DB293 | CAS# 216308-19-9 | PIT-1 and BRN-3 Inhibitor

MedKoo Cat#: 565242 | Name: DB293

Description:

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

DB293 is an inhibitor of PIT-1 and BRN-3 transcription factors. DB293 binds as head-to-tail stacked dimers in the minor groove of 5'-ATGA sequence, thereby leading to an increase in the size of minor groove.

Chemical Structure

DB293

CAS#216308-19-9

Theoretical Analysis

MedKoo Cat#: 565242

Name: DB293

CAS#: 216308-19-9

Chemical Formula: C19H16N6O

Exact Mass: 344.1386

Molecular Weight: 344.38

Elemental Analysis: C, 66.27; H, 4.68; N, 24.40; O, 4.65

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

DB-293; DB 293; DB293

IUPAC/Chemical Name

2-(5-Amidino-2-benzimidazolyl)-5-(4-amidinophenyl)furan

InChi Key

LXJNJISEUJIGFP-UHFFFAOYSA-N

InChi Code

InChI=1S/C19H16N6O/c20-17(21)11-3-1-10(2-4-11)15-7-8-16(26-15)19-24-13-6-5-12(18(22)23)9-14(13)25-19/h1-9H,(H3,20,21)(H3,22,23)(H,24,25)

SMILES Code

NC(C1=CC=C(C2=CC=C(C3=NC4=CC(C(N)=N)=CC=C4N3)O2)C=C1)=N

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

>3 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 344.38 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: Laughlin S, Wang S, Kumar A, Boykin DW, Wilson WD. A novel approach using electrospray ionization mass spectrometry to study competitive binding of small molecules with mixed DNA sequences. Anal Bioanal Chem. 2014 Oct;406(25):6441-5. doi: 10.1007/s00216-014-8044-9. Epub 2014 Jul 30. PubMed PMID: 25074546; PubMed Central PMCID: PMC4339222. 2: Munde M, Kumar A, Nhili R, Depauw S, David-Cordonnier MH, Ismail MA, Stephens CE, Farahat AA, Batista-Parra A, Boykin DW, Wilson WD. DNA minor groove induced dimerization of heterocyclic cations: compound structure, binding affinity, and specificity for a TTAA site. J Mol Biol. 2010 Oct 8;402(5):847-64. doi: 10.1016/j.jmb.2010.08.018. Epub 2010 Aug 14. PubMed PMID: 20713062; PubMed Central PMCID: PMC2988403. 3: Peixoto P, Liu Y, Depauw S, Hildebrand MP, Boykin DW, Bailly C, Wilson WD, David-Cordonnier MH. Direct inhibition of the DNA-binding activity of POU transcription factors Pit-1 and Brn-3 by selective binding of a phenyl-furan-benzimidazole dication. Nucleic Acids Res. 2008 Jun;36(10):3341-53. doi: 10.1093/nar/gkn208. Epub 2008 Apr 25. PubMed PMID: 18440973; PubMed Central PMCID: PMC2425483. 4: Tanious F, Wilson WD, Wang L, Kumar A, Boykin DW, Marty C, Baldeyrou B, Bailly C. Cooperative dimerization of a heterocyclic diamidine determines sequence-specific DNA recognition. Biochemistry. 2003 Nov 25;42(46):13576-86. PubMed PMID: 14622004. 5: Lansiaux A, Dassonneville L, Facompré M, Kumar A, Stephens CE, Bajic M, Tanious F, Wilson WD, Boykin DW, Bailly C. Distribution of furamidine analogues in tumor cells: influence of the number of positive charges. J Med Chem. 2002 May 9;45(10):1994-2002. PubMed PMID: 11985467. 6: Wang L, Kumar A, Boykin DW, Bailly C, Wilson WD. Comparative thermodynamics for monomer and dimer sequence-dependent binding of a heterocyclic dication in the DNA minor groove. J Mol Biol. 2002 Mar 29;317(3):361-74. PubMed PMID: 11922670. 7: Bailly C, Tardy C, Wang L, Armitage B, Hopkins K, Kumar A, Schuster GB, Boykin DW, Wilson WD. Recognition of ATGA sequences by the unfused aromatic dication DB293 forming stacked dimers in the DNA minor groove. Biochemistry. 2001 Aug 21;40(33):9770-9. PubMed PMID: 11502170. 8: Wang L, Carrasco C, Kumar A, Stephens CE, Bailly C, Boykin DW, Wilson WD. Evaluation of the influence of compound structure on stacked-dimer formation in the DNA minor groove. Biochemistry. 2001 Feb 27;40(8):2511-21. PubMed PMID: 11327873. 9: Wang L, Bailly C, Kumar A, Ding D, Bajic M, Boykin DW, Wilson WD. Specific molecular recognition of mixed nucleic acid sequences: an aromatic dication that binds in the DNA minor groove as a dimer. Proc Natl Acad Sci U S A. 2000 Jan 4;97(1):12-6. PubMed PMID: 10618362; PubMed Central PMCID: PMC26607.

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FR 33289

MedKoo CAT#: 534585

CAS#: 73240-14-9