receptor. [Lalchandani SG, Zhang X, Hong SS, Liggett SB, Li W, Moore BM 2nd, Miller DD, Feller DR. Medetomidine analogs as selective agonists for the human alpha2-adrenoceptors. "Biochemical Pharmacology". 2004 Jan 1;67(1):87-96. PMID 14667931] It has two isomers, with the (S) isomer being the more potent, as with medetomidine. [Hong SS, Romstedt KJ, Feller DR, Hsu FL, George C, Cupps TL, Lyon RA, Miller DD. Resolution and adrenergic activities of the optical isomers of 4- [1-(1-naphthyl)ethyl] -1H-imidazole. "Chirality". 1992;4(7):432-8. PMID 1361151] 4-NEMD was also investigated by the United States military as an anaesthetic agent, most likely for use in surgery but possibly also for use as a non-lethal incapacitating agent. [ [http://www.google.com/patents?id=MLUiAAAAEBAJ&dq=5151526 Fu-Lian Hsu and William P. Ashman. 4-(1-(1-naphthalenyl)ethyl)-1H-imidazole, method of making and use as an anaesthetic agent. US patent 5151526.] ]


Wikimedia Foundation. 2010.

Look at other dictionaries:

  • NEMD — nonspecific esophageal motor dysfunction …   Medical dictionary

  • NEMD — • nonspecific esophageal motor dysfunction …   Dictionary of medical acronyms & abbreviations

  • Mirtazapine — Systematic (IUPAC) name …   Wikipedia

  • Amitriptyline — Systematic (IUPAC) name …   Wikipedia

  • Hydroxyzine — Systematic (IUPAC) name (±) 2 (2 {4 [(4 chlorophenyl) phe …   Wikipedia

  • Doxepin — mixture of cis and trans isomers Systematic (IUPAC) name (E/Z) 3 (dibenzo[b,e]oxepin 11(6H) ylidene) N,N dimethylpropan 1 amine …   Wikipedia

  • Trazodone — Systematic (IUPAC) name 2 {3 [4 (3 chloro …   Wikipedia

  • Esophageal dysphagia — arises from the body of the esophagus, lower esophageal sphincter, or cardia of the stomach. Usually due to mechanical causes or motility problems.cite web |url=http://www.aafp.org/afp/20000415/2453.html |title=Evaluation and Treatment of… …   Wikipedia

  • Guanethidine — Systematic (IUPAC) name 2 [2 (azocan 1 yl)ethyl]guanidine Clinical data AHFS/Drugs.com …   Wikipedia

  • Mianserin — Systematic (IUPAC) name (±) 2 methyl 1,2,3,4,10,14b hexahydrodibenzo[c,f]pyrazino[1,2 a]azepine Clinical data AHFS/Drugs.com …   Wikipedia

Share the article and excerpts

Direct link
Do a right-click on the link above
and select “Copy Link”

We are using cookies for the best presentation of our site. Continuing to use this site, you agree with this.