Bifluranol | CAS#34633-34-6 | synthetic estrogen

MedKoo Cat#: 584211 | Name: Bifluranol

Description:

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

Bifluranol (brand name Prostarex; former developmental code name BX-341) is a synthetic nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol that has been used as an antiandrogen in the United Kingdom in the treatment of benign prostatic hyperplasia. It exerts functional antiandrogen effects by binding to and activating the estrogen receptor in the pituitary gland, consequently suppressing the secretion of luteinizing hormone (and hence acting as an antigonadotropin) and thereby reducing gonadal androgen production and systemic androgen levels.

Chemical Structure

Bifluranol

CAS#34633-34-6

Theoretical Analysis

MedKoo Cat#: 584211

Name: Bifluranol

CAS#: 34633-34-6

Chemical Formula: C17H18F2O2

Exact Mass: 292.1275

Molecular Weight: 292.33

Elemental Analysis: C, 69.85; H, 6.21; F, 13.00; O, 10.95

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

Bifluranol

IUPAC/Chemical Name

Phenol, 4,4'-(1-ethyl-2-methyl-1,2-ethanediyl)bis(2-fluoro-, (R*,S*)-

InChi Key

RDVXUHOSYIBGBT-ZWNOBZJWSA-N

InChi Code

InChI=1S/C17H18F2O2/c1-3-13(12-5-7-17(21)15(19)9-12)10(2)11-4-6-16(20)14(18)8-11/h4-10,13,20-21H,3H2,1-2H3/t10-,13-/m1/s1

SMILES Code

C[C@H](C1=CC=C(O)C(F)=C1)[C@H](C2=CC=C(O)C(F)=C2)CC

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

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 292.33 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: Pope DJ, Gilbert AP, Easter DJ, Chan RP, Turner JC, Gottfried S, Parke DV. The metabolism of bifluranol by rat, dog and ferret. J Pharm Pharmacol. 1981 May;33(5):302-8. PubMed PMID: 6116778. 2: Dekanski JB. Anti-prostatic activity of bifluranol, a fluorinated bibenzyl. Br J Pharmacol. 1980;71(1):11-6. PubMed PMID: 6258683; PubMed Central PMCID: PMC2044395. 3: Pope DJ, Gilbert AP, Easter DJ, Chan RP, Turner JC, Gottfried S, Parke DV. Bifluranol, a novel fluorinated bibenzyl anti-androgen, its chemistry and disposition in different animal species. J Pharm Pharmacol. 1981 May;33(5):297-301. PubMed PMID: 6116777. 4: Barrie SE, Rowlands MG, Foster AB, Jarman M. Inhibition of 17 alpha-hydroxylase/C17-C20 lyase by bifluranol and its analogues. J Steroid Biochem. 1989 Dec;33(6):1191-5. PubMed PMID: 2559252. 5: Chan RP, Dekanski JB, Gottfried S, Parke DV, Pope DJ. Comparison of the novel bibenzyl bifluranol with diethystilboestrol: effect of aromatic fluorine substitution on metabolism [proceedings]. Br J Pharmacol. 1978 Jun;63(2):350P. PubMed PMID: 667433; PubMed Central PMCID: PMC1668413. 6: Roesner S, Blair DJ, Aggarwal VK. Enantioselective installation of adjacent tertiary benzylic stereocentres using lithiation-borylation-protodeboronation methodology. Application to the synthesis of bifluranol and fluorohexestrol. Chem Sci. 2015 Jul 1;6(7):3718-3723. doi: 10.1039/c4sc03901g. Epub 2015 Apr 28. PubMed PMID: 29218141; PubMed Central PMCID: PMC5707455.