MedKoo Cat#: 591809 | Name: Deoxybenzoin
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Description:

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

Deoxybenzoin is used to target immune sensors and xanthine oxidase for treatment of gout.

Chemical Structure

Deoxybenzoin
Deoxybenzoin
CAS#451-40-1

Theoretical Analysis

MedKoo Cat#: 591809

Name: Deoxybenzoin

CAS#: 451-40-1

Chemical Formula: C14H12O

Exact Mass: 196.0888

Molecular Weight: 196.25

Elemental Analysis: C, 85.68; H, 6.16; O, 8.15

Price and Availability

Size Price Availability Quantity
25g USD 350.00 2 Weeks
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Related CAS #
No Data
Synonym
Deoxybenzoin; 2-Phenylacetophenone; 1,2-Diphenylethanone; Benzyl phenyl ketone; NSC 131456; NSC-131456; NSC131456; NSC 249236; NSC249236; NSC-249236; NSC 6097; NSC6097; NSC-6097;
IUPAC/Chemical Name
Acetophenone, 2-phenyl-
InChi Key
OTKCEEWUXHVZQI-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H12O/c15-14(13-9-5-2-6-10-13)11-12-7-3-1-4-8-12/h1-10H,11H2
SMILES Code
O=C(C1=CC=CC=C1)CC2=CC=CC=C2
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 196.25 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
1: Huang J, Zhou Z, Zhou M, Miao M, Li H, Hu Q. Development of benzoxazole deoxybenzoin oxime and acyloxylamine derivatives targeting innate immune sensors and xanthine oxidase for treatment of gout. Bioorg Med Chem. 2018 May 1;26(8):1653-1664. doi: 10.1016/j.bmc.2018.02.013. Epub 2018 Feb 12. PubMed PMID: 29472126. 2: Timofeeva DS, Mayer RJ, Mayer P, Ofial AR, Mayr H. Which Factors Control the Nucleophilic Reactivities of Enamines? Chemistry. 2018 Apr 17;24(22):5901-5910. doi: 10.1002/chem.201705962. Epub 2018 Mar 25. PubMed PMID: 29388720. 3: Moskvina VS, Shablykina OV, Khilya VP. Reactions of 3-Arylisocoumarins with N-Nucleophiles - A Route to Novel Azaheterocycles. Curr Top Med Chem. 2017;17(29):3199-3212. doi: 10.2174/1568026618666171227124212. Review. PubMed PMID: 29284396. 4: Srinivasan B, Rodrigues JV, Tonddast-Navaei S, Shakhnovich E, Skolnick J. Rational Design of Novel Allosteric Dihydrofolate Reductase Inhibitors Showing Antibacterial Effects on Drug-Resistant Escherichia coli Escape Variants. ACS Chem Biol. 2017 Jul 21;12(7):1848-1857. doi: 10.1021/acschembio.7b00175. Epub 2017 May 31. Erratum in: ACS Chem Biol. 2018 May 18;13(5):1407. PubMed PMID: 28525268; PubMed Central PMCID: PMC5819740. 5: Li W, Yang X, Yang Y, Qin S, Li Q, Zhao L, Ding Z. A new natural nucleotide and other antibacterial metabolites from an endophytic Nocardia sp. Nat Prod Res. 2015;29(2):132-6. doi: 10.1080/14786419.2014.964713. Epub 2014 Oct 1. PubMed PMID: 25271990. 6: Xue Y, Zheng Y, An L, Dou Y, Liu Y. Density functional theory study of the structure-antioxidant activity of polyphenolic deoxybenzoins. Food Chem. 2014 May 15;151:198-206. doi: 10.1016/j.foodchem.2013.11.064. Epub 2013 Nov 20. PubMed PMID: 24423521. 7: Hu QF, Zhou B, Ye YQ, Jiang ZY, Huang XZ, Li YK, Du G, Yang GY, Gao XM. Cytotoxic deoxybenzoins and diphenylethylenes from Arundina graminifolia. J Nat Prod. 2013 Oct 25;76(10):1854-9. doi: 10.1021/np400379u. Epub 2013 Sep 24. PubMed PMID: 24063582. 8: Straub I, Krügel U, Mohr F, Teichert J, Rizun O, Konrad M, Oberwinkler J, Schaefer M. Flavanones that selectively inhibit TRPM3 attenuate thermal nociception in vivo. Mol Pharmacol. 2013 Nov;84(5):736-50. doi: 10.1124/mol.113.086843. Epub 2013 Sep 4. PubMed PMID: 24006495. 9: Straub I, Mohr F, Stab J, Konrad M, Philipp SE, Oberwinkler J, Schaefer M. Citrus fruit and fabacea secondary metabolites potently and selectively block TRPM3. Br J Pharmacol. 2013 Apr;168(8):1835-50. doi: 10.1111/bph.12076. PubMed PMID: 23190005; PubMed Central PMCID: PMC3623054. 10: Chandrasekharan S, Bhaskar B, Muthiah R, Chandrasekharan AK, Ramamurthy V. Estrogenic effect of three substituted deoxybenzoins. Steroids. 2013 Feb;78(2):147-55. doi: 10.1016/j.steroids.2012.11.007. Epub 2012 Nov 23. PubMed PMID: 23182765. 11: Vontzalidou A, Zoidis G, Chaita E, Makropoulou M, Aligiannis N, Lambrinidis G, Mikros E, Skaltsounis AL. Design, synthesis and molecular simulation studies of dihydrostilbene derivatives as potent tyrosinase inhibitors. Bioorg Med Chem Lett. 2012 Sep 1;22(17):5523-6. doi: 10.1016/j.bmcl.2012.07.029. Epub 2012 Jul 14. PubMed PMID: 22835872. 12: Ley JP, Dessoy M, Paetz S, Blings M, Hoffmann-Lücke P, Reichelt KV, Krammer GE, Pienkny S, Brandt W, Wessjohann L. Identification of enterodiol as a masker for caffeine bitterness by using a pharmacophore model based on structural analogues of homoeriodictyol. J Agric Food Chem. 2012 Jun 27;60(25):6303-11. doi: 10.1021/jf301335z. Epub 2012 Jun 19. PubMed PMID: 22670770. 13: Luo Y, Song R, Li Y, Zhang S, Liu ZJ, Fu J, Zhu HL. Design, synthesis, and biological evaluation of chalcone oxime derivatives as potential immunosuppressive agents. Bioorg Med Chem Lett. 2012 May 1;22(9):3039-43. doi: 10.1016/j.bmcl.2012.03.080. Epub 2012 Mar 28. PubMed PMID: 22494616. 14: Ding Z, Xue S, Wulff WD. A succinct synthesis of the vaulted biaryl ligand vanol via a dienone-phenol rearrangement. Chem Asian J. 2011 Aug 1;6(8):2130-46. doi: 10.1002/asia.201000804. Epub 2011 May 20. PubMed PMID: 21598399. 15: Kumar M, Rawat P, Kureel J, Singh AK, Singh D, Maurya R. One step synthesis of 2-hydroxymethylisoflavone and their osteogenic activity. Bioorg Med Chem Lett. 2011 Mar 15;21(6):1706-9. doi: 10.1016/j.bmcl.2011.01.095. Epub 2011 Jan 26. PubMed PMID: 21320782. 16: Lu TM, Kuo DH, Ko HH, Ng LT. Synthesis and structure-activity relationship study of deoxybenzoins on relaxing effects of porcine coronary artery. J Agric Food Chem. 2010 Sep 22;58(18):10027-32. doi: 10.1021/jf1023643. PubMed PMID: 20799703. 17: Luo Y, Li HQ, Zhou Y, Li ZL, Yan T, Zhu HL. Metronidazole-deoxybenzoin derivatives as anti-Helicobacter pylori agents with potent inhibitory activity against HPE-induced interleukin-8. ChemMedChem. 2010 Jul 5;5(7):1110-6. doi: 10.1002/cmdc.201000126. PubMed PMID: 20446277. 18: Li HQ, Luo Y, Song R, Li ZL, Yan T, Zhu HL. Design, synthesis, and immunosuppressive activity of new deoxybenzoin derivatives. ChemMedChem. 2010 Jul 5;5(7):1117-22. doi: 10.1002/cmdc.201000107. PubMed PMID: 20446276. 19: Krumkacheva OA, Gorelik VR, Bagryanskaya EG, Lebedeva NV, Forbes MD. Supramolecular photochemistry in beta-cyclodextrin hosts: a TREPR, NMR, and CIDNP investigation. Langmuir. 2010 Jun 1;26(11):8971-80. doi: 10.1021/la904788t. PubMed PMID: 20192161. 20: Li HQ, Luo Y, Lv PC, Shi L, Liu CH, Zhu HL. Design and synthesis of novel deoxybenzoin derivatives as FabH inhibitors and anti-inflammatory agents. Bioorg Med Chem Lett. 2010 Mar 15;20(6):2025-8. doi: 10.1016/j.bmcl.2010.01.032. Epub 2010 Jan 20. PubMed PMID: 20153183.