GB1148550A - Substituted benzylphenyl sulfides and their use as antioxidants - Google Patents
Substituted benzylphenyl sulfides and their use as antioxidantsInfo
- Publication number
- GB1148550A GB1148550A GB5494767A GB5494767A GB1148550A GB 1148550 A GB1148550 A GB 1148550A GB 5494767 A GB5494767 A GB 5494767A GB 5494767 A GB5494767 A GB 5494767A GB 1148550 A GB1148550 A GB 1148550A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- denotes
- reacting
- carbon atoms
- denote
- 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
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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,148,550. Substituted benzylphenyl sulphides. UNIROYAL Inc. 2 Dec., 1967, No. 54947/67. Heading C2C. [Also in Division C3] The invention comprises substituted benzylphenyl sulphides of the formula in which R 1 , R 2 , R 8 and R 4 denote alkyl groups of 1-12 carbon atoms, cycloalkyl groups of 6-8 carbon atoms or aralkyl groups of 7-9 carbon atoms. Alternatively, R 4 may denote hydrogen. The compounds may be prepared by reacting (a) a mercaptophenol of the formula under alkaline conditions with (b) a compound of the formula in which X denotes a benzothiazolyl sulphide radical or an N,N-dialkyldithiocarbamate residue of the formula -SC(S)NR 5 R 6 , in which R 5 and R 6 denote lower alkyl groups. A number of mercaptophenols suitable as reagents (a) are specified. The reaction may be effected at a temperature up to 100‹ C. in an aqueous medium, preferably containing a water-miscible solvent, or in a two-phase system. Examples are given. The products are useful as antioxidants (see Divisions C3 and C5). Intermediates of the third formula above in which X denotes a benzothiazolyl sulphide radical are obtainable by reacting a phenol of the formula with one molar equivalent each of formaldehyde and 2-mercaptobenzothiazole under acid conditions. A number of phenols which may participate in this reaction are specified. Intermediates of the third formula above in which X denotes an N,N-dialkyldithiocarbamate residue are obtainable by reacting a compound of the formula with carbon disulphide.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB5494767A GB1148550A (en) | 1967-12-02 | 1967-12-02 | Substituted benzylphenyl sulfides and their use as antioxidants |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB5494767A GB1148550A (en) | 1967-12-02 | 1967-12-02 | Substituted benzylphenyl sulfides and their use as antioxidants |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1148550A true GB1148550A (en) | 1969-04-16 |
Family
ID=10472537
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5494767A Expired GB1148550A (en) | 1967-12-02 | 1967-12-02 | Substituted benzylphenyl sulfides and their use as antioxidants |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1148550A (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2448415A1 (en) * | 1973-10-11 | 1975-04-24 | Raychem Corp | ANTIOXYDANTS AND POLYMER COMPOUNDS CONTAINING THESE ANTIOXYDANTS |
US4611023A (en) * | 1984-02-03 | 1986-09-09 | Ciba-Geigy Corporation | Di-(substituted hydroxyphenylthio) alkane and cycloalkane stabilizers and stabilized compositions |
WO1998051662A2 (en) * | 1997-05-14 | 1998-11-19 | Atherogenics, Inc. | Compounds and methods for the inhibition of the expression of vcam-1 |
US6670398B2 (en) | 1997-05-14 | 2003-12-30 | Atherogenics, Inc. | Compounds and methods for treating transplant rejection |
US6852878B2 (en) | 1998-05-14 | 2005-02-08 | Atherogenics, Inc. | Thioketals and thioethers for inhibiting the expression of VCAM-1 |
AU2002300328B2 (en) * | 1997-05-14 | 2006-04-13 | Atherogenics, Inc | Compounds and methods for the inhibition of the expression of VCAM-1 |
EP1695959A1 (en) * | 1997-05-14 | 2006-08-30 | Atherogenics, Inc. | Compouds and methods for the inhibition of the expression of VCAM-1 |
US7294737B2 (en) | 2004-04-20 | 2007-11-13 | Atherogenics, Inc. | Process of preparing esters and ethers of probucol and derivatives thereof |
AU2006202461B2 (en) * | 1997-05-14 | 2009-12-03 | Atherogenics, Inc. | Compositions and methods for the inhibition of the expression of VCAM-1 |
US8252840B2 (en) | 2007-03-26 | 2012-08-28 | Salutria Pharmaceuticals Llc | Methods of derivatives of probucol for the treatment of type II diabetes |
-
1967
- 1967-12-02 GB GB5494767A patent/GB1148550A/en not_active Expired
Cited By (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2448415A1 (en) * | 1973-10-11 | 1975-04-24 | Raychem Corp | ANTIOXYDANTS AND POLYMER COMPOUNDS CONTAINING THESE ANTIOXYDANTS |
US4611023A (en) * | 1984-02-03 | 1986-09-09 | Ciba-Geigy Corporation | Di-(substituted hydroxyphenylthio) alkane and cycloalkane stabilizers and stabilized compositions |
US6670398B2 (en) | 1997-05-14 | 2003-12-30 | Atherogenics, Inc. | Compounds and methods for treating transplant rejection |
US6828447B2 (en) | 1997-05-14 | 2004-12-07 | Atherogenics, Inc. | Compounds and methods for the inhibition of the expression of VCAM-1 |
US6121319A (en) * | 1997-05-14 | 2000-09-19 | Atherogenics, Inc. | Monoesters of probucol for the treatment of cardiovascular and inflammatory disease |
US6548699B1 (en) | 1997-05-14 | 2003-04-15 | Atherogenics, Inc. | Compounds and methods for the inhibition of the expression of VCAM-1 |
US6602914B2 (en) | 1997-05-14 | 2003-08-05 | Atherogenics, Inc. | Compounds and methods for the inhibition of the expression of VCAM-1 |
US6617352B2 (en) | 1997-05-14 | 2003-09-09 | Atherogenics, Inc. | Compounds and methods for the inhibition of the expression of VCAM-1 |
US7375252B2 (en) | 1997-05-14 | 2008-05-20 | Atherogenics, Inc. | Compounds and method for the inhibition of the expression of VCAM-1 |
WO1998051662A3 (en) * | 1997-05-14 | 2000-03-02 | Atherogenics Inc | Compounds and methods for the inhibition of the expression of vcam-1 |
WO1998051662A2 (en) * | 1997-05-14 | 1998-11-19 | Atherogenics, Inc. | Compounds and methods for the inhibition of the expression of vcam-1 |
AU2002300328B2 (en) * | 1997-05-14 | 2006-04-13 | Atherogenics, Inc | Compounds and methods for the inhibition of the expression of VCAM-1 |
US7087645B2 (en) | 1997-05-14 | 2006-08-08 | Atherogenics, Inc. | Compounds and methods for treating transplant rejection |
EP1695959A1 (en) * | 1997-05-14 | 2006-08-30 | Atherogenics, Inc. | Compouds and methods for the inhibition of the expression of VCAM-1 |
US7189870B2 (en) | 1997-05-14 | 2007-03-13 | Atherogenic, Inc. | Compounds and methods for the inhibition of the expression of VCAM-1 |
AU2006202461B2 (en) * | 1997-05-14 | 2009-12-03 | Atherogenics, Inc. | Compositions and methods for the inhibition of the expression of VCAM-1 |
EA009370B1 (en) * | 1997-05-14 | 2007-12-28 | Атеродженикс, Инк. | Compound and pharmaceutical composition for the inhibition of the expression of vcam-1 |
EA009987B1 (en) * | 1997-05-14 | 2008-04-28 | Атеродженикс, Инк. | Probucol derivatives for the treatment of diseases mediated by vcam-1 |
US6852878B2 (en) | 1998-05-14 | 2005-02-08 | Atherogenics, Inc. | Thioketals and thioethers for inhibiting the expression of VCAM-1 |
US7294737B2 (en) | 2004-04-20 | 2007-11-13 | Atherogenics, Inc. | Process of preparing esters and ethers of probucol and derivatives thereof |
US8252840B2 (en) | 2007-03-26 | 2012-08-28 | Salutria Pharmaceuticals Llc | Methods of derivatives of probucol for the treatment of type II diabetes |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1148550A (en) | Substituted benzylphenyl sulfides and their use as antioxidants | |
GB1024917A (en) | Pyridazones and compositions containing them for influencing plant growth | |
GB1216619A (en) | Hydroxy-dibutylphenone stabilisers | |
US2549118A (en) | Vulcanized rubber and method of preserving same | |
MX172211B (en) | COMPOSITION OF POLYSULFURED OLEFINE AND THE PROCEDURE FOR ITS PREPARATION | |
US2446072A (en) | Preparation of dialkenyl sulfides | |
GB1184533A (en) | New Sulphur-Containing Dialkylphenols, and their use as Polymer Stabilizers | |
KR860008273A (en) | Process for preparing L-cysteine and / or L-cystine | |
GB1136539A (en) | Phenolic sulphides | |
ES8304103A1 (en) | Carbamoyloxyisooxazole derivatives, their preparation and insecticidal compositions containing them. | |
GB1019784A (en) | New benzene-sulphonyl-semicarbazides | |
ES468281A1 (en) | Carbamate-sulphenyl-carbomoyl fluoride compounds | |
GB1210303A (en) | Cyclohexenylidene-methyl ethers and thio ethers and their uses as anti-ozonants | |
GB1470929A (en) | Process for the preparation of meta-substituted halogeno phenols | |
KR830010083A (en) | Method for preparing substituted acetanilide derivatives | |
ES2029830T3 (en) | A PROCEDURE FOR PREPARING A DERIVATIVE OF 6-CETOPROSTAGLANDINA E1. | |
US2387286A (en) | Sulphurized cardanol ethers | |
GB1240087A (en) | N(6)-alkyl-adenosine derivatives | |
GB1209286A (en) | Sulphonic acid group-containing compounds | |
GB1215994A (en) | Disulphides and their use as load-carrying additives | |
IE42941L (en) | Furo-furones | |
GB1253646A (en) | O-chloro- or o-bromo-alkyl-s-benzyl-s'-alkyldithiol-phosphoric acid esters | |
GB1480045A (en) | Hindered phenol derivatives of 9-thiabicyclononanes and stabilised compositions | |
GB1426332A (en) | Blue anthraquinoid acid dyes | |
GB1423429A (en) | Thiols and disulphides |