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Aminoxytriphene

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Pharmaceutical compound
Aminoxytriphene
Clinical data
Other namesAmotriphene, Myordil, Win 5494, Rimalcor.
Identifiers
IUPAC name
  • 2,3,3-tris(4-methoxyphenyl)-N,N-dimethylprop-2-en-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC26H29NO3
Molar mass403.522 g·mol
3D model (JSmol)
SMILES
  • CN(C)CC(=C(C1=CC=C(C=C1)OC)C2=CC=C(C=C2)OC)C3=CC=C(C=C3)OC
InChI
  • InChI=1S/C26H29NO3/c1-27(2)18-25(19-6-12-22(28-3)13-7-19)26(20-8-14-23(29-4)15-9-20)21-10-16-24(30-5)17-11-21/h6-17H,18H2,1-5H3
  • Key:FRQGJOFRWIILCX-UHFFFAOYSA-N

Amotriphene is a coronary vasodilator that was developed at Sterling Drug in the early 1960s. It has selective binding to alpha-adrenergic receptors.

It has a structure that is similar to Chlorotrianisene (that is to say it is a triphenylethylene), although it is not thought to function as a non-steroidal synthetic estrogen.

Pharmacology:

References

  1. Elpern Bill, US3010965 & US3161646 (1961 & 1964 both to Sterling Drug Inc).
  2. Greenslade FC, Scott CK, Newquist KL, Krider KM, Chasin M (January 1982). "Heterogeneity of biochemical actions among vasodilators". Journal of Pharmaceutical Sciences. 71 (1): 94–100. doi:10.1002/jps.2600710123. PMID 6276530.
  3. Sandler G (May 1960). "Clinical evaluation of a new coronary vasodilator, 3-dimethylamino-1,1 2-tris (4-methoxyphenyl)-1-propene hydrochloride (WIN 5494)". American Heart Journal. 59 (5): 718–22. doi:10.1016/0002-8703(60)90512-3. PMID 14441425.
  4. Karczmar AG, Bourgault P, Elpern B (May 1958). "Antiaccelerator, coronary dilator and certain other pharmacologic actions of new poly-methoxyphenyl derivatives". Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 98 (1): 114–8. doi:10.3181/00379727-98-23957. PMID 13554559.
  5. Day HW (April 1961). "Angina pectoris. A clinical note in the use of Myordil (Win 5494)". The Journal of the Kansas Medical Society. 62: 143. PMID 13720339.
  6. Ruskin A (May 1961). "Effects of erythrol tetranitrate and amotriphene on exercise tolerance tests in angina pectoris". Circulation. 23 (5): 681–4. doi:10.1161/01.cir.23.5.681. PMID 13744809.
  7. Harris R (December 1961). "Clinical observations of amotriphene hydrochloride". New York State Journal of Medicine. 61: 4009–14. PMID 13904871.
Vasodilators used in cardiac diseases (C01D)
Nitrovasodilators
Quinolone vasodilators
Others
Categories: