3-Propoxy-17-methoxyestra-1,3,5(10)-triene
Promestriene
CAS: 39219-28-8
Molecular Formula: C22H32O2
3-Propoxy-17-methoxyestra-1,3,5(10)-triene - Names and Identifiers
| Name | Promestriene |
| Synonyms | PROMESTRIENE Promestriene 3-Propoxy-17b-methoxyestra-1,3,5(10)-trien 3-Propoxy-17-methoxyestra-1,3,5(10)-triene 17-methoxy-3-propoxyestra-1,3,5(10)-triene 17β-Methoxy-3-propoxyestra-1,3,5(10)-triene 3-Propoxy-17-methoxyoestra-1,3,5(10)-triene 3-propoxy-17beta-methoxy-1,3,5(10)-estratriene 17()-17-Methoxy-3-propoxy-estra-1,3,5(10)-triene 17-BETA-ESTRADIOL 3-PROPYL ETHER 17-METHYL ETHER 17(b)-17-Methoxy-3-propoxy-estra-1,3,5(10)-triene (17beta)-17-methoxy-3-propoxyestra-1,3,5(10)-triene |
| CAS | 39219-28-8 |
| EINECS | 254-361-6 |
| InChI | InChI=1/C22H32O2/c1-4-13-24-16-6-8-17-15(14-16)5-7-19-18(17)11-12-22(2)20(19)9-10-21(22)23-3/h6,8,14,18-21H,4-5,7,9-13H2,1-3H3/t18-,19-,20+,21+,22+/m1/s1 |
3-Propoxy-17-methoxyestra-1,3,5(10)-triene - Physico-chemical Properties
| Molecular Formula | C22H32O2 |
| Molar Mass | 328.49 |
| Density | 1.06±0.1 g/cm3(Predicted) |
| Melting Point | 64-660C |
| Boling Point | 436.8±45.0 °C(Predicted) |
| Flash Point | 153.285°C |
| Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | White solid |
| Color | White to Off-White |
| Storage Condition | Sealed in dry,2-8°C |
| Refractive Index | 1.546 |
| MDL | MFCD00867247 |
3-Propoxy-17-methoxyestra-1,3,5(10)-triene - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| HS Code | 29093090 |
3-Propoxy-17-methoxyestra-1,3,5(10)-triene - Reference Information
| overview | progestene (Promestriene) is a topical estrogen supplement developed by Monaco dalimet pharmaceutical factory (wholly acquired by Merck company of the United States in 1999) and 1977 approved by US patents. its preparations mainly include gengbao (Colpotrophine), which was listed in France in 1975, and Kebaojing (Delipoderm), which was listed in France in 1978. Progestene, Genbaofen (Progestene Soft Capsules and Cream) and Kebaojing (Chloroquinadol/Progestene Vaginal Tablets) have been collected by the Martindale Drug Manual and have been clinically used in more than 40 countries abroad For more than 40 years, it is still the first-line drug for the treatment of vaginal infections and atrophic vaginitis in many countries. Clinical practice shows that it is safe and effective, and it is well tolerated by patients. Prostroene is a special estradiol diether. Its special molecular structure makes it have biological effects in situ without metabolism. Its biological half-life is less than 24 h. Therefore, vaginal administration, the drug directly acts on the vaginal mucosa, is not absorbed by the mucosal tissue, estrogen does not accumulate in the body, especially in the estrogen-sensitive organs far away from the vagina. Clinical observation further pointed out that topical use of proestrene has no effect on plasma sex hormone binding protein (SHBG), estrone (E1), estradiol (E2), estriol (E3), LH, and FSH. It can effectively prevent and treat atrophic tract inflammation and has a strict local estrogen effect. Compared with other drugs, prostylene has the advantage that it is almost not absorbed through the vagina, so it can effectively avoid the systemic risks caused by long-term vaginal local estrogen supplementation, with fewer adverse reactions and a lighter degree without systemic effects., The side effects are light, and the safety is high. Most patients are willing to accept it. It is a good choice for the treatment of atrophic vaginitis, especially those with estrogen-dependent diseases. |
| Pharmacological effects | This product is a chemically synthesized steroidal estrogen, which mainly acts on the vaginal mucosa locally, and balances the vaginal pH by thickening the mucosa. Improve the vaginal environment, enhance the resistance of the vaginal tissue, reduce vaginal infection, and have a good effect on improving the vulva and local vaginal symptoms of atrophic vaginitis, local estrogen effect on the mucosa at the bottom of the female reproductive tract. This product is a topical drug, and it will not have a systemic estrogen effect on organs far away from the vagina after being used in the vagina. |
| Synthetic route | Using estradiol as raw material, estradiol propylene ether was prepared by Williamson synthesis method, and then sodium hydride was used as basic catalyst and methyl iodide was used as methylation reagent to prepare prostilene. Fig. 1 shows the synthesis route of prophenylene |
| indications | 1. cold cream or cream: used for atrophic lesions of vulva, vestibule and vaginal ring. 2. Vaginal capsules: used for vaginal atrophy caused by insufficient estrogen; the mucous membranes of the cervix, vagina and vulva are delayed due to childbirth, local surgery or physical therapy (such as laser, freezing or cauterization, etc.), etc. Scrub is delayed. |
| estriol | estriol can be used to treat related symptoms and diseases caused by estrogen deficiency in the years before and after menopause (naturally occurring or caused by surgery). Estriol is particularly effective in the treatment of genitourinary tract symptoms. Treatment of urogenital atrophy with estriol can normalize vaginal epithelial cells, thus helping to restore the normal flora and physiological pH of the urogenital system and enhancing the resistance of urogenital epithelial cells to infection and inflammation. Unlike other estrogens, estriol is short-acting because it remains in the cell nucleus for a short time. Endometrial proliferation does not occur in a single use at the recommended daily dose. Therefore, there is no need to take progesterone periodically, and withdrawal bleeding will not occur in postmenopausal women. Intravaginal use of estriol can produce the best effectiveness locally. Estriol also enters the systemic circulation system, because a sudden rise of the unbound estriol peak is observed in the plasma. Plasma peaks appeared after 1-2 hours of use. Almost all estriol (90%) is bound to albumin in plasma. Unlike other estrogens, estriol does not bind to sex hormone binding globulin. The metabolism of estriol is mainly the process of binding and dissociation in the enterohepatic circulation. Estriol, as a metabolic end product, is excreted mainly in the urine in the form of binding, and only a small part (± 2%) of the mainly unbound estriol is excreted through the feces. Clinical symptoms of urogenital atrophy caused by estrogen deficiency, I .e. treatment of vaginal symptoms, such as dryness, sexual intercourse pain and itching; prevention of recurrent vaginal and lower urethral infections; symptoms of urination (such as frequent urination and dysuria) and mild urinary incontinence. Preoperative and postoperative vaginal surgery in postmenopausal women. Suspected atrophic cervical radiography assisted diagnosis. |
| usage and dosage | 1. cold cream or cream: apply sufficient cream to the surface of the site to be treated once or twice a day. If the cause persists (e. g., menopause, ovariectomy, use of estrogen-progestin contraception), or if the influencing factors persist (e. g., radiation therapy), continuous treatment is necessary. 2. Vaginal capsules: usually 1 capsule a day, a course of treatment for 20 days. Put the moist soft capsule into the deep part of the vagina. If the cause persists (e. g., menopause, ovariectomy, use of estrogen-progestin contraception) or the influencing factors persist (e. g., radiation therapy), continuous treatment is necessary. |
| adverse reactions | irritation, itching, allergic reactions, etc. |
| drug interaction | ginseng can cause excessive estrogen action, and should be cautious when combined. |
| precautions | vaginal stenosis, prolapse, endometriosis or uterine fibroids should be used with caution. |
| taboo | 1. this drug allergy is prohibited. 2. Patients with unclear diagnosis of gynecological hemorrhage and estrogen-dependent tumors are prohibited. |
| overdose | this product is used locally, and a very small amount of active ingredients enter the circulatory system. overdose is not easy to occur within the scope of doctor's advice. If there are adverse reactions caused by excessive use of this product, the drug should be stopped immediately and given appropriate treatment in time. |
| combination | 1. Recombinant human interferon α-2b vaginal effervescent capsule combined with chloroquinadine-prostiene vaginal tablets in the treatment of atrophic vaginitis The total effective rate is 96%, which has the advantages of high efficiency and low recurrence rate and has good clinical efficacy. 2. Lactobacillus live bacteria preparation combined with chloroquinadine-prostiene vaginal tablets in the treatment of atrophic vaginitis has a cure rate of 95%. It is an effective and safe method and is worthy of clinical application. 3. The total effective rate of chloroquinadoprostroene (Kobaojing) combined with metronidazole in the treatment of bacterial vaginosis (BV) is 92.50%, the recurrence rate is low, and no adverse reactions occur, which is worthy of clinical application. |
Last Update：2024-04-10 22:29:15
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