# US 4,398,025 A · 2-Decarboxy-2-tetrazolyl-19-hydroxy-PG compounds

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- Number: US 4,398,025 A
- Document ID: US4398025A
- Status: Granted
- Kind: A
- Application number: 06/337,649
- Filed: 1982-01-07
- Granted: 1983-08-09
- Earliest claimed: 1979-04-02
- Assignees: The Upjohn Company
- Inventors: John C. Sih
- Web page: https://patentgrep.com/patent/US4398025A

## CPC

- C07D 307/935: Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
- C07C 405/00: Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins {; Analogues or derivatives thereof}
- C07C 405/0016: {containing only hydroxy, etherified or esterified hydroxy groups}
- C07C 405/0025: {containing keto groups}
- C07C 405/0041: {containing nitrogen}
- C07F 9/4015: {Esters of acyclic unsaturated acids}
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

The present invention provides novel 2-decarboxy-2-hydroxymethyl-19,20-didehydro-13,14-dihydro-PG.sub.1 compounds methods for their preparation and pharmacological use for the induction of prostaglandin-like effect.

## Claims

### Claim 1

A compound of the formula ##STR2## wherein D is
(1) cis--CH.dbd.CH--CH.sub.2 --(CH.sub.2).sub.g --CH.sub.2 --,
(2) cis--CH.dbd.CH--CH.sub.2 --(CH.sub.2).sub.g --CF.sub.2 --,
(3) cis--CH.sub.2 --CH.dbd.CH--CH.sub.2 --CH.sub.2 --,
(4) trans--(CH.sub.2).sub.3 --CH.dbd.CH--,
(5) --(CH.sub.2).sub.3 --(CH.sub.2).sub.g --CH.sub.2 --,
(6) --(CH.sub.2).sub.3 --CH.sub.2 --CF.sub.2 --,
(7) --(CH.sub.2).sub.3 --O--CH.sub.2 --,
(8) --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 --,
(9) --CH.sub.2 --O--(CH.sub.2).sub.3 --,
(10) --(m--ph)--(CH.sub.2).sub.2 --, or
(11) --(m--ph)--O--CH.sub.2 --
wherein m--ph is inter-meta-phenylene, and
wherein g is zero, one, two, or three;
wherein Q is .alpha.--OH:.beta.--R.sub.5 or .alpha.--R.sub.5 :.alpha.--OH,
wherein R.sub.5 is hydrogen or methyl,
wherein R.sub.2 is hydrogen, hydroxyl, or hydroxymethyl;
wherein R.sub.3 and R.sub.4 are hydrogen, methyl, or fluoro, being the same or different, with the proviso that one of R.sub.3 and R.sub.4 is fluoro only when the other is hydrogen or fluoro;
wherein W is oxo, methylene, .alpha.--OH:.beta.--H, or .alpha.--H:.beta.--OH;
and wherein X is cis- or trans-CH.dbd.CH--, --C.tbd.C--, or --CH.sub.2 CH.sub.2 --.