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Estradiol-3,17α-diacetate is a synthetic derivative of the naturally occurring hormone estradiol, which is a primary female sex hormone. This chemical is characterized by the presence of two acetate groups attached to the 3 and 17α positions of the steroid nucleus, which increases its stability and allows for controlled release in the body. It is used in pharmaceutical applications, particularly in hormone replacement therapy and as a component in certain contraceptive formulations. The acetate groups are designed to be removed in the body, allowing the estradiol to exert its effects. This modification helps in the controlled delivery of the hormone, which can be beneficial in managing conditions related to hormonal imbalances.

1474-52-8

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1474-52-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1474-52-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,7 and 4 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1474-52:
(6*1)+(5*4)+(4*7)+(3*4)+(2*5)+(1*2)=78
78 % 10 = 8
So 1474-52-8 is a valid CAS Registry Number.

1474-52-8Relevant academic research and scientific papers

6-(4'-chloro-1'-benzamide)-estrogen compound as well as preparation method and application thereof

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Paragraph 0030-0032, (2020/12/30)

The invention discloses a 6-(4'-chloro-1'-benzamide)-estrogen compound, which has the chemical structural formula shown in the specification, wherein R is any one of -C=O- or -H. The 6-(4'-chloro-1'-benzamide)-estrogen compound disclosed by the invention has an inhibiting effect on ovarian cancer cells, breast cancer cells and human cervical cancer cells.

Tf2O-Promoted Trifluoromethythiolation of Various Arenes Using NaSO2CF3

Liu, Jie,Zhao, Xiaochun,Jiang, Lvqi,Yi, Wenbin

supporting information, p. 4012 - 4016 (2018/09/20)

A sulfonic anhydride-promoted direct trifluoromethylthiolation using NaSO2CF3 has been developed. The simple and practical strategy enabled the direct introduction of SCF3 moiety into unexplored arene scaffolds under reductant- and metal-free condition at room temperature. (Figure presented.).

For female steroid nucleus to 2 bit or 16 substituted chalcone derivative and its preparation and use

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Paragraph 0088; 0089, (2017/08/26)

The invention belongs to the field of medicinal chemicals, and relates to a 2/16-site-substituted chalcone derivative taking estrogen as a mother nucleus and a preparation method and application of the derivative. The preparation method comprises the following step: combining chalcone structural fragments on an estrogen body in parallel, thereby keeping or improving the activity of anti-tumor cells and inhibiting activity of tumor cell angiogenesis. The structural formula of the 2/16-site-substituted chalcone derivative is as shown in the specification. The in-vitro anti-tumor cell proliferation activity test and the chick embryo allantois test show that the derivative has certain anti-tumor cell proliferation activity and inhibiting activity of tumor cell angiogenesis; and the dose-effect relationship study shows that the tumor cell inhibition function of the derivative is prior to that of 2-methoxy estradiol with broad-spectrum anti-tumor activity, and moreover the half-life period can be prolonged.

Molecular iodine in isopropenyl acetate (IPA): a highly efficient catalyst for the acetylation of alcohols, amines and phenols under solvent free conditions

Ahmed, Naseem,van Lier, Johan E.

, p. 5345 - 5349 (2007/10/03)

Iodine in isopropenyl acetate (IPA) is a highly efficient catalyst for the acetylation of a variety of alcohols, phenols and amines under solvent free conditions. Primary, secondary, tertiary alcohols, amines and mono to polyhydroxy phenols and anilines with electron donating or withdrawing substituents can be easily acetylated in good to excellent yield at 85-90 °C.

17β-HSD1 AND STS INHIBITORS

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Page/Page column 84, (2010/11/25)

The present invention relates to novel substituted steroid derivatives which represent selectiv inhibitors of the 17β-hydroxysteroid dehydrogenase type I (17β-HSD1) and, in addition, which may represent inhibitors of the steroid sulphatase, as well as to their salts, to pharmaceutical preparations containing these compounds and to processes for the preparation of these compounds. Furthermore, the invention concerns the therapeutic use of said novel substituted steroid derivatives, particularly their use in the treatment or prevention of steroid hormone dependent diseases or disorders, such as steroid hormone dependent diseases or disorders requiring the inhibition of 17β-hydroxysteroid dehydrogenase type I and/or steroid sulphatase enzymes and/or requiring the lowering of the endogenous 17β-estradiol concentration.

An estradiol-conjugate for radiolabelling with 177Lu: An attempt to prepare a radiotherapeutic agent

Banerjee, Sharmila,Das, Tapas,Chakraborty, Sudipta,Samuel, Grace,Korde, Aruna,Venkatesh, Meera,Pillai

, p. 4315 - 4322 (2007/10/03)

177Lu is presently being considered as one of the most promising radionuclide for targeted therapy owing to its suitable decay characteristics. 177Lu in high radionuclidic purity (99.99%) and moderate specific activity (100-110 TBq/g) was produced using enriched (60.6% 176Lu) Lu2O3 target. The macrocycle 1,4,7,10- tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) is known to form stable complexes with lanthanides. Herein, we describe a novel attempt to introduce 177Lu in the estradiol moiety through a steroidal-BFCA (Bifunctional Chelating Agent) conjugate. The preparation of a steroid conjugate via coupling of 6α-amino-17β-estradiol with a C-functionalized DOTA derivative viz. p-NCS-benzyl-DOTA as a BFCA and thereafter the radiolabelling of the conjugate with 177Lu is reported. Biological activity of the resultant estradiol-DOTA conjugate after radiolabelling was studied by carrying out preliminary in vitro cell uptake studies with MCF-7, human breast carcinoma cell line expressing estrogen receptors as well as binding studies with anti-estradiol antibodies.

Cytoprotective steroids (II)

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, (2008/06/13)

A method is provided for treating a patient in need of therapy for acute neuronal degeneration due to metabolic compromise of central or peripheral nervous system cells comprising administering to that patient a therapeutically effective amount of a 7α-hydroxy substituted steroid selected from 7α-hydroxy-derivatives of estradiols, dehydroepiandrosterones and pregnenolones, and metabolic precursors thereof. Use of such compounds for manufacture of medicaments and neuroprotective compositions are also provided.

Microwave induced selective enolization of steroidal ketones and efficient acetylation of sterols in semisolid state

Marwah, Padma,Marwah, Ashok,Lardy, Henry A.

, p. 2273 - 2287 (2007/10/03)

Under microwave irradiation steroidal enones, more specifically, position three carbonyls were efficiently and selectively converted to the corresponding enol acetates in the presence of additional enolizable carbonyl functions at other positions, using acetic anhydride and a catalytic amount of toluene-p-sulfonic acid. Acetylation of hydroxyl groups of the sterols, including those at the hindered positions, was near quantitative. Strictly anhydrous conditions were not a pre-requisite for acetylation and the reaction system easily tolerated up to 10% (v/v) moisture.

A new, practical synthesis of 2-methoxyestradiols.

Rao, Pemmaraju N,Cessac, James W

, p. 1065 - 1070 (2007/10/03)

An efficient and practical approach to synthesize moderate to large amounts of 2-methoxyestradiol (2-ME2) is described. The key step in the synthesis is the regioselective introduction of an acetyl group at the C-2 position of estradiol using a zirconium tetrachloride mediated Fries rearrangement carried out on estradiol diacetate. The seven step synthetic procedure readily gave 2-ME2 in 49% overall yield. Application of this method to the synthesis of 2-methoxy-7 alpha-methylestradiol is also described.

Steroid transformations with Fusarium oxysporum var. cubense and Colletotrichum musae

Wilson, Maureen R.,Gallimore, Winklet A.,Reese, Paul B.

, p. 834 - 843 (2007/10/03)

The utility of two locally isolated fungi, pathogenic to banana, for steroid biotransformation has been studied. The deuteromycetes Fusarium oxysporum var. cubense (IMI 326069, UAMH 9013) and Colletotrichum musae (IMI 374528, UAMH 8929) had not been examined previously for this potential. In general, F. oxysporum var. cubense effected 7α hydroxylation on 3β-hydroxy- Δ5-steroids, 6β, 12β, and 15α hydroxylation on steroidal-4-ene-3-ones, side-chain degradation on 17α,21-dihydroxypregnene-3,20-diones, and 15α hydroxylation on estrone. Both strains were shown to perform redox reactions on alcohols and ketones.

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