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Clostilbegit

Clostilbegit structure

CAS No:
50-41-9
Formula:
C26H28ClNO.C6H8O7
Chemical Name:
Clostilbegit
Synonyms:
Ethanamine,2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]-N,N-diethyl-,2-hydroxy-1,2,3-propanetricarboxylate (1:1);Triethylamine,2-[p-(2-chloro-1,2-diphenylvinyl)phenoxy]-,citrate (1:1);Triethylamine,2-[p-(2-chloro-1,2-diphenylvinyl)phenoxy]-,citrate;MRL 41;Chloramiphene;2-[p-(2-Chloro-1,2-diphenylvinyl)phenoxy]triethylamine dihydrogen citrate;Clomid;1-[p-(β-Diethylaminoethoxy)phenyl]-1,2-diphenyl-2-chloroethylene citrate;Clomiphene citrate;Clomiphene dihydrogen citrate;Racemic clomiphene citrate;Clomifene citrate;Omifin;Clomifeno;Clomivid;Clomphid;Dyneric;Genozym;Ikaclomin;Mer 41;Fertyl;Fertivet;Clostilbegyt;Ikaclomine;Pergotime;Serophene;NSC 35770;Clostilbegit;Clomhexal;Siphene;Klomen;2-(4-(2-Chloro-1,2-diphenylvinyl)phenoxy)-N,N-diethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate
Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System

Description

Clomifene Citrate is a selective estrogen receptor modulator.Target: Estrogen Receptor/ERRClomifene Citrate(CC) acted as an estrogen antagonist regardless of the concentration of E2 added together. In conclusion, CC acts as an estrogen agonist/antagonist via ER alpha in a coexisting estrogen concentration-dependent way whereas it acts as an estrogen antagonist via ER beta whether or not estrogen is present [1]. Clomiphene was effective in increasing pregnancy rate compared to placebo (OR

A triphenyl ethylene stilbene derivative which is an estrogen agonist or antagonist depending on the target tissue. Note that ENCLOMIPHENE and ZUCLOMIPHENE are the (E) and (Z) isomers of Clomiphene respectively.

Clostilbegit Basic Attributes

Molecular Weight：

598.083

Exact Mass：

597.212952

EC Number：

200-035-3

DSSTox ID：

DTXSID8020337

HScode：

2922190900

Characteristics

PSA：

144.60000

XLogP3：

5.31410

Appearance：

white crystalline powder

Melting Point：

116.5-118 °C

Boiling Point：

509ºC at 760 mmHg

Flash Point：

261.6ºC

Water Solubility：

Slightly soluble in water, methanol, chloroform (slightly), and DMSO (10 mM). Insoluble in ether.

Storage Conditions：

2-8ºC

Toxicity：

LD50 oral in rat: 5750mg/kg

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R60;R63

safety instructions：

S53-S36/37-S45

RTECS Number：

YE0875000

Marks：

T:Toxic;

Precautionary statement(s)：

P280

Hazard Statements：

H361

GHS Classification：

|Warning|H361 (91.49%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|Aggregated GHS information provided by 47 companies from 7 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

A structurally diverse group of compounds distinguished from ESTROGENS by their ability to bind and activate ESTROGEN RECEPTORS but act as either an agonist or antagonist depending on the tissue type and hormonal milieu. They are classified as either first generation because they demonstrate estrogen agonist properties in the ENDOMETRIUM or second generation based on their patterns of tissue specificity. (Horm Res 1997;48:155-63) (See all compounds classified as Selective Estrogen Receptor Modulators.)|Compounds which increase the capacity to conceive in females. (See all compounds classified as Fertility Agents, Female.)|Compounds which inhibit or antagonize the action or biosynthesis of estrogenic compounds. (See all compounds classified as Estrogen Antagonists.)

MeSH Entry Terms：

Chloramiphene

Clostilbegit Use and Manufacturing

Uses

An unducer of ovulation. A gonad-stimulating principle Synthetic estrogen agonist-antagonist. Gonad-stimulating principle. A selective estrogen receptor modulator Clomiphene is a selective estrogen receptor modulator that impairs the activation of estrogen receptors (ERs) by 17β-estradiol. It potently binds both ERα and ERβ (Ki = 0.9 and 1.2 nM, respectively). Clomiphene enhances the release of gonadotropin-releasing hormone, stimulating the release of follicle-stimulating hormone and luteinizing hormone, culminating in ovulation.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:598.1
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:14
Exact Mass:597.2129448
Monoisotopic Mass:597.2129448
Topological Polar Surface Area:145
Heavy Atom Count:42
Complexity:708
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Material

Diethyl carbonate

2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1)

Drug Function and Efficacy

Anti-hormone drugs. Since this product has a weak excitatory and strong antagonistic effect on estrogen, it may stimulate ovulation in the hypothalamus. First, the antagonism is dominant, and by competitively occupying the hypothalamic estrogen receptors, it interferes with the negative feedback of endogenous estrogen, prompting the secretion of luteinizing hormone and follicle-stimulating hormone to increase, and then stimulates the growth of follicles. After the follicles mature, the release of estrogen increases, and the release of preovulatory gonadotropin is stimulated by positive feedback to reach a peak, thus ovulation. The treatment of male infertility may be related to the increase of FSH and LH and the promotion of sperm production.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Clomiphene Citrate
Ingredients	The main component of this product is clomiphene citrate. Its chemical name is: N, N-diethyl-2-[4-(1, 2-diphenyl-2-chlorovinyl)phenoxy]ethylamine citrate of cis-trans isomer mixture.
Indication	Not yet clear.

Clomiphene Citrate Tablets
Ingredients	The main ingredient is clomiphene citrate, and its chemical name is N,N-diethyl-2-[4-(1,2-diphenyl-2-chlorovinyl)phenoxy]ethylamine citrate.
Indication	There are no documented drug interactions with this medicine.
Specifications	50mg
Manufacturer	China Resources Double-Crane Pharmaceutical Co., Ltd.

Clomiphene Citrate Tablets
Ingredients	The main ingredient is clomiphene citrate, and its chemical name is N,N-diethyl-2-[4-(1,2-diphenyl-2-chlorovinyl)phenoxy]ethylamine citrate.
Indication	There are no documented drug interactions with this medicine.
Specifications	50 mg

See More Related Drugs

Registered Holders

F.I.S. FABBRICA ITALIANA SINTETICI S.P.A.

Italy
Active
TAPI NL B.V.

France
Active
MENADIONA SL

Spain
Active

See More Registered Holders

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