Synonym
Broparestrol (E)-; LN 1643; LN-1643; LN1643; trans-Broparestrol;
IUPAC/Chemical Name
(E)-(1-bromo-2-(4-ethylphenyl)ethene-1,2-diyl)dibenzene
InChi Key
OQCYTSHIQNPJIC-QURGRASLSA-N
InChi Code
InChI=1S/C22H19Br/c1-2-17-13-15-19(16-14-17)21(18-9-5-3-6-10-18)22(23)20-11-7-4-8-12-20/h3-16H,2H2,1H3/b22-21+
SMILES Code
CCC1=CC=C(/C(C2=CC=CC=C2)=C(Br)\C3=CC=CC=C3)C=C1
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
363.29
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: Rodier PN, Ceolin R, Dubois P, Fournival JL. [(Z)-broparestrol]. Acta Crystallogr C. 1989 Sep 15;45 ( Pt 9):1455-7. French. PubMed PMID: 2604956.
2: Rudali G, Rendon AM, Guggiari M. [Inhibition of mammary carcinogenesis of C3H/f mice with broparestrol]. C R Seances Soc Biol Fil. 1978;172(5):845-9. French. PubMed PMID: 157196.
3: Syed N, Langer J, Janczar K, Singh P, Lo Nigro C, Lattanzio L, Coley HM, Hatzimichael E, Bomalaski J, Szlosarek P, Awad M, O'Neil K, Roncaroli F, Crook T. Epigenetic status of argininosuccinate synthetase and argininosuccinate lyase modulates autophagy and cell death in glioblastoma. Cell Death Dis. 2013 Jan 17;4:e458. doi: 10.1038/cddis.2012.197. PubMed PMID: 23328665; PubMed Central PMCID: PMC3563985.
4: Edery M, Goussard J, Vives C, Rudali G, Drosdowsky MA. Interactions between prolactin and ovarian secretions during mammary tumorigenesis in the mouse. Biomedicine. 1980 Dec;33(8):265-7. PubMed PMID: 7213925.
5: Drosdowsky M, Edery M, Guggiari M, Montes-Rendon A, Rudali G, Vives C. Inhibition of prolactin-induced mammary cancer in C3Hf (XVII) mice with the trans isomer of bromotriphenylethylene. Cancer Res. 1980 May;40(5):1674-9. PubMed PMID: 6245799.
6: Edery M, Barnova A, Drosdowsky M, Guggiari M, Vives C, Rudali G. Isomers of broparoestrol and antiestrogen action: comparison with tamoxifen. Biomed Pharmacother. 1985;39(6):326-30. PubMed PMID: 4084664.
7: Borgna JL, Coezy E, Rochefort H. Mode of action of LN 1643 (a triphenylbromoethylene antiestrogen): probable mediation by the estrogen receptor and high affinity metabolite. Biochem Pharmacol. 1982 Oct 15;31(20):3187-91. PubMed PMID: 7150347.