PNU-120596
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Hodoodo CAT#: H526804

CAS#: 501925-31-1

Description: PNU-120596, also known as NSC 216666, is α7 nicotinic acetylcholine receptor positive allosteric modulator. PNU-120596 reverses a sub-chronic phencyclidine-induced cognitive deficit in the attentional set-shifting task in female rats. PNU-120596 augments the effects of donepezil on learning and memory in aged rodents and non-human primates.


Chemical Structure

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PNU-120596
CAS# 501925-31-1

Theoretical Analysis

Hodoodo Cat#: H526804
Name: PNU-120596
CAS#: 501925-31-1
Chemical Formula: C13H14ClN3O4
Exact Mass: 311.07
Molecular Weight: 311.722
Elemental Analysis: C, 50.09; H, 4.53; Cl, 11.37; N, 13.48; O, 20.53

Price and Availability

Size Price Availability Quantity
10mg USD 210 2 Weeks
25mg USD 450 2 Weeks
50mg USD 700 2 Weeks
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Synonym: PNU-120596; PNU 120596; PNU120596; NSC 216666; NSC-216666; NSC216666.

IUPAC/Chemical Name: 1-(5-Chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea

InChi Key: CEIIEALEIHQDBX-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H14ClN3O4/c1-7-4-12(17-21-7)16-13(18)15-9-5-8(14)10(19-2)6-11(9)20-3/h4-6H,1-3H3,(H2,15,16,17,18)

SMILES Code: O=C(NC1=NOC(C)=C1)NC2=CC(Cl)=C(OC)C=C2OC

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: >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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 311.72 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Marotta CB, Lester HA, Dougherty DA. An Unaltered Orthosteric Site and a Network of Long-Range Allosteric Interactions for PNU-120596 in α7 Nicotinic Acetylcholine Receptors. Chem Biol. 2015 Aug 20;22(8):1063-73. doi: 10.1016/j.chembiol.2015.06.018. Epub 2015 Jul 23. PubMed PMID: 26211363; PubMed Central PMCID: PMC4547686.

2: Szabo AK, Pesti K, Mike A, Vizi ES. Mode of action of the positive modulator PNU-120596 on α7 nicotinic acetylcholine receptors. Neuropharmacology. 2014 Jun;81:42-54. doi: 10.1016/j.neuropharm.2014.01.033. Epub 2014 Jan 31. PubMed PMID: 24486377.

3: Kalappa BI, Uteshev VV. The dual effect of PNU-120596 on α7 nicotinic acetylcholine receptor channels. Eur J Pharmacol. 2013 Oct 15;718(1-3):226-34. doi: 10.1016/j.ejphar.2013.08.027. Epub 2013 Sep 11. PubMed PMID: 24036349; PubMed Central PMCID: PMC3839061.

4: Callahan PM, Hutchings EJ, Kille NJ, Chapman JM, Terry AV Jr. Positive allosteric modulator of α7 nicotinic-acetylcholine receptors, PNU-120596 augments the effects of donepezil on learning and memory in aged rodents and non-human primates. Neuropharmacology. 2013 Apr;67:201-12. doi: 10.1016/j.neuropharm.2012.10.019. Epub 2012 Nov 17. PubMed PMID: 23168113; PubMed Central PMCID: PMC3562411.

5: Munro G, Hansen R, Erichsen H, Timmermann D, Christensen J, Hansen H. The α7 nicotinic ACh receptor agonist compound B and positive allosteric modulator PNU-120596 both alleviate inflammatory hyperalgesia and cytokine release in the rat. Br J Pharmacol. 2012 Sep;167(2):421-35. doi: 10.1111/j.1476-5381.2012.02003.x. PubMed PMID: 22536953; PubMed Central PMCID: PMC3481048.

6: Uteshev VV. Somatic integration of single ion channel responses of α7 nicotinic acetylcholine receptors enhanced by PNU-120596. PLoS One. 2012;7(3):e32951. doi: 10.1371/journal.pone.0032951. Epub 2012 Mar 30. PubMed PMID: 22479351; PubMed Central PMCID: PMC3316542.

7: Li H, Zhang ZZ, Zhan J, He XH, Song XM, Wang YL. Protective effect of PNU-120596, a selective alpha7 nicotinic acetylcholine receptor-positive allosteric modulator, on myocardial ischemia-reperfusion injury in rats. J Cardiovasc Pharmacol. 2012 Jun;59(6):507-13. doi: 10.1097/FJC.0b013e31824c86c3. PubMed PMID: 22343370.

8: McLean SL, Idris NF, Grayson B, Gendle DF, Mackie C, Lesage AS, Pemberton DJ, Neill JC. PNU-120596, a positive allosteric modulator of α7 nicotinic acetylcholine receptors, reverses a sub-chronic phencyclidine-induced cognitive deficit in the attentional set-shifting task in female rats. J Psychopharmacol. 2012 Sep;26(9):1265-70. doi: 10.1177/0269881111431747. Epub 2011 Dec 18. PubMed PMID: 22182741.

9: Williams DK, Wang J, Papke RL. Investigation of the molecular mechanism of the α7 nicotinic acetylcholine receptor positive allosteric modulator PNU-120596 provides evidence for two distinct desensitized states. Mol Pharmacol. 2011 Dec;80(6):1013-32. doi: 10.1124/mol.111.074302. Epub 2011 Sep 1. PubMed PMID: 21885620; PubMed Central PMCID: PMC3228536.

10: Kalappa BI, Gusev AG, Uteshev VV. Activation of functional α7-containing nAChRs in hippocampal CA1 pyramidal neurons by physiological levels of choline in the presence of PNU-120596. PLoS One. 2010 Nov 12;5(11):e13964. doi: 10.1371/journal.pone.0013964. PubMed PMID: 21103043; PubMed Central PMCID: PMC2980465.

11: Gusev AG, Uteshev VV. Physiological concentrations of choline activate native alpha7-containing nicotinic acetylcholine receptors in the presence of PNU-120596 [1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)-urea]. J Pharmacol Exp Ther. 2010 Feb;332(2):588-98. doi: 10.1124/jpet.109.162099. Epub 2009 Nov 18. PubMed PMID: 19923442; PubMed Central PMCID: PMC2812114.

12: Livingstone PD, Dickinson JA, Srinivasan J, Kew JN, Wonnacott S. Glutamate-dopamine crosstalk in the rat prefrontal cortex is modulated by Alpha7 nicotinic receptors and potentiated by PNU-120596. J Mol Neurosci. 2010 Jan;40(1-2):172-6. doi: 10.1007/s12031-009-9232-5. Epub 2009 Aug 18. PubMed PMID: 19688191.

13: Barron SC, McLaughlin JT, See JA, Richards VL, Rosenberg RL. An allosteric modulator of alpha7 nicotinic receptors, N-(5-Chloro-2,4-dimethoxyphenyl)-N'-(5-methyl-3-isoxazolyl)-urea (PNU-120596), causes conformational changes in the extracellular ligand binding domain similar to those caused by acetylcholine. Mol Pharmacol. 2009 Aug;76(2):253-63. doi: 10.1124/mol.109.056226. Epub 2009 May 1. PubMed PMID: 19411608; PubMed Central PMCID: PMC2713121.