EM-800 | CAS#182167-03-9 | antiestrogen

MedKoo Cat#: 558437 | Name: EM-800

Description:

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

EM-800 is a high affinity ligand for estrogen receptor-α (ERα), the prodrug of EM-652. EM-800 independently suppressed the growth of E1-stimulated ZR-75-1 xenograft tumors in nude mice.

Chemical Structure

EM-800

CAS#182167-03-9

Theoretical Analysis

MedKoo Cat#: 558437

Name: EM-800

CAS#: 182167-03-9

Chemical Formula: C39H47NO6

Exact Mass: 625.3400

Molecular Weight: 625.81

Elemental Analysis: C, 74.85; H, 7.57; N, 2.24; O, 15.34

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

EM-800; EM 800; EM800;

IUPAC/Chemical Name

2,2-Dimethyl-propionic acid 3-[4-(2,2-dimethyl-propionyloxy)-phenyl]-4-methyl-2(S)-[4-(2-piperidin- 1-yl-ethoxy)-phenyl]-2H-chromen-7-yl ester

InChi Key

OEKMGABCSLYWOP-DHUJRADRSA-N

InChi Code

InChI=1S/C39H47NO6/c1-26-32-20-19-31(45-37(42)39(5,6)7)25-33(32)46-35(34(26)27-11-17-30(18-12-27)44-36(41)38(2,3)4)28-13-15-29(16-14-28)43-24-23-40-21-9-8-10-22-40/h11-20,25,35H,8-10,21-24H2,1-7H3/t35-/m0/s1

SMILES Code

CC(C)(C)C(OC1=CC2=C(C=C1)C(C)=C(C3=CC=C(OC(C(C)(C)C)=O)C=C3)[C@H](C4=CC=C(OCCN5CCCCC5)C=C4)O2)=O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 625.81 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.

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: Couillard S, Labrie C, Bélanger A, Candas B, Pouliot F, Labrie F. Effect of dehydroepiandrosterone and the antiestrogen EM-800 on growth of human ZR-75-1 breast cancer xenografts. J Natl Cancer Inst. 1998 May 20;90(10):772-8. PubMed PMID: 9605648. 2: Sourla A, Luo S, Labrie C, Bélanger A, Labrie F. Morphological changes induced by 6-month treatment of intact and ovariectomized mice with tamoxifen and the pure antiestrogen EM-800. Endocrinology. 1997 Dec;138(12):5605-17. PubMed PMID: 9389549. 3: Luo S, Martel C, Sourla A, Gauthier S, Mérand Y, Belanger A, Labrie C, Labrie F. Comparative effects of 28-day treatment with the new anti-estrogen EM-800 and tamoxifen on estrogen-sensitive parameters in intact mice. Int J Cancer. 1997 Nov 4;73(3):381-91. PubMed PMID: 9359486. 4: Labrie F, Champagne P, Labrie C, Roy J, Laverdière J, Provencher L, Potvin M, Drolet Y, Pollak M, Panasci L, L'Espérance B, Dufresne J, Latreille J, Robert J, Samson B, Jolivet J, Yelle L, Cusan L, Diamond P, Candas B. Activity and safety of the antiestrogen EM-800, the orally active precursor of acolbifene, in tamoxifen-resistant breast cancer. J Clin Oncol. 2004 Mar 1;22(5):864-71. PubMed PMID: 14990642. 5: Luo S, Sourla A, Labrie C, Gauthier S, Merand Y, Belanger A, Labrie F. Effect of twenty-four-week treatment with the antiestrogen EM-800 on estrogen-sensitive parameters in intact and ovariectomized mice. Endocrinology. 1998 May;139(5):2645-56. PubMed PMID: 9564882. 6: Luo S, Sourla A, Labrie C, Bélanger A, Labrie F. Combined effects of dehydroepiandrosterone and EM-800 on bone mass, serum lipids, and the development of dimethylbenz(A)anthracene-induced mammary carcinoma in the rat. Endocrinology. 1997 Oct;138(10):4435-44. PubMed PMID: 9322961. 7: Luo S, Stojanovic M, Labrie C, Labrie F. Inhibitory effect of the novel anti-estrogen EM-800 and medroxyprogesterone acetate on estrone-stimulated growth of dimethylbenz[a]anthracene-induced mammary carcinoma in rats. Int J Cancer. 1997 Nov 14;73(4):580-6. PubMed PMID: 9389575. 8: Couillard S, Gutman M, Labrie F, Candas B, Labrie C. Effect of combined treatment with the pure antiestrogen EM-800 and radiotherapy on the growth of human ZR-75-1 breast cancer xenografts in nude mice. Cancer Res. 1999 Oct 1;59(19):4857-63. PubMed PMID: 10519396. 9: Gutman M, Couillard S, Labrie F, Candas B, Labrie C. Effect of treatment sequence with radiotherapy and the antiestrogen EM 800 on the growth of ZR 75 1 human mammary carcinoma in nude mice. Int J Cancer. 2003 Jan 10;103(2):268-76. PubMed PMID: 12455043. 10: Couillard S, Gutman M, Labrie C, Bélanger A, Candas B, Labrie F. Comparison of the effects of the antiestrogens EM-800 and tamoxifen on the growth of human breast ZR-75-1 cancer xenografts in nude mice. Cancer Res. 1998 Jan 1;58(1):60-4. PubMed PMID: 9426058. 11: Martel C, Labrie C, Bélanger A, Gauthier S, Mérand Y, Li X, Provencher L, Candas B, Labrie F. Comparison of the effects of the new orally active antiestrogen EM-800 with ICI 182 780 and toremifene on estrogen-sensitive parameters in the ovariectomized mouse. Endocrinology. 1998 May;139(5):2486-92. PubMed PMID: 9564862. 12: Tremblay A, Tremblay GB, Labrie C, Labrie F, Giguère V. EM-800, a novel antiestrogen, acts as a pure antagonist of the transcriptional functions of estrogen receptors alpha and beta. Endocrinology. 1998 Jan;139(1):111-8. PubMed PMID: 9421405. 13: Gutman M, Couillard S, Labrie F, Candas B, Labrie C. Effects of the antiestrogen EM-800 (SCH 57050) and cyclophosphamide alone and in combination on growth of human ZR-75-1 breast cancer xenografts in nude mice. Cancer Res. 1999 Oct 15;59(20):5176-80. PubMed PMID: 10537294. 14: Simard J, Sanchez R, Poirier D, Gauthier S, Singh SM, Merand Y, Belanger A, Labrie C, Labrie F. Blockade of the stimulatory effect of estrogens, OH-tamoxifen, OH-toremifene, droloxifene, and raloxifene on alkaline phosphatase activity by the antiestrogen EM-800 in human endometrial adenocarcinoma Ishikawa cells. Cancer Res. 1997 Aug 15;57(16):3494-7. PubMed PMID: 9270018. 15: Martel C, Picard S, Richard V, Bélanger A, Labrie C, Labrie F. Prevention of bone loss by EM-800 and raloxifene in the ovariectomized rat. J Steroid Biochem Mol Biol. 2000 Sep;74(1-2):45-56. PubMed PMID: 11074355. 16: Schafer JI, Liu H, Tonetti DA, Jordan VC. The interaction of raloxifene and the active metabolite of the antiestrogen EM-800 (SC 5705) with the human estrogen receptor. Cancer Res. 1999 Sep 1;59(17):4308-13. PubMed PMID: 10485477. 17: Labrie F, Labrie C, Bélanger A, Simard J, Giguère V, Tremblay A, Tremblay G. EM-652 (SCH57068), a pure SERM having complete antiestrogenic activity in the mammary gland and endometrium. J Steroid Biochem Mol Biol. 2001 Dec;79(1-5):213-25. Review. PubMed PMID: 11850228. 18: Luo S, Labrie C, Bélanger A, Candas B, Labrie F. Prevention of development of dimethylbenz(a)anthracene (DMBA)-induced mammary tumors in the rat by the new nonsteroidal antiestrogen EM-800 (SCH57050). Breast Cancer Res Treat. 1998 May;49(1):1-11. PubMed PMID: 9694606. 19: Couillard S, Labrie C, Gauthier S, Merand Y, Singh SM, Candas B, Labrie F. Long-term inhibitory effect of the orally active and pure antiestrogen EM-800 on the growth of human breast cancer xenografts in nude mice. Int J Cancer. 2000 Feb 1;85(3):424-9. PubMed PMID: 10652436. 20: Simard J, Labrie C, Bélanger A, Gauthier S, Singh SM, Mérand Y, Labrie F. Characterization of the effects of the novel non-steroidal antiestrogen EM-800 on basal and estrogen-induced proliferation of T-47D, ZR-75-1 and MCF-7 human breast cancer cells in vitro. Int J Cancer. 1997 Sep 26;73(1):104-12. PubMed PMID: 9334816.