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Ethynyl estradiol

Description History Indications Pharmacodynamics Mechanism of Action Medical Uses Contraindications Side Effects Precautions Interactions
Ethynyl estradiol
Ethynyl estradiol
CAS No.
57-63-6
Chemical Name:
Ethynyl estradiol
Synonyms
eed;diprol;Esteed;Etivex;LYNORAL;Ertonyl;Estigyn;Estinyl;Estoral;Ethidol
CBNumber:
CB1350377
Molecular Formula:
C20H24O2
Formula Weight:
296.4
MOL File:
57-63-6.mol

Ethynyl estradiol Properties

Melting point:
182-183 °C(lit.)
Boiling point:
378°C (rough estimate)
Density 
1.0944 (rough estimate)
refractive index 
-30 ° (C=0.4, Pyridine)
Flash point:
9℃
storage temp. 
-20°C Freezer
solubility 
ethanol: 50 mg/mL, clear, slightly yellow
pka
pKa 10.32 (Uncertain)
form 
neat
Merck 
14,3734
BRN 
2419975
InChIKey
BFPYWIDHMRZLRN-SLHNCBLASA-N
CAS DataBase Reference
57-63-6(CAS DataBase Reference)
NIST Chemistry Reference
Ethinyl estradiol(57-63-6)
EPA Substance Registry System
19-Norpregna-1,3, 5(10)-trien-20-yne-3,17-diol, (17.alpha.)-(57-63-6)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  T,F
Risk Statements  45-22-39/23/24/25-23/24/25-11
Safety Statements  53-36/37/39-45-36/37-16
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  3
RTECS  RC8925000
8
HS Code  29372390
Hazardous Substances Data 57-63-6(Hazardous Substances Data)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H350 May cause cancer Carcinogenicity Category 1A, 1B Danger
H370 Causes damage to organs Specific target organ toxicity, single exposure Category 1 Danger P260, P264, P270, P307+P311, P321,P405, P501
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P311 Call a POISON CENTER or doctor/physician.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P308+P313 IF exposed or concerned: Get medical advice/attention.
P405 Store locked up.
P501 Dispose of contents/container to..…

Ethynyl estradiol price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich E-076 17α-Ethynylestradiol solution 1.0mg/mL in methanol, ampule of 1mL, certified reference material 57-63-6 076-1ml $94.2 2018-11-20 Buy
Sigma-Aldrich 1260001 Ethinyl estradiol United States Pharmacopeia (USP) Reference Standard 57-63-6 150mg $352.8 2018-11-20 Buy
TCI Chemical E0037 Ethynylestradiol >98.0%(HPLC)(T) 57-63-6 1g $62 2018-11-22 Buy
Cayman Chemical 10006486 Ethynyl Estradiol ≥98% 57-63-6 500mg $25 2018-11-19 Buy
Cayman Chemical 10006486 Ethynyl Estradiol ≥98% 57-63-6 1g $45 2018-11-19 Buy

Ethynyl estradiol Chemical Properties,Uses,Production

Description

Ethynyl estradiol (EE) is a synthetic form of estrogen that is majorly employed in numerous hormonal contraceptives in combination with progestins. Occasionally, it is also used as a constituent of menopausal hormone therapy with combination with progestins for treating menopausal symptoms. Previously, the drug was used solely for numerous indications such as treatment of prostate cancer and gynecological disorders.
Ethynyl estradiol is a semisynthetic alkylated estradiol with a 17-alpha-ethinyl substitution. It is normally administred orally and is marketed mostly as a combination oral contraceptive under various brand names such as Alesse, Tri-cyclen, Yasmin, and Triphasil. A black box warning is normally labelled on the packaging that states that the drug should not be used in smoking women who are over 35 years old as it can lead to increased risk of serious cardiovascular side effects.

History

Ethynyl estradiol was first developed in 1930 and officially introduced for medical used in 1943. In the 1960s, the drug was widely used in birth control pills. EE is currently found in most combined forms of birth control pills, which makes it one of the most used estrogens.

Indications

Ethynyl estradiol is used for treatment of moderate to severe vasomotor symptoms such as night sweats, hot flashes, and flushing that are associated with the menopause, prostatic carcinoma-palliative therapy of advanced disease, female hypogonadism, as emergency contraceptive, breast cancer, and as an oral contraceptive.

Pharmacodynamics

Ethynyl estradiol is a synthetic derivative of the natural estrogen estradiol. The drug is one of two widely used in oral contraceptive pills. Mestranol is the other drug that is normally converted to ethinyl estradiol before it becomes biologically active. EE is used together with norethindrone as an oral contraceptive agent.

Mechanism of Action

The estrogen in the drug diffuse into their target cells before interacting with a protein receptor. Notably, target cells include the female reproductive tract, the hypothalamus, the mammary gland, and the pituitary. Estrogens act by increasing the hepatic synthesis of thyroid binding globulin (TBG), sex hormone binding globulin (SHBG) as well as other serum proteins. It also acts by suppressing follicle-stimulating hormone (FSH) from anterior pituitary. All these activities are initiated by fist binding to the estrogen receptors. The hypothalamic-pituitary system is suppressed by the combination of an estrogen with a progestin, which decreases the secretion of gonadorotropin-releasing hormone (GnRH).

Medical Uses

Ethnynyl estradiol is majorly used to control pregnancy after sex as a contraception in combined oral contraceptives (COC), which are also referred to as birth control. EE is not only used in preventing pregnancy but is also employed in the treatment of absence of menstruation, acne, as well as symptoms during menstruation. It majorly works by preventing ovulation (the release of an egg) during the menstrual cycle. Further, it acts by making the vaginal fluid thicker to help in preventing sperm from fertilizing the released egg. It also changes the lining of the uterus to prevent attachment of a fertilized egg. EE also works by making the menstruation cycle more regular, decreasing blood loss and painful periods, and decreasing the risk of ovarian cysts.
EE is also used as menopausal hormone therapy (HRT) which has numerous benefits such as vaginal itching, vaginal dryness (which normally causes pain during sexual intercourse), and depressed mood. Previously, it was used as a constituent of feminizing hormone therapy for transgender women; however, the use of estradiol has largely superseded it in this therapy. The drug can also be used in preventing osteoporosis and in treating hypogonadism in women and has been used as palliative care for breast cancer in women and prostate cancer in men.

Contraindications

Ethnynyl estradiol should not be prescribed to individuals with history of susceptibility to venous or arterial thrombosis (blood clots) as it can lead to increased cardiovascular problems such as myocardial infarction, venous thromboembolism, and ischemic stroke. As such, it women with acute deep vein thrombosis or pulmonary embolism, any vascular disease history of DVT/PE, and complicated valvular heart disease are not advised to take the drug.

Side Effects

The side effects of EE include vomiting, nausea, headache, tenderness of the breast, abdominal cramps/bloating, swelling of the feet/ankles, and change in weight. In case of severe effects, one should immediately contact the doctor. EE can also cause irregular periods, which is considered normal.

Precautions

Before taking EE, it is important to inform the doctor or pharmacist if you allergic to the drug or to any other estrogens such as mestranol. It is also important to inform the doctor if one has a medical history of blood clots, for instance in the eyes, legs, and lungs. The medication can also affect blood sugar levels if one is diabetic. However, it is important to monitor the blood sugar levels and share it with the doctor in case one is using the drug.

Interactions

Drug interactions may change how EE works or might increase its side effects. Products that can interact with the drug include aromatase inhibitors (such as exemestane and anastrozole), tizanidine, tamoxifen, and tranexamic. It can also interact with certain combination products that are normally used to treat chronic hepatitis C. some drugs interact with EE by decreasing the amount of the drug in the body.

Chemical Properties

Off-White to Light-Yellow Crystalline Powder

Chemical Properties

Ethinylestradiol is a white to creamy-white powder. Odorless.

Chemical Properties

Estradiol, 17-β-is an odorless white to yellow crystalline substance.

Uses

A synthetic estradiol analog.

Uses

A metabolite of 17a-Ethynylestradiol

Uses

A synthetic steroid with high oral estrogenic potency

Uses

estrogen, plus progestogen as oral contraceptive

Definition

ChEBI: A 3-hydroxy steroid that is estradiol substituted by a ethynyl group at position 17. It is a xenoestrogen synthesized from estradiol and has been shown to exhibit high estrogenic potency on oral administration.

brand name

Estinyl (Schering); Feminone (Pharmacia & Upjohn); Lynoral (Organon).

General Description

Fine white to creamy white powder. A synthetic steroid. Used in combination with progestogen as an oral contraceptive.

Air & Water Reactions

Air and light sensitive . Insoluble in water.

Reactivity Profile

Ethynyl estradiol may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to generate gaseous hydrogen.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition Ethynyl estradiol emits acrid smoke and fumes.

Fire Hazard

The flash point data for Ethynyl estradiol are not available. Ethynyl estradiol is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, tumorigenic, and neoplastigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Human systemic effects by ingestion: glandular effects. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTRADIOL

Potential Exposure

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

First aid

Skin Contact: Flood all areas of body that have contacted the substance with water. Don’t wait to remove contaminated clothing; do it under the water stream. Use soap to help assure removal. Isolate contaminated clothing when removed to prevent contact by others. Eye Contact: Remove any contact lenses at once. Immediately flush eyes well with copious quantities of water or normal saline for at least 2030 minutes. Seek medical attention. Inhalation: Leave contaminated area immediately; breathe fresh air. Proper respiratory protection must be supplied to any rescuers. If coughing, difficult breathing or any other symptoms develop, seek medical attention at once, even if symptoms develop many hours after exposure. Ingestion: Contact a physician, hospital or poison center at once. If the victim is unconscious or convulsing, do not induce vomiting or give anything by mouth. Assure that the patient’s airway is open and lay him on his side with his head lower than his body and transport immediately to a medical facility. If conscious and not convulsion, give a glass of water to dilute the substance. Vomiting should not be induced without a physician’s advice

Shipping

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

Purification Methods

17--Ethynylestradiol forms a hemihydrate on recrystallising from MeOH/H2O. It dehydrates on melting and remelts on further heating at m 182-184o. The UV has max at 281nm ( 2040) in EtOH. Its solubility is 17% in EtOH, 25% in Et2O, 20% in Me2CO, 25% in dioxane and 5% in CHCl3. [Petit & Muller Bull Soc Chim Fr 121 1951.] The diacetyl derivative has m 143-144o (from MeOH) and [] D 20 +1o (c 1, CHCl3) [Mills et al. J Am Chem Soc 80 6118 1958]. [Beilstein 6 IV 6877.]

Incompatibilities

May react exothermically with reducing agents to generate flammable gaseous hydrogen. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides.

Waste Disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator

Ethynyl estradiol Preparation Products And Raw materials

Raw materials

Preparation Products


Ethynyl estradiol Suppliers

Global( 267)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Hebei Guanlang Biotechnology Co., Ltd.
+86-0311-66562153 whatsapp +8615203118427
+86-0311-66562153 sales@crovellbio.com CHINA 416 50
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3217 55
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 22049 58
Beijing Cooperate Pharmaceutical Co.,Ltd.
+86-10-60279497 +86(0)15646567669
+86-10-60279497 sales01@cooperate-pharm.com CHINA 1530 55
Hebei Jiangkai Trading Co., Ltd
0086-17197824289/17197824028
alice@hbjkai.com CHINA 277 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20786 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32651 55
Rixing Chemical CO.,LTD
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Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 894 55
Hubei Jusheng Technology Co.,Ltd.
86-155-27864001
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View Lastest Price from Ethynyl estradiol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-01-30 ethinyloestradiol;ethinyl estradiol;Ethinylestradiol
57-63-6
US $2.00 / KG 1G 98% ada@tuskwei.com sky;17197824028 whapp;+008617197824028 6000g/day Hebei Jiangkai Trading Co., Ltd
2018-07-20 Ethynyl estradiol
57-63-6
US $10.00 / KG 10UG 99% 500kg/month hebei chisure biotechnology co.,ltd
2018-08-20 Ethynyl estradiol
57-63-6
US $1.00 / KG 1KG 99% Customized career henan chemical co

Ethynyl estradiol Spectrum


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