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Estradiol

β-Estradiol Struktur
50-28-2
CAS-Nr.
50-28-2
Bezeichnung:
Estradiol
Englisch Name:
β-Estradiol
Synonyma:
Estradiol;17β-estradiol;Oestradiol;17beta-Estradiol;Vagifem;Estrogel;17β-Oestradiol;Dihydrofolliculin;BETA-ESTRADIOL-16,16,17-D3;Climara
CBNumber:
CB2200244
Summenformel:
C18H24O2
Molgewicht:
272.39
MOL-Datei:
50-28-2.mol

Estradiol Eigenschaften

Schmelzpunkt:
178-179 °C(lit.)
Siedepunkt:
355.44°C (rough estimate)
alpha 
D25 +76 to +83° (dioxane)
Dichte
1.0708 (rough estimate)
Brechungsindex
80.4 ° (C=1, Dioxane)
Flammpunkt:
2℃
storage temp. 
room temp
L?slichkeit
Practically insoluble in water, soluble in acetone, sparingly soluble in ethanol (96 per cent), slightly soluble in methylene chloride.
Aggregatzustand
powder
pka
pKa 10.71±0.02(H2O(0.1% p-dioxane) t=25±0.1 I=0.03(KCl))(Approximate)
Farbe
White to off-white
Biologische Quelle
synthetic (organic)
Wasserl?slichkeit
Soluble in dimethyl sulfoxide, ethanol , water, phosphate buffer saline, dimethyl formamide, acetone, dioxane and alkali hydroxides. Slightly soluble in vegetable oils.
Merck 
14,3703
BRN 
1914275
BCS Class
1
Stabilit?t:
Stable. Incompatible with strong oxidizing agents.
InChIKey
VOXZDWNPVJITMN-ZBRFXRBCSA-N
CAS Datenbank
50-28-2(CAS DataBase Reference)
NIST chemische Informationen
Estra-1,3,5(10)-triene-3,17beta-diol(50-28-2)
EPA chemische Informationen
Estradiol (50-28-2)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T,Xn,F
R-S?tze: 60-61-45-63-64-40-36-20/21/22-11-48
S-S?tze: 53-22-36/37/39-45-36/37-26-16-36-20
RIDADR  2811
WGK Germany  3
RTECS-Nr. KG2975000
8-10
HazardClass  6.1
PackingGroup  III
HS Code  29372390
Giftige Stoffe Daten 50-28-2(Hazardous Substances Data)
Toxizit?t LD50 subcutaneous in rat: > 300mg/kg
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H351 Kann vermutlich Krebs verursachen. Karzinogenit?t Kategorie 2 Warnung P201, P202, P281, P308+P313, P405,P501
H362 Kann S?uglinge über die Muttermilch sch?digen. Reproductive toxicity, effects on or via lactation Additional category P201, P260, P263, P264, P270,P308+P313
H410 Sehr giftig für Wasserorganismen mit langfristiger Wirkung. Langfristig (chronisch) gew?ssergef?hrdend Kategorie 1 Warnung GHS hazard pictogramssrc="/GHS09.jpg" width="20" height="20" /> P273, P391, P501
Sicherheit
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P263 Kontakt w?hrend der Schwangerschaft /und der Stillzeit vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P273 Freisetzung in die Umwelt vermeiden.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.

Estradiol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R60:Kann die Fortpflanzungsf?higkeit beeintr?chtigen.
R61:Kann das Kind im Mutterleib sch?digen.
R45:Kann Krebs erzeugen.
R63:Kann das Kind im Mutterleib m?glicherweise sch?digen.

S-S?tze Betriebsanweisung:

S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S22:Staub nicht einatmen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Chemische Eigenschaften

White or almost white, crystalline powder or colourless crystals.

Verwenden

17β-Estradiol is the major estrogen secreted by the premenopausal ovary.This compound is a contaminant of emerging concern (CECs). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.

Definition

ChEBI: The 17beta-isomer of estradiol.

Application

β-Estradiol has been used:
for the in vitro maturation of bovine cumulus-oocyte complexes (COCs)
as a supplement in in vitro maturation medium (IVM), which is used as a control medium
in estrogen-induction assay

Acquired resistance

Estradiol is the most potent endogenous estrogen, exhibiting high affinity for the ER and high potency when administered parenterally. When administered orally, estradiol is promptly conjugated in the intestine and oxidatively metabolized by the liver, resulting in its low oral bioavailability and therapeutic effectiveness.

Allgemeine Beschreibung

Estradiol, estra-1,3,5(10)-triene-3,17β-diol, is the most activeof the natural steroid estrogens. Although its 17β-OHgroup is vulnerable to bacterial and enzymatic oxidation toestrone, it can be temporarily protected as anester at C3 or C17, or permanently protected by adding a17α-alkyl group (e.g., 17α-ethinyl estradiol, the most commonlyused estrogen in oral contraceptives). The increasedoil solubility of the 17β-esters (relative to estradiol) permitsthe esters to remain in oil at the IM injection site for extendedperiods. These derivatives illustrate the principles of steroidmodification. Transdermal estradiolproducts avoid first-pass metabolism, allowing estradiol tobe as effective as oral estrogens for treating menopausalsymptoms. A new transdermal spray, Evamist, was approvedin 2007. Estradiol itself is typically not very effective orallybecause of rapid metabolism, but an oral formulation of micronizedestradiol that allows more rapid absorption of thedrug is available (Estrace). In addition to the oral and transdermalproducts, estradiol is also available in gel, cream, andvaginal ring formulations. The commercially available estradiolesters are the following:
Estradiol 3-acetate, USP (oral; vaginal ring)
Estradiol 17-valerate, USP (IM injection)
Estradiol 17-cypionate, USP (IM injection).

Hazard

A carcinogen (OSHA).

Biologische Aktivit?t

Endogenous estrogen receptor (ER) agonist (K i values are 0.12 and 0.13 nM for ER α and ER β respectively). Also high affinity ligand at membrane estrogen GPR30 receptors.

Kontakt-Allergie

Natural estradiol, used in transdermal systems for hormonal substitution, can induce allergic contact dermatitis, with the risk of systemic contact dermatitis after oral reintroduction.

Mechanism of action

The most potent naturally occurring estrogen in mammals. It is synthesized primarily in the ovary, and also in the testis, adrenal gland and placenta, and to a limited extent by peripheral tissues (e.g., liver, fat, and skeletal muscle) from androstenedione and testosterone. It is responsible for the development of secondary sex characteristics in the female at puberty (i.e., growth and development of the vagina, uterus and fallopian tubes, enlargement of the breasts, and growth and maturation of long bones).

Sicherheitsprofil

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. A promoter. Human reproductive effects by ingestion: ferthty effects. Experimental reproductive effects. Human mutation data reported. A steroid hormone much used in medicine. When heated to decomposition it emits acrid smoke and irritating fumes.

m?gliche Exposition

The working environment may be contaminated during sex hormone manufacture, especially during the extraction and purification of natural steroid hormones; grinding of raw materials; handling of powdered products and recrystallization. Airborne particles of sex hormones may be absorbed through the skin, ingested or inhaled. Enteric absorption results in quick inactivation of sex hormones in the liver. The rate of inactivation is decreased for the oral, alkylated steroid hormones (methyl testosterone, anabolic steroids, etc.). Sex hormones may accumulate and reach relatively high levels even if their absorption is intermittent. Consequently, repeated absorption of small amounts may be detrimental to health. Intoxication by sex hormones may occur in almost all the exposed workers if preventive measures are not taken. The effect in the industrial sector is more successful than the agricultural one (chemical caponizing of cockerels by stilbestrol implants and incorporation of estrogens in feed for body weight gain promotion in beef cattle), where measures taken are summary and the number of cases of intoxication is consequently bigger

Versand/Shipping

UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials

l?uterung methode

17-Estradiol (previously known as -estradiol) is purified by chromatography on SiO2 (toluene/EtOAc 4:1) and recrystallised from CHCl3/hexane or 80% EtOH. It is stable in air, is insoluble in H2O, and is precipitated by digitonin. The UV has max at 225 and 280 nm. The diacetate [3434-88-6] has m 97-98o and forms leaflets from aqueous EtOH. The 3-benzoate crystallises from aqueous MeOH withm 193o and [] D 25 +58o to 63o (c 1, dioxane). [Meischer & Scholz Helv Chim Acta 20 263, 1237 1937, Biochem J 32 1273 1938, Oppolzer & Roberts Helv Chim Acta 63 1703 1980, Inhoffen & Zühlsdorff Chem Ber 7 4 1914 1941, Beilstein 6 IV 6611.]

Estradiol Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Estradiol Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 747)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Wuhan Nutra Biotechnology Co.,Ltd
+8617786394783
nutrabiotech@outlook.com China 300 58
Wuhan senwayer century chemical Co.,Ltd
+undefined-27-86652399 +undefined13627115097
market02@senwayer.com China 942 58
Wuhan Quanjinci New Material Co.,Ltd.
+86-15271838296; +8615271838296
kyra@quanjinci.com China 1512 58
Shandong Hanjiang Chemical Co., Ltd
+86-0533-2066820 +8618369939125
hanson@sdhanjiang.com China 1009 58
Wuhan Fortuna Chemical Co., Ltd
+86-027-59207850
info@fortunachem.com China 5972 58
Shaanxi Xianhe Biotech Co., Ltd
+8617709210191
Jerry@xhobio.com China 882 58
Hebei Lingding Biotechnology Co., Ltd.
+86-18031140164 +86-19933155420
erin@hbldbiotech.com China 100 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-81148696 +86-15536356810
1022@dideu.com China 3882 58
Dorne Chemical Technology co. LTD
+86-86-13583358881 +8618560316533
Ethan@dornechem.com China 3094 58
Firsky International Trade (Wuhan) Co., Ltd
+8615387054039
admin@firsky-cn.com China 427 58

50-28-2(Estradiol)Verwandte Suche:


  • Cimara
  • Estradot
  • Estring
  • á-estradiol
  • ESTRADIOL,MICRONIZEDPOWDER,USP
  • Estradiol Base Benzoate & derivatives
  • Estradiol Solution, 100ppm
  • 17β-Estradiol solution
  • (8R,9S,13S,14S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
  • 17β-Estradiol solution,100ppm
  • 17β-Estradiol solution,10ppm
  • β-Estradiol, >=97%
  • 99.8% purity mpvp m-pvp replace pvp
  • (+)-3,17β-estradiol
  • (17b)-estra-1,3,5(10)-triene-3,17diol
  • (17β)-estra-1,3,5(10)-triene-3,17diol
  • .alpha.-Oestradiol
  • .beta.-Oestradiol
  • 17-.beta.-Estra-1,3,5(10)-triene-3,17-diol
  • 3,17-.beta.-Dihydroxyestra-1,3,5(10)-triene
  • 3,17-.beta.-Dihydroxyoestra-1,3,5-triene
  • 3,17-.beta.-Estradiol
  • 3,17-.beta.-Oestradiol
  • 3,17-beta-dihydroxy-1,3,5(10)-oestratriene
  • 3,17beta-Dihydroxy-1,3,5(10)-oestratriene
  • 3,17-beta-dihydroxyestra-1,3,5(10)-triene
  • 3,17beta-Dihydroxyestra-1,3,5(10)-triene
  • 3,17beta-Dihydroxyestra-1,3,5-triene
  • 3,17-beta-dihydroxyoestra-1,3,5-triene
  • 3,17beta-Dihydroxyoestra-1,3,5-triene
  • 3,17-beta-estradiol
  • 3,17beta-Estradiol
  • 3,17-beta-Oestradiol
  • 3,17-Epidihydroxyestratriene
  • 3,17-Epidihydroxyestratrienelor
  • 3,17-Epidihydroxyoestratriene
  • 3,17β-dihydroxyestra-1,3,5(10)-triene
  • 5A-Estran-3B,17B-diol
  • Almediol
  • alpha-Oestradiol
  • Altrad
  • Aquadiol
  • Bardiol
  • beta-Oestradiol
  • cis-Oestradiol
  • component of Menrium
  • Corpagen
  • d-3,17-.beta.-Estradiol
  • d-3,17-.beta.-Oestradiol
  • d-3,17-beta-estradiol
  • D-3,17beta-Estradiol
  • d-3,17-beta-oestradiol
  • D-3,17beta-Oestradiol
  • Dihydrofollicular hormone
  • Dihydrofollicularhormone
  • Dihydromenformon
  • dihydro-theeli
  • Dihydrotheelin
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