GB2044755A - Derivatives of D-2-hydroxy-4- methylmercaptobutyric acid, a Process for their Production and their Use - Google Patents
Derivatives of D-2-hydroxy-4- methylmercaptobutyric acid, a Process for their Production and their Use Download PDFInfo
- Publication number
- GB2044755A GB2044755A GB7941711A GB7941711A GB2044755A GB 2044755 A GB2044755 A GB 2044755A GB 7941711 A GB7941711 A GB 7941711A GB 7941711 A GB7941711 A GB 7941711A GB 2044755 A GB2044755 A GB 2044755A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- hydroxy
- methylmercaptobutyric
- compound
- calcium
- 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.)
- Withdrawn
Links
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- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- SGMZJAMFUVOLNK-UHFFFAOYSA-M choline chloride Chemical compound [Cl-].C[N+](C)(C)CCO SGMZJAMFUVOLNK-UHFFFAOYSA-M 0.000 description 1
- 229960003178 choline chloride Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 1
- 229940038472 dicalcium phosphate Drugs 0.000 description 1
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000021312 gluten Nutrition 0.000 description 1
- 230000012447 hatching Effects 0.000 description 1
- 229960002885 histidine Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229960003136 leucine Drugs 0.000 description 1
- QWDJLDTYWNBUKE-UHFFFAOYSA-L magnesium bicarbonate Chemical compound [Mg+2].OC([O-])=O.OC([O-])=O QWDJLDTYWNBUKE-UHFFFAOYSA-L 0.000 description 1
- 239000002370 magnesium bicarbonate Substances 0.000 description 1
- 229910000022 magnesium bicarbonate Inorganic materials 0.000 description 1
- 235000014824 magnesium bicarbonate Nutrition 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 235000012254 magnesium hydroxide Nutrition 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 230000001071 malnutrition Effects 0.000 description 1
- 235000000824 malnutrition Nutrition 0.000 description 1
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
- 229910000357 manganese(II) sulfate Inorganic materials 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 208000015380 nutritional deficiency disease Diseases 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229960005190 phenylalanine Drugs 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229960002429 proline Drugs 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000004460 silage Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229960004799 tryptophan Drugs 0.000 description 1
- 229960004441 tyrosine Drugs 0.000 description 1
- 229960004295 valine Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Fodder In General (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1835979A | 1979-03-06 | 1979-03-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB2044755A true GB2044755A (en) | 1980-10-22 |
Family
ID=21787522
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7941711A Withdrawn GB2044755A (en) | 1979-03-06 | 1979-12-04 | Derivatives of D-2-hydroxy-4- methylmercaptobutyric acid, a Process for their Production and their Use |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS55127359A (enrdf_load_stackoverflow) |
| BE (1) | BE882067A (enrdf_load_stackoverflow) |
| DE (1) | DE2945497A1 (enrdf_load_stackoverflow) |
| DK (1) | DK94880A (enrdf_load_stackoverflow) |
| FR (1) | FR2450811A1 (enrdf_load_stackoverflow) |
| GB (1) | GB2044755A (enrdf_load_stackoverflow) |
| NL (1) | NL7908887A (enrdf_load_stackoverflow) |
| SU (1) | SU895286A3 (enrdf_load_stackoverflow) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0068739A1 (en) * | 1981-06-18 | 1983-01-05 | Lilly Industries Limited | Sulphur-containing 5-hydroxy-alkanoic acid derivatives, their use as pharmaceutical preparations and process for their production |
| US4782173A (en) * | 1983-08-03 | 1988-11-01 | The Standard Oil Company | Synthesis of methionine hydroxy analog or derivative, and esters thereof; synthesis of 1-acyloxy-4-hydrocarbylthiopropene, and products |
| US5386056A (en) * | 1992-05-21 | 1995-01-31 | Daicel Chemical Industries, Ltd. | Process for producing 2-hydroxy-4-methylthiobutanoic acid |
| US6461664B1 (en) * | 1999-03-05 | 2002-10-08 | Agristudio S. R. L. | Chelated feed additive and method of preparation |
| US6479695B1 (en) * | 1999-04-02 | 2002-11-12 | Aventis Animal Nutrition, S.A. | Process for the preparation of hydroxy methylthiobutyric acid esters |
| CN103254104A (zh) * | 2013-05-24 | 2013-08-21 | 长沙兴嘉生物工程股份有限公司 | 一种微量元素蛋氨酸羟基类似物螯合物添加剂的制备方法 |
| CN104341329A (zh) * | 2014-10-20 | 2015-02-11 | 高纪峰 | 一种羟基蛋氨酸钙生产方法 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4335257A (en) * | 1980-09-05 | 1982-06-15 | E. I. Du Pont De Nemours And Company | Preparation of the calcium salt of alpha-hydroxy-gamma-methylmercaptobutyric acid |
| EP0140865B1 (en) * | 1983-09-06 | 1987-03-25 | Monsanto Company | Enhanced 2-hydroxy-4-methylthiobutanoic acid composition and method of preparation |
| JPS60169457A (ja) * | 1984-02-13 | 1985-09-02 | Ajinomoto Co Inc | 新規リジン塩結晶及びその製造法 |
| WO2001058864A1 (en) * | 2000-02-07 | 2001-08-16 | Rhone-Poulenc Animal Nutrition | Process for the preparation of 2-hydroxy-4-methylthio butyric acid esters |
| US7335248B2 (en) * | 2005-09-06 | 2008-02-26 | Novus International, Inc. | Marine antifouling coating compositions |
| FR2907785B1 (fr) * | 2006-10-27 | 2009-01-16 | Tetrahedron Sas | Procede de preparation de l'acide 2-hydroxy-4-methylselenobutyrique, seul ou en melange avec son analogue soufre, ainsi que leurs utilisations en nutrition, en particulier en nutrition animale |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE611435A (fr) * | 1960-12-14 | 1962-06-12 | Stamicarbon | Procédé de préparation de sels métalliques d'acide alpha-hydroxy- gamma -méthylmercaptobutyrique |
| DE2516027A1 (de) * | 1973-04-30 | 1975-10-16 | Univ Johns Hopkins | Arzneimittel zur foerderung der proteinsynthese und zur konservierung des stickstoffs im koerper |
-
1979
- 1979-11-10 DE DE19792945497 patent/DE2945497A1/de active Granted
- 1979-11-30 SU SU792847562A patent/SU895286A3/ru active
- 1979-12-04 GB GB7941711A patent/GB2044755A/en not_active Withdrawn
- 1979-12-10 NL NL7908887A patent/NL7908887A/nl not_active Application Discontinuation
- 1979-12-31 FR FR7932086A patent/FR2450811A1/fr active Granted
-
1980
- 1980-03-04 BE BE6/47097A patent/BE882067A/fr not_active IP Right Cessation
- 1980-03-05 DK DK94880A patent/DK94880A/da unknown
- 1980-03-06 JP JP2745880A patent/JPS55127359A/ja active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0068739A1 (en) * | 1981-06-18 | 1983-01-05 | Lilly Industries Limited | Sulphur-containing 5-hydroxy-alkanoic acid derivatives, their use as pharmaceutical preparations and process for their production |
| US4782173A (en) * | 1983-08-03 | 1988-11-01 | The Standard Oil Company | Synthesis of methionine hydroxy analog or derivative, and esters thereof; synthesis of 1-acyloxy-4-hydrocarbylthiopropene, and products |
| US5386056A (en) * | 1992-05-21 | 1995-01-31 | Daicel Chemical Industries, Ltd. | Process for producing 2-hydroxy-4-methylthiobutanoic acid |
| US6461664B1 (en) * | 1999-03-05 | 2002-10-08 | Agristudio S. R. L. | Chelated feed additive and method of preparation |
| US6479695B1 (en) * | 1999-04-02 | 2002-11-12 | Aventis Animal Nutrition, S.A. | Process for the preparation of hydroxy methylthiobutyric acid esters |
| CN103254104A (zh) * | 2013-05-24 | 2013-08-21 | 长沙兴嘉生物工程股份有限公司 | 一种微量元素蛋氨酸羟基类似物螯合物添加剂的制备方法 |
| CN103254104B (zh) * | 2013-05-24 | 2015-06-24 | 长沙兴嘉生物工程股份有限公司 | 一种微量元素蛋氨酸羟基类似物螯合物添加剂的制备方法 |
| CN104341329A (zh) * | 2014-10-20 | 2015-02-11 | 高纪峰 | 一种羟基蛋氨酸钙生产方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DK94880A (da) | 1980-09-07 |
| SU895286A3 (ru) | 1981-12-30 |
| DE2945497C2 (enrdf_load_stackoverflow) | 1990-04-19 |
| BE882067A (fr) | 1980-09-04 |
| JPS55127359A (en) | 1980-10-02 |
| NL7908887A (nl) | 1980-09-09 |
| DE2945497A1 (de) | 1980-10-09 |
| FR2450811A1 (fr) | 1980-10-03 |
| FR2450811B1 (enrdf_load_stackoverflow) | 1984-04-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |