The Full Wiki

More info on 4-NEMD

4-NEMD: Wikis

Advertisements

Note: Many of our articles have direct quotes from sources you can cite, within the Wikipedia article! This article doesn't yet, but we're working on it! See more info or our list of citable articles.

Encyclopedia

From Wikipedia, the free encyclopedia

4-NEMD
Systematic (IUPAC) name
4-(1-naphthalen- 1-ylethyl)- 1H-imidazole
Identifiers
CAS number 137967-81-8
ATC code  ?
PubChem 132110
Chemical data
Formula C15H14N2 
Mol. mass 222.285 g/mol
SMILES eMolecules & PubChem
Therapeutic considerations
Pregnancy cat.  ?
Legal status

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.[1] 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,[2][3] which may have selectivity for the different subtypes of the alpha-2 receptor.[4] It has two isomers, with the (S) isomer being the more potent, as with medetomidine.[5] 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.[6]

References

  1. ^ 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
  2. ^ 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
  3. ^ 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
  4. ^ 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
  5. ^ 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
  6. ^ Fu-Lian Hsu and William P. Ashman. 4-(1-(1-naphthalenyl)ethyl)- 1H- imidazole, method of making and use as an anesthetic agent. US patent 5151526.
Advertisements

Advertisements






Got something to say? Make a comment.
Your name
Your email address
Message