Epiestradiol supplier | CasNO.57-91-0

Name
Estradiol
EINECS 200-354-8
CAS No. 57-91-0
Article Data39
CAS DataBase
Density 1.17 g/cm³
Solubility ethanol: 50 mg/mL, clear, colorless
Melting Point 176-180 °C(lit.)
Formula C₁₈H₂₄O₂
Boiling Point 445.9 °C at 760 mmHg
Molecular Weight 272.387
Flash Point 209.6 °C
Transport Information UN 2811 6.1/PG 2
Appearance White solid
Safety 53-45-24/25-22
Risk Codes 45-48-40
Molecular Structure
Hazard Symbols T, Xn
Synonyms 17a-Estradiol (8CI);1,3,5-Estratriene-3,17a-diol;13b-Methyl-1,3,5(10)-gonatriene-3,17a-diol;17-Epiestradiol;17a-Oestradiol;3,17-Dihydroxyestratriene;3,17a-Dihydroxyestra-1,3,5(10)-triene;3,17a-Dihydroxyoestra-1,3,5(10)-triene;Alfatradiol;Epiestrol;Estra-1,3,5(10)-triene-3,17a-diol;NSC 20293;Oestra-1,3,5(10)-triene-3,17a-diol;a-Estradiol;
PSA 40.46000
LogP 3.60920

Synthetic route

: 1474-52-8
estradiol-3,17α-diacetate

A: 57-91-0
α-estradiol

B: 15068-99-2
17α-acetoxy-estra-1,3,5(10)-trien-3-ol

Conditions

Conditions	Yield
With lipase from Candida cylindracea; octanol In various solvent(s) at 37℃; for 144h;	A 60% B 25%

: 99-35-4
1,3,5-trinitrobenzene

: 53-16-7
Estrone

A: 50-28-2
estradiol

B: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With propan-1-ol; sodium

...Expand

: 71-41-0
pentan-1-ol

: 6639-99-2
17α-dihydroequilenin

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With sodium

: 53-16-7
Estrone

A: 50-28-2
estradiol

B: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With ethanol; nickel at 120℃; under 14710.2 Torr; Hydrogenation;
With potassium hydroxide; aluminum nickel at 80 - 90℃;
With aluminum isopropoxide; isopropyl alcohol

: 53-16-7
Estrone

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
Isolierung aus dem Harn von weiblichen Kaninchen nach Injektion von (+)-Oestron;
Multi-step reaction with 2 steps 1: p-toluenesulfonic acid / methanol 2: NaBH4 / propan-2-ol; H2O / 16 h / Ambient temperature View Scheme

: 53-16-7
Estrone

: 555-31-7
aluminum isopropoxide

: 67-63-0
isopropyl alcohol

A: 50-28-2
estradiol

B: 57-91-0
α-estradiol

...Expand

: 2393-53-5
estrone 3-benzoate

: 555-31-7
aluminum isopropoxide

: 67-63-0
isopropyl alcohol

A: 50-28-2
estradiol

B: 57-91-0
α-estradiol

...Expand

: 50-28-2
estradiol

A: 53-16-7
Estrone

B: 481-97-0
estrone sulfate

C: 57-91-0
α-estradiol

D: 481-96-9
estradiol-3-sulfate

E: 22139-70-4
17-alpha-estradiol-3-sulfate

F: 3233-69-0, 47328-45-0
estradiol-17ξ 17-sulfate

Conditions

Conditions	Yield
Product distribution; Mechanism; metabolism after i. v. injection in White Leghorn laying hens, <3H>labelled;

...Expand

: 55105-93-6
estrone p-toluenesulfonylhydrazone

A: 50-28-2
estradiol

B: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With sodium tetrahydroborate In water; isopropyl alcohol for 16h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 53-16-7
Estrone

nickel-aluminium-alloy: nickel-aluminium-alloy

aqueous KOH: aqueous KOH

A: 50-28-2
estradiol

B: 57-91-0
α-estradiol

Conditions

Conditions	Yield
at 80 - 90℃;

...Expand

3,17β-bis--estra-1,3,5(10)-triene: 3,17β-bis--estra-1,3,5(10)-triene

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With potassium acetate; N,N-dimethyl-formamide anschliessendes Behandeln mit methanol. KOH;

3-benzoyloxy-16α,17α-epoxy-estra-1,3,5(10)-triene: 3-benzoyloxy-16α,17α-epoxy-estra-1,3,5(10)-triene

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

3-benzoyloxy-17β--estra-1,3,5(10)-triene: 3-benzoyloxy-17β--estra-1,3,5(10)-triene

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With potassium acetate; N,N-dimethyl-formamide anschliessendes Behandeln mit methanol. KOH;

: 64-17-5
ethanol

: 6639-99-2
17α-dihydroequilenin

sodium: sodium

A: 57-91-0
α-estradiol

B: 517-08-8
estratriene-(B)-diol-(3α.17α)

C: 517-07-7, 517-08-8, 23356-38-9, 23356-39-0, 50395-28-3, 100163-40-4, 104874-68-2
estratriene-(B)-diol-(3β.17α)

...Expand

: 71-41-0
pentan-1-ol

: 6639-99-2
17α-dihydroequilenin

sodium: sodium

A: 57-91-0
α-estradiol

B: 517-08-8
estratriene-(B)-diol-(3α.17α)

C: 517-07-7, 517-08-8, 23356-38-9, 23356-39-0, 50395-28-3, 100163-40-4, 104874-68-2
estratriene-(B)-diol-(3β.17α)

...Expand

: 3434-76-2
3-methoxy-1,3,5(10)-estratrien-17α-ol

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With diisobutylaluminium hydride In toluene

: C37H40N4O7

A: 623-04-1
4-aminobenzenemethanol

B: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With tris(2-carboxyethyl)phosphine In water; acetonitrile pH=7.4; aq. phosphate buffer; Inert atmosphere;

: 4-Nitro-benzoic acid (8R,9S,13S,14S,17R)-3-benzoyloxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 0.5h; Reflux;	378.4 g

: 50-28-2
estradiol

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane; water 1.2: 2 h / 22 °C 2.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 1 h / 25 - 100 °C 3.1: sodium hydroxide / ethanol; water / 0.5 h / Reflux View Scheme

: 434-22-0
19-nortestosterone

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 2-(diphenylphosphino)pyridine / toluene / 10 h / Cooling with ice 1.2: 20 h / 80 °C 2.1: copper(ll) bromide; lithium bromide / ethyl acetate / 4.5 h / 90 °C 3.1: potassium hydroxide / water; ethanol / 16 h / 95 °C View Scheme

: 17α-benzoylestradiol

: 57-91-0
α-estradiol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 95℃; for 16h;

: 605-65-2
5-(dimethylamino)naphth-1-ylsulfonyl chloride

: 57-91-0
α-estradiol

: 100821-85-0
DNS-α-estradiol

Conditions

Conditions	Yield
Duolite A-102D In acetone for 0.0833333h;	93%

: 57-91-0
α-estradiol

: 7646-69-7
sodium hydride

: 17(α)-estradiol-3-sulfate sodium

Conditions

Conditions	Yield
Stage #1: α-estradiol; sodium hydride In tetrahydrofuran at 22℃; for 1h; Stage #2: With triethylamine sulfur trioxide In tetrahydrofuran at 22℃; Product distribution / selectivity;	90%

: 1,4-bis(3,5-bis(3,5-bis(chloromethyl)phenoxymethyl)phenoxy)butane

: 57-91-0
α-estradiol

: C196H234O22

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; potassium carbonate In acetonitrile for 48h; Reflux;	89%

: 36967-85-8
benzoyl triflate

: 57-91-0
α-estradiol

: 88722-94-5
estradiol 3,17a-benzoate

Conditions

Conditions	Yield
In dichloromethane at -78℃; for 1h;	86%

: 57-91-0
α-estradiol

: 124-41-4
sodium methylate

: 17(α)-estradiol-3-sulfate sodium

Conditions

Conditions	Yield
Stage #1: α-estradiol; sodium methylate In tetrahydrofuran; methanol at 22℃; for 0.5h; Stage #2: With sulfur trioxide trimethylamine complex In tetrahydrofuran; methanol at 22℃; for 20h; Product distribution / selectivity;	86%

: 57-91-0
α-estradiol

: 1765-40-8
(bromomethyl)pentafluorobenzene

: 3-O-(pentafluorobenzyl)-α-estradiol

Conditions

Conditions	Yield
With tetrabutylammomium bromide; water; potassium carbonate In N,N-dimethyl-formamide at 60℃; for 8h; Substitution;	85%

: 1304513-34-5
C26H23N5O7

: 57-91-0
α-estradiol

: C38H42N4O6

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 72h; Inert atmosphere;	85%

: 57-91-0
α-estradiol

: 503153-29-5
1,4-bis(3,5-bis(bromomethyl)phenoxy)butane

: C92H114O10

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; potassium carbonate In acetonitrile for 72h; Reflux;	80%

: ammonium hexafluorophosphate

: (p-chlorotoluene)(cyclopenadienyl)iron hexafluorophosphate

: 57-91-0
α-estradiol

: 3-O-[(η(6)-p-tolyl)(η(5)-cyclopentadienyl) iron] βestradiol hexafluorophosphate

Conditions

Conditions	Yield
With hydrogenchloride; potassium tert-butylate In N,N-dimethyl-formamide stirring Fe-complex, steroid and t-BuOK, addn. of excess 10% HCl and then NH4PF6;	77%
With hydrogenchloride; potassium carbonate In N,N-dimethyl-formamide stirring Fe-complex, steroid and K2CO3 at 55°C for 4-6 h, coolingto room temp., addn. of excess 10% HCl and then NH4PF6; partial evapn. (reduced pressure), extn. into CH2Cl2 (or CH2Cl2/MeNO2=1:1), drying (Na2SO4), evapn., chromy. (Al2O3, CCl4 or CHCl3; then CH2Cl2/CHCl3), evapn., drying (vac. desiccator); elem. anal.;	77%
With hydrogenchloride; potassium carbonate In tetrahydrofuran; dimethyl sulfoxide stirring Fe-complex, steroid and K2CO3 in THF/DMSO=9:1 at 55°C for 4-6 h, cooling to room temp., addn. of excess 10% HCl and then NH4PF6; partial evapn. (reduced pressure), extn. into CH2Cl2 (or CH2Cl2/MeNO2=1:1), drying (Na2SO4), evapn., chromy. (Al2O3, CCl4 or CHCl3; then CH2Cl2/CHCl3), evapn., drying (vac. desiccator);

...Expand

: 57-91-0
α-estradiol

: (8S,9S,13S,14S,17R)-2,4,10-triazido-17-hydroxy-13-methyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro3H-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
With Amberlyst A26-resin bound iodine azide In acetonitrile at 20℃; for 2h; Catalytic behavior; Inert atmosphere;	76%

: 57-91-0
α-estradiol

: 77-78-1
dimethyl sulfate

: 3434-76-2
3-methoxy-1,3,5(10)-estratrien-17α-ol

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water at 65℃; for 0.5h;	75%
With sodium hydroxide

: 57-91-0
α-estradiol

: 3-hydroxy-17β-methyl-13ξ,14ξ,18-norestra-1,3,5(10),8-tetraene

Conditions

Conditions	Yield
With sulfuric acid for 0.333333h; Ambient temperature;	72%

: 50-00-0
formaldehyd

: 57-91-0
α-estradiol

A: 1336906-93-4
(8R,9S,13S,14S,17R)-3,17-dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-4-carbaldehyde

B: (8R,9S,13S,14S,17R)-3,17-dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-2-carbaldehyde

Conditions

Conditions	Yield
Stage #1: formaldehyd; α-estradiol With triethylamine; magnesium chloride In tetrahydrofuran Inert atmosphere; Reflux; Stage #2: With lithium hydroxide In methanol for 0.25h; Stage #3: With hydrogenchloride In methanol; water	A n/a B 69%

...Expand

: 2280-44-6
D-Glucose

: 57-91-0
α-estradiol

R. oryzae AS 3.2380 fungus cells: R. oryzae AS 3.2380 fungus cells

: 3β-D-glucopyranosyl-17α-estradiol

Conditions

Conditions	Yield
In water; acetone for 24h; pH=7; Time; Microbiological reaction; regioselective reaction;	69%

...Expand

: 57-91-0
α-estradiol

: 2-azidoethyl vinyl ether

: C22H31N3O3

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 3h; Inert atmosphere;	39.6%

: 57-91-0
α-estradiol

A: 17α-estradiol-3-amidosulfonate

B: 17α-estradiol 3,17α-disulphamate

Conditions

Conditions	Yield
With sulphamoyl chloride In acetonitrile for 10h;	A 14.6% B 35.4%

: 57-91-0
α-estradiol

: 50-28-2
estradiol

: 57-91-0
α-estradiol

: 108-24-7
acetic anhydride

: 1474-52-8
estradiol-3,17α-diacetate

: 57-91-0
α-estradiol

: 98-88-4
benzoyl chloride

: 6045-53-0
17a-estradiol-3-benzoate

Conditions

Conditions	Yield
With sodium hydroxide
Alkaline conditions;

: 57-91-0
α-estradiol

: 98-88-4
benzoyl chloride

: 88722-94-5
estradiol 3,17a-benzoate

Conditions

Conditions	Yield
With pyridine; dichloromethane

: 2998-56-3
N,N-bis-(2-chloroethyl)carbamoyl chloride

: 57-91-0
α-estradiol

: Bis-(2-chloro-ethyl)-carbamic acid (8R,9S,13S,14S,17R)-17-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In chloroform

Epiestradiol Specification

The Epiestradiol is an organic compound with the formula C₁₈H₂₄O₂. The IUPAC name of this chemical is (8R,9S,13S,14S,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol. With the CAS registry number 57-91-0, it is also named as 17-Epiestradiol. The product's category is Steroids. It is used in form of an ethanolic solution for topical application on the scalp. Similarly to other drugs against alopecia, topical or oral, it has to be applied continuously to prevent further hair loss.

Physical properties about Epiestradiol are: (1)ACD/LogP: 4.13; (2)ACD/LogD (pH 5.5): 4.13; (3)ACD/LogD (pH 7.4): 4.13; (4)ACD/BCF (pH 5.5): 811.75; (5)ACD/BCF (pH 7.4): 810.7; (6)ACD/KOC (pH 5.5): 4208.86; (7)ACD/KOC (pH 7.4): 4203.38; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 18.46 Å²; (12)Index of Refraction: 1.599; (13)Molar Refractivity: 79.5 cm³; (14)Molar Volume: 232.6 cm³; (15)Polarizability: 31.51×10^-24cm³; (16)Surface Tension: 48.9 dyne/cm; (17)Density: 1.17 g/cm³; (18)Flash Point: 209.6 °C; (19)Enthalpy of Vaporization: 74.19 kJ/mol; (20)Boiling Point: 445.9 °C at 760 mmHg; (21)Vapour Pressure: 9.82E-09 mmHg at 25°C.

Uses of Epiestradiol: it can be used to produce 2-iodoestradiol at temperature of 60 °C. It will need reagent iodine, copper(II) acηte didydrate and solvent acetic acid with reaction time of 22 hours. The yield is about 64%.

When you are using this chemical, please be cautious about it as the following:
It may cause cancer and danger of serious damage to health by prolonged exposure. Please avoid exposure - obtain special instructions before use. Besides, this chemical has limited evidence of a carcinogenic effect. When you are using it, do not breathe dust and avoid contact with skin and eyes. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1cc3c(cc1)[C@H]2CC[C@@]4([C@H](O)CC[C@H]4[C@@H]2CC3)C
(2)InChI: InChI=1/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1
(3)InChIKey: VOXZDWNPVJITMN-SFFUCWETBJ
(4)Std. InChI: InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1
(5)Std. InChIKey: VOXZDWNPVJITMN-SFFUCWETSA-N

Product Name

Estradiol

Synthetic route

Epiestradiol Specification

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