Sarmazenil

Chemical compound
  • QV03AB91 (WHO)
Identifiers
  • Ethyl 7-chloro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
CAS Number
  • 78771-13-8 checkY
PubChem CID
  • 71231
ChemSpider
  • 64366 ☒N
UNII
  • F84AE7X24P
ChEMBL
  • ChEMBL46547 ☒N
CompTox Dashboard (EPA)
  • DTXSID70229281 Edit this at Wikidata
Chemical and physical dataFormulaC15H14ClN3O3Molar mass319.75 g·mol−13D model (JSmol)
  • Interactive image
  • CCOC(=O)C1=C2CN(C(=O)C3=C(N2C=N1)C=CC=C3Cl)C
InChI
  • InChI=1S/C15H14ClN3O3/c1-3-22-15(21)13-11-7-18(2)14(20)12-9(16)5-4-6-10(12)19(11)8-17-13/h4-6,8H,3,7H2,1-2H3 ☒N
  • Key:WSDBAFQWNWJTNG-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Sarmazenil (Ro15-3505) is a drug from the benzodiazepine family. It acts as a partial inverse agonist of benzodiazepine receptors,[1] meaning that it causes the opposite effects to most benzodiazepine drugs, and instead acts as an anxiogenic and convulsant. It is used in veterinary medicine to reverse the effects of benzodiazepine sedative drugs in order to rapidly re-awaken anesthetized animals.[2][3][4]

See also

  • GABAA receptor negative allosteric modulator
  • GABAA receptor § Ligands

References

  1. ^ López-Romero B, Evrard G, Durant F, Sevrin M, George P (October 1998). "Molecular structure and stereoelectronic properties of sarmazenil--a weak inverse agonist at the omega modulatory sites (benzodiazepine receptors): comparison with bretazenil and flumazenil". Bioorganic & Medicinal Chemistry. 6 (10): 1745–57. doi:10.1016/S0968-0896(98)00117-5. PMID 9839004.
  2. ^ Henke J, Roberts U, Otto K, Lendl C, Matis U, Brill T, Erhardt W (February 1996). "[Clinical investigations of an i.m. combination anesthesia with fentanylclimazolam/xylazine and postoperative i.v. antagonism with naloxone/sarmazenil/yohimbine in guinea pigs]". Tierarztliche Praxis (in German). 24 (1): 85–7. PMID 8720962.
  3. ^ Janovsky M, Tataruch F, Ambuehl M, Giacometti M (October 2000). "A Zoletil-Rompun mixture as an alternative to the use of opioids for immobilization of feral red deer". Journal of Wildlife Diseases. 36 (4): 663–9. doi:10.7589/0090-3558-36.4.663. PMID 11085427.
  4. ^ Walzer C, Huber C (April 2002). "Partial antagonism of tiletamine-zolazepam anesthesia in cheetah". Journal of Wildlife Diseases. 38 (2): 468–72. doi:10.7589/0090-3558-38.2.468. PMID 12038151. S2CID 31934971.
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Benzodiazepines
1,4-Benzodiazepines
1,5-Benzodiazepines2,3-Benzodiazepines*TriazolobenzodiazepinesImidazobenzodiazepinesOxazolobenzodiazepinesThienodiazepinesThienotriazolodiazepinesThienobenzodiazepines*PyridodiazepinesPyridotriazolodiazepinesPyrazolodiazepinesPyrrolodiazepinesTetrahydroisoquinobenzodiazepinesPyrrolobenzodiazepines*Benzodiazepine prodrugs
* atypical activity profile (not GABAA receptor ligands)
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GABA receptor modulators
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAATooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators
Stub icon

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