GB1256404A - 0-oxa-3,8-diazaspiro(4,5)decan-2,4-diones - Google Patents
0-oxa-3,8-diazaspiro(4,5)decan-2,4-dionesInfo
- Publication number
- GB1256404A GB1256404A GB2836169A GB2836169A GB1256404A GB 1256404 A GB1256404 A GB 1256404A GB 2836169 A GB2836169 A GB 2836169A GB 2836169 A GB2836169 A GB 2836169A GB 1256404 A GB1256404 A GB 1256404A
- Authority
- GB
- United Kingdom
- Prior art keywords
- halogen
- benzyl
- june
- group iii
- alkyl
- 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
- 229910052736 halogen Inorganic materials 0.000 abstract 5
- 150000002367 halogens Chemical class 0.000 abstract 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 125000003236 benzoyl group Chemical class [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 2
- 230000003993 interaction Effects 0.000 abstract 2
- XQRLXUYZKZXSBN-UHFFFAOYSA-N 1-benzyl-4-hydroxypiperidine-4-carbonitrile Chemical compound C1CC(O)(C#N)CCN1CC1=CC=CC=C1 XQRLXUYZKZXSBN-UHFFFAOYSA-N 0.000 abstract 1
- SJZKULRDWHPHGG-UHFFFAOYSA-N 1-benzylpiperidin-4-one Chemical compound C1CC(=O)CCN1CC1=CC=CC=C1 SJZKULRDWHPHGG-UHFFFAOYSA-N 0.000 abstract 1
- QTYNRNCLRXPYHQ-UHFFFAOYSA-N 1-oxa-3,8-diazaspiro[4.5]decane-2,4-dione Chemical class O1C(=O)NC(=O)C11CCNCC1 QTYNRNCLRXPYHQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000006683 Mannich reaction Methods 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 239000012634 fragment Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- YDNLNVZZTACNJX-UHFFFAOYSA-N isocyanatomethylbenzene Chemical compound O=C=NCC1=CC=CC=C1 YDNLNVZZTACNJX-UHFFFAOYSA-N 0.000 abstract 1
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 239000004089 psychotropic agent Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/10—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,256,404. 1 - Oxa - 3,8 - diazaspiro[4,5]- decan - 2,4 - dione derivatives. DAINIPPON PHARMACEUTICAL CO. Ltd. 4 June, 1969 [7 June, 1968; 10 June, 1968 (2)], No. 28361/69. Heading C2C. Novel compounds I (including salts thereof) wherein R 1 is H, benzyl, R<SP>1</SP>(CH 2 )n- (R<SP>1</SP> is halogen, hydroxy or optionally halo-substituted benzoyl and n is 2 or 3) a Group III (R<SP>11</SP> is H, halogen, CF 3, alkoxy, NO 2, CN, alkylthio, alkyl, dialkylaminosulphonyl or acetyl and n is 2 or 3) or a Group IV or V (n is 2 or 3) and R 2 is H, optionally hydroxysubstituted-alkyl optionally halo-substitutedphenyl or benzyl, are obtained: (a) by interaction of VI and R<SP>1</SP> 2 NCO followed by hydrolysis of the intermediate VIII so obtained (R<SP>1</SP> 1 has same meaning as R 1 but is not H and R<SP>1</SP> 2 has same meaning as R 2 but is not H or hydroxy-alkyl and can also be benzoyl or alkanoyl); (b) by hydrogenating I in which R 1 is benzyl to afford corresponding I in which R 1 is H; (c) by alkylating I in which R 1 is H or R 2 is H; (d) by converting I in which R 1 is halogen(CH 2 )n- (prepared utilizing halogen- (CH 2 ) n -halogen<SP>1</SP>) into I wherein R 1 is the Group III, IV or V; (e) by reacting I in which R 1 is HO(CH 2 ) n with R 4 COCl [R 4 is the group III less the (CH 2 ) n fragment] and decarboxylating the intermediate R 4 COO(CH 2 ) n -compound so obtained; or (f) by utilizing the Mannich reaction on I in which R i is H (the other reactants are formaldehyde or paraformaldehyde and p-Y-C 6 H 4 -COMe wherein Y is H or halogen) to afford I in which R 1 is p-Y-C 6 H 4 - CO(CH 2 ) 2 -. 1 - Benzyl - 4 - piperidone is obtained by interaction of benzyl isocyanate and 1-benzyl-4- cyano -4-piperidinol. Pharmaceutical preparations useful as psychotropic agents contain I as active ingredient; administration is, e.g. orally or intraperitoneally.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3902768 | 1968-06-07 | ||
| JP3985768 | 1968-06-10 | ||
| JP3985868 | 1968-06-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1256404A true GB1256404A (en) | 1971-12-08 |
Family
ID=27290018
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2836169A Expired GB1256404A (en) | 1968-06-07 | 1969-06-04 | 0-oxa-3,8-diazaspiro(4,5)decan-2,4-diones |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE734203A (en) |
| CH (1) | CH517111A (en) |
| DE (1) | DE1928704A1 (en) |
| FR (1) | FR2010411B1 (en) |
| GB (1) | GB1256404A (en) |
| SE (1) | SE350051B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111574537A (en) * | 2020-05-20 | 2020-08-25 | 成都药明康德新药开发有限公司 | Synthesis method of tert-butyl-8-oxa-3, 11-diazaspiro [5.6] dodecane-3-formylate |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE790675A (en) * | 1971-10-29 | 1973-04-27 | Science Union & Cie | NEW DERIVATIVES OF OXA-1 DIAZA-3.8 SPIRO (4.5) DECANE |
| HU204529B (en) * | 1989-08-10 | 1992-01-28 | Richter Gedeon Vegyeszet | Process for producing new 1-oxa-2-oxo-8-aza-spiro(4,5)decane derivatives and pharmaceutical compositions containing them |
| FR2691459B1 (en) * | 1992-05-25 | 1995-06-09 | Adir | NOVEL PHENOTHIAZINE DERIVATIVES, THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
-
1969
- 1969-06-04 GB GB2836169A patent/GB1256404A/en not_active Expired
- 1969-06-05 SE SE797069A patent/SE350051B/xx unknown
- 1969-06-06 DE DE19691928704 patent/DE1928704A1/en active Pending
- 1969-06-06 BE BE734203D patent/BE734203A/xx unknown
- 1969-06-09 FR FR6918987A patent/FR2010411B1/fr not_active Expired
- 1969-06-09 CH CH872969A patent/CH517111A/en not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111574537A (en) * | 2020-05-20 | 2020-08-25 | 成都药明康德新药开发有限公司 | Synthesis method of tert-butyl-8-oxa-3, 11-diazaspiro [5.6] dodecane-3-formylate |
| CN111574537B (en) * | 2020-05-20 | 2022-11-15 | 成都药明康德新药开发有限公司 | Synthesis method of tert-butyl-8-oxa-3,11-diazaspiro [5.6] dodecane-3-formylate |
Also Published As
| Publication number | Publication date |
|---|---|
| CH517111A (en) | 1971-12-31 |
| FR2010411B1 (en) | 1973-07-13 |
| FR2010411A1 (en) | 1970-02-13 |
| DE1928704A1 (en) | 1969-12-11 |
| BE734203A (en) | 1969-11-17 |
| SE350051B (en) | 1972-10-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1256404A (en) | 0-oxa-3,8-diazaspiro(4,5)decan-2,4-diones | |
| GB1154742A (en) | Pyrrylamino Ketones | |
| IE40052L (en) | Piperidinoalkylindoles | |
| GB1153578A (en) | Phenyl-Isopropylamine Derivatives | |
| GB1389128A (en) | Benzoxazine derivatives their preparation and use | |
| EP0285671A4 (en) | Pyridine derivatives | |
| IE36787B1 (en) | 2,4,5-trisubstituted oxazoles and pharmaceutical uses thereof | |
| IE40290L (en) | Substituted 3-aminopyrroles | |
| GR3002884T3 (en) | Substituted chinoxalyl-imidazolidine-2,4-diones, process for their preparation, their use as medicaments and pharmacological preparations | |
| HUT70047A (en) | Process for producing 2-substituted 5-chloroimidazol-4-carbaldehydes | |
| GB1433934A (en) | Thioureas | |
| GB1367597A (en) | Pyrrolidine derivative | |
| GB1356991A (en) | Kanamycin a salts | |
| ES8705454A1 (en) | Imidazoalkylcarboxylic-acid derivatives, process for their preparation and their use in the preparation of pharmaceutically active compounds. | |
| GB1318859A (en) | Imidazo-4,5-b-pyridine derivatives | |
| GB1363323A (en) | 2 - 2-imidazolyl - pyrimidines and processes for their preparation | |
| GB1429923A (en) | Isoxazole derivatives and the production thereof | |
| IE34348B1 (en) | Esters of rho-biphenylylacetic acid | |
| ES8302734A1 (en) | Substituted deoxyadenosine derivatives. | |
| ES8105250A1 (en) | Substituted decalins, their preparation and use. | |
| IE39639B1 (en) | N-substituted cycloserine compounds | |
| ES8605790A1 (en) | Process for the preparation of 3,5-disubstituted isoxazoles. | |
| IE35388B1 (en) | Nitrofuryl- and nitrothienyl- amidine derivatives | |
| IE35047L (en) | Benzazepine derivatives. | |
| AU4934685A (en) | 3-Amino-2,3-dihydro-1-benzoxepine-compounds and methods for their preparation and pharmaceutical preparations containing these compounds |
