FR2140769A5 - Benzofuryloxy alkanoic derivs of probucol - hypocholesterolemic and hypolipemic agents - Google Patents
Benzofuryloxy alkanoic derivs of probucol - hypocholesterolemic and hypolipemic agentsInfo
- Publication number
- FR2140769A5 FR2140769A5 FR7120544A FR7120544A FR2140769A5 FR 2140769 A5 FR2140769 A5 FR 2140769A5 FR 7120544 A FR7120544 A FR 7120544A FR 7120544 A FR7120544 A FR 7120544A FR 2140769 A5 FR2140769 A5 FR 2140769A5
- Authority
- FR
- France
- Prior art keywords
- benzofuryloxy
- derivs
- lower alkyl
- alkanoic
- tert
- 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
- -1 Benzofuryloxy Chemical group 0.000 title abstract 2
- 239000003529 anticholesteremic agent Substances 0.000 title 1
- 239000003524 antilipemic agent Substances 0.000 title 1
- 230000000871 hypocholesterolemic effect Effects 0.000 title 1
- FYPMFJGVHOHGLL-UHFFFAOYSA-N probucol Chemical compound C=1C(C(C)(C)C)=C(O)C(C(C)(C)C)=CC=1SC(C)(C)SC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FYPMFJGVHOHGLL-UHFFFAOYSA-N 0.000 title 1
- 229960003912 probucol Drugs 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001335 aliphatic alkanes Chemical class 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000001294 propane Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Furan Compounds (AREA)
Abstract
Cpds. are of formula (I): (where B = straight or branched, satd or ethylenic divalent hydrocarbon of 1-5C; R1 = H or lower alkyl, R2 = methyl or ethyl, R3 = tert. amyl or tert. butyl, R4 = lower alkyl, X = H or lower alkyl). The cpds. are prepd. by esterification of the bis-(4-hydroxy phenyl thio)alkane with the appropriate benzofuryloxy alkanoic acid or its derivs. In an example 268g bis 2,2-(3,5-di tert butyl-4-hydroxy phenylthio)propane was treated with 253g. (2-methyl-5-benzofuran)-2-oxy-2-methyl propionyl chloride in triethylamine and benzene to give corresp. (I).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7120544A FR2140769A5 (en) | 1971-06-07 | 1971-06-07 | Benzofuryloxy alkanoic derivs of probucol - hypocholesterolemic and hypolipemic agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7120544A FR2140769A5 (en) | 1971-06-07 | 1971-06-07 | Benzofuryloxy alkanoic derivs of probucol - hypocholesterolemic and hypolipemic agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2140769A5 true FR2140769A5 (en) | 1973-01-19 |
Family
ID=9078216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7120544A Expired FR2140769A5 (en) | 1971-06-07 | 1971-06-07 | Benzofuryloxy alkanoic derivs of probucol - hypocholesterolemic and hypolipemic agents |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2140769A5 (en) |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6121319A (en) * | 1997-05-14 | 2000-09-19 | Atherogenics, Inc. | Monoesters of probucol for the treatment of cardiovascular and inflammatory disease |
| US6323359B1 (en) * | 2000-05-02 | 2001-11-27 | Salsbury Chemicals, Inc. | Process for preparing probucol derivatives |
| 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 |
| US6881860B2 (en) | 2000-04-11 | 2005-04-19 | Atherogenics, Inc. | Compounds and methods to increase plasma HDL cholesterol levels and improve HDL functionality |
| US6960683B2 (en) | 2002-07-12 | 2005-11-01 | Atherogenics, Inc. | Salt forms of poorly soluble probucol esters and ethers |
| US7071158B2 (en) | 1997-07-01 | 2006-07-04 | Atherogenics, Inc. | Antioxidant enhancement of therapy for hyperproliferative conditions |
| US7166605B2 (en) | 2002-03-22 | 2007-01-23 | Nicox, S.A. | Probucol nitro-derivatives |
| US7271274B2 (en) | 2004-04-20 | 2007-09-18 | Ahterogenics, Inc. | Phenolic antioxidants for the treatment of disorders including arthritis, asthma and coronary artery disease |
| US7273948B2 (en) | 2003-01-13 | 2007-09-25 | Atherogenics, Inc. | Process of preparing esters and ethers of probucol and derivatives thereof |
| US7294737B2 (en) | 2004-04-20 | 2007-11-13 | Atherogenics, Inc. | Process of preparing esters and ethers of probucol and derivatives thereof |
| WO2008118948A1 (en) | 2007-03-26 | 2008-10-02 | Atherogenics, Inc. | Methods and compositions of derivatives of probucol for the treatment of diabetes |
| US7687659B2 (en) | 2005-04-21 | 2010-03-30 | Salutria Pharmaceuticals Llc | Process for the separation of probucol derivatives |
| US7897776B2 (en) | 2007-04-23 | 2011-03-01 | Salutria Pharmaceuticals Llc | Sulfonamide containing compounds for treatment of inflammatory disorders |
-
1971
- 1971-06-07 FR FR7120544A patent/FR2140769A5/en not_active Expired
Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7087645B2 (en) | 1997-05-14 | 2006-08-08 | 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 |
| US7189870B2 (en) | 1997-05-14 | 2007-03-13 | Atherogenic, Inc. | Compounds and methods for the inhibition of the expression of VCAM-1 |
| 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 |
| US6670398B2 (en) | 1997-05-14 | 2003-12-30 | Atherogenics, Inc. | Compounds and methods for treating transplant rejection |
| US6121319A (en) * | 1997-05-14 | 2000-09-19 | Atherogenics, Inc. | Monoesters of probucol for the treatment of cardiovascular and inflammatory disease |
| US7375252B2 (en) | 1997-05-14 | 2008-05-20 | Atherogenics, Inc. | Compounds and method for the inhibition of the expression of VCAM-1 |
| US6147250A (en) * | 1997-05-14 | 2000-11-14 | Atherogenics, Inc. | Compounds and methods for the inhibition of the expression of VCAM-1 |
| US7071158B2 (en) | 1997-07-01 | 2006-07-04 | Atherogenics, Inc. | Antioxidant enhancement of therapy for hyperproliferative conditions |
| US6852878B2 (en) | 1998-05-14 | 2005-02-08 | Atherogenics, Inc. | Thioketals and thioethers for inhibiting the expression of VCAM-1 |
| US6881860B2 (en) | 2000-04-11 | 2005-04-19 | Atherogenics, Inc. | Compounds and methods to increase plasma HDL cholesterol levels and improve HDL functionality |
| US7183317B2 (en) | 2000-04-11 | 2007-02-27 | Atherogenics, Inc. | Compounds and methods to increase plasma HDL cholesterol levels and improve HDL functionality |
| US6323359B1 (en) * | 2000-05-02 | 2001-11-27 | Salsbury Chemicals, Inc. | Process for preparing probucol derivatives |
| US7166605B2 (en) | 2002-03-22 | 2007-01-23 | Nicox, S.A. | Probucol nitro-derivatives |
| US7371895B2 (en) | 2002-07-12 | 2008-05-13 | Atherogenics, Inc. | Salt forms of poorly soluble probucol esters and ethers |
| US6960683B2 (en) | 2002-07-12 | 2005-11-01 | Atherogenics, Inc. | Salt forms of poorly soluble probucol esters and ethers |
| US7273948B2 (en) | 2003-01-13 | 2007-09-25 | Atherogenics, Inc. | Process of preparing esters and ethers of probucol and derivatives thereof |
| US7622604B2 (en) | 2003-01-13 | 2009-11-24 | Salutria Pharmaceuticals Llc | Process of preparing esters and ethers of probucol and derivatives thereof |
| US7271274B2 (en) | 2004-04-20 | 2007-09-18 | Ahterogenics, Inc. | Phenolic antioxidants for the treatment of disorders including arthritis, asthma and coronary artery disease |
| US7294737B2 (en) | 2004-04-20 | 2007-11-13 | Atherogenics, Inc. | Process of preparing esters and ethers of probucol and derivatives thereof |
| US7687659B2 (en) | 2005-04-21 | 2010-03-30 | Salutria Pharmaceuticals Llc | Process for the separation of probucol derivatives |
| WO2008118948A1 (en) | 2007-03-26 | 2008-10-02 | Atherogenics, Inc. | Methods and compositions of derivatives of probucol for the treatment of diabetes |
| US8252840B2 (en) | 2007-03-26 | 2012-08-28 | Salutria Pharmaceuticals Llc | Methods of derivatives of probucol for the treatment of type II diabetes |
| US7897776B2 (en) | 2007-04-23 | 2011-03-01 | Salutria Pharmaceuticals Llc | Sulfonamide containing compounds for treatment of inflammatory disorders |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |