68266-30-8

Basic information

• Product Name: metahexestrol dimethyl ether
• Synonyms: metahexestrol dimethyl ether
• CAS NO: 68266-30-8
• Molecular Weight: 298.425
• Mol File: 68266-30-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: metahexestrol dimethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: metahexestrol dimethyl ether(68266-30-8)
• EPA Substance Registry System: metahexestrol dimethyl ether(68266-30-8)

Safety Data

• Hazardous Substances Data: 68266-30-8(Hazardous Substances Data)

Upstream product

• 68266-31-9 1-chloro-1-(3-methoxyphenyl)propane 
• 591-31-1 3-methoxy-benzaldehyde 
• 52956-27-1 1-(3-methoxyphenyl)propanol 
• 37951-49-8 1-(3-methoxyphenyl)propan-1-one 
• 76473-05-7 C₂₀H₂₄O₂ 

Downstream Products

• 68266-24-0 3,3'-dihydroxy-α,β-diethyldiphenylethane 
• 72002-60-9 (+)-3,3'-(1,2-Diethylethylen)-diphenol 
• 72002-61-0 (-)-3,3'-(1,2-Diethylethylen)-diphenol 
• 89106-22-9 meso-3,4-bis(3-hydroxy-4-methylphenyl)hexane 
• 89106-32-1 C₂₂H₃₀O₂ 
• 89106-19-4 meso-3,4-bis(4-bromo-3-hydroxyphenyl)hexane 
• 89106-20-7 meso-3,4-bis(3-hydroxy-4-iodophenyl)hexane 
• 89106-33-2 meso-3,4-bis(4-ethyl-3-methoxyphenyl)hexane 
• 89106-26-3 C₂₀H₂₆O₄ 
• 89106-23-0 meso-3,4-bis[3-hydroxy-4-(methoxymethyl)phenyl]hexane 
• 89106-21-8 meso-3,4-bis[4-[(dimethylamino)methyl]-3-hydroxyphenyl]hexane 
• 89106-25-2 C₂₄H₃₄O₄ 
• 89106-30-9 1-{4-[2-(4-Acetyl-3-hydroxy-phenyl)-1-ethyl-butyl]-2-hydroxy-phenyl}-ethanone 
• 89106-27-4 meso-3,4-bis(3-hydroxy-4-nitrophenyl)hexane 

Relevant articles and documents

Ring-substituted 1,2-dialkylated 1,2-bis(hydroxyphenyl)ethanes. 2. Synthesis and estrogen receptor binding affinity of 4,4'-, 5,5'-, and 6,6'-disubstituted metahexestrols

The synthesis of symmetrically 4,4'-, 5,5'-, and 6,6'-disubstituted derivatives of the mammary tumor inhibiting antiestrogen metahexestrol [meso-3,4-bis(3-hydroxyphenyl)hexane] (1) are described [4,4'-disubstituents: F(2), Cl (3), Br (4), I (5), CH2N(CH3)2 (6), CH3 (7), CH2OCH3 (8), CH2OC2H5 (9), CH2OH (10), NO2 (11), NH2 (12), N(CH3)2 (13), COCH3 (14), and C2H5 (15); 5,5'-substituents: OH (16) and Cl (17); 6,6'-disubstituents: OH (18), F (19), Cl (20), and CH3 (21)]. The synthesis of 1-3, 16, and 19 was accomplished by reductive coupling of the propiophenones with TiCl4/Zn and subsequent hydrogenation of the cis-3,4-diphenylhex-3-enes. Compounds 17, 18, 20, and 21 were synthesized by coupling the 1-phenyl-1-propanols with TiCl3/LiAlH4 and separation of the meso diastereomers, while 4-15 were obtained by substitution of metahexestrol. The binding affinity of these compounds to the calf uterine estrogen receptor was measured relative to that of [3H]estradiol by a competitive binding assay. The test compounds showed relative binding affinity (RBA) values between 15 and 0.5% were evaluated in the mouse uterine weight test. They showed a similar (2 and 12), slightly increased (19 and 21), or strongly enhanced (7 and 20) estrogenicity compared to that of metahexestrol. Compounds 1, 2, 7, 12, and 21 exhibited antiestrogenic activity inhibiting the estrone-stimulated uterine growth (24 to 60% inhibition).