Name | norethindrone acetate |
Synonyms | SH-420C norethindrone acetate Norethisterone acetate 19-Norethindrone acetate NORETHISTERONE ACETATE, EP STANDARD NORETHISTERONE ACETATE, WHO STANDARD 17-ethynyl-3-oxoestr-4-en-17-yl acetate (17beta)-17-ethynyl-3-oxoestr-4-en-17-yl acetate (17alpha)-17-ethynyl-3-oxoestr-4-en-17-yl acetate 4-ESTREN-17-ALPHA-ETHYNYL-17-BETA-OL-3-ONE ACETATE 4-ESTREN-17ALPHA-ETHYNYL-17BETA-OL-3-ONE 17-ACETATE (8xi,9xi,14xi,17beta)-17-ethynyl-3-oxoestr-4-en-17-yl acetate ACETIC ACID 17-ETHYNYL-13-METHYL-3-OXO-2,3,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-1H-CYCLOPE |
CAS | 51-98-9 |
EINECS | 200-132-0 |
InChI | InChI=1/C22H28O3/c1-4-22(25-14(2)23)12-10-20-19-7-5-15-13-16(24)6-8-17(15)18(19)9-11-21(20,22)3/h1,13,17-20H,5-12H2,2-3H3/t17-,18?,19?,20?,21-,22-/m0/s1 |
InChIKey | IMONTRJLAWHYGT-ZCPXKWAGSA-N |
Molecular Formula | C22H28O3 |
Molar Mass | 340.46 |
Density | 1.1236 (rough estimate) |
Melting Point | 161-162° |
Boling Point | 416.25°C (rough estimate) |
Flash Point | 197.1°C |
Water Solubility | 3.162mg/L(10 ºC) |
Solubility | Practically insoluble in water, freely soluble in methylene chloride, soluble in alcohol. |
Vapor Presure | 1.87E-08mmHg at 25°C |
Appearance | neat |
Color | Crystals from Me2CO/hexane |
Merck | 14,6697 |
Storage Condition | 2-8°C |
Refractive Index | -34 ° (C=1, Dioxane) |
MDL | MFCD04039850 |
Use | Progesterone drugs, for irregular menstruation, uterine bleeding, endometriosis, etc |
In vivo study | Norethindrone acetate could be a cost-effective alternative with relatively mild side effects in the treatment of symptomatic endometriosis. Subjects treated with norethindrone acetate obtain dysmenorrhea and noncyclic pelvic pain relief. Norethindrone acetate alone is a well-tolerated, effective option to manage pain and bleeding for all stages of endometriosis. Post-Norethindrone acetate bleeding scores are improved regardless of prior hormonal regimen, and post-Norethindrone acetate pain scores improved in all patients except for those previously prescribed GnRH-agonist plus add-back. Norethindrone acetate shows low acute toxicity in experimental animals and is consistent with the lack of toxicity seen in humans. Administration of norethindrone acetate alone to rodents at several multiples of the human dose results in no treatment related mortality, hematological changes, behavioral changes, or organ pathology. Norethindrone acetate administration leads to significant and proportional reductions of the concentrations of triglycerides, cholesterol and phospholipids of plasma lipoproteins of density <1.006 of rats fed a high carbohydrate diet. Norethindrone acetate (0.1 mM) also significantly inhibits the incorporation of both palmitate and glycerol into triglycerides of isolated hepatocytes from fed rats. |
Hazard Symbols | Xn - Harmful |
Risk Codes | R40 - Limited evidence of a carcinogenic effect R48 - Danger of serious damage to health by prolonged exposure |
Safety Description | 36/37 - Wear suitable protective clothing and gloves. |
WGK Germany | 3 |
RTECS | RC8965000 |
HS Code | 29372390 |
Toxicity | dlt-mus-orl 1120 mg/kg/4W MUREAV 26,535,74 |
Reference Show more | 1. [IF=7.514] Suo Decheng et al."Trace analysis of progesterone and 21 progestins in milk by ultra-performance liquid chromatography coupled with high-field quadrupole-orbitrap high-resolution mass spectrometry."Food Chem. 2021 Nov;361:130115 2. [IF=2.752] Yuting Zhang et al."Metabolomic Analysis and Identification of Sperm Freezability-Related Metabolites in Boar Seminal Plasma."Animals-Basel. 2021 Jul;11(7):1939 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
introduction | norethindrone acetate is an estrogen, which can be used as a progesterone drug for irregular menstruation, uterine functional bleeding, endometriosis, etc. |
contraindications | known or suspected breast cancer, estrogen-dependent tumors, patients with a history of breast cancer, and patients with metabolic porphyria. |
biological activity | Norethindrone acetate is an estrogen that can be used for endometriosis research. |
target | Progesterone Receptor |
uses | progesterone drugs are used for irregular menstruation, uterine functional hemorrhage, endometriosis, etc. |