Description Hormonal modulation
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Clomifene

Description Hormonal modulation
Product Name
Clomifene
CAS No.
911-45-5
Chemical Name
Clomifene
Synonyms
C06917;clomifene;Clomiphene;Clomiphene B;(E/Z)-Clomiphene;E/Z-CloMiphene-d4;Clomifene USP/EP/BP;911-45-5 Clomifene;Clomid 50mg Tablets;Clomiphene free base
CBNumber
CB5889468
Molecular Formula
C26H28ClNO
Formula Weight
405.96
MOL File
911-45-5.mol
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Clomifene Property

Melting point:
117.25°C
Boiling point:
509.0±50.0 °C(Predicted)
Density 
1.0166 (rough estimate)
refractive index 
1.5790 (estimate)
storage temp. 
Amber Vial, -20°C Freezer
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
9.54±0.25(Predicted)
color 
White to Pale Yellow
InChI
InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3
InChIKey
GKIRPKYJQBWNGO-UHFFFAOYSA-N
SMILES
C(N(CC)CC)COC1=CC=C(C(C2=CC=CC=C2)=C(Cl)C2=CC=CC=C2)C=C1
NIST Chemistry Reference
Clomiphene(911-45-5)
EPA Substance Registry System
Clomiphene (911-45-5)
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Safety

Hazardous Substances Data
911-45-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Crysdot
Product number
CD31000306
Product name
Clomiphene
Purity
95+%
Packaging
1g
Price
$223
Updated
2021/12/16
Crysdot
Product number
CD31000306
Product name
Clomiphene
Purity
95+%
Packaging
5g
Price
$892
Updated
2021/12/16
Crysdot
Product number
CD31000306
Product name
Clomiphene
Purity
95+%
Packaging
10g
Price
$1697
Updated
2021/12/16
Crysdot
Product number
CD31000306
Product name
Clomiphene
Purity
95+%
Packaging
25g
Price
$3572
Updated
2021/12/16
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Clomifene Chemical Properties,Usage,Production

Description

Clomiphene is an antiestrogen thought to increase sperm parameters in males attempting to conceive. The objective of this review was to evaluate the efficacy and safety of Clomiphene citrate in the treatment of male patients with infertility. It is an oral agent used to treat infertility in women desiring pregnancy. Clomiphene has been linked to a low rate of transient serum aminotransferase elevations during therapy and to rare instances of clinically apparent liver injury, which can be severe and even fatal.A triphenyl ethylene stilbene derivative which is an estrogen agonist or antagonist depending on the target tissue.

Hormonal modulation

CLOMIPHENE exerts its effects centrally with a result of increased LH and FSH secretion and increased testicular testosterone production. Many studies have described significant increases in serum testosterone, LH, and FSH with CLOMIPHENE treatment. Studies have revealed comparable increases in serum testosterone levels in hypogonadal men treated with CLOMIPHENE compared with TRT. CLOMIPHENE has also been compared with aromatase inhibitors, such as anastrozole, and CLOMIPHENE has proven to be more effective in increasing testosterone levels.

Originator

Clomid,Lepetit,Italy,1966

Uses

Clomifene is used for infertility in order to increase reproductive properties of oligoovulatory women who have three or four ovulatory cycles per year, leading to normal monthly ovulation.

Uses

Antiestrogen.

Indications

Clomifene acts by enhancing follicular growth caused by ovulation. The primary indication for using clomifene is induction of ovulation in non-ovulating women who still have some estrogen production.

Definition

ChEBI: Zuclomifene is a stilbenoid.

Manufacturing Process

A mixture of 20 g of 1-[p-(β-diethylaminoethoxy)phenyl]-1,2-diphenylethanol in 200 cc of ethanol containing an excess of hydrogen chloride was refluxed 3 hours. The solvent and excess hydrogen chloride were removed under vacuum, and the residue was dissolved in a mixture of ethyl acetate and methylene chloride. 1-[p-(β-diethylaminoethoxy)phenyl]-1,2-diphenylethylene hydrochloride was obtained, melting at 148° to 157°C. This hydrochloride salt was treated with N-chlorosuccinimide in dry chloroform under reflux. The product then obtained was converted to the free base and treated with citric acid. The dihydrogen citrate salt of 1-[p-(β-diethylaminoethoxy)phenyl]-1,2- diphenylchloroethylene was obtained, melting at 116.5° to 118°C.
The intermediate 1-[p-(β-diethylaminoethoxy)phenyl]-1,2-diphenylethanol was obtained by treating 4-(β-diethylaminoethoxy)benzophenone with benzylmagnesium chloride. It melted at 95° to 96°C.

brand name

Clomid (Sanofi Aventis); Serophene (Serono).

Therapeutic Function

Antiestrogen

Synthesis

Clomifene, 2-[p-(2-chloro-1,2-diphenylvinyl)phenoxy]triethylamine (28.2.4), is synthesized from 4-hydroxybenzophenone by reacting it with 2-diethylaminoethylchloride in the presence of an alkali, which gives 4-(2-diethylaminoethoxy)benzophenone (28.2.1). This is reacted with benzylmagnesium chloride in a Grignard reaction, forming as a result the corresponding carbinol (28.2.2). Dehydrating this with hydrogen chloride gives 2-[p-(1,2-diphenylvinyl) phenoxy]triethylamine (28.2.4), the vinylic hydrogen atom of which is replaced with a chlorine atom using N-chlorosuccinimide, giving clomifene (28.2.4) .

Clomifene Preparation Products And Raw materials

Raw materials

Preparation Products

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Clomifene Suppliers

Chemsky(shanghai)International Co.,Ltd.
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View Lastest Price from Clomifene manufacturers

hebei hongtan Biotechnology Co., Ltd
Product
Clomiphene 911-45-5
Price
US $15.00-8.00/bottle
Min. Order
1bottle
Purity
99.9%
Supply Ability
1000 ton
Release date
2024-05-15
Shandong Huizhihan Supply Chain Co., Ltd
Product
Clomid 10 mg Tablets 911-45-5
Price
US $0.00-0.00/Bottle
Min. Order
1Bottle
Purity
99%
Supply Ability
20000
Release date
2024-11-05
Sigma Audley
Product
Clomifene 911-45-5
Price
US $15.00-8.00/bottle
Min. Order
1bottle
Purity
99.9%
Supply Ability
200tons/year
Release date
2024-01-19

911-45-5, ClomifeneRelated Search:


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