Org-26576 | CAS# 1026791-61-6 | AMPA glutamate receptor

MedKoo Cat#: 530106 | Name: Org-26576

Description:

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

Org-26576 is an AMPA glutamate receptor modulator potentially for the treatment of depression and attention deficit disorder. Org 26576 acts by modulating ionotropic AMPA-type glutamate receptors to enhance glutamatergic neurotransmission.

Chemical Structure

Org-26576

CAS#1026791-61-6

Theoretical Analysis

MedKoo Cat#: 530106

Name: Org-26576

CAS#: 1026791-61-6

Chemical Formula: C11H12N2O2

Exact Mass: 204.0900

Molecular Weight: 204.23

Elemental Analysis: C, 64.69; H, 5.92; N, 13.72; O, 15.67

Price and Availability

Size	Price	Availability
5mg	USD 90.00	Ready to ship
10mg	USD 150.00	Ready to ship
25mg	USD 250.00	Ready to ship
50mg	USD 450.00	Ready to ship
100mg	USD 800.00	Ready to ship

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Related CAS #

100044-96-0 1026791-61-6

Synonym

Org-26576; Org26576; Org 26576

IUPAC/Chemical Name

(3S)-3,4-Propano-2,3-dihydropyrido[3,2-f][1,4]oxazepine-5(4H)-one

InChi Key

FIKUEZUFASUKAH-QMMMGPOBSA-N

InChi Code

InChI=1S/C11H12N2O2/c14-11-9-4-1-5-12-10(9)15-7-8-3-2-6-13(8)11/h1,4-5,8H,2-3,6-7H2/t8-/m0/s1

SMILES Code

O=C1N(CCC2)[C@]2([H])COC3=NC=CC=C13

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

Related CAS# 100044-96-0

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#SSC70213

QC Data

View QC data: current batch, Lot#SSC70213

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Org-26576 is a AMPA receptor positive allosteric modulator.

In vitro activity:

TBD

In vivo activity:

The actions of subchronic Org 26576 administration on spatial reference memory performance were evaluated using the 5-day Morris water maze task in male Sprague-Dawley rats, at doses of 1, 3 and 10 mg/kg twice daily through intraperitoneal injection over 12 days. Org 26576 exerted a dose and time-dependent effect on spatial learning, with dosages of 3 and 10 mg/kg significantly enhancing acquisition on day 1. Globally, escape latency decreased significantly as the training days progressed in the saline and Org 26576-treated groups, indicating that significant and equal learning had taken place over the learning period. At the end of the learning period, all doses of Org 26576 significantly improved spatial memory storage/retrieval without confounding effects in the cued version of the task. Reference: Behav Pharmacol. 2009 Oct;20(7):662-7. https://journals.lww.com/behaviouralpharm/Abstract/2009/10000/The_ampakine,_Org_26576,_bolsters_early_spatial.14.aspx

	Solvent	mg/mL	mM
Solubility
	DMSO	20.0	97.90

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 204.23 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.

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

Formulation protocol:

1. Hamlyn E, Brand L, Shahid M, Harvey BH. The ampakine, Org 26576, bolsters early spatial reference learning and retrieval in the Morris water maze: a subchronic, dose-ranging study in rats. Behav Pharmacol. 2009 Oct;20(7):662-7. doi: 10.1097/FBP.0b013e328331ba1b. PMID: 19741506.

In vitro protocol:

TBD

In vivo protocol:

1: Nations KR, Dogterom P, Bursi R, Schipper J, Greenwald S, Zraket D, Gertsik L, Johnstone J, Lee A, Pande Y, Ruigt G, Ereshefsky L. Examination of Org 26576, an AMPA receptor positive allosteric modulator, in patients diagnosed with major depressive disorder: an exploratory, randomized, double-blind, placebo-controlled trial. J Psychopharmacol. 2012 Dec;26(12):1525-39. doi: 10.1177/0269881112458728. PubMed PMID: 22954616. 2: Nations KR, Bursi R, Dogterom P, Ereshefsky L, Gertsik L, Mant T, Schipper J. Maximum tolerated dose evaluation of the AMPA modulator Org 26576 in healthy volunteers and depressed patients: a summary and method analysis of bridging research in support of phase II dose selection. Drugs R D. 2012 Sep 1;12(3):127-39. doi: 10.2165/11634360-000000000-00000. PubMed PMID: 22852579; PubMed Central PMCID: PMC3585695. 3: Adler LA, Kroon RA, Stein M, Shahid M, Tarazi FI, Szegedi A, Schipper J, Cazorla P. A translational approach to evaluate the efficacy and safety of the novel AMPA receptor positive allosteric modulator org 26576 in adult attention-deficit/hyperactivity disorder. Biol Psychiatry. 2012 Dec 1;72(11):971-7. doi: 10.1016/j.biopsych.2012.05.012. PubMed PMID: 22771238. 4: Fumagalli F, Calabrese F, Luoni A, Shahid M, Racagni G, Riva MA. The AMPA receptor potentiator Org 26576 modulates stress-induced transcription of BDNF isoforms in rat hippocampus. Pharmacol Res. 2012 Feb;65(2):176-81. doi: 10.1016/j.phrs.2011.10.004. PubMed PMID: 22079295. 5: Jardemark K, Marcus MM, Malmerfelt A, Shahid M, Svensson TH. Differential effects of AMPA receptor potentiators and glycine reuptake inhibitors on antipsychotic efficacy and prefrontal glutamatergic transmission. Psychopharmacology (Berl). 2012 May;221(1):115-31. doi: 10.1007/s00213-011-2554-3. PubMed PMID: 22068461. 6: Bursi R, Erdemli G, Campbell R, Hutmacher MM, Kerbusch T, Spanswick D, Jeggo R, Nations KR, Dogterom P, Schipper J, Shahid M. Translational PK-PD modelling of molecular target modulation for the AMPA receptor positive allosteric modulator Org 26576. Psychopharmacology (Berl). 2011 Dec;218(4):713-24. doi: 10.1007/s00213-011-2365-6. PubMed PMID: 21647578. 7: Hamlyn E, Brand L, Shahid M, Harvey BH. The ampakine, Org 26576, bolsters early spatial reference learning and retrieval in the Morris water maze: a subchronic, dose-ranging study in rats. Behav Pharmacol. 2009 Oct;20(7):662-7. doi: 10.1097/FBP.0b013e328331ba1b. PubMed PMID: 19741506. 8: Su XW, Li XY, Banasr M, Koo JW, Shahid M, Henry B, Duman RS. Chronic treatment with AMPA receptor potentiator Org 26576 increases neuronal cell proliferation and survival in adult rodent hippocampus. Psychopharmacology (Berl). 2009 Oct;206(2):215-22. doi: 10.1007/s00213-009-1598-0. PubMed PMID: 19603152. 9: Dawson N, Ferrington L, Olverman HJ, Kelly PA. Novel analysis for improved validity in semi-quantitative 2-deoxyglucose autoradiographic imaging. J Neurosci Methods. 2008 Oct 30;175(1):25-35. doi: 10.1016/j.jneumeth.2008.07.020. PubMed PMID: 18762213. 10: Jordan GR, McCulloch J, Shahid M, Hill DR, Henry B, Horsburgh K. Regionally selective and dose-dependent effects of the ampakines Org 26576 and Org 24448 on local cerebral glucose utilisation in the mouse as assessed by 14C-2-deoxyglucose autoradiography. Neuropharmacology. 2005 Aug;49(2):254-64. PubMed PMID: 15993447.