ChemicalBook > CAS DataBase List > 2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol

2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol

Product Name
2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol
CAS No.
128607-22-7
Chemical Name
2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol
Synonyms
Ospemifene;CS-1039;Fc-1271a;Ccris 9205;Ospemifene >Unii-B0p231ilbk;2-(4-(4-chloro-1;Ospemifene FC-1271a;The department of pp meters;2-diphenyl-but-1-enyl)phenoxy)ethanol
CBNumber
CB01335273
Molecular Formula
C24H23ClO2
Formula Weight
378.89
MOL File
128607-22-7.mol
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2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol Property

Boiling point:
544.6±50.0 °C(Predicted)
Density 
1.166±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO: soluble20mg/mL, clear
pka
14.26±0.10(Predicted)
form 
powder
color 
white to beige
InChIKey
LUMKNAVTFCDUIE-VHXPQNKSSA-N
CAS DataBase Reference
128607-22-7
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Safety

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
2909.49.1500
Hazardous Substances Data
128607-22-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0996
Product name
Ospemifene
Purity
≥98% (HPLC)
Packaging
10mg
Price
$92.2
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0996
Product name
Ospemifene
Purity
≥98% (HPLC)
Packaging
50mg
Price
$300
Updated
2024/03/01
TCI Chemical
Product number
O0441
Product name
Ospemifene
Purity
>98.0%(GC)
Packaging
100mg
Price
$54
Updated
2024/03/01
TCI Chemical
Product number
O0441
Product name
Ospemifene
Purity
>98.0%(GC)
Packaging
1g
Price
$128
Updated
2024/03/01
Cayman Chemical
Product number
23755
Product name
Ospemifene
Purity
≥98%
Packaging
50mg
Price
$86
Updated
2024/03/01
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2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol Chemical Properties,Usage,Production

Description

In February 2013, the US FDA approved ospemifene (also referred to as FC1271a), for the treatment ofmoderate to severe dyspareunia, a symptom of vulvar and vaginal atrophy (VVA), due tomenopause. It is estimated that there are 150 million postmenopausal women worldwide with 40–70% suffering from VVA. Ospemifene is a selective estrogen receptor (ER) modulator (SERM) and the first nonhormonal, nonestrogen for the treatment of moderate to severe dyspareunia in women with menopausal VVA. It binds to ERα (IC50~800 nM) and ERβ (IC50~1600 nM) with tissue-specific estrogenic agonist/antagonist effects. Treatment with ospemifene increases the thickness of the vaginal tissue thereby decreasing fragility of the tissue and reducing potential for pain during sexual intercourse.

Originator

Tess Diagnostics and Pharmaceuticals/Hormos Medical/QuatRx (Finland)

Uses

Treatment of vaginal atrophy, osteoporosis, and vasomotor symptoms.

Definition

ChEBI: An organochlorine compound that is a selective estrogen receptor modulator; used for treatment of dyspareunia.

brand name

Osphena

Clinical Use

Ospemifene is a SERM that is currently in Phase II/III clinical trials for the treatment of postmenopausal osteoporosis and urogenital atrophy. It is a known metabolite of toremifene, a triphenylethylene derivative used to treat breast cancer.Ospemifene has been shown to have beneficial effects on the bone without significant estrogen-related side effects. The beneficial effect observed on bone stems from this agent's ability to increase osteoblast proliferation and, as a result, to enhance bone mineralization as well as bone formation. Unlike tamoxifen, ospemifene does not induce osteocyte apoptosis.

Synthesis

The drug can be synthesized succinctly in two steps. First, alkylation of commercially available 4-hydroxybenzophenone (130) with ethylene carbonate and catalytic sodium iodide in refluxing toluene provided benzophenone 131 in 94% yield. This was followed by a McMurry coupling involving benzophenone 131 with chloropropiophenone 132 in the presence of zinc powder and titanium tetrachloride in 2-methyltetrahydrofuran. This reaction gave rise to a mixture of triphenylethylenes directly as a 5.5:1 ratio of Z to E isomers which could be separated by crystallization in aqueous methanol to give a mixture of olefins, 98% of which was comprised of the desired Z-isomer corresponding to ospemifene (XVII). The product purity was further improved by recrystallization to give 99.9% of the Z-isomer in 46% yield from 131. Thus, ospemifene was synthesized in two steps and 43% overall yield.

2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol Suppliers

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View Lastest Price from 2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol manufacturers

R&D Scientific Inc.
Product
Ospemifene 128607-22-7
Price
US $6300.00/Kg
Min. Order
1Kg
Purity
99
Supply Ability
500 Kg
Release date
2024-04-25
Zhuozhou Wenxi import and Export Co., Ltd
Product
Ospemifene 128607-22-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
Ospemifene 128607-22-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

128607-22-7, 2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanolRelated Search:


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