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Chemical aspects of propranolol metabolism: 1,1-diethoxy-3-(1-naphthoxy)-2-propanol and related ring-closure products cis- and trans-4-ethoxy-3-hydroxy-3,4-dihydro-2H-naphtho[1,2-b]pyran


, : Chemical aspects of propranolol metabolism: 1,1-diethoxy-3-(1-naphthoxy)-2-propanol and related ring-closure products cis- and trans-4-ethoxy-3-hydroxy-3,4-dihydro-2H-naphtho[1,2-b]pyran. Journal of Pharmaceutical Sciences 72(8): 863-865

1,1-Diethoxy-3-(1-naphthoxy)-2-propanol (V), the diethyl acetal of an important aldehyde intermediate in the metabolic N-deal-kylation of propranolol, was prepared from compound X, the product of the reaction of the lithium salt of methyl methylsulfinylmethyl sulfide with 2-(1-naphthoxy)-acetaldehyde. Compound X, as a mixture of three diastereomeric alpha-hydroxydithioacetal derivatives, when treated with ethyl orthoformate afforded the desired acetal V as well as two ring-closure products, the dihydronaphtho[1,2-b]pyrans VI and VII. Compounds VI and VII were characterized on the basis of mass spectral and 1H- and 13C-NMR data. The stereochemistry of these compounds was assigned on the basis of the 300-MHz 1H-NMR spectra of their acetate esters (XI and XII).

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PMID: 6620138


Other references

Reynaud, C-Agnès.; Moutel, S.; Dieu-Nosjean, M-Caroline.; Laskov, R.; Teillaud, J-Luc., 2012: 1(st) French-Israeli International Conference on B Cells and therapeutic antibodies: October 23-25, 2011 Jerusalem, Israel. Mabs 4(4): 426-433

Milton, C.L., 2003: The American Nurses Association Code of Ethics: a reflection on the ethics of respect and human dignity with nurse as expert. The American Nurses Association Code of Ethics for Nurses calls for the nurse to practice with compassion and respect for every individual. What are the ethics and challenges of practicing professional nursing with expertise and educating a new ge...

Sturzu, A.; Klose, U.; Echner, H.; Regenbogen, M.; Kalbacher, H.; Gharabaghi, A.; Heckl, S., 2009: Novel cell nucleus directed fluorescent tetraazacyclododecane-tetra-acetic acid compounds. Peptide conjugates derived from the SV 40 T antigen nuclear localisation sequence (NLS) have been successfully used to translocate both fluorescein isothiocyanate (FITC) and Gadolinium (Gd)-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid...

Fojtik, A.S.etlik, V., 1980: Breeding of polyploid fodder plants--important factor in intensification of plant production. II. Lolium. Acta Universitatis Agriculturae Facultas Agronomica8(3-4): 149-153

Zhou, Q-quan.; Wang, X-juan.; Zhu, X-fan.; Yuan, W-ping.; Cheng, T., 2013: Enrichment analysis of Fanconi anemia gene expression profiles in cancer related genesets. To investigate the underlying tumor susceptibility mechanisms and reasons for the high risk of cancer in Fanconi anemia (FA). Gene Set Enrichment Analysis (GSEA) was performed to compare gene expression profiles between 21 FA patients' bone m...

Siguier, F., 1952: The affair of the necklace on the allergic cartesian. La Presse Medicale 60(34): 747-748

Mathews, J.M.; D.C.sta, K.S., 1999: Absorption, metabolism, and disposition of 1,3-diphenyl-1-triazene in rats and mice after oral, i.v., and dermal administration. 1,3-Diphenyl-1-triazene (DPT) is used in the synthesis of polymers and dyes, and has been found as an impurity in the color additives D&C Red 33 and FD&C Yellow 5. [(14)C]DPT, randomly labeled in the phenyl rings, was used to investigate i...

Adams G.E.; Denekamp J.; Fowler J.F., 1976: Biological basis of radio sensitization by hypoxic cell radio sensitizers. Hellmann, K And T A Connors (Ed ) Chemotherapy, Vol 7 Cancer Chemotherapy I Congress London, England July 1975 Xii+364p Illus Plenum Press: New York, N Y , U S A ; London, England Isbn 0-306-38227-X 187-206

Dai, Q.; Song, C.; Liao, S., 2002: Synthesis of novel steroid dervatives and their activities on activating LXR receptors. Abstracts of Papers American Chemical Society 224(1-2): MEDI 277

Krontiris Litowitz, J.K., 1993: Wave stress alters circulating amino acid levels in Aplysia californica. Society for Neuroscience Abstracts 19(1-3): 580