The Upjohn Co.

Upjohn

Donald E Ayer

John M McCall

John R Palmer

Frederick J VanDoornik

Harold A Karnes

Carl A Schlagel

E Jon Jacobsen

Gordon L Flynn

E Jonathan Jacobsen

Gordon L Bundy

Eric Jon Jacobsen

Jacob Szmuszkovicz

Donald P Wallach, Deceased

Frederick J Van Doornik

Disclosed are amino substituted steroids (XI) which contain an imidazolylpiperazinyl group attached to the terminal carbon atom of the C.sub.17 -side chain which are useful as pharmaceutical agents for treating a number of conditions.

Imidazolylpiperazinyl steroids

The pharmaceutically active bicyclic heterocyclic amines (XXX) ##STR1## where W.sub.1 is --N.dbd. or --CH.dbd.; W.sub.3 is --N.dbd. or --CH.dbd.; W.sub.5 is --N.dbd. or --CR.sub.5 -- with the proviso that W.sub.5 is --CR.sub.5 -- when both W.sub.1 and W.sub.3 are --N.dbd. which are useful as pharmaceuticals in treating mild and/or moderate to severe head injury, subarachnoid hemorrhage and subsequent ischemic stroke, asthma and reduction of mucous formation/secretion in the lung and other diseases and injuries.

Pharmaceutically active bicyclic-heterocyclic amines

Disclosed are amino substituted steroids (XI) which contain a pyridinylpiperazinyl group group attached to the terminal carbon atom of the C.sub.17 -side chain of the steroid which are useful as pharmaceutical agents for treating a number of conditions.

Pyridinylpiperazinyl steroids

Disclosed are amino substituted steroids (XI) which contain 4-[1,3,5-triazin-2-yl]- or 4-[1,2,4-triazin-3-yl]- 1-piperazinyl group attached to the terminal carbon atom of the C.sub.17 -side chain which are useful as pharmaceutical agents for treating a number of conditions.

Triazinylpiperazinyl steroids

The claimed invention is to triazin-2-yl and triazin-3-yl piperazines which are useful intermediates in the preparation of amino substituted steroid (XI) which are useful pharmaceutical agents.

Triazinylpiperazinyl amine intermediates

Disclosed are .DELTA..sup.9(11) -steroids (VI) and amino substituted steroids (XI) which contain an amino group attached to the terminal carbon atom of the C.sub.17 -side chain, more particularly amino steroids (Ia and Ib), aromatic steroids (II), .DELTA..sup.16 -steroids (IIIa and IIIb), reduced A-ring steroids (IV), .DELTA..sup.17(20) -steroids (Va and Vb) and .DELTA..sup.9(11) -steroids (VI) which are useful as pharmaceutical agents for treating a number of conditions.

Pharmaceutically active pyrimidinylpiperazinylsterioids

The aromatic amines (I), alkyl amines (II), bicyclic amines (III). ##STR1## cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also disclosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).

Pharmaceutically active amines

Amines useful in producing pharmaceutically active CNS compounds

The present invention provides certain novel 4,1-benzoxazepin-2(3H)-ones which are useful as inhibitors of phospholipase A.sub.2 and thus as inhibitors of arachidonate mobilization. These compounds are thus useful whenever it is medically necessary or desirable to inhibit the biosynthesis of the products of the arachidonic acid cascade.

Phospholipase A.sub.2 inhibition using 4,1-benzoxazepine-2-(3H)-ones

11-Difluoromethylene steroids having progestational and anti-progestational properties, useful as anti-fertility agents, are disclosed as well as a process for making the 11-difluoromethylene steroids.

11-Difluoromethylene steroids

17.alpha.-Acyloxy-5.beta.-pregnanes (I) and 17.alpha.-acyloxy-5.alpha.-pregnanes (IV) have an excellent activity split providing high topical anti-inflammatory activity with very low systemic side effects.

17.alpha.-Acyloxy-5.beta.-corticoids and

Reduced A ring-.DELTA..sup.9(11) -corticoids

17.alpha.-Acyloxy-5.beta.-pregnanes (I) and 17.alpha.-acyloxy-5.alpha.-pregnanes (IV) have an excellent activity split providing high topical antiinflammatory activity with very low systemic side effects.

17.alpha.-Acyloxy-5.beta.-corticoids

17.alpha.-Acyloxy-5.alpha.-pregnanes (I) and 17.alpha.-acyloxy-5.alpha.-pregnanes (IV) have an excellent activity split providing high topical anti-inflammatory activity with very low systemic side effects.

9.beta.,11.beta.-Epoxy-5.beta.-corticoids

The present invention relates to certain structural and pharmacological analogs of prostacyclin (PGI.sub.2) which are 2-Decarboxy-2-aminomethyl-trans-4,5-didehydro-PGI.sub.1 compounds. These novel pharmacological agents are useful as smooth muscle stimulators.

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Kalamazoo, MI, United States of America

Donald E Ayer