2-BFI | agonist of the imidazoline I2 receptor

MedKoo Cat#: 128146 | Name: 2-BFI HCl

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Description:

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

2-BFI is an agonist of the imidazoline I2 receptor.

Chemical Structure

2-BFI HCl

CAS#89196-95-2

Theoretical Analysis

MedKoo Cat#: 128146

Name: 2-BFI HCl

CAS#: 89196-95-2

Chemical Formula: C11H11ClN2O

Exact Mass: 0.0000

Molecular Weight: 222.67

Elemental Analysis: C, 59.33; H, 4.98; Cl, 15.92; N, 12.58; O, 7.19

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 Weeks
10mg	USD 550.00	2 Weeks
25mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

2-BFI; 2BFI; 2 BFI; 2-BFI HCl; 2-BFI hydrochloride; 2-BFI (hydrochloride)

IUPAC/Chemical Name

2-(benzofuran-2-yl)-4,5-dihydro-1H-imidazole hydrochloride

InChi Key

RFNFFVDVGWOSNZ-UHFFFAOYSA-N

InChi Code

InChI=1S/C11H10N2O.ClH/c1-2-4-9-8(3-1)7-10(14-9)11-12-5-6-13-11;/h1-4,7H,5-6H2,(H,12,13);1H

SMILES Code

C1(C2=CC3=C(C=CC=C3)O2)=NCCN1.Cl

Appearance

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 222.67 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

1: Cheng Y, Zhang W, Cao W, Shao M, Lin Y, Shao B, Yu H, Deng B. 2-BFI attenuates ischemic injury by modulating mTOR signaling and neuroinflammation in rats. Neurosci Lett. 2021 Apr 17;750:135766. doi: 10.1016/j.neulet.2021.135766. Epub 2021 Feb 24. PMID: 33639221. 2: Tian JS, Zhai QJ, Zhao Y, Chen R, Zhao LD. 2-(2-benzofuranyl)-2-imidazoline (2-BFI) improved the impairments in AD rat models by inhibiting oxidative stress, inflammation and apoptosis. J Integr Neurosci. 2017;16(4):385-400. doi: 10.3233/JIN-170032. PMID: 28891528. 3: Chen R, Xu W, Sun Y, Zhi R, Xie P, Zhi Z, Tang X, Zhang C. 2-BFI Provides Neuroprotection Against Fluorosis by Stabilizing Endoplasmic Reticulum- Mitochondria Contact Sites and Inhibiting Activation of the NLRP3 Inflammasome. Neurochem Res. 2023 Feb;48(2):591-603. doi: 10.1007/s11064-022-03781-z. Epub 2022 Oct 12. PMID: 36222959. 4: Siemian JN, LaMacchia ZM, Spreuer V, Tian J, Ignatowski TA, Paez PM, Zhang Y, Li JX. The imidazoline I₂ receptor agonist 2-BFI attenuates hypersensitivity and spinal neuroinflammation in a rat model of neuropathic pain. Biochem Pharmacol. 2018 Jul;153:260-268. doi: 10.1016/j.bcp.2018.01.032. Epub 2018 Jan 31. PMID: 29366977; PMCID: PMC5959749. 5: Ni H, Rui Q, Lin X, Li D, Liu H, Chen G. 2-BFI Provides Neuroprotection Against Inflammation and Necroptosis in a Rat Model of Traumatic Brain Injury. Front Neurosci. 2019 Jun 26;13:674. doi: 10.3389/fnins.2019.00674. PMID: 31293382; PMCID: PMC6606784. 6: Siemian JN, Qiu Y, Zhang Y, Li JX. Role of intracellular Ca²⁺ signaling in the antinociceptive and discriminative stimulus effects of the imidazoline I₂ receptor agonist 2-BFI in rats. Psychopharmacology (Berl). 2017 Nov;234(22):3299-3307. doi: 10.1007/s00213-017-4719-1. Epub 2017 Aug 19. PMID: 28825118; PMCID: PMC5660937. 7: Hernández-Hernández E, García-Fuster MJ. Evaluating the effects of 2-BFI and tracizoline, two potent I₂-imidazoline receptor agonists, on cognitive performance and affect in middle-aged rats. Naunyn Schmiedebergs Arch Pharmacol. 2021 May;394(5):989-996. doi: 10.1007/s00210-020-02042-6. Epub 2021 Jan 7. PMID: 33415506. 8: Xu S, Chen J, Xu C, Xu Y, Xu L, Zhao M, Xu T, Cao Y, Li P, Han Z. 2-BFI protects against ischemic stroke by selectively acting on NR2B-containing NMDA receptors. Brain Res. 2024 Dec 15;1845:149284. doi: 10.1016/j.brainres.2024.149284. Epub 2024 Oct 16. PMID: 39423961. 9: Li F, Zhang ZX, Liu YF, Xu HQ, Hou ST, Zheng RY. 2-BFI ameliorates EAE- induced mouse spinal cord damage: effective therapeutic time window and possible mechanisms. Brain Res. 2012 Nov 5;1483:13-9. doi: 10.1016/j.brainres.2012.09.016. Epub 2012 Sep 14. PMID: 22985669. 10: Siemian JN, Woodhouse K, Liu DH, Zhang Y, Li JX. The imidazoline I₂ receptor agonist 2-BFI reduces abuse-related effects of morphine: self-administration and drug discrimination. Psychopharmacology (Berl). 2024 Mar;241(3):479-487. doi: 10.1007/s00213-023-06524-2. Epub 2023 Dec 30. PMID: 38159161. 11: MacInnes N, Handley SL. Chronic administration of 2-(2-benzofuranyl)-2-imidazoline (2-BFI) induces region-specific increases in [3H]2-BFI binding to rat central imidazoline I2 sites. Neurosci Lett. 2004 Jun 3;363(1):11-3. doi: 10.1016/j.neulet.2004.03.009. PMID: 15157985. 12: Alemany R, Olmos G, García-Sevilla JA. Labelling of I2B-imidazoline receptors by [3H]2-(2-benzofuranyl)-2-imidazoline (2-BFI) in rat brain and liver: characterization, regulation and relation to monoamine oxidase enzymes. Naunyn Schmiedebergs Arch Pharmacol. 1997 Jul;356(1):39-47. doi: 10.1007/pl00005026. PMID: 9228188. 13: Lin X, Zhu J, Ni H, Rui Q, Sha W, Yang H, Li D, Chen G. Treatment With 2-BFI Attenuated Spinal Cord Injury by Inhibiting Oxidative Stress and Neuronal Apoptosis via the Nrf2 Signaling Pathway. Front Cell Neurosci. 2019 Dec 20;13:567. doi: 10.3389/fncel.2019.00567. PMID: 31920564; PMCID: PMC6932985. 14: Choi DH, Yun JH, Lee J. Protective effect of the imidazoline I2 receptor agonist 2-BFI on oxidative cytotoxicity in astrocytes. Biochem Biophys Res Commun. 2018 Sep 18;503(4):3011-3016. doi: 10.1016/j.bbrc.2018.08.086. Epub 2018 Aug 22. PMID: 30143255. 15: Wang P, Wang ZW, Lin FH, Han Z, Hou ST, Zheng RY. 2-BFI attenuates experimental autoimmune encephalomyelitis-induced spinal cord injury with enhanced B-CK, CaATPase, but reduced calpain activity. Biochem Biophys Res Commun. 2011 Mar 4;406(1):152-7. doi: 10.1016/j.bbrc.2011.02.018. Epub 2011 Feb 12. PMID: 21303658. 16: Han Z, Yang JL, Jiang SX, Hou ST, Zheng RY. Fast, non-competitive and reversible inhibition of NMDA-activated currents by 2-BFI confers neuroprotection. PLoS One. 2013 May 31;8(5):e64894. doi: 10.1371/journal.pone.0064894. PMID: 23741413; PMCID: PMC3669129. 17: Tonello R, Villarinho JG, da Silva Sant'Anna G, Tamiozzo L, Machado P, Trevisan G, Pinto Martins MA, Ferreira J, Rubin MA. The potential antidepressant-like effect of imidazoline I2 ligand 2-BFI in mice. Prog Neuropsychopharmacol Biol Psychiatry. 2012 Apr 27;37(1):15-21. doi: 10.1016/j.pnpbp.2011.11.005. Epub 2011 Nov 21. PMID: 22122878. 18: Sastre-Coll A, Esteban S, García-Sevilla JA. Effects of 2-(2-benzofuranyl)-2-imidazoline (2-BFI) on dopamine synthesis in rat striatum in vivo. Ann N Y Acad Sci. 1999 Jun 21;881:364. doi: 10.1111/j.1749-6632.1999.tb09381.x. PMID: 10415937. 19: 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. 20: Callado LF, Maeztu AI, Ballesteros J, Gutiérrez M, Meana JJ. Differential [(3)H]idazoxan and [(3)H]2-(2-benzofuranyl)-2-imidazoline (2-BFI) binding to imidazoline I(2) receptors in human postmortem frontal cortex. Eur J Pharmacol. 2001 Jul 6;423(2-3):109-14. doi: 10.1016/s0014-2999(01)01097-4. PMID: 11448473.