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MedKoo Cat#: 464985 | Name: DFB
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Description:

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

DFB is a positive allosteric modulator of metabotropic glutamate receptor 5 (mGluR5). It potentiates glutamate-, quisqualate-, or 3,5-dihydroxyphenylglycine-induced calcium transients in CHO cells expressing human mGluR5 (EC50s = 0.021, 0.642, and 2.4 µM, respectively). It also enhances quisqualate-induced phosphatidylinositol hydrolysis in rat hippocampal slices (EC50 = 0.42 µM). DFB improves spatial alternation retention in the Y-maze special alternation task in rats.

Chemical Structure

DFB
CAS#15332-10-2

Theoretical Analysis

MedKoo Cat#: 464985

Name: DFB

CAS#: 15332-10-2

Chemical Formula: C14H10F2N2

Exact Mass: 244.0812

Molecular Weight: 244.24

Elemental Analysis: C, 68.85; H, 4.13; F, 15.56; N, 11.47

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
50mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
DFB; 3,3'-Difluorobenzaldazine; 3,3' Difluorobenzaldazine;
IUPAC/Chemical Name
1,2-bis((E)-3-fluorobenzylidene)hydrazine
InChi Key
YYMCVDNIIFNDJK-BEQMOXJMSA-N
InChi Code
InChI=1S/C14H10F2N2/c15-13-5-1-3-11(7-13)9-17-18-10-12-4-2-6-14(16)8-12/h1-10H/b17-9+,18-10+
SMILES Code
FC1=CC=CC(/C=N/N=C/C2=CC(F)=CC=C2)=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
Solvent mg/mL mM comments
Solubility
DMF 30.0 122.83
DMSO 1.0 4.09
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 244.24 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
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PMID: 24168364. 4: Chen HH, Liao PF, Chan MH. mGluR5 positive modulators both potentiate activation and restore inhibition in NMDA receptors by PKC dependent pathway. J Biomed Sci. 2011 Feb 22;18(1):19. doi: 10.1186/1423-0127-18-19. PMID: 21342491; PMCID: PMC3050796. 5: Bradley SJ, Langmead CJ, Watson JM, Challiss RA. Quantitative analysis reveals multiple mechanisms of allosteric modulation of the mGlu5 receptor in rat astroglia. Mol Pharmacol. 2011 May;79(5):874-85. doi: 10.1124/mol.110.068882. Epub 2011 Feb 14. PMID: 21321061; PMCID: PMC3082933. 6: Bradley SJ, Watson JM, Challiss RA. Effects of positive allosteric modulators on single-cell oscillatory Ca2+ signaling initiated by the type 5 metabotropic glutamate receptor. Mol Pharmacol. 2009 Dec;76(6):1302-13. doi: 10.1124/mol.109.059170. Epub 2009 Sep 8. PMID: 19737913; PMCID: PMC2784724. 7: Chan MH, Chiu PH, Sou JH, Chen HH. Attenuation of ketamine-evoked behavioral responses by mGluR5 positive modulators in mice. Psychopharmacology (Berl). 2008 May;198(1):141-8. doi: 10.1007/s00213-008-1103-1. Epub 2008 Mar 3. PMID: 18311557. 8: Chen Y, Nong Y, Goudet C, Hemstapat K, de Paulis T, Pin JP, Conn PJ. Interaction of novel positive allosteric modulators of metabotropic glutamate receptor 5 with the negative allosteric antagonist site is required for potentiation of receptor responses. Mol Pharmacol. 2007 May;71(5):1389-98. doi: 10.1124/mol.106.032425. Epub 2007 Feb 15. PMID: 17303702. 9: Balschun D, Zuschratter W, Wetzel W. Allosteric enhancement of metabotropic glutamate receptor 5 function promotes spatial memory. Neuroscience. 2006 Oct 27;142(3):691-702. doi: 10.1016/j.neuroscience.2006.06.043. Epub 2006 Aug 4. PMID: 16890368. 10: Mühlemann A, Ward NA, Kratochwil N, Diener C, Fischer C, Stucki A, Jaeschke G, Malherbe P, Porter RH. Determination of key amino acids implicated in the actions of allosteric modulation by 3,3'-difluorobenzaldazine on rat mGlu5 receptors. Eur J Pharmacol. 2006 Jan 4;529(1-3):95-104. doi: 10.1016/j.ejphar.2005.11.008. Epub 2005 Dec 13. PMID: 16352303. 11: Rodriguez AL, Nong Y, Sekaran NK, Alagille D, Tamagnan GD, Conn PJ. A close structural analog of 2-methyl-6-(phenylethynyl)-pyridine acts as a neutral allosteric site ligand on metabotropic glutamate receptor subtype 5 and blocks the effects of multiple allosteric modulators. Mol Pharmacol. 2005 Dec;68(6):1793-802. doi: 10.1124/mol.105.016139. Epub 2005 Sep 9. PMID: 16155210. 12: Zhang Y, Rodriguez AL, Conn PJ. Allosteric potentiators of metabotropic glutamate receptor subtype 5 have differential effects on different signaling pathways in cortical astrocytes. J Pharmacol Exp Ther. 2005 Dec;315(3):1212-9. doi: 10.1124/jpet.105.090308. Epub 2005 Aug 31. PMID: 16135701. 13: O'Brien JA, Lemaire W, Wittmann M, Jacobson MA, Ha SN, Wisnoski DD, Lindsley CW, Schaffhauser HJ, Rowe B, Sur C, Duggan ME, Pettibone DJ, Conn PJ, Williams DL Jr. A novel selective allosteric modulator potentiates the activity of native metabotropic glutamate receptor subtype 5 in rat forebrain. J Pharmacol Exp Ther. 2004 May;309(2):568-77. doi: 10.1124/jpet.103.061747. Epub 2004 Jan 27. PMID: 14747613. 14: Goudet C, Gaven F, Kniazeff J, Vol C, Liu J, Cohen-Gonsaud M, Acher F, Prézeau L, Pin JP. Heptahelical domain of metabotropic glutamate receptor 5 behaves like rhodopsin-like receptors. Proc Natl Acad Sci U S A. 2004 Jan 6;101(1):378-83. doi: 10.1073/pnas.0304699101. Epub 2003 Dec 22. PMID: 14691258; PMCID: PMC314193. 15: Williams DL Jr, O'Brien JA, Lemaire W, Chen TB, Chang RS, Jacobson MA, Ha SN, Wisnoski DD, Lindsley CW, Sur C, Duggan ME, Pettibone DJ, Conn PJ. Difference in mGluR5 interaction between positive allosteric modulators from two structural classes. Ann N Y Acad Sci. 2003 Nov;1003:481-4. doi: 10.1196/annals.1300.059. PMID: 14684495. 16: O'Brien JA, Lemaire W, Chen TB, Chang RS, Jacobson MA, Ha SN, Lindsley CW, Schaffhauser HJ, Sur C, Pettibone DJ, Conn PJ, Williams DL Jr. A family of highly selective allosteric modulators of the metabotropic glutamate receptor subtype 5. Mol Pharmacol. 2003 Sep;64(3):731-40. doi: 10.1124/mol.64.3.731. PMID: 12920211.