GB1244348A - Fluorene derivatives - Google Patents
Fluorene derivativesInfo
- Publication number
- GB1244348A GB1244348A GB54540/68A GB5454068A GB1244348A GB 1244348 A GB1244348 A GB 1244348A GB 54540/68 A GB54540/68 A GB 54540/68A GB 5454068 A GB5454068 A GB 5454068A GB 1244348 A GB1244348 A GB 1244348A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkali metal
- formula
- hydroxyfluoren
- sept
- cyano
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 125000003983 fluorenyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 3
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000003863 ammonium salts Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- OZLKIIAMQWXVKQ-UHFFFAOYSA-N 4-hydroxyfluoren-9-one Chemical compound O=C1C2=CC=CC=C2C2=C1C=CC=C2O OZLKIIAMQWXVKQ-UHFFFAOYSA-N 0.000 abstract 1
- RGMFEEUOTPCFLL-UHFFFAOYSA-N 9H-fluorene-4,9-diol Chemical compound OC1=CC=CC=2C(C3=CC=CC=C3C12)O RGMFEEUOTPCFLL-UHFFFAOYSA-N 0.000 abstract 1
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000000674 adrenergic antagonist Substances 0.000 abstract 1
- 229910000102 alkali metal hydride Inorganic materials 0.000 abstract 1
- 150000008046 alkali metal hydrides Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 abstract 1
- 150000002220 fluorenes Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/138—Aryloxyalkylamines, e.g. propranolol, tamoxifen, phenoxybenzamine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
- C07C217/30—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring
- C07C217/38—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring being part of a condensed ring system containing rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/18—Fluorenes; Hydrogenated fluorenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,244,348. Fluorene derivatives. SANDOZ Ltd. 18 Nov., 1968 [6 Dec., 1967; 14 Feb., 1968; 20 Sept., 1968; 27 Sept., 1968], No. 54540/68. Heading C2C. Compounds of the general formula (R = isopropyl, sec.-butyl, tert. -butyl, 3-phenylpropyl or l-cyano.2-propyl; X=H, Y=OH or X+Y=O) and their salts are prepared by (a) reacting 4-hydroxyfluoren-9-one in free or alkali metal or ammonium salt form in an alkaline medium or 4-hydroxyfluoren-9-ol in the form of a mono-4-alkali metal or ammonium salt with epichlorhydrin or epibromhydrin and heating the product with RNH 2 , (b) reducing a compound of the formula (R<SP>1</SP>=R except 1-cyano-,2-propyl) with a complex alkali metal hydride or (c) catalytically hydrogenating a compound of the formula (R 1 =H or benzyl) or optionally followed by salt formation in each case. The above compounds are #-adrenergic blocking agents, and may be administered in the form of pharmaceutical preparations containing them in association with a carrier.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1705767A CH492678A (en) | 1967-12-06 | 1967-12-06 | Process for the preparation of new fluorenone compounds |
| CH219468 | 1968-02-14 | ||
| CH1415568 | 1968-09-20 | ||
| CH1452668 | 1968-09-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1244348A true GB1244348A (en) | 1971-08-25 |
Family
ID=27428388
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB54540/68A Expired GB1244348A (en) | 1967-12-06 | 1968-11-18 | Fluorene derivatives |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE724929A (en) |
| DE (1) | DE1812073A1 (en) |
| FR (2) | FR1594008A (en) |
| GB (1) | GB1244348A (en) |
| SE (1) | SE358383B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6004959A (en) * | 1996-05-30 | 1999-12-21 | Hoechst Marion Roussel, Inc. | Alkyloxyamino substituted fluorenones and their use as protein kinase-C inhibitors |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH554314A (en) * | 1969-06-03 | 1974-09-30 | Sandoz Ag | METHOD FOR PREPARING NEW FLUORENONE. |
| EP0063287B1 (en) * | 1981-04-09 | 1985-06-26 | Wilfried Dreyfuss | Protection device for pipes |
-
1968
- 1968-11-15 SE SE15544/68A patent/SE358383B/xx unknown
- 1968-11-18 GB GB54540/68A patent/GB1244348A/en not_active Expired
- 1968-12-02 DE DE19681812073 patent/DE1812073A1/en active Pending
- 1968-12-04 FR FR1594008D patent/FR1594008A/fr not_active Expired
- 1968-12-04 BE BE724929D patent/BE724929A/xx not_active Expired
-
1969
- 1969-03-03 FR FR183266A patent/FR8281M/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6004959A (en) * | 1996-05-30 | 1999-12-21 | Hoechst Marion Roussel, Inc. | Alkyloxyamino substituted fluorenones and their use as protein kinase-C inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1812073A1 (en) | 1969-07-10 |
| FR8281M (en) | 1970-11-02 |
| BE724929A (en) | 1969-06-04 |
| SE358383B (en) | 1973-07-30 |
| FR1594008A (en) | 1970-06-01 |
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