GB1409551A - Cyclopent a indene derivatives - Google Patents
Cyclopent a indene derivativesInfo
- Publication number
- GB1409551A GB1409551A GB1722272A GB1722272A GB1409551A GB 1409551 A GB1409551 A GB 1409551A GB 1722272 A GB1722272 A GB 1722272A GB 1722272 A GB1722272 A GB 1722272A GB 1409551 A GB1409551 A GB 1409551A
- Authority
- GB
- United Kingdom
- Prior art keywords
- inden
- hydrogen atom
- general formula
- reacting
- prepared
- 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
- LMKPHJYTFHAGHK-UHFFFAOYSA-N cyclodrine Chemical compound C1CCCC1(O)C(C(=O)OCCN(CC)CC)C1=CC=CC=C1 LMKPHJYTFHAGHK-UHFFFAOYSA-N 0.000 title 1
- 125000003454 indenyl group Chemical class C1(C=CC2=CC=CC=C12)* 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 10
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 5
- DTTRAACQZSSGMI-UHFFFAOYSA-N 2,3a,4,8b-tetrahydro-1h-cyclopenta[a]inden-3-one Chemical compound C1=CC=C2C3CCC(=O)C3CC2=C1 DTTRAACQZSSGMI-UHFFFAOYSA-N 0.000 abstract 3
- JXKVRYBOCCMORC-UHFFFAOYSA-N 2,4-dihydro-1h-cyclopenta[a]inden-3-one Chemical compound C1C2=CC=CC=C2C2=C1C(=O)CC2 JXKVRYBOCCMORC-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- 231100000252 nontoxic Toxicity 0.000 abstract 2
- 230000003000 nontoxic effect Effects 0.000 abstract 2
- 150000002923 oximes Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- -1 tosyl ester Chemical class 0.000 abstract 2
- YISMJQSGFNQADZ-UHFFFAOYSA-M 2,3a,4,8b-tetrahydro-1h-cyclopenta[a]inden-3-ylidene-methyl-propan-2-ylazanium;iodide Chemical compound [I-].C1=CC=C2C3CCC(=[N+](C)C(C)C)C3CC2=C1 YISMJQSGFNQADZ-UHFFFAOYSA-M 0.000 abstract 1
- HDECRAPHCDXMIJ-UHFFFAOYSA-N 2-methylbenzenesulfonyl chloride Chemical compound CC1=CC=CC=C1S(Cl)(=O)=O HDECRAPHCDXMIJ-UHFFFAOYSA-N 0.000 abstract 1
- LOURPVDZVGWWRO-UHFFFAOYSA-N 4,4-dimethyl-1,2-dihydrocyclopenta[a]inden-3-one Chemical compound C12=CC=CC=C2C(C)(C)C2=C1CCC2=O LOURPVDZVGWWRO-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 125000003435 aroyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- ZVCDLGYNFYZZOK-UHFFFAOYSA-M sodium cyanate Chemical compound [Na]OC#N ZVCDLGYNFYZZOK-UHFFFAOYSA-M 0.000 abstract 1
- 229910000104 sodium hydride Inorganic materials 0.000 abstract 1
- 239000012312 sodium hydride Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/033—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/657—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings
- C07C49/683—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings having unsaturation outside the aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1722272A GB1409551A (en) | 1972-04-14 | 1972-04-14 | Cyclopent a indene derivatives |
| IE495/73A IE37473B1 (en) | 1972-04-14 | 1973-03-28 | Cyclopent(a)indene derivatives |
| ZA732247A ZA732247B (en) | 1972-04-14 | 1973-04-02 | Pharmaceutically active compounds |
| IL41928A IL41928A (en) | 1972-04-14 | 1973-04-02 | Indane derivatives,their preparation and pharmaceutical compositions containing them |
| CA168,311A CA994344A (en) | 1972-04-14 | 1973-04-03 | Cyclopent(a)inden-1-amines |
| US05/347,477 US3952050A (en) | 1972-04-14 | 1973-04-03 | Cyclopent [a] indene compounds |
| AU54129/73A AU471517B2 (en) | 1972-04-14 | 1973-04-05 | Cyclopent[a]-inden-1-amines |
| DE2317432A DE2317432A1 (de) | 1972-04-14 | 1973-04-06 | Indan-derivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| AT313473A AT333740B (de) | 1972-04-14 | 1973-04-10 | Verfahren zur herstellung von neuen indanderivaten |
| BE129857A BE798020A (fr) | 1972-04-14 | 1973-04-10 | Nouvelles indenamines analgesiques et leur preparation |
| FR7313266A FR2182963B1 (enExample) | 1972-04-14 | 1973-04-12 | |
| CH520373A CH589038A5 (enExample) | 1972-04-14 | 1973-04-12 | |
| SE7305219A SE395884B (sv) | 1972-04-14 | 1973-04-12 | Forfarande for framstellning av substituerade cyklopent /a/-inden-1-aminer med analgetish verkan |
| NL7305257A NL7305257A (enExample) | 1972-04-14 | 1973-04-13 | |
| JP48042088A JPS4914455A (enExample) | 1972-04-14 | 1973-04-13 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1722272A GB1409551A (en) | 1972-04-14 | 1972-04-14 | Cyclopent a indene derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1409551A true GB1409551A (en) | 1975-10-08 |
Family
ID=10091380
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1722272A Expired GB1409551A (en) | 1972-04-14 | 1972-04-14 | Cyclopent a indene derivatives |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US3952050A (enExample) |
| JP (1) | JPS4914455A (enExample) |
| AT (1) | AT333740B (enExample) |
| AU (1) | AU471517B2 (enExample) |
| BE (1) | BE798020A (enExample) |
| CA (1) | CA994344A (enExample) |
| CH (1) | CH589038A5 (enExample) |
| DE (1) | DE2317432A1 (enExample) |
| FR (1) | FR2182963B1 (enExample) |
| GB (1) | GB1409551A (enExample) |
| IE (1) | IE37473B1 (enExample) |
| IL (1) | IL41928A (enExample) |
| NL (1) | NL7305257A (enExample) |
| SE (1) | SE395884B (enExample) |
| ZA (1) | ZA732247B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6743812B1 (en) | 2000-07-14 | 2004-06-01 | Targacept, Inc. | Pharmaceutical compositions and methods for use |
| US6432954B1 (en) | 2000-07-14 | 2002-08-13 | Targacept, Inc. | Pharmaceutical compositions and methods for use |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1282648B (de) * | 1964-01-27 | 1968-11-14 | Shionogi & Co | 11-Methylamino-9, 10-aethano-9, 10-dihydroanthracen und dessen pharmazeutisch vertraegliche saure Additionssalze sowie Verfahren zu deren Herstellung |
| US3291828A (en) * | 1964-07-02 | 1966-12-13 | Shionogi & Co | 6-amino-6, 7-dihydro-5h-dibenzo [a, c] cycloheptenes |
| US3704323A (en) * | 1969-12-23 | 1972-11-28 | Squibb & Sons Inc | Indane derivatives |
-
1972
- 1972-04-14 GB GB1722272A patent/GB1409551A/en not_active Expired
-
1973
- 1973-03-28 IE IE495/73A patent/IE37473B1/xx unknown
- 1973-04-02 ZA ZA732247A patent/ZA732247B/xx unknown
- 1973-04-02 IL IL41928A patent/IL41928A/en unknown
- 1973-04-03 US US05/347,477 patent/US3952050A/en not_active Expired - Lifetime
- 1973-04-03 CA CA168,311A patent/CA994344A/en not_active Expired
- 1973-04-05 AU AU54129/73A patent/AU471517B2/en not_active Expired
- 1973-04-06 DE DE2317432A patent/DE2317432A1/de active Pending
- 1973-04-10 BE BE129857A patent/BE798020A/xx unknown
- 1973-04-10 AT AT313473A patent/AT333740B/de not_active IP Right Cessation
- 1973-04-12 FR FR7313266A patent/FR2182963B1/fr not_active Expired
- 1973-04-12 SE SE7305219A patent/SE395884B/xx unknown
- 1973-04-12 CH CH520373A patent/CH589038A5/xx not_active IP Right Cessation
- 1973-04-13 JP JP48042088A patent/JPS4914455A/ja active Pending
- 1973-04-13 NL NL7305257A patent/NL7305257A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7305257A (enExample) | 1973-10-16 |
| IE37473B1 (en) | 1977-08-03 |
| US3952050A (en) | 1976-04-20 |
| ATA313473A (de) | 1976-04-15 |
| SE395884B (sv) | 1977-08-29 |
| FR2182963A1 (enExample) | 1973-12-14 |
| DE2317432A1 (de) | 1973-10-31 |
| AT333740B (de) | 1976-12-10 |
| IL41928A (en) | 1976-08-31 |
| IE37473L (en) | 1973-10-14 |
| CA994344A (en) | 1976-08-03 |
| IL41928A0 (en) | 1973-06-29 |
| ZA732247B (en) | 1974-01-30 |
| AU5412973A (en) | 1974-10-10 |
| BE798020A (fr) | 1973-10-10 |
| CH589038A5 (enExample) | 1977-06-30 |
| FR2182963B1 (enExample) | 1976-04-09 |
| JPS4914455A (enExample) | 1974-02-07 |
| AU471517B2 (en) | 1976-04-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |