GB237735A - Manufacture of new therapeutic compounds - Google Patents
Manufacture of new therapeutic compoundsInfo
- Publication number
- GB237735A GB237735A GB1912624A GB1912624A GB237735A GB 237735 A GB237735 A GB 237735A GB 1912624 A GB1912624 A GB 1912624A GB 1912624 A GB1912624 A GB 1912624A GB 237735 A GB237735 A GB 237735A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxybenzaldehyde
- acid
- butylphenol
- tert
- radicle
- 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
- 230000001225 therapeutic effect Effects 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 6
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 abstract 4
- -1 Organo mercury compounds Chemical class 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 125000002252 acyl group Chemical group 0.000 abstract 3
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 3
- 239000000194 fatty acid Substances 0.000 abstract 3
- 229930195729 fatty acid Natural products 0.000 abstract 3
- XMVQWNRDPAAMJB-QGZVFWFLSA-N (S)-chaulmoogric acid Chemical compound OC(=O)CCCCCCCCCCCC[C@H]1CCC=C1 XMVQWNRDPAAMJB-QGZVFWFLSA-N 0.000 abstract 2
- AOHAPDDBNAPPIN-UHFFFAOYSA-N 3-Methoxy-4,5-methylenedioxybenzoic acid Chemical compound COC1=CC(C(O)=O)=CC2=C1OCO2 AOHAPDDBNAPPIN-UHFFFAOYSA-N 0.000 abstract 2
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 abstract 2
- 239000005639 Lauric acid Substances 0.000 abstract 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 abstract 2
- 150000004665 fatty acids Chemical class 0.000 abstract 2
- 229940100892 mercury compound Drugs 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 abstract 2
- XMVQWNRDPAAMJB-UHFFFAOYSA-N (+)-13-Cyclopent-2-enyl-tridecansaeure Natural products OC(=O)CCCCCCCCCCCCC1CCC=C1 XMVQWNRDPAAMJB-UHFFFAOYSA-N 0.000 abstract 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract 1
- YSNKZJBCZRIRQO-UHFFFAOYSA-N 4-Isopentylphenol Chemical compound CC(C)CCC1=CC=C(O)C=C1 YSNKZJBCZRIRQO-UHFFFAOYSA-N 0.000 abstract 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 abstract 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000005844 Thymol Substances 0.000 abstract 1
- RECUKUPTGUEGMW-UHFFFAOYSA-N carvacrol Chemical compound CC(C)C1=CC=C(C)C(O)=C1 RECUKUPTGUEGMW-UHFFFAOYSA-N 0.000 abstract 1
- HHTWOMMSBMNRKP-UHFFFAOYSA-N carvacrol Natural products CC(=C)C1=CC=C(C)C(O)=C1 HHTWOMMSBMNRKP-UHFFFAOYSA-N 0.000 abstract 1
- 235000007746 carvacrol Nutrition 0.000 abstract 1
- 239000003925 fat Substances 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- WYXXLXHHWYNKJF-UHFFFAOYSA-N isocarvacrol Natural products CC(C)C1=CC=C(O)C(C)=C1 WYXXLXHHWYNKJF-UHFFFAOYSA-N 0.000 abstract 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract 1
- BRMYZIKAHFEUFJ-UHFFFAOYSA-L mercury diacetate Chemical compound CC(=O)O[Hg]OC(C)=O BRMYZIKAHFEUFJ-UHFFFAOYSA-L 0.000 abstract 1
- 229960002446 octanoic acid Drugs 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 150000002888 oleic acid derivatives Chemical class 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 229960000790 thymol Drugs 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/10—Mercury compounds
- C07F3/12—Aromatic substances containing mercury
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
Organo mercury compounds of the formula R-Hg-X, in which R represents a phenolic radicle and X the radicle of a higher fatty acid, are prepared by introducing the higher acyl group into the corresponding hydroxy compound or by replacing the lower acyl radicle of a corresponding organo mercury compound with the higher acyl group. The products, which possess therapeutic properties, are soluble in oils, fats and artificially-prepared fatty acid esters. According to the examples, (1) 2-hydroxy (or acetoxy)-mercuri-3-hydroxybenzaldehyde is warmed with caproic acid and allowed to cool, when 2-caprooxymercuri-3-hydroxybenzaldehyde separates out; the caproic acid may be replaced by caprylic, lauric, myristic, oleic or chaulmoogric acid; (2) p-tert-butylphenol is boiled with mercuric acetate and the resulting 2 : 6-diacetoxydimercuri-p-tert-butylphenol treated with lauric acid to yield 2 : 6-dilauroxydimercuri-p-tert-butylphenol; other phenolic bodies, such as carvacrol, thymol and p-isoamylphenol, may replace the p-tert-butylphenol, and other higher fatty acids may be substituted for lauric acid; (3) 2-hydroxy (or acetoxy)-mercuri-3-hydroxybenzaldehyde is dissolved in sodium hydroxide solution, or the sodium salt of 2-hydroxymercuri-3-hydroxybenzaldehyde is dissolved in water, and treated with caprylic acid, whereby 2-capryloxymercuri-3-hydroxybenzaldehyde is precipitated.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1912624A GB237735A (en) | 1924-08-12 | 1924-08-12 | Manufacture of new therapeutic compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1912624A GB237735A (en) | 1924-08-12 | 1924-08-12 | Manufacture of new therapeutic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB237735A true GB237735A (en) | 1925-08-06 |
Family
ID=10124179
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1912624A Expired GB237735A (en) | 1924-08-12 | 1924-08-12 | Manufacture of new therapeutic compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB237735A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2423044A (en) * | 1945-03-23 | 1947-06-24 | Nuodex Products Co Inc | Aryl polymercury naphthenates and their production |
-
1924
- 1924-08-12 GB GB1912624A patent/GB237735A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2423044A (en) * | 1945-03-23 | 1947-06-24 | Nuodex Products Co Inc | Aryl polymercury naphthenates and their production |
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