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MedKoo Cat#: 592210 | Name: Ethamoxytriphetol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ethamoxytriphetol is a non-steroidal estrogen antagonist.

Chemical Structure

Ethamoxytriphetol
Ethamoxytriphetol
CAS# 67-98-1

Theoretical Analysis

MedKoo Cat#: 592210

Name: Ethamoxytriphetol

CAS#: 67-98-1

Chemical Formula: C27H33NO3

Exact Mass: 419.2460

Molecular Weight: 419.57

Elemental Analysis: C, 77.29; H, 7.93; N, 3.34; O, 11.44

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Ethamoxytriphetol
IUPAC/Chemical Name
Benzeneethanol, alpha-(4-(2-(diethylamino)ethoxy)phenyl)-4-methoxy-alpha-phenyl-
InChi Key
KDYQVUUCWUPJGE-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H33NO3/c1-4-28(5-2)19-20-31-26-17-13-24(14-18-26)27(29,23-9-7-6-8-10-23)21-22-11-15-25(30-3)16-12-22/h6-18,29H,4-5,19-21H2,1-3H3
SMILES Code
OC(C1=CC=CC=C1)(C2=CC=C(OCCN(CC)CC)C=C2)CC3=CC=C(OC)C=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 419.57 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Craig Jordan V, McDaniel R, Agboke F, Maximov PY. The evolution of nonsteroidal antiestrogens to become selective estrogen receptor modulators. Steroids. 2014 Nov;90:3-12. doi: 10.1016/j.steroids.2014.06.009. Epub 2014 Jun 17. PubMed PMID: 24949934; PubMed Central PMCID: PMC4192084. 2: Dobrydneva Y, Weatherman RV, Trebley JP, Morrell MM, Fitzgerald MC, Fichandler CE, Chatterjie N, Blackmore PF. Tamoxifen stimulates calcium entry into human platelets. J Cardiovasc Pharmacol. 2007 Oct;50(4):380-90. PubMed PMID: 18049305. 3: Weems YS, Lewis AW, Randel RD, Weems CW. Effects of prostaglandins E2 and F2alpha (PGE2; PGF2alpha), trilostane, mifepristone, palmitic acid (PA), indomethacin (INDO), ethamoxytriphetol (MER-25), PGE2 + PA, or PGF2alpha + PA on PGE2, PGF2alpha, and progesterone secretion by bovine corpora lutea of mid-pregnancy in vitro. Chin J Physiol. 2002 Dec 31;45(4):163-8. Erratum in: Chin J Physiol. 2003 Mar 31;46(1):40. PubMed PMID: 12817707. 4: Kim L, Weems YS, Bridges PJ, LeaMaster BR, Ching L, Vincent DL, Weems CW. Effects of indomethacin, luteinizing hormone (LH), prostaglandin E2 (PGE2), trilostane, mifepristone, ethamoxytriphetol (MER-25) on secretion of prostaglandin E (PGE), prostaglandin F2alpha (PGF2alpha) and progesterone by ovine corpora lutea of pregnancy or the estrous cycle. Prostaglandins Other Lipid Mediat. 2001 Mar;63(4):189-203. PubMed PMID: 11305696. 5: Hossain MB, van der Helm D, Schmitz FJ, Pordesimo EO, Magarian RA, Meyer KL, Overacre LB, Day BW. Molecular structures and conformational studies of triarylcyclopropyl and related nonsteroidal antiestrogens. J Med Chem. 1994 May 27;37(11):1670-83. PubMed PMID: 8201601. 6: Ganesan R. The aversive and hypophagic effects of estradiol. Physiol Behav. 1994 Feb;55(2):279-85. PubMed PMID: 8153166. 7: Pepe GJ, Waddell BJ, Sinosich MJ, Albrecht ED. Influence of fetectomy on serum pregnancy-associated plasma protein-A concentrations in the baboon. Biol Reprod. 1994 Feb;50(2):442-8. PubMed PMID: 7511420. 8: Hossain MB, Symersky J, Neely SC, van der Helm D, Magarian RA. Structure of 1-(4-[2-(diethylamino)ethoxy]phenyl)-2-(4-methoxyphenyl)-1-phenylethan- 1-ol, the non-steroidal antiestrogen MER25. Acta Crystallogr C. 1993 Mar 15;49 ( Pt 3):500-4. PubMed PMID: 8484922. 9: Billiar RB, Rohan R, Henson MC, Smith P, Babischkin J. Regulation of immunoreactive inhibin patterns in baboon pregnancy: maternal, placental, and fetal considerations. J Clin Endocrinol Metab. 1992 Nov;75(5):1345-51. PubMed PMID: 1430097. 10: Barkai U, Kidron T, Kraicer PF. Inhibition of decidual induction in rats by clomiphene and tamoxifen. Biol Reprod. 1992 Apr;46(4):733-9. PubMed PMID: 1576272. 11: Cantabrana B, Hidalgo A. Effects of nonsteroidal antiestrogens in the in vitro rat uterus. Pharmacology. 1992;45(6):329-37. PubMed PMID: 1488455. 12: Henson MC, Pepe GJ, Albrecht ED. Regulation of placental low-density lipoprotein uptake in baboons by estrogen: dose-dependent effects of the anti-estrogen ethamoxytriphetol (MER-25). Biol Reprod. 1991 Jul;45(1):43-8. PubMed PMID: 1878435. 13: Pepe GJ, Albrecht ED. Activation of the baboon fetal pituitary-adrenocortical axis at midgestation by estrogen: adrenal delta 5-3 beta-hydroxysteroid dehydrogenase and 17 alpha-hydroxylase-17,20-lyase activity. Endocrinology. 1991 May;128(5):2395-401. PubMed PMID: 2019257. 14: Lerner LJ, Jordan VC. Development of antiestrogens and their use in breast cancer: eighth Cain memorial award lecture. Cancer Res. 1990 Jul 15;50(14):4177-89. Review. PubMed PMID: 2194650. 15: Gottardis MM, Ricchio ME, Satyaswaroop PG, Jordan VC. Effect of steroidal and nonsteroidal antiestrogens on the growth of a tamoxifen-stimulated human endometrial carcinoma (EnCa101) in athymic mice. Cancer Res. 1990 Jun 1;50(11):3189-92. PubMed PMID: 2334915. 16: Albrecht ED, Henson MC, Walker ML, Pepe GJ. Modulation of adrenocorticotropin-stimulated baboon fetal adrenal dehydroepiandrosterone formation in vitro by estrogen at mid- and late gestation. Endocrinology. 1990 Jun;126(6):3083-8. PubMed PMID: 2161746. 17: Babischkin JS, Pepe GJ, Albrecht ED. Regulation of progesterone biosynthesis by estrogen during baboon pregnancy: placental mitochondrial cholesterol side-chain cleavage activity in antiestrogen (ethamoxytriphetol, MER-25)-treated baboons. Endocrinology. 1989 Apr;124(4):1638-45. PubMed PMID: 2924716. 18: Ohta Y, Iguchi T, Takasugi N. Deciduoma formation in rats treated neonatally with the anti-estrogens, tamoxifen and MER-25. Reprod Toxicol. 1989;3(3):207-12. PubMed PMID: 2520524. 19: Henson MC, Babischkin JS, Pepe GJ, Albrecht ED. Effect of the antiestrogen ethamoxytriphetol (MER-25) on placental low density lipoprotein uptake and degradation in baboons. Endocrinology. 1988 May;122(5):2019-26. PubMed PMID: 3359975. 20: Henson MC, Pepe GJ, Albrecht ED. Transuterofetoplacental conversion of pregnenolone to progesterone in antiestrogen-treated baboons. Endocrinology. 1987 Oct;121(4):1265-71. PubMed PMID: 3653027.