MedKoo Cat#: 556105 | Name: BU-224 HCl
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Description:

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

BU-224 is a Putative I2 antagonist; and a high affinity ligand for the imidazoline I2 binding site (Ki = 2.1 nM). BU224 reverses cognitive deficits, reduces microgliosis and enhances synaptic connectivity in a mouse model of Alzheimer's disease.

Chemical Structure

BU-224 HCl
BU-224 HCl
CAS#205437-64-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 556105

Name: BU-224 HCl

CAS#: 205437-64-5 (HCl)

Chemical Formula: C12H12ClN3

Exact Mass: 0.0000

Molecular Weight: 233.70

Elemental Analysis: C, 61.67; H, 5.18; Cl, 15.17; N, 17.98

Price and Availability

Size Price Availability Quantity
50mg USD 550.00 2 Weeks
100mg USD 950.00 2 Weeks
200mg USD 1,650.00 2 Weeks
500mg USD 2,650.00 2 Weeks
1g USD 3,650.00 2 Weeks
2g USD 6,250.00 2 Weeks
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Related CAS #
205437-64-5 (HCl) 187173-05-3 (free base)
Synonym
BU-224 HCl; BU-224; BU 224; BU224;
IUPAC/Chemical Name
2-(4,5-Dihydroimidazol-2-yl)quinoline hydrochloride
InChi Key
DDFHQXAQWZWRSQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H11N3.ClH/c1-2-4-10-9(3-1)5-6-11(15-10)12-13-7-8-14-12;/h1-6H,7-8H2,(H,13,14);1H
SMILES Code
[H]Cl.C1(C2=NCCN2)=NC3=CC=CC=C3C=C1
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 233.70 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: Mirzaei N, Mota BC, Birch AM, Davis N, Romero-Molina C, Katsouri L, Palmer EOC, Golbano A, Riggall LJ, Nagy I, Tyacke R, Nutt DJ, Sastre M. Imidazoline ligand BU224 reverses cognitive deficits, reduces microgliosis and enhances synaptic connectivity in a mouse model of Alzheimer's disease. Br J Pharmacol. 2021 Feb;178(3):654-671. doi: 10.1111/bph.15312. Epub 2020 Dec 27. PMID: 33140839. 2: Kotagale N, Dixit M, Garmelwar H, Bhondekar S, Umekar M, Taksande B. Agmatine reverses memory deficits induced by Aβ1-42 peptide in mice: A key role of imidazoline receptors. Pharmacol Biochem Behav. 2020 Sep;196:172976. doi: 10.1016/j.pbb.2020.172976. Epub 2020 Jun 26. PMID: 32598984. 3: Cobos-Puc LE, Sánchez-López A, Centurión D. Pharmacological analysis of the cardiac sympatho-inhibitory actions of moxonidine and agmatine in pithed spontaneously hypertensive rats. Eur J Pharmacol. 2016 Nov 15;791:25-36. doi: 10.1016/j.ejphar.2016.08.017. Epub 2016 Aug 24. PMID: 27565220. 4: Keller B, García-Sevilla JA. Inhibitory effects of imidazoline receptor ligands on basal and kainic acid-induced neurotoxic signalling in mice. J Psychopharmacol. 2016 Sep;30(9):875-86. doi: 10.1177/0269881116652579. Epub 2016 Jun 14. PMID: 27302941. 5: Thorn DA, Qiu Y, Jia S, Zhang Y, Li JX. Antinociceptive effects of imidazoline I2 receptor agonists in the formalin test in rats. Behav Pharmacol. 2016 Jun;27(4):377-83. doi: 10.1097/FBP.0000000000000206. PMID: 26599907; PMCID: PMC4842102. 6: Keller B, García-Sevilla JA. Immunodetection and subcellular distribution of imidazoline receptor proteins with three antibodies in mouse and human brains: Effects of treatments with I1- and I2-imidazoline drugs. J Psychopharmacol. 2015 Sep;29(9):996-1012. doi: 10.1177/0269881115586936. Epub 2015 Jun 2. PMID: 26038110. 7: Qiu Y, Zhang Y, Li JX. Discriminative stimulus effects of the imidazoline I2 receptor ligands BU224 and phenyzoline in rats. Eur J Pharmacol. 2015 Feb 15;749:133-41. doi: 10.1016/j.ejphar.2015.01.013. Epub 2015 Jan 21. PMID: 25617792; PMCID: PMC4331254. 8: Qiu Y, He XH, Zhang Y, Li JX. Discriminative stimulus effects of the novel imidazoline I₂ receptor ligand CR4056 in rats. Sci Rep. 2014 Oct 13;4:6605. doi: 10.1038/srep06605. PMID: 25308382; PMCID: PMC4194429. 9: Min JW, Peng BW, He X, Zhang Y, Li JX. Gender difference in epileptogenic effects of 2-BFI and BU224 in mice. Eur J Pharmacol. 2013 Oct 15;718(1-3):81-6. doi: 10.1016/j.ejphar.2013.09.016. Epub 2013 Sep 17. PMID: 24055191; PMCID: PMC3825820. 10: Zádori ZS, Fehér Á, Al-Khrasani M, Lackó E, Tóth VE, Brancati SB, Hein L, Mátyus P, Gyires K. Imidazoline versus alpha₂-adrenoceptors in the control of gastric motility in mice. Eur J Pharmacol. 2013 Apr 5;705(1-3):61-7. doi: 10.1016/j.ejphar.2013.02.043. Epub 2013 Mar 13. PMID: 23499689. 11: Yang TT, Ku PM, Hsu CT, Chung HH, Lee WJ, Cheng JT. Mediation of AMP kinase in the increase of glucose uptake in L6 cells induced by activation of imidazoline I-2 receptors. Horm Metab Res. 2013 May;45(5):359-63. doi: 10.1055/s-0032-1331184. Epub 2012 Dec 7. PMID: 23225245. 12: Mar GY, Chou MT, Chung HH, Chiu NH, Chen MF, Cheng JT. Changes of imidazoline receptors in spontaneously hypertensive rats. Int J Exp Pathol. 2013 Feb;94(1):17-24. doi: 10.1111/iep.12000. Epub 2012 Nov 24. PMID: 23176371; PMCID: PMC3575869. 13: Bhalla S, Ali I, Lee H, Andurkar SV, Gulati A. Potentiation of oxycodone antinociception in mice by agmatine and BMS182874 via an imidazoline I2 receptor-mediated mechanism. Pharmacol Biochem Behav. 2013 Jan;103(3):550-60. doi: 10.1016/j.pbb.2012.10.007. Epub 2012 Oct 26. PMID: 23103903. 14: Garau C, Miralles A, García-Sevilla JA. Chronic treatment with selective I2-imidazoline receptor ligands decreases the content of pro-apoptotic markers in rat brain. J Psychopharmacol. 2013 Feb;27(2):123-34. doi: 10.1177/0269881112450785. Epub 2012 Jun 20. PMID: 22719017. 15: An XF, Zhang Y, Winter JC, Li JX. Effects of imidazoline I(2) receptor agonists and morphine on schedule-controlled responding in rats. Pharmacol Biochem Behav. 2012 May;101(3):354-9. doi: 10.1016/j.pbb.2012.01.024. Epub 2012 Feb 7. PMID: 22330673. 16: Zhang F, Ding T, Yu L, Zhong Y, Dai H, Yan M. Dexmedetomidine protects against oxygen-glucose deprivation-induced injury through the I2 imidazoline receptor-PI3K/AKT pathway in rat C6 glioma cells. J Pharm Pharmacol. 2012 Jan;64(1):120-7. doi: 10.1111/j.2042-7158.2011.01382.x. Epub 2011 Nov 24. PMID: 22150679. 17: Lin KC, Yeh LR, Chen LJ, Wen YJ, Cheng KC, Cheng JT. Plasma glucose-lowering action of allantoin is induced by activation of imidazoline I-2 receptors in streptozotocin-induced diabetic rats. Horm Metab Res. 2012 Jan;44(1):41-6. doi: 10.1055/s-0031-1295439. Epub 2011 Dec 6. PMID: 22147657. 18: Thorn DA, Zhang Y, Peng BW, Winter JC, Li JX. Effects of imidazoline I₂ receptor ligands on morphine- and tramadol-induced antinociception in rats. Eur J Pharmacol. 2011 Nov 30;670(2-3):435-40. doi: 10.1016/j.ejphar.2011.09.173. Epub 2011 Sep 29. PMID: 21970802. 19: Chen CT, Chen W, Chung HH, Cheng KC, Yeh CH, Cheng JT. Activation of imidazoline I-2B receptor by metformin to increase glucose uptake in skeletal muscle. Horm Metab Res. 2011 Sep;43(10):708-13. doi: 10.1055/s-0031-1286259. Epub 2011 Sep 19. PMID: 21932175. 20: Li JX, Zhang Y, Winter JC. Morphine-induced antinociception in the rat: supra-additive interactions with imidazoline I₂ receptor ligands. Eur J Pharmacol. 2011 Nov 1;669(1-3):59-65. doi: 10.1016/j.ejphar.2011.07.041. Epub 2011 Aug 16. PMID: 21867697.