Norethindrone
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Norethindrone
structure -
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CAS No:
68-22-4
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Formula:
C20H26O2
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Chemical Name:
Norethindrone
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Synonyms:
19-Norpregn-4-en-20-yn-3-one,17-hydroxy-,(17α)-;19-Nor-17α-pregn-4-en-20-yn-3-one,17-hydroxy-;(17α)-17-Hydroxy-19-norpregn-4-en-20-yn-3-one;17α-Ethinylestr-4-en-17β-ol-3-one;17α-Ethinyl-17β-hydroxy-Δ4-estren-3-one;17α-Ethinyl-19-nortestosterone;17α-Ethynyl-17-hydroxy-4-estrene-3-one;17α-Ethynyl-17β-hydroxyestr-4-en-3-one;17α-Ethynyl-17β-hydroxy-19-norandrost-4-en-3-one;17α-Ethynyl-19-nor-androst-4-en-17β-ol-3-one;17-Hydroxy-19-nor-17α-pregn-4-en-20 yn-3-one;17α-Ethynyl-19-nortestosterone;Norethindrone;Norethisteron;Norethisterone;19-Nor-17α-ethynylandrosten-17β-ol-3-one;19-Nor-17α-ethynyl-17β-hydroxy-4-androsten-3-one;19-Nor-17α-ethynyltestosterone;Norlutin;Norluton;19-Nortestosterone,17-ethynyl-;Primolut N;Norethynodrone;Ethinylnortestosterone;Estr-4-ene-17α-ethynyl-17β-ol-3-one;17α-Ethynyl-17-hydroxyestr-4-en-3-one;17α-Ethynyl-17-hydroxyest-4-en-3-one;19-Norandrost-4-en-3-one,17α-ethynyl-17β-hydroxy-;Norpregneninolone;Conludaf;Micronor;Micronett;Mini-Pe;Micronovum;Norluten;Noralutin;SC 4640;Ethynylnortestosterone;17β-Hydroxy-17α-ethynylestr-4-en-3-one;Anovule;Gestest;NSC 9564;Proluteasi;Norfor;Norgestin;17α-Ethynyl-3-oxo-4-estren-17β-ol;Triella;Normapause;Conludag;Utovlan;Norcolut;Mini-pill;Menzol;Nor-QD;Noretisterone Dak;1050679-17-8
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Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System
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CAS No:
Description
Off-White to Pale Yellow Solid
A synthetic progestational hormone with actions similar to those of PROGESTERONE but functioning as a more potent inhibitor of ovulation. It has weak estrogenic and androgenic properties. The hormone has been used in treating amenorrhea, functional uterine bleeding, endometriosis, and for contraception.
Characteristics
37.3
3.2
white to off-white powder
1.2±0.1 g/cm3
203-204 °C
447.0±45.0 °C at 760 mmHg
190.5±21.3 °C
1.577
chloroform: ≥50 mg/mL, clear, colorless
-20°C Freezer
3.14x10-7 mmHg
LD50 oral in mouse: 6gm/kg
D20 -31.7° (chloroform); D20 -25° (chloroform)
ODORLESS
Slightly bitter taste
Safety Information
NONH for all modes of transport
3
40-36/37/38-20/21/22
22-36/37/39-45-37/39-26
RC8975000
Xn
Stable in air.
P281
H351
Drug Information
Oral contraceptives which owe their effectiveness to synthetic preparations. (See all compounds classified as Contraceptives, Oral, Synthetic.)|Oral contraceptives which owe their effectiveness to hormonal preparations. (See all compounds classified as Contraceptives, Oral, Hormonal.)
19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-, (17alpha)-
Computed Properties
Molecular Weight:298.4
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:298.193280068
Monoisotopic Mass:298.193280068
Topological Polar Surface Area:37.3
Heavy Atom Count:22
Complexity:594
Undefined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
It is a 19-demethyltestosterone derivative and an orally effective progestin with mild androgenic and estrogenic activity. It antagonizes the effects of androgens to prevent excessive stimulation of the endometrium and thickening caused by endometrial hyperplasia.
Registered Holders
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NAARI PTE LTD
Active
United States
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LUPIN LTD
Active
United Kingdom
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Bayer Ag
Active
Finland
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