MedKoo Cat#: 533005 | Name: ZK93426

Description:

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

ZK93426 is a potent, selective and competitive benzodiazepine receptor antagonist (IC50 values are 0.4 and 0.7 nM for inhibition of [3H]-flunitrazepam binding to rat cerebellum and hippocampus respectively)

Chemical Structure

ZK93426
ZK93426
CAS#89592-45-0

Theoretical Analysis

MedKoo Cat#: 533005

Name: ZK93426

CAS#: 89592-45-0

Chemical Formula: C18H20N2O3

Exact Mass: 312.1474

Molecular Weight: 312.37

Elemental Analysis: C, 69.21; H, 6.45; N, 8.97; O, 15.37

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
89592-45-0 (free) 1216792-30-1 (HCl)
Synonym
ZK93426; ZK 93426; ZK-93426.
IUPAC/Chemical Name
ethyl 4-methyl-5-(propan-2-yloxy)-9H-pyrido[3,4-b]indole-3-carboxylate
InChi Key
VMDUABMKBUKKPG-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H20N2O3/c1-5-22-18(21)17-11(4)15-13(9-19-17)20-12-7-6-8-14(16(12)15)23-10(2)3/h6-10,20H,5H2,1-4H3
SMILES Code
O=C(C1=C(C)C2=C(C=N1)NC3=C2C(OC(C)C)=CC=C3)OCC
Appearance
White to off-white 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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 312.37 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: Cho S, Kim S, Jin Z, Yang H, Han D, Baek NI, Jo J, Cho CW, Park JH, Shimizu M, Jin YH. Isoliquiritigenin, a chalcone compound, is a positive allosteric modulator of GABAA receptors and shows hypnotic effects. Biochem Biophys Res Commun. 2011 Oct 7;413(4):637-42. doi: 10.1016/j.bbrc.2011.09.026. Epub 2011 Sep 14. PMID: 21945440. 2: Yin W, Majumder S, Clayton T, Petrou S, VanLinn ML, Namjoshi OA, Ma C, Cromer BA, Roth BL, Platt DM, Cook JM. Design, synthesis, and subtype selectivity of 3,6-disubstituted β-carbolines at Bz/GABA(A)ergic receptors. SAR and studies directed toward agents for treatment of alcohol abuse. Bioorg Med Chem. 2010 Nov 1;18(21):7548-64. doi: 10.1016/j.bmc.2010.08.049. Epub 2010 Sep 29. PMID: 20888240; PMCID: PMC2972656. 3: You H, Kozuska JL, Paulsen IM, Dunn SM. Benzodiazepine modulation of the rat GABAA receptor α4β3γ2L subtype expressed in Xenopus oocytes. Neuropharmacology. 2010 Nov;59(6):527-33. doi: 10.1016/j.neuropharm.2010.07.011. Epub 2010 Jul 16. PMID: 20638393. 4: Ferretti V, Gilli P, Borea PA. Structural features controlling the binding of beta-carbolines to the benzodiazepine receptor. Acta Crystallogr B. 2004 Aug;60(Pt 4):481-9. doi: 10.1107/S0108768104013564. Epub 2004 Jul 19. PMID: 15258407. 5: Davies M, Bateson AN, Dunn SM. Structural requirements for ligand interactions at the benzodiazepine recognition site of the GABA(A) receptor. J Neurochem. 1998 May;70(5):2188-94. doi: 10.1046/j.1471-4159.1998.70052188.x. PMID: 9572307. 6: Pinna G, Galici R, Schneider HH, Stephens DN, Turski L. Alprazolam dependence prevented by substituting with the beta-carboline abecarnil. Proc Natl Acad Sci U S A. 1997 Mar 18;94(6):2719-23. doi: 10.1073/pnas.94.6.2719. PMID: 9122263; PMCID: PMC20156. 7: Clifton PG, Cooper SJ. The benzodiazepine partial receptor agonist, bretazenil, provokes a strong hyperphagic response: a meal pattern analysis in free feeding rats. Behav Pharmacol. 1996 Oct;7(5):454-461. PMID: 11224441. 8: Duka T, Ott H, Rohloff A, Voet B. The effects of a benzodiazepine receptor antagonist beta-carboline ZK-93426 on scopolamine-induced impairment on attention, memory and psychomotor skills. Psychopharmacology (Berl). 1996 Feb;123(4):361-73. doi: 10.1007/BF02246647. PMID: 8867876. 9: Turner JJ, Hodges H, Sinden JD, Gray JA. Comparison of radial maze performance of rats after ibotenate and quisqualate lesions of the forebrain cholinergic projection system: effects of pharmacological challenge and changes in training regime. Behav Pharmacol. 1992 Aug;3(4):359-73. PMID: 11224138. 10: Hagan JJ, Jansen JH, Broekkamp CL. Hemicholinium-3 impairs spatial learning and the deficit is reversed by cholinomimetics. Psychopharmacology (Berl). 1989;98(3):347-56. doi: 10.1007/BF00451686. PMID: 2526345. 11: Rodgers RJ, Randall JI. Are the analgesic effects of social defeat mediated by benzodiazepine receptors? Physiol Behav. 1987;41(3):279-89. doi: 10.1016/0031-9384(87)90364-7. PMID: 2829247.