| Identification | Back Directory | [Name]
[R-(R*,S*)]-3-[(2-hydroxy-1-methyl-2-phenylethyl)amino]-3'-methoxypropiophenone hydrochloride | [CAS]
16777-42-7 | [Synonyms]
D 563
Ildamen
Modacor
FDA 1576
OXYFEDRINE HCL
L-OXYFEDRINE HCL
Ildamen USP/EP/BP
L-Form hydrochloride
Oxyfedrine L-form HCl
OXYFEDRINEHYROCHLORIDE
l-Oxyfedrine hydrochloride
Oxyfedrine L-form hydrochloride
[R-(R*,S*)]-3-[(2-hydroxy-1-methyl-2-phenylethyl)amino]-3'-methoxypropiophenone hydrochloride
3-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-(3-methoxyphenyl)propan-1-one,hydrochloride
3-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-(3-methoxyphenyl)-1-propanone hydrochloride
(3R)-3-(((1S)-1-Hydroxy-1-phenylpropan-2-yl)amino)-3-methoxy-1-phenylpropan-1-one hydrochloride
[R-(R*,S*)]-3-[(2-hydroxy-1-methyl-2-phenylethyl)amino]-3'-methoxypropiophenone hydrochloride USP/EP/BP | [EINECS(EC#)]
240-828-1 | [Molecular Formula]
C19H24ClNO3 | [MDL Number]
MFCD01695148 | [MOL File]
16777-42-7.mol | [Molecular Weight]
349.852 |
| Hazard Information | Back Directory | [Originator]
Ildamen,Homburg,W. Germany ,1966 | [Uses]
Oxyfedrine hydrochloride, a vasodilator, is an orally active β-adrenoreceptor agonist. Oxyfedrine decreases the tonicity of coronary vessels. Oxyfedrine hydrochloride can be used in the research of cardiovascular disease[1][2]. | [Manufacturing Process]
45 grams of m-methoxy acetophenone, 8 grams of paraformaldehyde and 30.2 grams of 1 norephedrine were mixed with about 135 cc of isopropanol HCl solution to provide a pH of 4 and the mixture refluxed for 4 hours. The reaction mixture was cooled and the crystals filtered off on a suction filter. 3[1-phenyl-1-hydroxypropyl-(2)-amino]-1-(m-methoxyphenyl)-propanone-(1) HCl was obtained which after recrystallization from methanol had a MP of 190° to 193°C.
| [Therapeutic Function]
Coronary vasodilator | [in vivo]
Oxyfedrine (14 mg/kg, p.o., for 3-4 weeks) shows anti-anginal action in cats[2].
Oxyfedrine (10 mg/kg, i.p., HCT116 cell xenograft mice) suppresses tumor growth when combined with sulfasalazine (SSZ, 350 mg/kg, i.p.)[1].
Oxyfedrine (1 mg/kg, i.v.) decreases the arterial and venous blood high blood viscosity (HBV) in ice water stress rats[3].
| [References]
[1] Otsuki Y, et al. Vasodilator oxyfedrine inhibits aldehyde metabolism and thereby sensitizes cancer cells to xCT-targeted therapy. Cancer Sci. 2020 Jan;111(1):127-136. DOI:10.1111/cas.14224
[2] Parratt JR. The haemodynamic effects of prolonged oral administration of oxyfedrine, a partial agonist at beta-adrenoceptors: comparison with propranolol. Br J Pharmacol. 1974 May;51(1):5-13. DOI:10.1111/j.1476-5381.1974.tb09625.x
[3] Yu J, et al. [Effects of oxyfedrine on high blood viscosity and myocardial necrosis induced by epinephrine and ice water stress in rats]. Zhongguo Yao Li Xue Bao. 1993 Jul;14(4):364-6. PMID:8249637
[4] Mackenzie JE, et al. Effects of oxyfedrine on isolated portal vein and other smooth muscles. Br J Pharmacol. 1973 Apr;47(4):827-37. DOI:10.1111/j.1476-5381.1973.tb08210.x |
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