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MedKoo Cat#: 461820 | Name: Sarmazenil

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sarmazenil is a benzodiazepine receptor partial inverse agonist.

Chemical Structure

Sarmazenil
Sarmazenil
CAS#78771-13-8

Theoretical Analysis

MedKoo Cat#: 461820

Name: Sarmazenil

CAS#: 78771-13-8

Chemical Formula: C15H14ClN3O3

Exact Mass: 319.0724

Molecular Weight: 319.74

Elemental Analysis: C, 56.35; H, 4.41; Cl, 11.09; N, 13.14; O, 15.01

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Sarmazenil; Sarmazenilum;
IUPAC/Chemical Name
ethyl 7-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate
InChi Key
WSDBAFQWNWJTNG-UHFFFAOYSA-N
InChi Code
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
SMILES Code
O=C(C1=C(CN2C)N(C=N1)C3=CC=CC(Cl)=C3C2=O)OCC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 319.74 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Nave R, Herer P, Lavie P. The intrinsic effects of sarmazenil on sleep propensity and performance level of sleep-deprived subjects. Psychopharmacology (Berl). 1994 Jul;115(3):366-70. PubMed PMID: 7871077. 2: Martin JR, Moreau JL, Jenck F, Pieri L. Sarmazenil-precipitated withdrawal: a reliable method for assessing dependence liability of benzodiazepine receptor ligands. Pharmacol Biochem Behav. 1998 Apr;59(4):939-44. PubMed PMID: 9586852. 3: López-Romero B, Evrard G, Durant F, Sevrin M, George P. Molecular structure and stereoelectronic properties of sarmazenil--a weak inverse agonist at the omega modulatory sites (benzodiazepine receptors): comparison with bretazenil and flumazenil. Bioorg Med Chem. 1998 Oct;6(10):1745-57. PubMed PMID: 9839004. 4: Johnson CB, Bloomfield M, Taylor PM. Effects of midazolam and sarmazenil on the equine electroencephalogram during anaesthesia with halothane in oxygen. J Vet Pharmacol Ther. 2003 Apr;26(2):105-12. PubMed PMID: 12667179. 5: Müller JM, Feige K, Kästner SB, Naegeli H. The use of sarmazenil in the treatment of a moxidectin intoxication in a foal. J Vet Intern Med. 2005 May-Jun;19(3):348-9. PubMed PMID: 15954550. 6: Meyer HP, Legemate DA, van den Brom W, Rothuizen J. Improvement of chronic hepatic encephalopathy in dogs by the benzodiazepine-receptor partial inverse agonist sarmazenil, but not by the antagonist flumazenil. Metab Brain Dis. 1998 Sep;13(3):241-51. PubMed PMID: 9804368. 7: Henke J, Roberts U, Otto K, Lendl C, Matis U, Brill T, Erhardt W. [Clinical investigations of an i.m. combination anesthesia with fentanylclimazolam/xylazine and postoperative i.v. antagonism with naloxone/sarmazenil/yohimbine in guinea pigs]. Tierarztl Prax. 1996 Feb;24(1):85-7. German. PubMed PMID: 8720962. 8: Walzer C, Huber C. Partial antagonism of tiletamine-zolazepam anesthesia in cheetah. J Wildl Dis. 2002 Apr;38(2):468-72. PubMed PMID: 12038151. 9: Adami C, Wenker C, Hoby S, Morath U, Bergadano A. Anaesthesia with medetomidine-ketamine-isoflurane with and without midazolam, in eight captive chimpanzees (Pan troglodytes) premedicated with oral zuclopenthixol. Schweiz Arch Tierheilkd. 2013 Aug;155(8):471-6. doi: 10.1024/0036-7281/a000493. PubMed PMID: 23919974. 10: Wenger S, Hoby S, Wyss F, Adami C, Wenker C. Anaesthesia with medetomidine, midazolam and ketamine in six gorillas after premedication with oral zuclopenthixol dihydrochloride. Vet Anaesth Analg. 2013 Mar;40(2):176-80. doi: 10.1111/j.1467-2995.2012.00761.x. Epub 2012 Aug 8. PubMed PMID: 22882576. 11: Evans EB, Balster RL. Effects of methoxyflurane and flurothyl in mice trained to discriminate pentylenetetrazol from saline. Behav Pharmacol. 1992 Oct;3(5):465-473. PubMed PMID: 11224149. 12: Woods R, McLean S, Nicol S, Burton H. Antagonism of some cyclohexamine-based drug combinations used for chemical restraint of southern elephant seals (Mirounga leonina). Aust Vet J. 1995 May;72(5):165-71. PubMed PMID: 7661816. 13: Auer U, Wenger S, Beigelböck C, Zenker W, Mosing M. Total intravenous anesthesia with midazolam, ketamine, and xylazine or detomidine following induction with tiletamine, zolazepam, and xylazine in red deer (Cervus elaphus hippelaphus) undergoing surgery. J Wildl Dis. 2010 Oct;46(4):1196-203. PubMed PMID: 20966270. 14: Janovsky M, Tataruch F, Ambuehl M, Giacometti M. A Zoletil-Rompun mixture as an alternative to the use of opioids for immobilization of feral red deer. J Wildl Dis. 2000 Oct;36(4):663-9. PubMed PMID: 11085427. 15: Meyer HP, Rothuizen J. Modulation of the GABAergic tone by benzodiazepine receptor ligands in chronic hepatic encephalopathy in the dog. Vet Q. 1998;20 Suppl 1:S100-1. PubMed PMID: 9652036. 16: Rowlett JK, Wilcox KM, Woolverton WL. Discriminative stimulus effects of ethyl-beta-carboline-3-carboxylate at two training doses in rats. Psychopharmacology (Berl). 1999 Aug;145(3):324-32. PubMed PMID: 10494582. 17: Bettschart-Wolfensberger R, Taylor PM, Sear JW, Bloomfield MR, Rentsch K, Dawling S. Physiologic effects of anesthesia induced and maintained by intravenous administration of a climazolam-ketamine combination in ponies premedicated with acepromazine and xylazine. Am J Vet Res. 1996 Oct;57(10):1472-7. PubMed PMID: 8896687. 18: Larenza MP, Zanolari P, Jäggin-Schmucker N. Balanced anesthesia and ventilation strategies for an alpaca (Lama pacos) with an increased anesthetic-risk. Schweiz Arch Tierheilkd. 2008 Feb;150(2):77-81. PubMed PMID: 18369052. 19: Martin JR, Jenck F, Moreau JL. Comparison of benzodiazepine receptor ligands with partial agonistic, antagonistic or partial inverse agonistic properties in precipitating withdrawal in squirrel monkeys. J Pharmacol Exp Ther. 1995 Oct;275(1):405-11. PubMed PMID: 7562578.

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