HEXESTROL
HEXESTROL Basic information
- Product Name:
- HEXESTROL
- Synonyms:
-
- MESO-3,4-BIS[4-HYDROXYPHENYL]-HEXANE
- DIHYDRODIETHYLSTILBESTROL
- HEXOESTROL
- HEXOESTROLUM
- 3,4-BIS-(P-HYDROXYPHENYL)-HEXANE
- 3,4-DI(P-HYDROXYPHENYL)HEXANE
- 4,4'-(1,2-DIETHYLETHYLENE)DIPHENOL
- Esestrolo
- CAS:
- 5635-50-7
- MF:
- C18H22O2
- MW:
- 270.37
- EINECS:
- 227-082-2
- Mol File:
- 5635-50-7.mol
HEXESTROL Chemical Properties
- Water Solubility
- 11.8mg/L(temperature not stated)
MSDS
- Language:English Provider:SigmaAldrich
HEXESTROL Usage And Synthesis
Chemical Properties
There are several isomers: Type 3R, 4R: CAS No. [26614-21-1], melting point 80°C, [α]17/D+17.6° (5% ethanol); Type 3S, 4S: CAS No. [26614-22-2]; Type 3RS, 4RS: CAS No. [5776-72-7], crystalline (benzene/petroleum ether), melting point 128°C, less active; Type 3RS, 4RS: CAS No. [84-16-2], needle-like crystals (benzene), melting point 185-186°C, the most active, teratogenic and fertility-affecting effects in animal experiments, hepatotoxicity and hemolytic effects in exercise experiments.
Uses
Vitestrol can be used in methods related to bioactive agents that convert from anions to molecules
Definition
ChEBI: Hexestrol is a stilbenoid.
brand name
Synoestrolum.
World Health Organization (WHO)
Hexestrol is a stilbene derivative. See WHO comment for diethylstilbestrol. (Reference: (WHODI) WHO Drug Information, 77.1, 16, 1977)
Purification Methods
Crystallise meso-Hexestero from *benzene or aqueous EtOH (m 185-188o). The meso-dibenzoyl derivative has m 236-237o. The 3RS,4RS(±)-racemate [5776-72-7] crystallises from pet ether, *C6H6/pet ether, Et2O/pet ether, or MeOH/H2O and has m 128-129o . The (±)-dibenzoyl derivative has m 123-124o . The 3R,4R(+)-isomer [26614-21-1] and 3S,4S(-)-isomer [26614-22-2] crystallise from Et2O/pet ether with m 80 -80.5o and have [] D (+) and (-) 17.7o (c 5, EtOH). Their dibenzoyl derivatives have m 116.5o .[Beilstein 6 III 5503, 6 IV 6761.] They have estrogenic activity where optically active forms are more potent and they have antineoplastic activity. [Aboul-Enein et al. Anal Profiles Drug Subst 11 347 1982, J Am Chem Soc 65 4911941.]
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