Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Sulfinalol

From Wikipedia, the free encyclopedia
Sulfinalol
Names
IUPAC name
4-[1-Hydroxy-2-[4-(4-methoxyphenyl)butan-2-ylamino]ethyl]-2-methylsulfinylphenol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C20H27NO4S/c1-14(4-5-15-6-9-17(25-2)10-7-15)21-13-19(23)16-8-11-18(22)20(12-16)26(3)24/h6-12,14,19,21-23H,4-5,13H2,1-3H3
    Key: PAQZZCOZHPGCFW-UHFFFAOYSA-N
  • CC(CCC1=CC=C(C=C1)OC)NCC(C2=CC(=C(C=C2)O)S(=O)C)O
Properties
C20H27NO4S
Molar mass377.50 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Sulfinalol is abeta adrenergic receptor antagonist.[1]

Synthesis

[edit]
Sulfinalol synthesis:[2][3]

The preparation of sulfinalol begins by protection of the phenolic hydroxyl as its benzoate ester. Bromination followed bycondensation with 4-(4-methoxyphenyl)butan-2-amine gives the amino ketone3. Successive catalytic reduction andsaponification affordsamino alcohol4. Oxidation of thesulfide to thesulfoxide with a reagent such asmetaperiodate gives sulfinalol (5).

The methyl group on a sulfoxide is sufficiently acidic to substitute for phenolic hydroxyl.

References

[edit]
  1. ^Sybertz, E. J.; Baum, T.; Pula, K. K.; Nelson, S.; Eynon, E.; Sabin, C. (1982)."Studies on the mechanism of the acute antihypertensive and vasodilator actions of several beta-adrenoceptor antagonists".J. Cardiovasc. Pharmacol.4 (5):749–58.doi:10.1097/00005344-198209000-00009.PMID 6182405.S2CID 34100646.
  2. ^DE 2728641, Philion, Richard Everett, "4-Hydroxyphenylalkanolaminderivate und Verfahren zu deren Herstellung [4-Hydroxyphenylalkanolamine derivatives and processes preparation thereof]", published 1978-01-05, assigned toSterling Drug Inc. 
  3. ^R. E. Philion, (1978 toSterling), C.A. 90, 137468 (1979)
α1
Agonists
Antagonists
α2
Agonists
Antagonists
β
Agonists
Antagonists
Retrieved from "https://en.wikipedia.org/w/index.php?title=Sulfinalol&oldid=1330029521"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2026 Movatter.jp