FR2047880A1 - 6-amino-stigmas tan-3-ols and-cholestan-3-ols - hypochlolesteremic agents - Google Patents
6-amino-stigmas tan-3-ols and-cholestan-3-ols - hypochlolesteremic agentsInfo
- Publication number
- FR2047880A1 FR2047880A1 FR6919913A FR6919913A FR2047880A1 FR 2047880 A1 FR2047880 A1 FR 2047880A1 FR 6919913 A FR6919913 A FR 6919913A FR 6919913 A FR6919913 A FR 6919913A FR 2047880 A1 FR2047880 A1 FR 2047880A1
- Authority
- FR
- France
- Prior art keywords
- ols
- cholestan
- 3beta
- oxo
- agents
- 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.)
- Granted
Links
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- GCLXHDFNVCTJJQ-KEWMVMEASA-N (8S,9S,10R,13S,14S,17R)-17-[(2R,5R)-5-ethyl-1-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one Chemical compound O=C1C[C@H]2[C@@H]3CC[C@H]([C@H](CO)CC[C@@H](CC)C(C)C)[C@]3(CC[C@@H]2[C@]2(CCCCC12)C)C GCLXHDFNVCTJJQ-KEWMVMEASA-N 0.000 abstract 1
- 229910010084 LiAlH4 Inorganic materials 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 239000003529 anticholesteremic agent Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Abstract
3beta-Hydroxy-6alpha- or 6beta-cholestanes or -stimastanes of formula: (where R is opt. branched alkyl, arylalkyl, dialkylaminoalkyl or H; R1 is H or ethyl; R and R1 are not both H) are useful as hypocholesteremic agents. The cpds. are prepd. by condensing a 6-oxo-stigmastan- or -cholestan-3beta-ol with an amine; or by reducing the oxime of a 6-oxo-cpd. with LiAlH4, and opt. alkylating the 6-NH2 group with an alkyl halide. 6-Dialkylaminoalkylamino-cholestan-3beta-ols are prefd. or similarly substd. stigmastanols, or the 6-phenylamino, - benzylamino- or -aminostigmastanols. In an example, the preparation from 6-oxo-stigmastanol + an amine requires 50-100 degrees C, 20-120 kg/cm2 pressure of H2, and Pd/C catalyst.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6919913A FR2047880A1 (en) | 1969-06-16 | 1969-06-16 | 6-amino-stigmas tan-3-ols and-cholestan-3-ols - hypochlolesteremic agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6919913A FR2047880A1 (en) | 1969-06-16 | 1969-06-16 | 6-amino-stigmas tan-3-ols and-cholestan-3-ols - hypochlolesteremic agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2047880A1 true FR2047880A1 (en) | 1971-03-19 |
| FR2047880B1 FR2047880B1 (en) | 1973-03-16 |
Family
ID=9035785
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR6919913A Granted FR2047880A1 (en) | 1969-06-16 | 1969-06-16 | 6-amino-stigmas tan-3-ols and-cholestan-3-ols - hypochlolesteremic agents |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2047880A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2209570A1 (en) * | 1972-12-06 | 1974-07-05 | Shionogi & Co | |
| FR2838741A1 (en) * | 2002-04-19 | 2003-10-24 | Inst Nat Sante Rech Med | New sterol derivatives with amino- or heterocyclyl-terminated side-chain, useful for treating neurodegenerative or tumor diseases or as immunostimulants |
| FR2981351A1 (en) * | 2011-10-17 | 2013-04-19 | Univ Nice Sophia Antipolis | ANTI-DIABETIC AMINOSTEROIDIAN DERIVATIVES |
-
1969
- 1969-06-16 FR FR6919913A patent/FR2047880A1/en active Granted
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2209570A1 (en) * | 1972-12-06 | 1974-07-05 | Shionogi & Co | |
| FR2838741A1 (en) * | 2002-04-19 | 2003-10-24 | Inst Nat Sante Rech Med | New sterol derivatives with amino- or heterocyclyl-terminated side-chain, useful for treating neurodegenerative or tumor diseases or as immunostimulants |
| US7947668B2 (en) | 2002-04-19 | 2011-05-24 | Institut National De La Sante Et De La Recherche Medicale | Aminoalkyl sterol compounds having an anti-tumoral and neuroprotective activity |
| US8524694B2 (en) | 2002-04-19 | 2013-09-03 | Institut National De La Sante Et De La Recherche Medicale (Inserm) | Aminoalkylsterol compounds with antitumoral and neuroprotective activity |
| US8957055B2 (en) | 2002-04-19 | 2015-02-17 | Institut National De La Sante Et De La Recherche Medicale (Inserm) | Aminoalkylsterol compounds with antitumoral and neuroprotective activity |
| FR2981351A1 (en) * | 2011-10-17 | 2013-04-19 | Univ Nice Sophia Antipolis | ANTI-DIABETIC AMINOSTEROIDIAN DERIVATIVES |
| WO2013057422A1 (en) * | 2011-10-17 | 2013-04-25 | Universite Nice Sophia Antipolis | Anti-diabetic aminosteroid derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2047880B1 (en) | 1973-03-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |