74457-87-7

Basic information

• Product Name: 1-(2-Fluoro-4-methoxyphenyl)ethanol
• Synonyms: 1-(2-Fluoro-4-methoxyphenyl)ethanol;2-Fluoro-4-methoxy-alpha-methylbenzenemethanol
• CAS NO: 74457-87-7
• Molecular Formula: C₉H₁₁FO₂
• Molecular Weight: 170.1808432
• Mol File: 74457-87-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2-Fluoro-4-methoxyphenyl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Fluoro-4-methoxyphenyl)ethanol(74457-87-7)
• EPA Substance Registry System: 1-(2-Fluoro-4-methoxyphenyl)ethanol(74457-87-7)

Safety Data

• Hazardous Substances Data: 74457-87-7(Hazardous Substances Data)

Usage

General Description

1-(2-Fluoro-4-methoxyphenyl)ethanol is a chemical compound with the molecular formula C9H11FO2. It is an organic compound that contains a fluorine atom and a methoxy group attached to a phenyl ring, with a hydroxyl group attached to the ethyl chain. 1-(2-Fluoro-4-methoxyphenyl)ethanol is commonly used in the pharmaceutical and chemical industries as a building block for the synthesis of various chemical compounds. It has been studied for its potential use in the development of pharmaceutical drugs and as an intermediate in organic synthesis. Additionally, it may have potential applications in the field of agrochemicals and material science.

Upstream product

• 456-49-5 1-fluoro-3-methoxybenzene 
• 74457-86-6 1-(2-fluoro-4-methoxyphenyl)-1-ethanone 

Downstream Products

• 74457-89-9 C₁₈H₂₀F₂O₂ 
• 89691-42-9 C₁₈H₂₀F₂O₂ 
• 74457-91-3 C₁₆H₁₆F₂O₂ 

Relevant articles and documents

Ring-substituted 1,2-dialkylated 1,2-bis(hydroxyphenyl)ethanes. 3. Synthesis, estrogen receptor binding affinity, and evaluation of antiestrogenic and mammary tumor inhibiting activity of 2,2'-disubstituted butestrols and 6,6'-disubstituted metabutestrols

The syntheses of symmetrically 2,2'-disubstituted butestrols [meso-2,3-bis(4-hydroxyphenyl)butanes] and of 6,6'-disubstituted metabutestrols [meso-2,3-bis(3-hydroxyphenyl)butanes] are described [2,2'-substituents: H (1), OH (2), F (3), Cl (4), Br (5), CH3 (6), and C2H5 (7); 6,6'-substituents: H (8), OH (9), Cl (10), and CH3 (11)]. Compounds 1-11 were obtained by reductive coupling of the corresponding 1-phenylethanols with TiCl3/LiAlH4 and separation of the meso diastereomers. The binding affinity of the test compounds to the calf uterine estrogen receptor was measured relative to that of [3H]estradiol by a competitive binding assay. With the exception of 9, all other compounds showed remarkably high relative binding affinity (RBA) values between 1.0 and 29% that of estradiol. Compounds 3 and 6 (RBA values: 15 and 29), as well as 10 and 11 (1.7 and 5.2), exceeded those of the corresponding unsubstituted compounds 1 and 8 (12 and 1.0). The compounds exhibited strong (3, 4, 6, and 7), moderate (1, 2, and 10), weak (11), or no (8) estrogenic activity in the uterine weight test of the immature mouse. Compounds 1, 2, 8, 10 and 11 showed antiestrogenic activity inhibiting the estrone-stimulated uterine growth (25-35% inhibition). Compound 11 led to a significant inhibition of the tumor growth when tested on the 9,10-dimethyl-1,2-benzanthracene induced, hormone-dependent mammary carcinoma of the Sprague-Dawley rat.