# US 4,395,575 A · 5(Halophenyl)-2-fluoro-pentadienals

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- Number: US 4,395,575 A
- Document ID: US4395575A
- Status: Granted
- Kind: A
- Application number: 06/354,331
- Filed: 1982-03-03
- Granted: 1983-07-26
- Earliest claimed: 1972-06-24
- Assignees: Hoffmann-La Roche Inc.
- Inventors: Ka-Kong Chan; Beverly A. Pawson
- Web page: https://patentgrep.com/patent/US4395575A

## CPC

- C07D 333/24: Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07C 41/16: by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
- C07C 41/18: by reactions not forming ether-oxygen bonds
- C07C 41/26: by introduction of hydroxy or O-metal groups
- C07C 41/48: Preparation of compounds having [IMAGE cpc-sch-C07C-0958.gif] groups
- C07C 43/23: containing hydroxy or O-metal groups
- C07C 43/315: containing oxygen atoms singly bound to carbon atoms not being acetal carbon atoms
- C07C 45/29: of hydroxy groups
- C07C 45/41: by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
- C07C 45/45: by condensation
- C07C 59/58: containing ether groups, [IMAGE cpc-sch-C07C-0958.gif] groups,[IMAGE cpc-sch-C07C-0959.gif] groups, or[IMAGE cpc-sch-C07C-0960.gif] groups
- C07D 307/12: Radicals substituted by oxygen atoms
- C07D 307/16: Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D 333/16: by oxygen atoms
- C07D 333/22: Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

9-Substituted, 4- or 6-fluorine substituted retinoic acid derivatives useful as antitumor agents and in the treatment of acne as well as a method for their manufacture are disclosed. Substituents at the 9-position include substituted phenyl, thienyl and furyl groups.

## Claims

### Claim 1

A compound of the formula: ##STR49## wherein R.sub.1 is fluorine; at least one of R.sub.4, R.sub.5 and R.sub.7 is halogen and the others are hydrogen or lower alkyl; and R.sub.6 is lower alkyl or lower alkoxy.

### Claim 2 (depends on 1)

The compound of claim 1 wherein the compound is 2Z,4E-2-fluoro-3-methyl-5-(2,6-dichloro-3-methyl-4-methoxyphenyl)-pentadie n-1-al.