ChemicalBook >> CAS DataBase List >>Estradiol Cypionate

Estradiol Cypionate

CAS No.
313-06-4
Chemical Name:
Estradiol Cypionate
Synonyms
ESTRADIOL CYPIONATE;Estrofem;Estradiol cyclopentylpropionate;3-cyclopentylpropanoic acid [(13S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] ester;Depogen;Estrapo;Estradep;Dep-Estro;Depoestra;DEPOFEMIN
CBNumber:
CB9410729
Molecular Formula:
C26H36O3
Molecular Weight:
396.57
MDL Number:
MFCD00056558
MOL File:
313-06-4.mol
MSDS File:
SDS
Last updated:2024-04-28 15:15:04

Estradiol Cypionate Properties

Melting point 151-152°
alpha D25 +45° (chloroform)
Boiling point 460.24°C (rough estimate)
Density 1.0828 (rough estimate)
refractive index 1.4700 (estimate)
storage temp. Refrigerator
solubility Chloroform (Slightly), Methanol (Slightly)
pka 10.25±0.60(Predicted)
form Solid
color White to Off-White
InChIKey UOACKFBJUYNSLK-JCRQLOERNA-N
SMILES C[C@]12CC[C@]3([H])C4C=CC(O)=CC=4CC[C@@]3([H])[C@]1([H])CC[C@@H]2OC(=O)CCC1CCCC1 |&1:1,4,15,17,21,r|
CAS DataBase Reference 313-06-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 7E1DV054LO
NIST Chemistry Reference Estradiol cypionate(313-06-4)
EPA Substance Registry System Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, 17-cyclopentanepropanoate (313-06-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302+H312+H332-H350-H360
Precautionary statements  P201-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313
Hazard Codes  T,Xi
Risk Statements  45-46-61-20/21/22-36/37/38
Safety Statements  53-22-36/37/39-45-26
WGK Germany  3
RTECS  KG4600000
HS Code  29372390

Estradiol Cypionate price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2839 Estradiol Cypionate certified reference material, pharmaceutical secondary standard 313-06-4 500MG $257 2024-03-01 Buy
Sigma-Aldrich E8004 β-Estradiol 17-cypionate 313-06-4 1g $178 2024-03-01 Buy
Sigma-Aldrich 1252003 Estradiol cypionate United States Pharmacopeia (USP) Reference Standard 313-06-4 200mg $436 2024-03-01 Buy
Sigma-Aldrich E8004 β-Estradiol 17-cypionate 313-06-4 5g $628 2022-05-15 Buy
TRC E668610 Estradiol cypionate 313-06-4 250mg $150 2021-12-16 Buy
Product number Packaging Price Buy
PHR2839 500MG $257 Buy
E8004 1g $178 Buy
1252003 200mg $436 Buy
E8004 5g $628 Buy
E668610 250mg $150 Buy

Estradiol Cypionate Chemical Properties,Uses,Production

Chemical Properties

Estradiol cypionate is a White to Off-White Solid. It is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF). The solubility of estradiol cypionate in ethanol is approximately 20 mg/ml and approximately 15 mg/ml in DMSO and DMF.

Originator

Depo-Estradiol,Upjohn,US,1952

Uses

Estradiol Cypionate is the cypionate salt form of estradiol, the most potent, naturally produced estrogen. Estradiol Cypionate is present in injectable contraceptive formulations. Used in hormone replacement therapy with potential for improving cognition in post-menopausal women.

Definition

ChEBI: Estradiol 17beta-cyclopentylpropionate is a steroid ester. It inhibits ET-1 synthesis via estrogen receptor.

Manufacturing Process

A solution of 80.0 grams (0.294 mol) of estradiol-17β in 860 ml of pyridine was cooled in an ice-bath and 130.0 grams (0.81 mol) of cyclopentanepropionyl chloride was added dropwise with stirring during a period of about 20 minutes. The ice-bath was removed, stirring was continued for 1 hour and the reaction mixture was allowed to stand at room temperature overnight. The mixture was warmed on a steam bath and stirred for about 45 minutes, cooled and poured slowly onto about 1,000 grams of ice to which had been added 330 ml of concentrated sulfuric acid. The precipitated product was extracted with 400 to 500 mi of ether, and the extract was washed successively with two 100-ml portions of cold 1 N sulfuric acid, two 100-ml portions of saturated sodium carbonate solution and water until the pH was 7 and dried over anhydrous sodium sulfate. After removal of the drying agent, the solution was concentrated to a volume of about 250 ml and an equal volume of methanol was added.
After chilling overnight a total of 120.0 grams (78.5%) of estradiol 3,17β- dicyclopentanepropionate was obtained which melted at 87° to 90°C. A sample recrystallized from ether methanol for analysis melted at 90.5° to 91.5°C.
To a solution of 2.5 grams (18.1 mmol) of potassium carbonate in 25 ml of water was added 225 ml of methanol followed by 5.0 grams (9.6 mmol) of estradiol 3,17β-dicyclopentanepropionate. The mixture was stirred for 2? hours at 202°C during which time some precipitation occurred. The mixture was poured into 700 ml of water with efficient stirring and the precipitated solid was removed by filtration, washed with water and dried.
Recrystallization of the crude product from 80% methanol gave 3.16 grams (83%) of estradiol 17β-cyclopentanepropionate melting at 148° to 151°C. Recrystallization from benzenepetroleum ether raised the MP to 151° to 152°C.

brand name

depGynogen(Forest); Depo (Pharmacia & Upjohn).

Therapeutic Function

Estrogen

Biological Activity

estradiol cypionate is the 17 β-cyclopentylpropinate ester of estradiol, which inhibits et-1 synthesis via estrogen receptor.

Pharmacokinetics

Estradiol cypionate/medroxyprogesterone acetate is a combined injectable contraceptive containing 5 mg estradiol cypionate and 25 mg medroxyprogesterone acetate in microcrystalline aqueous suspension for once-monthly intramuscular administration. With this formulations, estradiol levels peak 2 to 3 days post-injection with average maximal circulating levels of about 250 pg/mL. The elimination half-life of estradiol with these formulations is 8.4 to 10.1 days, and circulating estradiol levels return to a baseline of about 50 pg/mL approximately 14 to 24 days post-injection

Side effects

The side effects of estradiol cypionate are the same as those of estradiol. The side effects of Estradiol Cypionate include breast tenderness and enlargement, nausea, vomiting, bloating, edema, headache, migraine, and melasma. High-dose estrogen therapy with estradiol cypionate injections may also cause an increased risk of thromboembolism, changes in blood lipid profile, increased insulin resistance, and increased levels of prolactin.

Safety Profile

An experimental teratogen. Other experimental reproductive effects. A steroid. When heated to decomposition it emits acrid smoke and fumes.

Mode of action

Estradiol cypionate diffuses through the cell membrane and binds to and subsequently activates the nuclear estrogen receptor found in the reproductive tract, breast, pituitary, hypothalamus, liver, and bone. The activated complex binds to the estrogen response element on the DNA and activates the transcription of genes involved in the functioning of the female reproductive system and secondary sex characteristics.

50-28-2
313-06-4
Synthesis of Estradiol Cypionate from β-Estradiol

Estradiol Cypionate Preparation Products And Raw materials

Global( 296)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Bonster Technology Co.,Limited
+8613315996897 bsterltd.wendy@gmail.com China 796 58
Hebei Shengyuan Jinlong Import and Export Co. LTD
+8617367750398 info@hebeisyjl.com China 1867 58
Sinoway Industrial co., ltd.
0592-5800732; +8613806035118 xie@china-sinoway.com China 992 58
Hong Kong Excellence Biotechnology Co., Ltd.
+86-86-18838029171 +8618126314766 ada@sh-teruiop.com China 893 58
Wuhan Haorong Biotechnology Co.,ltd
+8618565342920 sales@chembj.net China 270 58
Nantong Guangyuan Chemicl Co,Ltd
+undefined17712220823 admin@guyunchem.com China 616 58
Sigma Audley
+86-18336680971 +86-18126314766 nova@sh-teruiop.com China 525 58
Hebei Kangcang new material Technology Co., LTD
+8615713292910 Nancy@kangcang.com.cn China 340 58
Shanghai Aosiris new Material Technology Co., LTD
86-15139564871 +8615139564871 wrjmoon2000@163.com China 352 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55

View Lastest Price from Estradiol Cypionate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Estradiol Cypionate pictures 2024-04-30 Estradiol Cypionate
313-06-4
US $20.00-10.00 / kg 1kg 98% 20 Hebei Kangcang new material Technology Co., LTD
Estradiol Cypionate pictures 2024-04-30 Estradiol Cypionate
313-06-4
US $9.00-60.00 / g 10g 99% 10 tons Hebei Kangcang new material Technology Co., LTD
Estradiol Cypionate pictures 2024-04-29 Estradiol Cypionate
313-06-4
US $0.00-0.00 / KG 1KG 99% 500 Wuhan Haorong Biotechnology Co.,Ltd
  • Estradiol Cypionate pictures
  • Estradiol Cypionate
    313-06-4
  • US $20.00-10.00 / kg
  • 98%
  • Hebei Kangcang new material Technology Co., LTD
  • Estradiol Cypionate pictures
  • Estradiol Cypionate
    313-06-4
  • US $9.00-60.00 / g
  • 99%
  • Hebei Kangcang new material Technology Co., LTD

Estradiol Cypionate Spectrum

(17b)-estra-1,3,5(10)-triene-3,17-diol17-cyclopentanepropanoate (17beta)-Estra-1,3,5(10)-triene-3,17-diol 17beta-cyclopentanepropanoate 17beta-Estradiol 17-cyclopentylpropionate 17beta-Estradiol cyclopentanepropionate 17beta-Estradiol cypionate 3,5(10)-triene-3,17-diol(17-beta)-estra-17-cyclopentanepropanoate 3,5(10)-triene-3,17-diol(17beta)-estra-17-cyclopentanepropanoate 3-Hydroxyestra-1,3,5(10)-trien-17-yl 3-cyclopentylpropanoate b-estradiol17-cypionate Cyclopentanepropionic acid, 17-ester with estradiol cyclopentanepropionicacid,3-hydroxyestra-1,3,5(10)-trien-17β-ylester Dep-Estro depGynogen Depoestra Depo-estradiol cyclopentylpropionate Depoestradiol cypionate depoestradiolcypionate Depogen E. Ionate P.A. Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-cyclopentanepropanoate Estradep Estradiol 17beta-cyclopentanepropionate DEPOFEMIN BETA-ESTRADIOL 17-CYCLOPENTYLPROPIONATE BETA-ESTRADIOL 17-CYPIONATE 17BETA-ESTRADIOL 17-CYPIONATE 17BETA-ESTRADIOL CYCLOPENTYLPROPIONATE 1,3,5(10)-ESTRATRIENE-3,17BETA-DIOL 17-CYCLOPENTYLPROPIONATE 1,3,5(10)-ESTRATRIEN-3,17-BETA-DIOL 17-CYCLOPENTYLPROPIONATE 3,17BETA-HYDROXY-1,3,5[10]-ESTRATRIENE 17-CYCLOPENTYLPROPIONATE estradiol 17-beta-(3-cyclopentylpropionate) estradiol 17-beta-cipionate Oestradiol Cypionate BETA-ESTRADIOL-17-CYPIONATE, USP SS-ESTRADIOL 17-CYPIONATE ESTRADIOLCYPIONATE,USP 17-ESTRADIOLCYPIONATE Estradiol 17B-cypionate 1,3,5(10)-Estratriene-3,17β-diol 17-cyclopentylpropionate, Depoestradiol, 3,17β-Hydroxy-1,3,5(10)-estratriene 17-cyclopentylpropionate (17S)-Estra-1,3,5(10)-triene-3,17-diol 17-(cyclopentanepropionate) 3,5(10)-tr β-Estradiol 17-cypionate,1,3,5(10)-Estratriene-3,17β-diol 17-cyclopentylpropionate, 3,17β-Hydroxy-1,3,5(10)-estratriene 17-cyclopentylpropionate, Depoestradiol Estradiol Cypionate (200 mg) Estra-1,3,5(10)-triene-3,17-diol (17β)-, 17-cyclopentanepropanoate 1,3,5(10)-Estratriene-3,17β-diol 17-cyclopentylpropionate 3,17β-Hydroxy-1,3,5(10)-estratriene 17-cyclopentylpropionate Estra-1,3,5(10)-triene-3,17-diol(17b)-, 17-cyclopentanepropanoate 17b-Cyclopentanepropanoate Estradiol 17beta-cyclopentylpropionate Estradiol 17beta-cylopentylpropionate Estradiol 17-cyclopentylpropionate Estradiol 17-cypionate Estradiol, 17-cyclopentanepropionate estradiol,17-cyclopentanepropionate estradiol17-beta-cyclopentylpropionate estradiol17-cyclopentylpropionate estradiol17-cypionate estradiolcyclopentylpropionate