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;Clomiphene free base;Clomiphene,E/Z-mixture
- CBNumber
- CB5889468
- Molecular Formula
- C26H28ClNO
- Formula Weight
- 405.96
- MOL File
- 911-45-5.mol
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)
Safety
- Hazardous Substances Data
- 911-45-5(Hazardous Substances Data)
N-Bromosuccinimide Price
- Product number
- CD31000306
- Product name
- Clomiphene
- Purity
- 95+%
- Packaging
- 1g
- Price
- $223
- Updated
- 2021/12/16
- Product number
- CD31000306
- Product name
- Clomiphene
- Purity
- 95+%
- Packaging
- 5g
- Price
- $892
- Updated
- 2021/12/16
- Product number
- CD31000306
- Product name
- Clomiphene
- Purity
- 95+%
- Packaging
- 10g
- Price
- $1697
- Updated
- 2021/12/16
- Product number
- CD31000306
- Product name
- Clomiphene
- Purity
- 95+%
- Packaging
- 25g
- Price
- $3572
- Updated
- 2021/12/16
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
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View Lastest Price from Clomifene manufacturers
- Product
- Clomiphene 911-45-5
- Price
- US $15.00-8.00/bottle
- Min. Order
- 1bottle
- Purity
- 99.9%
- Supply Ability
- 1000 ton
- Release date
- 2024-03-14
- 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
- Product
- Clomifene 911-45-5
- Price
- US $200.00/g
- Min. Order
- 10g
- Purity
- 99%
- Supply Ability
- 1000t/month
- Release date
- 2022-11-21