Orally Active Estrogenic Steroid Mestranol CAS 72-33-3 for Antiemetic

Mestranol

Product Name: 17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether
Synonyms: (+)-17-alpha-ethynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-estratriene;(+)-17alpha-Ethynyl-17beta-hydroxy-3-methoxy-1,3,5(10)-estratriene;(+)-17-alpha-ethynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-oestratriene;(+)-17alpha-Ethynyl-17beta-hydroxy-3-methoxy-1,3,5(10)-oestratriene;(17-alpha)-3-methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol;17aethynyl-estradiol-3-methylether;17alpha-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-;17alpha-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol,3-methoxy-
CAS: 72-33-3
MF: C21H26O2
MW: 310.43
EINECS: 200-777-8

Chemical Properties Crystalline Solid
Usage antiemetic
Usage Orally active estrogenic steroid. It was the estrogen used in many of the first oral contraceptives

Mestranol Description:

(1). Mestranol is the 3-methyl ether of ethinylestradiol. It was the estrogen used in many of the first oral contraceptives.
(2). It is a biologically inactive prodrug of ethinylestradiol to which it is demethylated in the liver with a conversion efficiency of 70% (50 µg of mestranol is pharmacokinetically bioequivalent to 35 µg of ethinylestradiol).
(3). Mestranol is the 3-methyl ether of ethinylestradiol. Ethinylestradiol, is a synthetic derivative of estradiol. Ethinylestradiol is orally bio-active and the estrogen used in almost all modern formulations of combined oral contraceptive pills. It binds to (and activates) the estrogen receptor. Mestranol is a biologically inactive prodrug of ethinylestradiol to which it is demethylated in the liver with a conversion efficiency of 70%. Estrogens diffuse into their target cells and interact with a protein receptor. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary. The combination of an estrogen with a progestin suppresses the hypothalamic-pituitary system, decreasing the secretion of gonadotropin-releasing hormone (GnRH).

Mestranol Applications:

(1). This combination hormone medication is used to prevent pregnancy. It contains 2 hormones: a progestin and an estrogen. It works mainly by preventing the release of an egg (ovulation) during your menstrual cycle. It also makes vaginal fluid thicker to help prevent sperm from reaching an egg (fertilization) and changes the lining of the uterus (womb) to prevent attachment of a fertilized egg. If a fertilized egg does not attach to the uterus, it passes out of the body.
(2). Besides preventing pregnancy, birth control pills may make your periods more regular, decrease blood loss and painful periods, decrease your risk of ovarian cysts, and also treat acne.
Using this medication does not protect you or your partner against sexually transmitted diseases (such as HIV, gonorrhea, chlamydia)