Xylocoumarol

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

MedKoo CAT#: 341435

CAS#: 15301-97-0

Description: Xylocoumarol is a biochemical.


Price and Availability

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Xylocoumarol is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 341435
Name: Xylocoumarol
CAS#: 15301-97-0
Chemical Formula: C17H14O3
Exact Mass: 266.0943
Molecular Weight: 266.296
Elemental Analysis: C, 76.68; H, 5.30; O, 18.02


Synonym: Xylocoumarol; BS 7173-D; Xilocumarol.

IUPAC/Chemical Name: 4-Hydroxy-3-(3,5-xylyl)coumarin

InChi Key: MEGNNNHOKFVHGC-UHFFFAOYSA-N

InChi Code: InChI=1S/C17H14O3/c1-10-7-11(2)9-12(8-10)15-16(18)13-5-3-4-6-14(13)20-17(15)19/h3-9,18H,1-2H3

SMILES Code: O=C1OC2=C(C=CC=C2)C(O)=C1C3=CC(C)=CC(C)=C3


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: Rayar AM, Lagarde N, Martin F, Blanchard F, Liagre B, Ferroud C, Zagury JF, Montes M, Sylla-Iyarreta Veitía M. New selective cyclooxygenase-2 inhibitors from cyclocoumarol: Synthesis, characterization, biological evaluation and molecular modeling. Eur J Med Chem. 2018 Feb 25;146:577-587. doi: 10.1016/j.ejmech.2018.01.054. Epub 2018 Jan 31. PubMed PMID: 29407982.

2: He M, Korzekwa KR, Jones JP, Rettie AE, Trager WF. Structural forms of phenprocoumon and warfarin that are metabolized at the active site of CYP2C9. Arch Biochem Biophys. 1999 Dec 1;372(1):16-28. PubMed PMID: 10562412.

3: Maurer HH, Arlt JW. Detection of 4-hydroxycoumarin anticoagulants and their metabolites in urine as part of a systematic toxicological analysis procedure for acidic drugs and poisons by gas chromatography-mass spectrometry after extractive methylation. J Chromatogr B Biomed Sci Appl. 1998 Sep 4;714(2):181-95. PubMed PMID: 9766858.

4: Bourinbaiar AS, Tan X, Nagorny R. Inhibitory effect of coumarins on HIV-1 replication and cell-mediated or cell-free viral transmission. Acta Virol. 1993 Aug;37(4):241-50. PubMed PMID: 7905238.

5: Heimark LD, Trager WF. Stereoselective metabolism of conformational analogues of warfarin by beta-naphthoflavone-inducible cytochrome P-450. J Med Chem. 1985 Apr;28(4):503-6. PubMed PMID: 3981543.

6: Heimark LD, Trager WF. The preferred solution conformation of warfarin at the active site of cytochrome P-450 based on the CD spectra in octanol/water model system. J Med Chem. 1984 Aug;27(8):1092-5. PubMed PMID: 6747992.

7: BRUNTON L, LOWENSTEIN L, SHAPIRO L. Some experience with the anticoagulant cyclocumarol. Can Med Assoc J. 1955 Sep 1;73(5):392-5. PubMed PMID: 13250469; PubMed Central PMCID: PMC1826335.

8: MARION P, COLPRON G, LONG LA. [Study of cyclocumarol, its clinical aspects and its depressive action on prothrombin and on proconvertin]. Union Med Can. 1955 Apr;84(4):426-30. French. PubMed PMID: 14386612.

9: NEW and nonofficial remedies: cyclocumarol. J Am Med Assoc. 1952 Mar 15;148(11):939. PubMed PMID: 14897693.

10: SHAPIRO S. The hypoprothrombinemia-inducing activity of Link's compound 63 (methopyranorin). Acta Haematol. 1951 Sep;6(3):129-40. PubMed PMID: 14877466.