Sarmazenil

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]

Sarmazenil

Clinical data
AHFS/Drugs.com	International Drug Names
ATCvet code	QV03AB91 (WHO)
Identifiers
IUPAC name 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^Y
PubChem CID	71231
ChemSpider	64366^N
UNII	F84AE7X24P
ChEMBL	ChEMBL46547^N
CompTox Dashboard (EPA)	DTXSID70229281
Chemical and physical data
Formula	C15H14ClN3O3
Molar mass	319.75 g·mol^−1
3D model (JSmol)	Interactive image
SMILES 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
^NY (what is this?)  (verify)

See also

• GABA_A receptor negative allosteric modulator
• GABA_A 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.