| Identification | More | [Name]
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether | [CAS]
72-33-3 | [Synonyms]
1,3,5(10)-ESTRATRIEN-17-ALPHA-ETHYNYL-3,17-BETA-DIOL 3-METHYL ETHER
(17A)-3-METHOXY-19-NORPREGMA-1,3,5(10)-TRIEN-20-YN-17-OL
17a-ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether
17A-ETHYNYLESTRADIOL 3-METHYLTHER
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
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
ETHINYLESTRADIOL METHYL ETHER
ETHYNYLESTRADIOL 3-METHYL ETHER
MESTRANOL
(+)-17-alpha-ethynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-estratriene
(+)-17alpha-Ethynyl-17beta-hydroxy-3-methoxy-1,3,5(10)-estratriene
(+)-17-alpha-ethynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-oestratriene
(+)-17alpha-Ethynyl-17beta-hydroxy-3-methoxy-1,3,5(10)-oestratriene
(17-alpha)-3-methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
17aethynyl-estradiol-3-methylether
17alpha-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-
17alpha-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol,3-methoxy- | [EINECS(EC#)]
200-777-8 | [Molecular Formula]
C21H26O2 | [MDL Number]
MFCD00003689 | [Molecular Weight]
310.43 | [MOL File]
72-33-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
153-155 °C(lit.)
| [alpha ]
+2～+8°(D/20℃)(c=1, 1,4-dioxane) | [Boiling point ]
390.58°C (rough estimate) | [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 ]
neat | [pka]
13.10±0.40(Predicted) | [color ]
White to off-white | [optical activity]
[α]15/D +3°, c = 2 in dioxane | [Usage]
Orally active estrogenic steroid. It was the estrogen used in many of the first oral contraceptives | [Merck ]
5917 | [BRN ]
2625905 | [CAS DataBase Reference]
72-33-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Mestranol(72-33-3) | [EPA Substance Registry System]
72-33-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
R48:Danger of serious damage to health by prolonged exposure.
R68:Possible risk of irreversible effects. | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [RTECS ]
RC8960000
| [HS Code ]
29372900 | [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. | [Hazardous Substances Data]
72-33-3(Hazardous Substances Data) | [Toxicity]
LD50 oral in rat: > 10gm/kg |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Originator]
Enovid ,Searle ,US ,1957 | [Uses]
antiemetic | [Uses]
Mestranol is an orally active estrogenic steroid. It was the estrogen used in many of the first oral contraceptives
| [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 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether(72-33-3)MS
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether(72-33-3)1HNMR
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether(72-33-3)13CNMR
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether(72-33-3)IR1
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether(72-33-3)IR2
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether(72-33-3)Raman
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