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US3869451A Expired / Lapsed US ⏱️ 0.0 years remaining

Anaesthetic steroids of the pregnane and 19-norpregnane series

Assignee: Glaxo Laboratories Ltd
•
Filing: 1971-11-11
•
Granted: 1975-03-04
•
Expires: 1991-11-11
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Abstract

Abstract This invention relates to steroids of the pregnane and 19norpregnane series having anaesthetic properties and compositions containing them. More particularly the present invention relates to such steroids having a variety of substituents in the 2 Beta position, a 3 Alpha -hydroxy group and a 5 Alpha -hydrogen atom and esters and 20-ketals thereof. At the 11-position of such steriods is preferably either two hydrogen atoms or an oxo group. The compounds according to the invention may conveniently be prepared by reaction of an appropriate 2 Alpha ,3 Alpha -epoxypregnane or 19-norpregnane with a reagent which introduces the desired 2 Beta -substituent and various modifications of the compound produced are described to produce compounds within the scope of the invention. The present invention provides compositions containing certain steroids of the pregnane and 19norpregnane series and such compositions generally may be administered intravenously to induce anaesthesia, the invention providing methods of inducing anaesthesia.

Inventors

  • 👤 Gordon Hanley Phillipps
  • 👤 Christopher Earle Newall
  • 👤 Barry Edward Ayres

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 23:19
CPC Classifications
C; C07; C07J; C07J7/00

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 20 words
A 3A-HYDROXY STEROID OF THE PREGNANE OR 19-NORPREGNANE SERIES SELECTED FROM THE GROUP CONSISTING OF A COMPOUND OF THE FORMULA
Claim 2
Dependent Claim 20 words
A 3A-HYDROXY STEROID OF THE PREGNANE OR 19-NORPREGNANE SERIES SELECTED FROM THE GROUP CONSISTING OF A COMPOUND OF THE FORMULA
Claim 3
Dependent Claim 16 words
A compound according to claim 1 in the form of a 3 Alpha -lower -alkanoyl ester.
Claim 4
Dependent Claim 47 words
The compound of claim 1 wherein: R2 is hydrogen bromine, or an acetoxy group; and Z is two hydrogen atoms, a hydrogen atom and a methoxy group, a hydrogen atom and a fluorine or chlorine atom, a hydrogen atom and a methyl group, or two methyl groups.
Claim 5
Dependent Claim 94 words
The compound of claim 1 wherein: R is a bromine or iodine atom; acetoxy; propionyloxy; acetoxy substituted by a chlorine or iodine atom or diethylamino, morpholino or piperidino; methoxy; ethoxy; i-propoxy; n-butoxy; t-butoxy; allyloxy; cyclohexyloxy benzyloxy; ethylthio; methoxy substituted by tetrahydrofuranyl; ethoxy substituted by a chlorine atom or methoxy, morpholino, cyano or ethoxycarbonyl n-propoxy substituted by a chlorine atom or morpholino; n-butoxy substituted by chloroacetoxy, iodoacetoxy, morpholinoacetoxy or diethylaminoacetoxy; methyl; n-butyl; or axido; R2 is a hydrogen atom or acetoxy; and Z is 2 hydrogen atoms or a methyl group and a hydrogen atom.
Claim 6
Dependent Claim 13 words
The compound of claim 4 wherein R2 is hydrogen, and X is oxo.
Claim 7
Dependent Claim 11 words
The compound of claim 5 wherein Z is two hydrogen atoms.
Claim 8
Dependent Claim 14 words
The compound of claim 1 which is 2 Beta -methoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 9
Dependent Claim 14 words
The compound of claim 1 which is 2 Beta -isopropoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 10
Dependent Claim 14 words
The compound of claim 1 which is 2 Beta -(2-chloroethoxy)-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 11
Dependent Claim 14 words
The compound of claim 1 which is 2 Beta -acetoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 12
Dependent Claim 14 words
The compound of claim 1 which is 2 Beta -ethoxy-3 Alpha -hydroxy-19-nor-5 Alpha -pregnane-11,20-dione.
Claim 13
Dependent Claim 15 words
The compound of claim 1 which is 3 Alpha -hydroxy-2 Beta -piperidino-acetoxy-5 Alpha -pregnane-11,20-dione citrate.
Claim 14
Dependent Claim 14 words
The compound of claim 1 which is 3 Alpha -hydroxy-2 Beta -propionyloxy-5 Alpha -pregnane-11,20-dione.
Claim 15
Dependent Claim 14 words
The compound of claim 1 which is 2 Beta -n-butyl-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 16
Dependent Claim 14 words
The compound of claim 1 which is 2 Beta -propoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 17
Dependent Claim 7 words
2 Beta -Ethoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 18
Dependent Claim 7 words
2 Beta -Ethoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 19
Dependent Claim 7 words
2 Beta -Methyl-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 20
Dependent Claim 7 words
2 Beta -Methyl-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 21
Dependent Claim 8 words
2 Beta -Chloropropoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11, 20-dione.
Claim 22
Dependent Claim 8 words
2 Beta -Chloropropoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11, 20-dione.
Claim 23
Dependent Claim 7 words
2 Beta -Butoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 24
Dependent Claim 7 words
2 Beta -Butoxy-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 25
Dependent Claim 7 words
2 Beta -Bromo-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 26
Dependent Claim 7 words
2 Beta -Bromo-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 27
Dependent Claim 7 words
2 Beta -Iodo-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.
Claim 28
Dependent Claim 7 words
2 Beta -Iodo-3 Alpha -hydroxy-5 Alpha -pregnane-11,20-dione.

References Cited (Backward Citations)

US3714352A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-03-03 1978-09-02 1979-03-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-03-03 1982-09-02 1983-03-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-03-03 1986-09-02 1987-03-04 $7700.00 Window Closed / Lapsed

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