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

MedKoo CAT#: 525918

CAS#: 768404-03-1

Description: 5-BDBD is a selective inhibitor of P2X4.


Price and Availability

Size
Price

5mg
USD 190
Size
Price

10mg
USD 350
Size
Price

25mg
USD 750

5-BDBD, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 525918
Name: 5-BDBD
CAS#: 768404-03-1
Chemical Formula: C17H11BrN2O2
Exact Mass: 354.0004
Molecular Weight: 355.191
Elemental Analysis: C, 57.49; H, 3.12; Br, 22.50; N, 7.89; O, 9.01


Synonym: 5-BDBD

IUPAC/Chemical Name: 5-(3-Bromophenyl)-1,3-dihydro-2H-benzofuro[3,2-e]-1,4-diazepin-2-one

InChi Key: NKYMVQPXXTZHSF-UHFFFAOYSA-N

InChi Code: InChI=1S/C17H11BrN2O2/c18-11-5-3-4-10(8-11)15-17-16(20-14(21)9-19-15)12-6-1-2-7-13(12)22-17/h1-8H,9H2,(H,20,21)

SMILES Code: O=C1CN=C(C2=CC=CC(Br)=C2)C(OC3=CC=CC=C34)=C4N1


Technical Data

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).

Harmonized System Code:
293490


References

1: Wang M, Gao M, Meyer JA, Peters JS, Zarrinmayeh H, Territo PR, Hutchins GD, Zheng QH. Synthesis and preliminary biological evaluation of radiolabeled 5-BDBD analogs as new candidate PET radioligands for P2X4 receptor. Bioorg Med Chem. 2017 May 18. pii: S0968-0896(17)30824-6. doi: 10.1016/j.bmc.2017.05.031. [Epub ahead of print] PubMed PMID: 28554730.

2: Shiozaki Y, Sato M, Kimura M, Sato T, Tazaki M, Shibukawa Y. Ionotropic P2X ATP Receptor Channels Mediate Purinergic Signaling in Mouse Odontoblasts. Front Physiol. 2017 Jan 20;8:3. doi: 10.3389/fphys.2017.00003. eCollection 2017. PubMed PMID: 28163685; PubMed Central PMCID: PMC5247440.

3: Abdelrahman A, Namasivayam V, Hinz S, Schiedel AC, Köse M, Burton M, El-Tayeb A, Gillard M, Bajorath J, de Ryck M, Müller CE. Characterization of P2X4 receptor agonists and antagonists by calcium influx and radioligand binding studies. Biochem Pharmacol. 2017 Feb 1;125:41-54. doi: 10.1016/j.bcp.2016.11.016. Epub 2016 Nov 17. PubMed PMID: 27867013.

4: Zech A, Wiesler B, Ayata CK, Schlaich T, Dürk T, Hoßfeld M, Ehrat N, Cicko S, Idzko M. P2rx4 deficiency in mice alleviates allergen-induced airway inflammation. Oncotarget. 2016 Dec 6;7(49):80288-80297. doi: 10.18632/oncotarget.13375. PubMed PMID: 27863396; PubMed Central PMCID: PMC5348320.

5: Lee BM, Jo H, Park G, Kim YH, Park CK, Jung SJ, Chung G, Oh SB. Extracellular ATP Induces Calcium Signaling in Odontoblasts. J Dent Res. 2017 Feb;96(2):200-207. doi: 10.1177/0022034516671308. Epub 2016 Oct 2. PubMed PMID: 27694154.

6: Forst AL, Olteanu VS, Mollet G, Wlodkowski T, Schaefer F, Dietrich A, Reiser J, Gudermann T, Mederos y Schnitzler M, Storch U. Podocyte Purinergic P2X4 Channels Are Mechanotransducers That Mediate Cytoskeletal Disorganization. J Am Soc Nephrol. 2016 Mar;27(3):848-62. doi: 10.1681/ASN.2014111144. Epub 2015 Jul 9. PubMed PMID: 26160898; PubMed Central PMCID: PMC4769195.

7: Gofman L, Cenna JM, Potula R. P2X4 receptor regulates alcohol-induced responses in microglia. J Neuroimmune Pharmacol. 2014 Dec;9(5):668-78. doi: 10.1007/s11481-014-9559-8. Epub 2014 Aug 20. PubMed PMID: 25135400; PubMed Central PMCID: PMC4209197.

8: Barr TP, Hrnjic A, Khodorova A, Sprague JM, Strichartz GR. Sensitization of cutaneous neuronal purinergic receptors contributes to endothelin-1-induced mechanical hypersensitivity. Pain. 2014 Jun;155(6):1091-101. doi: 10.1016/j.pain.2014.02.014. Epub 2014 Feb 22. PubMed PMID: 24569146; PubMed Central PMCID: PMC4011947.

9: Ilatovskaya DV, Palygin O, Levchenko V, Staruschenko A. Pharmacological characterization of the P2 receptors profile in the podocytes of the freshly isolated rat glomeruli. Am J Physiol Cell Physiol. 2013 Nov 15;305(10):C1050-9. doi: 10.1152/ajpcell.00138.2013. Epub 2013 Sep 18. PubMed PMID: 24048730; PubMed Central PMCID: PMC3840197.

10: Hempel C, Nörenberg W, Sobottka H, Urban N, Nicke A, Fischer W, Schaefer M. The phenothiazine-class antipsychotic drugs prochlorperazine and trifluoperazine are potent allosteric modulators of the human P2X7 receptor. Neuropharmacology. 2013 Dec;75:365-79. doi: 10.1016/j.neuropharm.2013.07.027. Epub 2013 Aug 14. PubMed PMID: 23954492.

11: Balázs B, Dankó T, Kovács G, Köles L, Hediger MA, Zsembery A. Investigation of the inhibitory effects of the benzodiazepine derivative, 5-BDBD on P2X4 purinergic receptors by two complementary methods. Cell Physiol Biochem. 2013;32(1):11-24. doi: 10.1159/000350119. Epub 2013 Jul 4. PubMed PMID: 23867750.

12: Messemer N, Kunert C, Grohmann M, Sobottka H, Nieber K, Zimmermann H, Franke H, Nörenberg W, Straub I, Schaefer M, Riedel T, Illes P, Rubini P. P2X7 receptors at adult neural progenitor cells of the mouse subventricular zone. Neuropharmacology. 2013 Oct;73:122-37. doi: 10.1016/j.neuropharm.2013.05.017. Epub 2013 May 28. PubMed PMID: 23727220.

13: Chen K, Zhang J, Zhang W, Zhang J, Yang J, Li K, He Y. ATP-P2X4 signaling mediates NLRP3 inflammasome activation: a novel pathway of diabetic nephropathy. Int J Biochem Cell Biol. 2013 May;45(5):932-43. doi: 10.1016/j.biocel.2013.02.009. Epub 2013 Feb 19. PubMed PMID: 23434541.

14: Wu T, Dai M, Shi XR, Jiang ZG, Nuttall AL. Functional expression of P2X4 receptor in capillary endothelial cells of the cochlear spiral ligament and its role in regulating the capillary diameter. Am J Physiol Heart Circ Physiol. 2011 Jul;301(1):H69-78. doi: 10.1152/ajpheart.01035.2010. Epub 2011 Apr 1. PubMed PMID: 21460192; PubMed Central PMCID: PMC3129919.