Chemical Properties of Norethindrone (CAS 68-22-4)

InChI

InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15?,16?,17?,18?,19?,20-/m0/s1

InChI Key

VIKNJXKGJWUCNN-BROHZWGRSA-N

Formula

C20H26O

SMILES

C#CC1(O)CCC2C3CCC4=CC(=O)CCC4C3CCC21C

Molecular Weight¹

282.42

CAS

68-22-4

Other Names

• (17-«alpha»)-17-Hydroxy-19-norpregn-4-en-20-yn-3-one
• (17-«alpha»)-17-Hydroxy-19-norpregn-4-en-20-yn-3-one
• 17-Ethinyl-19-nor-testosterone
• 17-Hydroxy-17-«alpha»-19-norpregn-4-en-20-yn-3-one
• 17-Hydroxy-17-«alpha»-19-norpregn-4-en-20-yn-3-one
• 17-Hydroxy-19-nor-17«alpha»-pregn-4-en-20-yn-3-one
• 17-Hydroxy-19-nor-17«alpha»-pregn-4-en-20-yn-3-one
• 17-«alpha»-19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-
• 17-«alpha»-Ethynyl-17-«beta»-hydroxy-4-estren-3-one
• 17-«alpha»-19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-
• 17-«alpha»-Ethynyl-17-«beta»-hydroxy-4-estren-3-one
• 17«alpha»-Ethinyl-17«beta»-hydroxy-«delta»(sup:4)-estren-3-one
• 17«alpha»-Ethinyl-19-Nortestosterone
• 17«alpha»-Ethinylestra-4-en-17«beta»-ol-3-one
• 17«alpha»-Ethynyl-17-hydroxy-4-estren-3-one
• 17«alpha»-Ethynyl-17-hydroxyest-4-en-3-one
• 17«alpha»-Ethynyl-17«beta»-hydroxy-19-norandrost-4-en-3-one
• 17«alpha»-Ethynyl-17«beta»-hydroxyestr-4-en-3-one
• 17«alpha»-Ethynyl-19-nor-4-androsten-17«beta»-ol-3-one
• 17«alpha»-Ethynyl-19-norandrost-4-en-17«beta»-ol-3-one
• 17«alpha»-Ethynyl-19-nortestosterone
• 17«alpha»-Ethynyl-3-oxo-4-estren-17«beta»-ol
• 17«alpha»-Ethynyl-4-estren-17-ol-3-one
• 17«beta»-Hydroxy-17«alpha»-ethynylestr-4-en-3-one
• 17«beta»-Hydroxy-19-norpregn-4-en-20-yn-3-one
• 17«alpha»-Ethinyl-17«beta»-hydroxy-«delta»(sup:4)-estren-3-one
• 17«alpha»-Ethinyl-19-Nortestosterone
• 17«alpha»-Ethinylestra-4-en-17«beta»-ol-3-one
• 17«alpha»-Ethynyl-17-hydroxy-4-estren-3-one
• 17«alpha»-Ethynyl-17-hydroxyest-4-en-3-one
• 17«alpha»-Ethynyl-17«beta»-hydroxy-19-norandrost-4-en-3-one
• 17«alpha»-Ethynyl-17«beta»-hydroxyestr-4-en-3-one
• 17«alpha»-Ethynyl-19-nor-4-androsten-17«beta»-ol-3-one
• 17«alpha»-Ethynyl-19-norandrost-4-en-17«beta»-ol-3-one
• 17«alpha»-Ethynyl-19-nortestosterone
• 17«alpha»-Ethynyl-3-oxo-4-estren-17«beta»-ol
• 17«alpha»-Ethynyl-4-estren-17-ol-3-one
• 17«beta»-Hydroxy-17«alpha»-ethynylestr-4-en-3-one
• 17«beta»-Hydroxy-19-norpregn-4-en-20-yn-3-one
• 19-Nor-17-ethinyltestosterone
• 19-Nor-17«alpha»-ethynyltestosterone
• 19-Nor-17«alpha»-pregn-4-en-20-yn-3-one, 17-hydroxy-
• 19-Nor-17«alpha»-ethynyltestosterone
• 19-Nor-17«alpha»-pregn-4-en-20-yn-3-one, 17-hydroxy-
• 19-Nor-ethindrone
• 19-Norandrost-4-en-3-one, 17«alpha»-ethynyl-17«beta»-hydroxy-
• 19-Norandrost-4-en-3-one, 17«alpha»-ethynyl-17«beta»-hydroxy-
• 19-Norethinyltestosterone
• 19-Norethisterone
• 19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-, (17«alpha»)-
• 19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-, (17«alpha»)-
• 19-Nortestosterone, 17-ethynyl-
• 19-nor-17«alpha»-Ethynyl-17«beta»-hydroxy-4-androsten-3-one
• 19-nor-17«alpha»-Ethynylandrosten-17«beta»-ol-3-one
• 19-nor-17«alpha»-Ethynyl-17«beta»-hydroxy-4-androsten-3-one
• 19-nor-17«alpha»-Ethynylandrosten-17«beta»-ol-3-one
• 4-Estren-17«alpha»-ethynyl-17«beta»-ol-3-one
• 4-Estren-17«alpha»-ethynyl-17«beta»-ol-3-one
• Anhydrohydroxynorprogesterone
• Anovule
• Conludaf
• Conludag
• ENT
• Estr-4-en-3-one, 17«alpha»-ethynyl-17-hydroxy-
• Estr-4-en-3-one, 17«alpha»-ethynyl-17-hydroxy-
• Ethinyl-19-nortestosterone
• Ethinylnortestosterone
• Ethynylnortestosterone
• Gestest
• Menzol
• Micronett
• Micronor
• Micronovum
• Mini-Pe
• Mini-pill
• Minovlar
• NET
• NSC-9564
• Nor-Q.D.
• Nor-QD
• Noralutin
• Norcolut
• Noresthisterone
• Norethisteron
• Norethisterone
• Norethyndron
• Norethynodrone
• Norfor
• Norgestin
• Norluten
• Norlutin
• Norluton
• Normapause
• Norpregneninlone
• Norpregneninolone
• Primolut N
• Proluteasi
• SC 4640
• Utovlan
• Utovlar

• ω : Acentric Factor.
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_fusH : Enthalpy of fusion at a given temperature (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
• IE : Ionization energy (eV).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• P_c : Critical Pressure (kPa).
• I_np : Non-polar retention indices.
• Δ_fusS : Entropy of fusion at a given temperature (J/mol×K).
• T_boil : Normal Boiling Point Temperature (K).
• T_c : Critical Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• V_c : Critical Volume (m³/kmol).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ω	0.5416		Relay (... Calculated Property
ΔfG°	257.61	kJ/mol	Joback Calculated Property
ΔfH°gas	-176.09	kJ/mol	Relay (... Calculated Property
ΔfusH°	26.55	kJ/mol	Joback Calculated Property
ΔvapH°	121.35	kJ/mol	Relay (... Calculated Property
IE	8.87	eV	Relay (... Calculated Property
log10WS	-4.71		Aq. Sol...
logPoct/wat	3.493		Crippen Calculated Property
McVol	243.760	ml/mol	McGowan Calculated Property
Pc	2117.78	kPa	Joback Calculated Property
Inp	2625.00		NIST
Tboil	654.67	K	Relay (... Calculated Property
Tc	955.51	K	Relay (... Calculated Property
Tfus	[476.65; 481.00]	K
Tfus	476.65	K	Aq. Sol...
Tfus	479.00 ± 1.00	K	NIST
Tfus	481.00 ± 1.00	K	NIST
Vc	0.841	m3/kmol	Relay (... Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[843.25; 997.53]	J/mol×K	[850.71; 1095.99]
Cp,gas	843.25	J/mol×K	850.71	Joback Calculated Property
Cp,gas	867.22	J/mol×K	891.59	Joback Calculated Property
Cp,gas	891.39	J/mol×K	932.47	Joback Calculated Property
Cp,gas	916.13	J/mol×K	973.35	Joback Calculated Property
Cp,gas	941.82	J/mol×K	1014.23	Joback Calculated Property
Cp,gas	968.83	J/mol×K	1055.11	Joback Calculated Property
Cp,gas	997.53	J/mol×K	1095.99	Joback Calculated Property
ΔfusH	[39.60; 39.60]	kJ/mol	[479.00; 479.00]
ΔfusH	39.60	kJ/mol	479.00	NIST
ΔfusH	39.60	kJ/mol	479.00	NIST
ΔfusS	82.70	J/mol×K	479.00	NIST

Similar Compounds

Find more compounds similar to Norethindrone.

Sources

• Cheméo Relay (1.0)
• Crippen Method
• Joback Method
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook

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