ChemicalBook > CAS DataBase List > 17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether

17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether

Product Name
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether
CAS No.
72-33-3
Chemical Name
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether
Synonyms
33355;EE3ME;d-MVE;sc4725;RS 1044;Devocin;Norquen;Ovastol;SC 4725;MESTRANOL
CBNumber
CB7426942
Molecular Formula
C21H26O2
Formula Weight
310.43
MOL File
72-33-3.mol
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17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether Property

Melting point:
153-155 °C(lit.)
Boiling point:
390.58°C (rough estimate)
alpha 
+2～+8°(D/20℃)(c=1, 1,4-dioxane)
Density 
1.0865 (rough estimate)
refractive index 
1.4900 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
Acetonitrile: 1 mg/ml; Ethanol: 1 mg/ml; Methanol: 1 mg/ml
form 
Solid
pka
13.10±0.40(Predicted)
color 
White to off-white
optical activity
[α]15/D +3°, c = 2 in dioxane
Merck 
5917
BRN 
2625905
CAS DataBase Reference
72-33-3(CAS DataBase Reference)
NIST Chemistry Reference
Mestranol(72-33-3)
EPA Substance Registry System
Mestranol (72-33-3)
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-40-48-68
Safety Statements 
22-26-36/37/39-45-36/37
WGK Germany 
3
RTECS 
RC8960000
HS Code 
29372900
Hazardous Substances Data
72-33-3(Hazardous Substances Data)
Toxicity
LD50 oral in rat: > 10gm/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
855871
Product name
Mestranol
Purity
99%
Packaging
500mg
Price
$79
Updated
2024/03/01
Sigma-Aldrich
Product number
1394008
Product name
Mestranol
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$164.8
Updated
2024/03/01
Cayman Chemical
Product number
23822
Product name
Mestranol
Purity
≥98%
Packaging
10mg
Price
$26
Updated
2024/03/01
Cayman Chemical
Product number
23822
Product name
Mestranol
Purity
≥98%
Packaging
50mg
Price
$98
Updated
2024/03/01
Sigma-Aldrich
Product number
M0600000
Product name
Mestranol
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
m0600000
Price
$60
Updated
2024/03/01
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17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether Chemical Properties,Usage,Production

Chemical Properties

Crystalline Solid

Originator

Enovid ,Searle ,US ,1957

Uses

Pharmacological estrogen molecule

Uses

Mestranol is an orally active estrogenic steroid. It was the estrogen used in many of the first oral contraceptives

Uses

antiemetic

Definition

ChEBI: A terminal acetylenic compound that is (17alpha)-17-ethynylestra-1(10),2,4-triene substituted by a methoxy group at position 3 and a hydroxy group at position 17.

Manufacturing Process

A stirred solution of 120 parts of 3-methoxy-δ1,3,5-estratrien-17-one in 2,600 parts of anhydrous toluene and 4,300 parts of anhydrous ether is saturated with a slow stream of acetylene. In the course of 30 minutes there is added a solution of 120 parts of potassium tert-amylate in 2,800 parts of anhydrous tert-pentanol. The passage of acetylene and stirring are continued for an additional 5 hours after which the reaction mixture is washed 5 times with 3,000-part portions of saturated ammonium chloride solution and then with water. It is then dried over anhydrous sodium sulfate and concentrated to dryness under vacuum. The residue is recrystallized from methanol. The 3- methoxy-17-ethynyl-δ1,3,5 estratrien-17-ol thus obtained melts at about 143° to 146°C. A further recrystallization from acetone yields crystals melting at about 150° to 151°C.

Therapeutic Function

Estrogen

Safety Profile

Confirmed carcinogen with experimental. neoplastigenic, tumorigenic, and teratogenic data. Moderately toxic by subcutaneous route. Human reproductive effects by ingestion: changes in ovaries and fallopian tubes, ferthty effects. Experimental reproductive effects. Mutation data reported. An FDA proprietary drug. A steroid used in oral contraceptives. When heated to decomposition it emits acrid smoke and irritating fumes.

17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether manufacturers

Wuhan Han Sheng New Material Technology Co.，Ltd
Product
mestranol 72-33-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50TONS
Release date
2023-04-19
Guangzhou Biocar Biotechnology Co.,Ltd.
Product
mestranol 72-33-3
Price
US $1.00/g
Min. Order
10g
Purity
99.5%
Supply Ability
1000kg
Release date
2022-01-12
Shanghai Biolang Biotechnology Co., Ltd.
Product
mestranol 72-33-3
Price
US $9.90-7.70/g
Min. Order
10g
Purity
99.99%HPLC.USP42
Supply Ability
1000kgs
Release date
2022-02-22

72-33-3, 17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl etherRelated Search:

Tibolone EQUILIN Estradiol valerate Mifepristone Ethynyl estradiol NOR-1 EPIMESTROL Quinestrol 17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether Nilestriol Infecundin 17ALPHA-ETHYNYLESTRADIOL-2,4,16,16-D4 3-METHYL ETHER Noracycline Etamestrol 17ALPHA-ETHYNYLESTRADIOL-16,16-D2 3-METHYL ETHER 1,3,5(10)-ESTRATRIEN-17ALPHA-ETHYNYL-3,17BETA-DIOL 3-BENZOATE 1,3,5(10)-ESTRATRIEN-17-ALPHA-ETHYNYL-3,17-BETA-DIOL 3-GLUCOSIDURONATE, SODIUM SALT Norinyl

  • Ethynylestradiol 3-methyl ether,97%
  • 17alpha-19-Norpregna-1,3,5(10)-trien-20-yn
  • MESTRANOL
  • 19-Nor-17alpha-pregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-
  • 19-nor-17α-pregna-1,3,5(10)-trien-20-yn-17-ol,3-methoxy-
  • 19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-, (17alpha)-
  • 3,17-beta-Dihydroxy-17-alpha-ethynyl-1,3,5(10)-estratriene-3-methyl ether
  • 3,17-beta-dihydroxy-17-alpha-ethynyl-1,3,5(10)-estratriene-3-methylether
  • 33355
  • 3-methoxy-17a-ethynyl-1,3,5(10)-estratriene-17b-ol
  • 3-methoxy-17-alpha-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
  • 3-methoxy-17-alpha-ethinylestradiol
  • 3-Methoxy-17alpha-ethinylestradiol
  • 3-methoxy-17-alpha-ethinyloestradiol
  • 3-Methoxy-17alpha-ethinyloestradiol
  • 3-methoxy-19-nor-17α-pregna-1,2,5(10)-triene-20-yn-17-ol
  • 3-Methoxyethynylestradiol
  • 3-methoxyethynyloestradiol
  • 3-Methylethynylestradiol
  • 3-methylethynyloestradiol
  • 3-O-Methylethynylestradiol
  • 5(10)-trien-17-beta-ol,17-alpha-ethynyl-3-methoxy-estra-3
  • 5(10)-trien-20-yn-17-ol,3-methoxy-17-alpha-19-norpregna-3
  • 8027 C. B.
  • component of Norinyl
  • component of Norquen
  • component of Ortho-Novum
  • component of Ovulen
  • Compound 33355
  • compound33355
  • delta-MVE
  • sc4725
  • ETHYNYLESTRADIOL 3-METHYL ETHER
  • ETHINYLESTRADIOL METHYL ETHER
  • 3-METHOXY-17ALPHA-ETHYNYLESTRADIOL
  • (8R,9S,13S,14S,17R)-17-ETHYNYL-3-METHOXY-13-METHYL-7,8,9,11,12,13,14,15,16,17-DECAHYDRO-6H-CYCLOPENTA[A]PHENANTHREN-17-OL
  • 17a-ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether
  • 17A-ETHYNYLESTRADIOL 3-METHYLTHER
  • (17A)-3-METHOXY-19-NORPREGMA-1,3,5(10)-TRIEN-20-YN-17-OL
  • 17-ALPHA-ETHINYL-OESTRADIOL-3-METHYL ETHER
  • 17ALPHA-ETHYNYL-1,3,5(10)-ESTRATRIENE-3,17BETA-DIOL 3-METHYL ETHER
  • 17ALPHA-ETHYNYLESTRADIOL 3-METHYL ETHER
  • 1,3,5(10)-ESTRATRIEN-17-ALPHA-ETHYNYL-3,17-BETA-DIOL 3-METHYL ETHER
  • 3-Methoxy-19-nor-17α-pregna-1,3,5[10]-trien-20-yn-17-ol
  • 17a-Ethynyl-3-methoxy-17b-hydroxy-1,3,5(10)-estratriene
  • 3-Methoxy-17a-ethynylestradiol
  • (17a)-3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
  • Menophase
  • 17α-ethynyl-1,3,5(10)-estratriene-3,17β-diol 3-methyl ether
  • 17a-Ethinylestradiol 3-methyl ether
  • 17a-Ethynyl-3-methoxy-1,3,5(10)-estratrien-17b-ol
  • 17a-Ethynyl-3-methoxy-17b-hydroxy-D1,3,5(10)-estratriene
  • 17a-Ethynylestradiol methyl ether
  • 17-Ethynyl-3-methoxy-1,3,5(10)-estratrien-17b-o1
  • 17-Ethynyl-3-methoxyestra-1,3,5(10)-trien-17b-ol
  • 19-Nor-17a-pregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy- (6CI, 8CI)
  • MESTRANOL, VETRANAL 100MG
  • MESTRANOL 98+%