BIF-44 | CAS#831-82-3

BIF-44
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 407830

CAS#: 831-82-3

Description: BIF-44, also known as 4-Phenoxyphenol and Hydroquinone monophenyl ether, is a sensitizer of BCL-2-associated X protein (BAX) activation by binding to a pocket formed by the junction of the α3-α4 and α5-α6 hairpins. BIF-44 enhances BAX activity.

Chemical Structure

BIF-44

CAS# 831-82-3

Instruction

Theoretical Analysis

MedKoo Cat#: 407830
Name: BIF-44
CAS#: 831-82-3
Chemical Formula: C12H10O2
Exact Mass: 186.07
Molecular Weight: 186.210
Elemental Analysis: C, 77.40; H, 5.41; O, 17.18

Price and Availability

Size	Price	Availability
25g	USD 250	2 weeks
100g	USD 650	2 weeks
500g	USD 1450	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: BIF-44; BIF 44; BIF44; Hydroquinone monophenyl ether.

IUPAC/Chemical Name: 4-Phenoxyphenol

InChi Key: ZSBDGXGICLIJGD-UHFFFAOYSA-N

InChi Code: InChI=1S/C12H10O2/c13-10-6-8-12(9-7-10)14-11-4-2-1-3-5-11/h1-9,13H

SMILES Code: OC1=CC=C(OC2=CC=CC=C2)C=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: 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).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 186.21 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: BAX Can Be Allosterically Sensitized to Promote Apoptosis. Cancer Discov. 2017 Sep;7(9):933. doi: 10.1158/2159-8290.CD-RW2017-136. Epub 2017 Jul 21. PubMed PMID: 28733425.

1: Min K, Yum T, Kim J, Woo HM, Kim Y, Sang BI, Yoo YJ, Kim YH, Um Y. Perspectives for biocatalytic lignin utilization: cleaving 4-O-5 and C(α)-C(β) bonds in dimeric lignin model compounds catalyzed by a promiscuous activity of tyrosinase. Biotechnol Biofuels. 2017 Sep 11;10:212. doi: 10.1186/s13068-017-0900-3. eCollection 2017. PubMed PMID: 28912833; PubMed Central PMCID: PMC5594458.

2: Pritz JR, Wachter F, Lee S, Luccarelli J, Wales TE, Cohen DT, Coote P, Heffron GJ, Engen JR, Massefski W, Walensky LD. Allosteric sensitization of proapoptotic BAX. Nat Chem Biol. 2017 Sep;13(9):961-967. doi: 10.1038/nchembio.2433. Epub 2017 Jul 10. PubMed PMID: 28692068.

3: Chang WT, Liu W, Chiu YH, Chen BH, Chuang SC, Chen YC, Hsu YT, Lu MJ, Chiou SJ, Chou CK, Chiu CC. A 4-Phenoxyphenol Derivative Exerts Inhibitory Effects on Human Hepatocellular Carcinoma Cells through Regulating Autophagy and Apoptosis Accompanied by Downregulating α-Tubulin Expression. Molecules. 2017 May 21;22(5). pii: E854. doi: 10.3390/molecules22050854. PubMed PMID: 28531143.

4: Custodis VBF, Hemberger P, van Bokhoven JA. How Inter- and Intramolecular Reactions Dominate the Formation of Products in Lignin Pyrolysis. Chemistry. 2017 Jun 27;23(36):8658-8668. doi: 10.1002/chem.201700639. Epub 2017 Jun 5. PubMed PMID: 28386991.

5: Nissim R, Compton RG. Introducing absorptive stripping voltammetry: wide concentration range voltammetric phenol detection. Analyst. 2014 Nov 21;139(22):5911-8. doi: 10.1039/c4an01417k. PubMed PMID: 25244304.

6: Bianco A, Minella M, De Laurentiis E, Maurino V, Minero C, Vione D. Photochemical generation of photoactive compounds with fulvic-like and humic-like fluorescence in aqueous solution. Chemosphere. 2014 Sep;111:529-36. doi: 10.1016/j.chemosphere.2014.04.035. Epub 2014 May 27. PubMed PMID: 24997962.

7: Calza P, Vione D, Minero C. The role of humic and fulvic acids in the phototransformation of phenolic compounds in seawater. Sci Total Environ. 2014 Sep 15;493:411-8. doi: 10.1016/j.scitotenv.2014.05.145. Epub 2014 Jun 20. PubMed PMID: 24954562.

8: Parsai S, Keck R, Skrzypczak-Jankun E, Jankun J. Analysis of the anticancer activity of curcuminoids, thiotryptophan and 4-phenoxyphenol derivatives. Oncol Lett. 2014 Jan;7(1):17-22. Epub 2013 Nov 12. PubMed PMID: 24348813; PubMed Central PMCID: PMC3861567.

9: Park HW, Hong UG, Lee YJ, Choi JH, Song IK. Catalytic decomposition of 4-phenoxyphenol to aromatics over Pd/Cs(x)H3.0-x PW12O40/activated carbon aerogel (X = 2.0-3.0). J Nanosci Nanotechnol. 2013 Dec;13(12):7963-8. PubMed PMID: 24266173.

10: Jacobs T, Smith VJ, Thomas LH, Barbour LJ. Carbon dioxide entrapment in an organic molecular host. Chem Commun (Camb). 2014 Jan 4;50(1):85-7. doi: 10.1039/c3cc46784h. Epub 2013 Oct 30. PubMed PMID: 24175319.

11: Song N, Stanbury DM. Overoxidation of phenol by hexachloroiridate(IV). Inorg Chem. 2011 Dec 19;50(24):12762-73. doi: 10.1021/ic201897m. Epub 2011 Nov 16. PubMed PMID: 22087767.

12: Ribeiro da Silva MA, Lobo Ferreira AI, Cimas Á. Calorimetric and computational study of the thermochemistry of phenoxyphenols. J Org Chem. 2011 May 20;76(10):3754-64. doi: 10.1021/jo200018r. Epub 2011 Apr 12. PubMed PMID: 21486007.

13: Jiang X, Zhou L, Wu Y, Wei D, Sun C, Jia J, Liu Y, Lai L. Modulating the substrate specificity of LTA4H aminopeptidase by using chemical compounds and small-molecule-guided mutagenesis. Chembiochem. 2010 May 17;11(8):1120-8. doi: 10.1002/cbic.200900788. PubMed PMID: 20432426.

14: Dey GR, Sharma A, Pushpa KK, Das TN. Variable products in dielectric-barrier discharge assisted benzene oxidation. J Hazard Mater. 2010 Jun 15;178(1-3):693-8. doi: 10.1016/j.jhazmat.2010.01.143. Epub 2010 Feb 4. PubMed PMID: 20188466.

15: Nieto-Gligorovski L, Net S, Gligorovski S, Zetzsch C, Jammoul A, D'Anna B, George C. Interactions of ozone with organic surface films in the presence of simulated sunlight: impact on wettability of aerosols. Phys Chem Chem Phys. 2008 May 28;10(20):2964-71. doi: 10.1039/b717993f. Epub 2008 Mar 20. PubMed PMID: 18473044.

16: Calza P, Massolino C, Pelizzetti E, Minero C. Solar driven production of toxic halogenated and nitroaromatic compounds in natural seawater. Sci Total Environ. 2008 Jul 15;398(1-3):196-202. doi: 10.1016/j.scitotenv.2008.03.023. Epub 2008 May 1. PubMed PMID: 18452974.

17: Ortlepp S, Pedpradap S, Dobretsov S, Proksch P. Antifouling activity of sponge-derived polybrominated diphenyl ethers and synthetic analogues. Biofouling. 2008;24(3):201-8. doi: 10.1080/08927010802008096. PubMed PMID: 18373284.

18: Kanu AB, Thomas CL. The presumptive detection of benzene in water in the presence of phenol with an active membrane-UV photo-ionisation differential mobility spectrometer. Analyst. 2006 Sep;131(9):990-9. Epub 2006 Aug 7. PubMed PMID: 17047798.

19: Lowe ER, Banks CE, Compton RG. Indirect detection of substituted phenols and cannabis based on the electrochemical adaptation of the Gibbs reaction. Anal Bioanal Chem. 2005 Oct;383(3):523-31. Epub 2005 Oct 19. PubMed PMID: 16136302.

20: Masci B, Thuéry P. Hydrogen-bonded assemblages in 2,6-bis(hydroxymethyl)-4-R-phenol, with R = methyl, methoxy, phenoxy and 1-(4-methoxyphenyl)-1-methylethyl. Acta Crystallogr C. 2002 Sep;58(Pt 9):o575-9. Epub 2002 Aug 31. PubMed PMID: 12205394.

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