GB969198A - Naphthol derivatives - Google Patents
Naphthol derivativesInfo
- Publication number
- GB969198A GB969198A GB12334/60A GB1233460A GB969198A GB 969198 A GB969198 A GB 969198A GB 12334/60 A GB12334/60 A GB 12334/60A GB 1233460 A GB1233460 A GB 1233460A GB 969198 A GB969198 A GB 969198A
- Authority
- GB
- United Kingdom
- Prior art keywords
- naphthol
- acyl
- reacting
- acetyl
- carbon atoms
- 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
- 150000004780 naphthols Chemical class 0.000 title abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- -1 aliphatic radical Chemical class 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- UKWHYYKOEPRTIC-UHFFFAOYSA-N mercury(ii) oxide Chemical compound [Hg]=O UKWHYYKOEPRTIC-UHFFFAOYSA-N 0.000 abstract 2
- SAPGSAHOBOEJDV-UHFFFAOYSA-N 1-(4-hydroxynaphthalen-1-yl)ethanone Chemical compound C1=CC=C2C(C(=O)C)=CC=C(O)C2=C1 SAPGSAHOBOEJDV-UHFFFAOYSA-N 0.000 abstract 1
- ZECLPPAJZLIGOH-UHFFFAOYSA-N 1-(4-prop-2-ynoxynaphthalen-1-yl)ethanone Chemical compound C1=CC=C2C(C(=O)C)=CC=C(OCC#C)C2=C1 ZECLPPAJZLIGOH-UHFFFAOYSA-N 0.000 abstract 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- 230000001773 anti-convulsant effect Effects 0.000 abstract 1
- 229940125681 anticonvulsant agent Drugs 0.000 abstract 1
- 239000001961 anticonvulsive agent Substances 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 abstract 1
- 229940117975 chromium trioxide Drugs 0.000 abstract 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N chromium trioxide Inorganic materials O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 abstract 1
- GAMDZJFZMJECOS-UHFFFAOYSA-N chromium(6+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Cr+6] GAMDZJFZMJECOS-UHFFFAOYSA-N 0.000 abstract 1
- 239000008103 glucose Substances 0.000 abstract 1
- 230000000887 hydrating effect Effects 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229940101209 mercuric oxide Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229940035363 muscle relaxants Drugs 0.000 abstract 1
- 239000003158 myorelaxant agent Substances 0.000 abstract 1
- YORCIIVHUBAYBQ-UHFFFAOYSA-N propargyl bromide Chemical compound BrCC#C YORCIIVHUBAYBQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003333 secondary alcohols Chemical class 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises naphthol derivatives of the general formula: <FORM:0969198/C1/1> in which R represents -COR2 or -CH(OH)R2 (R2 represents an unbranched alkyl chain containing from one to six carbon atoms) and R1 represents an aryl radical or an aliphatic radical containing from 1-6 carbon atoms, and which may contain an ether link and/or a hydroxy substituent; also their preparation (a) by reacting an a -haloketone with a 4-acyl -1- naphthol; (b) by reacting a 1,2-alkylene oxide with a 4-acyl-1-naphthol. The compounds may also be prepared (a) by reacting a chlorohydrin ClCH2CH (OH)R2 with the appropriate 4-acyl -1- naphthol; (c) by oxidising the corresponding secondary alcohol (R=CH(OH)R2) with chromium trioxide and acetone; (d) by hydrating the corresponding acetylene compound using a mercuric oxide catalyst. Detailed examples illustrate the invention. 3-(4-acetyl -1- naphthoxy)-prop -1- yne is prepared by treating 4-acetyl -1- naphthol with propargyl bromide. The novel compounds are muscle-relaxants and anti-convulsants and are formulated into compositions with solid or liquid carriers for parenteral or oral administration as suspensions, elixirs, or injectable saline or glucose solutions.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB12334/60A GB969198A (en) | 1960-04-07 | 1960-04-07 | Naphthol derivatives |
| BE602322A BE602322A (en) | 1960-04-07 | 1961-04-07 | Therapeutic agents for use as muscle relaxants and anti-convulsants. |
| FR858078A FR1051M (en) | 1960-04-07 | 1961-04-07 | Therapeutic agents for use as muscle relaxants and anti-convulsants. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB12334/60A GB969198A (en) | 1960-04-07 | 1960-04-07 | Naphthol derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB969198A true GB969198A (en) | 1964-09-09 |
Family
ID=10002576
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB12334/60A Expired GB969198A (en) | 1960-04-07 | 1960-04-07 | Naphthol derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB969198A (en) |
-
1960
- 1960-04-07 GB GB12334/60A patent/GB969198A/en not_active Expired
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