General Information of the Drug (ID: ferrodrug0271)
Name
Oxyfedrine
Synonyms
OXYFEDRINE; 15687-41-9; Oxifedrinum; Oxyfedrinum; Oxifedrina; Dl-Oxyphedrinum; Oxyfedrinum [INN-Latin]; Oxifedrina [INN-Spanish]; UNII-DWL616XF1K; (-)-oxyfedrine; DWL616XF1K; Oxyfedrine [INN:BAN:DCF]; Oxyfedrine (INN); 3-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-(3-methoxyphenyl)propan-1-one; OXYFEDRINE [INN]; DL-Oxyfedrin; DL-Oxyfedrine; NCGC00182060-02; OXYFEDRINE [MI]; OXYFEDRINE [WHO-DD]; SCHEMBL152553; CHEMBL1651913; DTXSID0023408; CHEBI:135343; AC-904; AKOS025402433; DL-3-((beta-Hydroxy-alpha-methylphenethyl)amino)-3'-methoxy-propiophenone; DB13398; Propiophenone, 3-((beta-hydroxy-alpha-methylphenethyl)amino)-3'-methoxy-, stereoisomer; 1-Propanone, 3-((2-hydroxy-1-methyl-2-phenylethyl)amino)-1-(3-methoxyphenyl)-, (R*,S*)-(+-)-; 1-Propanone, 3-((2-hydroxy-1-methyl-2-phenylethyl)amino)-1-(3-methoxyphenyl)-, (R-(R*,S*))-; HY-112070; CS-0043279; D08321; 3-(((alphaS,betaR)-beta-Hydroxy-alpha-methylphenethyl)amino)-3'-methoxypropiophenone; 3-[[(1S,2R)-2-Hydroxy-1-methyl-2-phenylethyl]amino]-1-(3-methoxyphenyl)-1-propanone;; 3-{[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]amino}-1-[3-(methyloxy)phenyl]propan-1-one; 1-PROPANONE, 3-(((1S,2R)-2-HYDROXY-1-METHYL-2-PHENYLETHYL)AMINO)-1-(3-METHOXYPHENYL)-; 21071-51-2; 3-(((.ALPHA.S,.BETA.R)-.BETA.-HYDROXY-.ALPHA.-METHYLPHENETHYL)AMINO)-3'-METHOXYPROPIOPHENONE

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Structure
Formula
C19H23NO3
IUPAC Name
3-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-(3-methoxyphenyl)propan-1-one
Canonical SMILES
CC(C(C1=CC=CC=C1)O)NCCC(=O)C2=CC(=CC=C2)OC
InChI
InChI=1S/C19H23NO3/c1-14(19(22)15-7-4-3-5-8-15)20-12-11-18(21)16-9-6-10-17(13-16)23-2/h3-10,13-14,19-20,22H,11-12H2,1-2H3/t14-,19-/m0/s1
InChIKey
GDYUVHBMFVMBAF-LIRRHRJNSA-N
PubChem CID
5489013
Full List of Ferroptosis Target Related to This Drug
Unspecific Target
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Responsed Disease Lung cancer ICD-11: 2C25
Responsed Regulator Aldehyde dehydrogenase, dimeric NADP-preferring (ALDH3A1) Suppressor
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Cell Process Cell ferroptosis
Cell proliferation
In Vitro Model DMS114 cells Lung small cell carcinoma Homo sapiens CVCL_1174
HCT 116 cells Colon carcinoma Homo sapiens CVCL_0291
SBC3 cells Small cell lung cancer Homo sapiens CVCL_1678
HSC-2 cells Oral cavity squamous cell carcinoma Homo sapiens CVCL_1287
HSC-3 cells Oral squamous cell carcinoma Homo sapiens CVCL_1288
HSC-4 cells Cervical lymph node Homo sapiens CVCL_1289
OSC-19 cells Tongue squamous cell carcinoma Homo sapiens CVCL_3086
SCC-25 cells Squamous carcinoma Homo sapiens CVCL_1682
A-549 cells Lung adenocarcinoma Homo sapiens CVCL_0023
Response regulation Combined treatment with oxyfedrine (OXY) and sulfasalazine (SSZ) was found to induce accumulation of the cytotoxic aldehyde 4-hydroxynonenal and cell death in SSZ-resistant cancer cells both in vitro and in vivo. And the constitutive activation of Nrf2 results in high expression of xCT and ALDH3A1, and Nrf2 depletion sensitizes Nrf2 overexpressing cancer, such as lung small cell carcinoma, cells to combination therapy with OXY and SSZ.
References
Ref 1 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. Epub 2019 Nov 22.