97135-10-9

Basic information

• Product Name: 1-(4-methoxyphenyl)-1-<2-(tetrahydropyran-2-yloxy)phenyl>-2-phenyl-1-butanol
• Synonyms: 1-(4-methoxyphenyl)-1-<2-(tetrahydropyran-2-yloxy)phenyl>-2-phenyl-1-butanol
• CAS NO: 97135-10-9
• Molecular Weight: 432.56
• Mol File: 97135-10-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(4-methoxyphenyl)-1-<2-(tetrahydropyran-2-yloxy)phenyl>-2-phenyl-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxyphenyl)-1-<2-(tetrahydropyran-2-yloxy)phenyl>-2-phenyl-1-butanol(97135-10-9)
• EPA Substance Registry System: 1-(4-methoxyphenyl)-1-<2-(tetrahydropyran-2-yloxy)phenyl>-2-phenyl-1-butanol(97135-10-9)

Safety Data

• Hazardous Substances Data: 97135-10-9(Hazardous Substances Data)

Upstream product

• 57999-46-9 2-(tetrahydropyran-2-yloxy)phenyl bromide 
• 78423-10-6 1-(4-methoxyphenyl)-2-phenylbutan-1-one 
• 110-87-2 3,4-dihydro-2H-pyran 
• 95-56-7 2-hydroxybromobenzene 

Downstream Products

• 97150-98-6 (E)-1-(2-hydroxyphenyl)-1-(4-methoxyphenyl)-2-phenyl-1-butene 

Relevant articles and documents

Hydroxy derivatives of tamoxifen

In the exploration of the structural features that affect the RBA (binding affinity for the estrogen receptor of rat uterus relative to that of estradiol) in the tamoxifen [trans-(Z)-1-[4-(dimethylamino)ethoxy]-1,2-diphenyl-1-butene] series, several derivatives variously substituted in the 1-phenyl group have been synthesized. In the tamoxifen series, the descriptors E and Z, which define the configuration of the geometrical isomers and depend on the location and nature of substituents in the aromatic moieties and the ethyl group, may vary, although the relative configuration (cis or trans) does not. In order to avoid confusion the terms cis and trans will be used in this paper to refer to the relative positions of the 4-[2-(dimethylamino)ethoxy]phenyl and ethyl (or hydroxyethyl, hydroxypropyl, or bromo) substituents attached to the ethene moiety]. The final stage of each synthesis involved acid-catalyzed dehydration of a tertiary alcohol, and, in contrast to the known 3- and 4-hydroxy derivatives which were obtained as near-equimolar cis,trans mixtures, only the trans forms of the 2-hydroxy, 2-methyl, 2,4-dihydroxy, and 4-hydroxy-2-methyl derivatives were obtained. Also, in contrast to the trans forms of the 3- and 4-hydroxy derivatives, which are readily equilibrated to cis,trans mixtures, the trans 2-hydroxy derivative could not be isomerized. Tamoxifen and 2-methyltamoxifen had similar RBA's (~1% of that of E2), but that of 2-hydroxytamoxifen was much lower (0.1%). Introduction of a second hydroxyl group (2,4-dihydroxy derivative) enhanced the RBA, and for the 4-hydroxy-2-methyl derivative, the RBA and growth inhibitory activity against the MCF-7 mammary tumor cell line in vitro were high and comparable to those of 4-hydroxytamoxifen, a metabolite of the parent drug. Tamoxifen derivatives hydroxylated at positions 3 or 4 of the 1-butene moiety and the 5-hydroxy-1-pentene analogue were also synthesized, but they had very low RBA values.