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HomeProduct name listQuinestrol

Quinestrol

Synonym(s):17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol 3-cyclopentyl ether;Quinestrol

  • CAS NO.:152-43-2
  • Empirical Formula: C25H32O2
  • Molecular Weight: 364.52
  • MDL number: MFCD00079189
  • EINECS: 205-803-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 11:59:05
Quinestrol Structural

What is Quinestrol?

Absorption

Absorbed following oral administration.

Toxicity

Symptoms of overdose include nausea and vomiting, and withdrawal bleeding may occur in females.

Description

Quinestrol is a synthetic estrogen that is effective in hormone replacement therapy. It is a 3-cyclopentyl ether of ethynyl estradiol. After gastrointestinal absorption, it is stored in adipose tissue, where it is slowly released and metabolized in the liver to its active form, ethinyl estradiol. Quinestrol has found limited use in suppressing lactation in postpartum women and, in combination with synthetic progestogens, as contraceptive therapy, although additional studies are needed for both applications.

The Uses of Quinestrol

Quinestrol is an estrogen-like compound.

The Uses of Quinestrol

antibacterial, antimycoplasmal, isoleucyl-tRNA synthetase inhibitor

What are the applications of Application

Quinestrol is an estrogen-like compound

Indications

Used in hormone replacement therapy, treating symptoms of menopause such as hot flashes. Also used to treat breast and prostate cancer.

Background

The 3-cyclopentyl ether of ethinyl estradiol.

Definition

ChEBI: Quinestrol is a 17-hydroxy steroid and a terminal acetylenic compound. It has a role as a xenoestrogen. It is functionally related to a 17beta-estradiol.

brand name

Estrovis (Parke-Davis).

Pharmacokinetics

Quinestrol is the 3-cyclopentyl ether of ethinyl estradiol (the active metabolite). After gastrointestinal absorption, it is stored in adipose tissue where it is slowly released and metabolized principally to the parent compound, ethinyl estradiol. Ethinyl estradiol is a synthetic derivative of the natural estrogen estradiol.

Metabolism

Metabolized principally to the parent compound, ethinyl estradiol. Ethinyl estradiol is metabolized in the liver. Quantitatively, the major metabolic pathway for ethinyl estradiol, both in rats and in humans, is aromatic hydroxylation, as it is for the natural estrogens.

References

[1]. baumgardner sb, condrea h, daane ta, et al. replacement estrogen therapy for menopausal vasomotor flushes. comparison of quinestrol and conjugated estrogens. obstet gynecol. 1978 apr;51(4):445-52.
[2]. skouby, s.o. criteria for the selection of an optimal estrogen replacement. gynecological endocrinology 15, 60-67 (2001).
[3]. li j, chen f, li c,et al. quinestrol induces spermatogenic apoptosis in vivo via increasing pro-apoptotic proteins in adult male mice. tissue cell. 2014 oct;46(5):318-25.
[4]. li j, chen f, chen y, et al. mitochondrial- and fas-l-mediated pathways involved in quinestrol induced spermatogenic apoptosis in adult rat testes. toxicol mech methods. 2014 dec;24(9):609-15.

Properties of Quinestrol

Melting point: 107-108°
Boiling point: 435.69°C (rough estimate)
alpha  D25 +5° (c = 0.5 in dioxane)
Density  1.0693 (rough estimate)
refractive index  1.4480 (estimate)
storage temp.  2-8°C
solubility  Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
form  Solid
pka 13.10±0.40(Predicted)
color  White to Off-White
Merck  14,8055
CAS DataBase Reference 152-43-2(CAS DataBase Reference)

Safety information for Quinestrol

Signal word Danger
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H350:Carcinogenicity
H360:Reproductive toxicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for Quinestrol

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