GB1333134A - Derivatives of 5,11-dihydrodibenzo-b,e-1,4-thiazepines - Google Patents
Derivatives of 5,11-dihydrodibenzo-b,e-1,4-thiazepinesInfo
- Publication number
- GB1333134A GB1333134A GB2621971*A GB2621971A GB1333134A GB 1333134 A GB1333134 A GB 1333134A GB 2621971 A GB2621971 A GB 2621971A GB 1333134 A GB1333134 A GB 1333134A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- lower alkyl
- methyladamantane
- adamantylamine
- adamantylmethyl
- 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
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- PMDCZENCAXMSOU-UHFFFAOYSA-N N-ethylacetamide Chemical compound CCNC(C)=O PMDCZENCAXMSOU-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 abstract 2
- BEDBBSLNKZXLPZ-UHFFFAOYSA-N 1-(1-adamantylmethyl)-4-(3-chloropropyl)piperazine Chemical compound C12(CC3CC(CC(C1)C3)C2)CN2CCN(CC2)CCCCl BEDBBSLNKZXLPZ-UHFFFAOYSA-N 0.000 abstract 1
- KSLFCNYWGLDEGU-UHFFFAOYSA-N 1-(1-adamantylmethyl)piperazine Chemical compound C1C(C2)CC(C3)CC2CC13CN1CCNCC1 KSLFCNYWGLDEGU-UHFFFAOYSA-N 0.000 abstract 1
- CHOMYYQPKDTLTO-UHFFFAOYSA-N 1-(3-methoxy-1-adamantyl)-N-methylmethanamine Chemical compound COC12CC3(CC(CC(C1)C3)C2)CNC CHOMYYQPKDTLTO-UHFFFAOYSA-N 0.000 abstract 1
- XAFSAELWLMDLKL-UHFFFAOYSA-N 1-adamantyl(piperazin-1-yl)methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1CCNCC1 XAFSAELWLMDLKL-UHFFFAOYSA-N 0.000 abstract 1
- XAEKTTVROOJLPT-UHFFFAOYSA-N 1-adamantyl-(3-benzylpiperazin-1-yl)methanone Chemical compound C12(CC3CC(CC(C1)C3)C2)C(=O)N2CC(NCC2)CC2=CC=CC=C2 XAEKTTVROOJLPT-UHFFFAOYSA-N 0.000 abstract 1
- MXAYGTASSPYUJB-UHFFFAOYSA-N 1-bromo-3-methyladamantane Chemical compound C1C(C2)CC3CC1(C)CC2(Br)C3 MXAYGTASSPYUJB-UHFFFAOYSA-N 0.000 abstract 1
- INUNLMUAPJVRME-UHFFFAOYSA-N 3-chloropropanoyl chloride Chemical compound ClCCC(Cl)=O INUNLMUAPJVRME-UHFFFAOYSA-N 0.000 abstract 1
- SEBAQXJVPDKRCX-UHFFFAOYSA-N 3-methoxy-N-methyladamantane-1-carboxamide Chemical compound CNC(=O)C12CC3(CC(CC(C1)C3)C2)OC SEBAQXJVPDKRCX-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- AXUZOFOIJGABGW-UHFFFAOYSA-N N-(2-bromoethyl)-N-methyladamantan-1-amine Chemical compound BrCCN(C)C12CC3CC(CC(C1)C3)C2 AXUZOFOIJGABGW-UHFFFAOYSA-N 0.000 abstract 1
- FIDWFOYDNLWRAM-UHFFFAOYSA-N N-(3-chloropropyl)adamantan-1-amine Chemical compound ClCCCNC12CC3CC(CC(C1)C3)C2 FIDWFOYDNLWRAM-UHFFFAOYSA-N 0.000 abstract 1
- CUGISOIGIXQNFQ-UHFFFAOYSA-N N-ethyl-N-(3-methyl-1-adamantyl)acetamide Chemical compound C(C)N(C(C)=O)C12CC3(CC(CC(C1)C3)C2)C CUGISOIGIXQNFQ-UHFFFAOYSA-N 0.000 abstract 1
- MIBQYWIOHFTKHD-UHFFFAOYSA-N adamantane-1-carbonyl chloride Chemical compound C1C(C2)CC3CC2CC1(C(=O)Cl)C3 MIBQYWIOHFTKHD-UHFFFAOYSA-N 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229940121363 anti-inflammatory agent Drugs 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- YAZBBWJDISBOAL-UHFFFAOYSA-N benzo[d][1,2]benzothiazepine Chemical compound S1N=CC2=CC=CC=C2C2=CC=CC=C12 YAZBBWJDISBOAL-UHFFFAOYSA-N 0.000 abstract 1
- UZVGSSNIUNSOFA-UHFFFAOYSA-N dibenzofuran-1-carboxylic acid Chemical compound O1C2=CC=CC=C2C2=C1C=CC=C2C(=O)O UZVGSSNIUNSOFA-UHFFFAOYSA-N 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- SHWIIKLJYCCNSU-UHFFFAOYSA-N n-(1-adamantyl)-3-chloropropanamide Chemical compound C1C(C2)CC3CC2CC1(NC(=O)CCCl)C3 SHWIIKLJYCCNSU-UHFFFAOYSA-N 0.000 abstract 1
- BYGVZQNBOSRGCE-UHFFFAOYSA-N n-ethyl-3-methyladamantan-1-amine Chemical compound C1C(C2)CC3CC2(C)CC1(NCC)C3 BYGVZQNBOSRGCE-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- -1 piperazino Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D281/02—Seven-membered rings
- C07D281/04—Seven-membered rings having the hetero atoms in positions 1 and 4
- C07D281/08—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D281/12—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D281/14—[b, e]-condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2810170A | 1970-04-13 | 1970-04-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1333134A true GB1333134A (en) | 1973-10-10 |
Family
ID=21841574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2621971*A Expired GB1333134A (en) | 1970-04-13 | 1971-04-19 | Derivatives of 5,11-dihydrodibenzo-b,e-1,4-thiazepines |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3705242A (enExample) |
| CH (1) | CH523907A (enExample) |
| DE (1) | DE2117389A1 (enExample) |
| FR (1) | FR2092042B1 (enExample) |
| GB (1) | GB1333134A (enExample) |
| HU (1) | HU163041B (enExample) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3188322A (en) * | 1962-08-08 | 1965-06-08 | Olin Mathieson | Dihydrodibenzothiazepines |
| US3320249A (en) * | 1965-07-09 | 1967-05-16 | Olin Mathieson | Adamantyl derivatives of phenothiazines |
-
1970
- 1970-04-13 US US28101A patent/US3705242A/en not_active Expired - Lifetime
-
1971
- 1971-04-08 DE DE19712117389 patent/DE2117389A1/de active Pending
- 1971-04-08 CH CH512271A patent/CH523907A/fr not_active IP Right Cessation
- 1971-04-13 HU HUSU612A patent/HU163041B/hu unknown
- 1971-04-13 FR FR7112962A patent/FR2092042B1/fr not_active Expired
- 1971-04-19 GB GB2621971*A patent/GB1333134A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2092042B1 (enExample) | 1974-09-06 |
| CH523907A (fr) | 1972-06-15 |
| US3705242A (en) | 1972-12-05 |
| FR2092042A1 (enExample) | 1972-01-21 |
| HU163041B (enExample) | 1973-05-28 |
| DE2117389A1 (de) | 1971-10-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |