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Estradiol Cypionate

Product Name
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
Formula Weight
396.57
MOL File
313-06-4.mol
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Estradiol Cypionate Property

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)
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H350May cause cancer

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

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

Estradiol Cypionate Preparation Products And Raw materials

Raw materials

Preparation Products

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Estradiol Cypionate Suppliers

Wuhan DKY Technology Co.,Ltd.
Tel
027-81302411 15377658509
Email
zs@dkybpc.com
Country
China
ProdList
2190
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Fax
+86 351 7031519
Email
sales@RHFChem.com
Country
China
ProdList
2338
Advantage
56
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
Advantage
64
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14435
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
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View Lastest Price from Estradiol Cypionate manufacturers

Sinoway Industrial co., ltd.
Product
Estradiol cypionate 313-06-4
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99% up, High Density
Supply Ability
20 tons
Release date
2024-06-27
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Estradiol Cypionate 313-06-4
Price
US $0.00/g/Bag
Min. Order
100g
Purity
97.0% ~103.0%; USP37
Supply Ability
500kg/month
Release date
2021-06-03
Wuhan Haorong Biotechnology Co.,Ltd
Product
Estradiol Cypionate 313-06-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500
Release date
2023-07-31

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