IL43897A - 4-acetoxy or 4-hydroxy-1-methyl-3,3-diphenylhexylamine and method of preparation thereof - Google Patents
4-acetoxy or 4-hydroxy-1-methyl-3,3-diphenylhexylamine and method of preparation thereofInfo
- Publication number
- IL43897A IL43897A IL43897A IL4389773A IL43897A IL 43897 A IL43897 A IL 43897A IL 43897 A IL43897 A IL 43897A IL 4389773 A IL4389773 A IL 4389773A IL 43897 A IL43897 A IL 43897A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- formula
- methyl
- diphenyl
- pharmaceutically
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 4
- IZZIQFNJHDNHIZ-UHFFFAOYSA-N 6-amino-4,4-diphenylheptan-3-ol Chemical compound OC(C(CC(C)N)(C1=CC=CC=C1)C1=CC=CC=C1)CC IZZIQFNJHDNHIZ-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 12
- 239000002253 acid Substances 0.000 claims 6
- 150000002828 nitro derivatives Chemical class 0.000 claims 4
- 150000003839 salts Chemical group 0.000 claims 4
- 150000007513 acids Chemical class 0.000 claims 3
- 101100231508 Caenorhabditis elegans ceh-5 gene Proteins 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910052987 metal hydride Inorganic materials 0.000 claims 1
- 150000004681 metal hydrides Chemical class 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- -1 primary amine compound Chemical class 0.000 claims 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
- C07C205/14—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to acyclic carbon atoms
- C07C205/16—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to acyclic carbon atoms of a carbon skeleton containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Claims (10)
1. Compounds of the formula C zHs I C eH s. .e-H-Q-ft CH-OR C eH s X CH z-CH-N H z I CH a wherein R is hydrogen or acetyl, and salts thereof formed with pharmaceutically-acceptable acids.
2. The compound of claim 1, said compound being a-dl-l-methyl-3 , 3-diphenyl-4-hydroxyhexylamine .
3. The compound of claim 1, said compound being a-dl-l-methyl-3 , 3-diphenyl-4-hydroxyhexylamine hydrochloride
4. The compound of claim 1, said compound being a-dl-l-methyl-3 , 3-diphenyl-4-acetoxyhexylamine .
5. The compound of claim 1, said compound being a-dl-l-methyl-3 , 3-diphenyl-4-acetoxyhexylamine hydrochloride
6. The process which comprises oxidizing a compound of the formula C aH s I CH 3 wherein R is H or acetyl and alk is (C^-C^) alkyl, in neutral permanganate to produce a nitro compound of the formula X-3925 18 Cs H e I CH 3 wherein R has the same meaning as herein above; and then reducing said nitro compound to produce a primary amine compound of the formula CaH 8 Ce C e I CH a wherein R has the same meaning as hereinabove; and if desired reacting the primary amine with a pharmaceutically- acceptable acid to form the acid addition salt.
7. The process of claim 6 wherein the nitro compound is reduced with an active metal and an acid.
8. The process of claim 6 wherein the nitro compound is reduced with a metal hydride.
9. Compounds of the formula CH a wherein R is as defined in claim 1, and salts thereof formed with pharmaceutically-acceptable acids, substantially as hereinbefore described with particular reference to examples 2 to 4. X-3925 19
10. A process for preparing compounds of the formula CzH5 I CeH5 eHe~R CH-OR c CeH5/ CHs-CH-NH2 I CHa wherein R is as defined in claim 6, and salts thereof formed with pharmaceutically-acceptable acids, substantially as hereinbefore described with particular reference to the examples . 10 S. HOROWITZ & CO. AGENTS FOR APPLICANTS X-3925 20
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31791272A | 1972-12-26 | 1972-12-26 | |
| US317970A US3895056A (en) | 1972-12-26 | 1972-12-26 | Alpha-d1-4-acetoxy-1-methyl-3,3-diphenylhexylamine and salts |
| US317969A US3859354A (en) | 1972-12-26 | 1972-12-26 | Preparation of 1-methyl-3,3-diphenyl-4-hydroxyhexylamine salts and o-acyl derivatives thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL43897A0 IL43897A0 (en) | 1974-03-14 |
| IL43897A true IL43897A (en) | 1976-09-30 |
Family
ID=27405956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL43897A IL43897A (en) | 1972-12-26 | 1973-12-23 | 4-acetoxy or 4-hydroxy-1-methyl-3,3-diphenylhexylamine and method of preparation thereof |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE809059A (en) |
| DE (1) | DE2364614A1 (en) |
| FR (1) | FR2211260B1 (en) |
| GB (1) | GB1450220A (en) |
| IE (1) | IE38663B1 (en) |
| IL (1) | IL43897A (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2649445A (en) * | 1948-02-28 | 1953-08-18 | Bristol Lab | Chloracetic acid ester of diphenyl ethanols |
-
1973
- 1973-12-19 IE IE2301/73A patent/IE38663B1/en unknown
- 1973-12-21 BE BE1005599A patent/BE809059A/en unknown
- 1973-12-23 IL IL43897A patent/IL43897A/en unknown
- 1973-12-24 DE DE2364614A patent/DE2364614A1/en not_active Withdrawn
- 1973-12-26 FR FR7346292A patent/FR2211260B1/fr not_active Expired
- 1973-12-27 GB GB5975173A patent/GB1450220A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IE38663B1 (en) | 1978-05-10 |
| IE38663L (en) | 1974-06-26 |
| AU6379573A (en) | 1975-06-19 |
| DE2364614A1 (en) | 1974-06-27 |
| GB1450220A (en) | 1976-09-22 |
| IL43897A0 (en) | 1974-03-14 |
| BE809059A (en) | 1974-06-21 |
| FR2211260B1 (en) | 1976-12-03 |
| FR2211260A1 (en) | 1974-07-19 |
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