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ChemicalBook >> CAS DataBase List >>Quinestrol

Quinestrol

CAS No.
152-43-2
Chemical Name:
Quinestrol
Synonyms
eston;eecpe;w3566;EE2CPE;qui-lea;estrovis;plestrovis;QUINESTROL;estrovister;estrovis4000
CBNumber:
CB6189992
Molecular Formula:
C25H32O2
Molecular Weight:
364.52
MDL Number:
MFCD00079189
MOL File:
152-43-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 02:27:03
Product description Number Pack Size Price
17α-Ethynylestradiol 3-cyclopentyl ether E7887 100mg $56.7
3-(CYCLOPENTYLOXY)-17-ETHYNYLESTRA-1(10),2,4-TRIEN-17-OL AldrichCPR PH001408 1MG $81.6
Quinestrol ≥98% 10006320 100mg $40
Quinestrol ≥98% 10006320 250mg $93
Quinestrol ≥98% 10006320 500mg $171
More product size

Quinestrol Properties

Melting point 107-108°
alpha D25 +5° (c = 0.5 in dioxane)
Boiling point 435.69°C (rough estimate)
Density 1.0693 (rough estimate)
refractive index 1.4480 (estimate)
storage temp. 2-8°C
solubility Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
pka 13.10±0.40(Predicted)
form Solid
color White to Off-White
Merck 14,8055
CAS DataBase Reference 152-43-2(CAS DataBase Reference)
FDA UNII JR0N7XD5GZ

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
Signal word  Danger
Hazard statements  H302+H312+H332-H350-H360
Precautionary statements  P201-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313
Hazard Codes  T
Risk Statements  45-61-20/21/22-46
Safety Statements  53-22-36/37/39-45
WGK Germany  3
RTECS  RC8948000
NFPA 704
0
3 0

Quinestrol price More Price(65)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich E7887 17α-Ethynylestradiol 3-cyclopentyl ether 152-43-2 100mg $56.7 2026-04-30 Buy
Sigma-Aldrich PH001408 3-(CYCLOPENTYLOXY)-17-ETHYNYLESTRA-1(10),2,4-TRIEN-17-OL AldrichCPR 152-43-2 1MG $81.6 2023-06-20 Buy
Cayman Chemical 10006320 Quinestrol ≥98% 152-43-2 100mg $40 2026-04-30 Buy
Cayman Chemical 10006320 Quinestrol ≥98% 152-43-2 250mg $93 2026-04-30 Buy
Cayman Chemical 10006320 Quinestrol ≥98% 152-43-2 500mg $171 2026-04-30 Buy
Product number Packaging Price Buy
E7887 100mg $56.7 Buy
PH001408 1MG $81.6 Buy
10006320 100mg $40 Buy
10006320 250mg $93 Buy
10006320 500mg $171 Buy

Quinestrol Chemical Properties,Uses,Production

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.

Uses

antibacterial, antimycoplasmal, isoleucyl-tRNA synthetase inhibitor

Uses

Quinestrol is an estrogen-like compound.

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).

Synthesis

Estra-1,3,5(10)-trien-17-one, 3-(cyclopentyloxy)-

1852-81-9

Trimethylsilylacetylene

1066-54-2

Quinestrol

152-43-2

The general procedure for the synthesis of (8R,9S,13S,14S,17R)-3-(cyclopentyloxy)-17-ethynyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol using nilestrol impurity 1 and trimethylsilylacetylene was carried out as follows: firstly, a mixture of 1x and 1x was prepared according to literature methods from 19-hydroxy androst-4-ene-3,17-dione to prepare a mixture of 1 and 1x in 80% overall yield. A solution of the 1-mixture (2.04 g, 6.0 mmol), tricyclopentyl orthoformate (8.04 g, 30 mmol) and TfOH (552 μL, 6.0 mmol) in cyclopentanol (60 mL) was stirred for 2 h at 100 °C under inert atmosphere. After completion of the reaction, the reaction was quenched with saturated NaHCO3 solution. The organic solvent was removed under reduced pressure and the residue was diluted with ethyl acetate and washed with brine. The organic phase was dried over Na2SO4, concentrated under reduced pressure and separated by silica gel column chromatography to give the 2b-mixture as a white solid (1.63 g). Next, Raney Ni (1.6 g) was washed several times with dry THF under inert atmosphere. A solution of anhydrous THF (180 mL) of the 2b-mixture (1.63 g) was added to Raney Ni. The suspension was stirred at room temperature and the progress of the reaction was monitored by HPLC. After completion of the reaction (1.5 h), the suspension was filtered. The filtrate was concentrated and separated by silica gel column chromatography to afford estrone 3-cyclopentyl ether (2b) as a white solid (1.62 g, 79% overall yield). Subsequently, n-BuLi (1.2 mL, 3.0 mmol, 2.5 N) was added to a THF (2 mL) solution of ethynyltrimethylsilane (424 μL, 3.0 mmol) under an inert atmosphere at -20 °C. After 0.5 h, a THF (4 mL) solution of ketone 2b (338 mg, 1.0 mmol) was added to a lithium acetate solution at -20 °C After 1 h, methanol (6 mL) and KOH (224 mg, 4 mmol) were added to the mixture and stirred at room temperature for 0.5 h. The reaction was subsequently quenched with 2N hydrochloric acid. The organic solvent was removed under reduced pressure and the residue was diluted with ethyl acetate and washed with saturated NaHCO3 and brine. The organic phase was dried over Na2SO4, concentrated under reduced pressure and separated by silica gel column chromatography to give the target product as a white solid (340 mg, 93%). The melting point of the product was 94-96 °C; [α]D23.4 = +11.3 (c 1, CHCl3); 1H NMR (400 MHz, CDCl3) δ 7.19 (d, J=8.6 Hz, 1H), 6.68 (dd, J=8.5,2.3 Hz, 1H), 6.61 (d, J=2.7 Hz, 1H), 4.74-4.70 ( m, 1H), 2.91-2.79 (m, 2H), 2.61 (s, 1H), 0.89 (s, 3H); 13C NMR (101MHz, CDCl3) δ155.9,137.8,132.0,126.2,115.5,112.9,87.5,79.9,79.0,74.0,49.4,47.1 ,43.5,39.4,38.9,32.9,32.7,29.8,27.3,26.3,24.0,22.8,12.7; HRMS (ESI) calculated value of C25H33O2[M+H]+: 365.2402, measured value 365.2472.

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.

Global( 160)Suppliers
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Shaanxi Dideu Medichem Co. Ltd
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View Lastest Price from Quinestrol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Quinestrol pictures 2026-04-22 Quinestrol
152-43-2
$41.00-59.00 99.55% 10g TargetMol Chemicals Inc.
Quinestrol pictures 2026-04-20 Quinestrol
152-43-2
$41.00-59.00 99.55% 10g TargetMol Chemicals Inc.
Quinestrol pictures 2026-01-04 Quinestrol
152-43-2
1g 98.0% 100kg Hangzhou ICH Biofarm Co., Ltd
  • Quinestrol pictures
  • Quinestrol
    152-43-2
  • $41.00-59.00
  • 99.55%
  • TargetMol Chemicals Inc.
  • Quinestrol pictures
  • Quinestrol
    152-43-2
  • $41.00-59.00
  • 99.55%
  • TargetMol Chemicals Inc.
  • Quinestrol pictures
  • Quinestrol
    152-43-2
  • 98.0%
  • Hangzhou ICH Biofarm Co., Ltd

Quinestrol Spectrum

17-alpha-ethinylestradiol3-cyclopentylether 3-(cyclopentyloxy)-(17-alpha)-19-norpregna-5(10)-trien-20-yn-17-ol 3-(cyclopentyloxy)-19-nor-17-alpha-pregna-1,3,5(10)-trien-20-yn-17-ol 5(10)-trien-20-yn-17-ol,3-(cyclopentyloxy)-19-nor-17-alpha-pregna-3 eecpe 17ALPHA-ETHYLNYL-1,3,5[10]ESTRATRIENE-3,17BETA-DIOL 3-CYCLOPENTYL ETHER 17a-ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-cyclopentyl ether 17a-ethynylestradiol 3-cyclopentyl ether (17ALPHA-3-(CYCLOPENTYLOXY)-19-NORPREGNA-1,3,5(10)TRIENE-20-YN-17-OL 17α-Ethynylestradiol 3-cyclopentyl ether Quinestrol, 17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol 3-cyclopentyl ether 17a-Ethynylestradiol 3-cyclopentyl ether17a-ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-cyclopentyl ether 19-Nor-17a-pregna-1,3,5(10)-trien-20-yn-17-ol, 3-(cyclopentyloxy)- 3-(Cyclopentyloxy)-19-nor-17a-pregna-1,3,5(10)-trien-20-yn-17-ol
3-Cyclopentyloxy-17a-ethynyl-1,3,5(10)-estratrien-17-ol Ethynylestradiol-3-cyclopentyl ether (17R)-3-(Cyclopentyloxy)-19-norpregna-1,3,5(10)-trien-20-yn-17-ol (8R,9S,13S,14S,17R)-3-(cyclopentoxy)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol (8R,9S,13S,14S,17R)-3-cyclopentyloxy-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol 17ALPHA-ETHYNYL-1,3,5(10)-ESTRATRIENE-3,17BETA-DIOL 3-CYCLOPENTYL ETHER 3-cyclopentyloxy-17-alpha-ethynyloestra-1,3,5(10)-trien-17-beta-ol 17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol 3-cyclopentyl ether estradiol-17-beta3-cyclopentylether estrovis estrovis4000 estrovister plestrovis qui-lea w3566 QUINESTROL 17ALPHA-ETHYNYLESTRADIOL-3-CYCLOPENTYL ETHER EE2CPE Ethinylestradiol 3-cyclopentyl ether 8-cyclopentyloxy-1-ethynyl-12a-methyl-2,3,4,4a,4b,5,6,10b,11,12-decahydrochrysen-1-ol Quinestrol > Quinestrol Quinestrol 19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-(cyclopentyloxy)-, (17α)- QUINESTROL 152-43-2 Quinestrol (W-3566) (8R,9S,13S,14S,17R)-3-(Cyclopentyloxy)-17-ethynyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol Quinestrol, 10 mM in DMSO eston 152-43-2 C25H32O2 BACTROBAN
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