Butestrol

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Butestrol
S,S-butestrol.png R,R-butestrol.png
left: (S,S)-butestrol
right: (R,R)-butestrol
Clinical data
Other namesButoestrol; Racemic butestrol; rac-Butestrol; dl-Butestrol; Isobutestrol
Drug classNonsteroidal estrogen
Identifiers
  • 4-[(2R,3R)-3-(4-hydroxyphenyl)butan-2-yl]phenol
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC16H18O2
Molar mass242.318 g·mol−1
3D model (JSmol)
  • C[C@@H](C1=CC=C(C=C1)O)[C@@H](C)C2=CC=C(C=C2)O
  • InChI=1S/C16H18O2/c1-11(13-3-7-15(17)8-4-13)12(2)14-5-9-16(18)10-6-14/h3-12,17-18H,1-2H3/t11-,12-/m1/s1
  • Key:GDUYFVYTXYOMSJ-VXGBXAGGSA-N

Butestrol, or racemic butestrol (rac-butestrol) is a synthetic nonsteroidal estrogen which was never marketed.[1][2][3] It is structurally related to diethylstilbestrol and other stilbestrols.[4]

See also[edit]

References[edit]

  1. ^ Terenius L (1966). "Effect of synthetic oestrogens and analogues on the uptake of oestradiol by the immature mouse uterus and vagina". Acta Pharmacol Toxicol (Copenh). 24 (1): 89–100. doi:10.1111/j.1600-0773.1966.tb00371.x. PMID 6012750.
  2. ^ Martin, L.; Cox, R. I.; Emmens, C. W. (1963). "Further studies on the effects of oestrogens and anti-oestrogens on early pregnancy in mice". Reproduction. 5 (2): 239–247. doi:10.1530/jrf.0.0050239. ISSN 1470-1626. S2CID 84972967.
  3. ^ Martin L, Claringbold PJ (May 1960). "The mitogenic action of oestrogens in the vaginal epithelium of the ovariectomized mouse". J. Endocrinol. 20 (3): 173–86. doi:10.1677/joe.0.0200173. PMID 14421704.
  4. ^ Emmens CW, Cox RI, Martin L (1964). "The oestrogenic and anti-oestrogenic activity of compounds related to diethylstilboestrol". Acta Endocrinol. 45 (4_Suppl): SUPPL90:61–9. doi:10.1530/acta.0.045s061. PMID 14117596.