GB1372558A - Imidazolidinone derivatives and processes for their production - Google Patents
Imidazolidinone derivatives and processes for their productionInfo
- Publication number
- GB1372558A GB1372558A GB5653971A GB5653971A GB1372558A GB 1372558 A GB1372558 A GB 1372558A GB 5653971 A GB5653971 A GB 5653971A GB 5653971 A GB5653971 A GB 5653971A GB 1372558 A GB1372558 A GB 1372558A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- imidazolidinone
- general formula
- reaction
- ethyl
- 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
- 150000008624 imidazolidinones Chemical class 0.000 title abstract 3
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 4
- 229910052783 alkali metal Inorganic materials 0.000 abstract 4
- 150000001340 alkali metals Chemical class 0.000 abstract 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- FQUYSHZXSKYCSY-UHFFFAOYSA-N 1,4-diazepane Chemical compound C1CNCCNC1 FQUYSHZXSKYCSY-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- KYUINFOTNHJUSI-UHFFFAOYSA-N 1,1-bis(2-chloroethyl)-3-methylurea Chemical compound CNC(=O)N(CCCl)CCCl KYUINFOTNHJUSI-UHFFFAOYSA-N 0.000 abstract 1
- SVJHGGIYBAFRBY-UHFFFAOYSA-N 1-(2-chloroethyl)-3,4-dimethylimidazolidin-2-one Chemical compound ClCCN1C(N(C(C1)C)C)=O SVJHGGIYBAFRBY-UHFFFAOYSA-N 0.000 abstract 1
- PGLGGIMEUXCCDC-UHFFFAOYSA-N 1-(2-chloroethyl)-3-methylimidazolidin-2-one Chemical compound CN1CCN(CCCl)C1=O PGLGGIMEUXCCDC-UHFFFAOYSA-N 0.000 abstract 1
- ZCDDMISRNWSZPY-UHFFFAOYSA-N 1-(4-fluorophenyl)-4-hydroxybutan-1-one Chemical compound OCCCC(=O)C1=CC=C(F)C=C1 ZCDDMISRNWSZPY-UHFFFAOYSA-N 0.000 abstract 1
- ZRHJMIGIQKIHFW-UHFFFAOYSA-N 1-[2-(1,4-diazepan-1-yl)ethyl]-3-methylimidazolidin-2-one Chemical compound N1(CCNCCC1)CCN1C(N(CC1)C)=O ZRHJMIGIQKIHFW-UHFFFAOYSA-N 0.000 abstract 1
- AYRBHTOSHJHALD-UHFFFAOYSA-N 1-amino-2-methylpropan-1-ol Chemical compound CC(C)C(N)O AYRBHTOSHJHALD-UHFFFAOYSA-N 0.000 abstract 1
- MXVLBMCJFVQLHH-UHFFFAOYSA-N 1-methyl-3-(2-piperazin-1-ylethyl)imidazolidin-2-one Chemical compound O=C1N(C)CCN1CCN1CCNCC1 MXVLBMCJFVQLHH-UHFFFAOYSA-N 0.000 abstract 1
- XDKJNSVORJKEPT-UHFFFAOYSA-N 1-methyl-3-[2-(3-methylpiperazin-1-yl)ethyl]imidazolidin-2-one Chemical compound CC1CN(CCN1)CCN1C(N(CC1)C)=O XDKJNSVORJKEPT-UHFFFAOYSA-N 0.000 abstract 1
- MASFQABIZBTEEV-UHFFFAOYSA-N 3-(2-chloroethyl)-1-(1-hydroxypropan-2-yl)-1-methylurea Chemical compound OCC(C)N(C(=O)NCCCl)C MASFQABIZBTEEV-UHFFFAOYSA-N 0.000 abstract 1
- YRMDZVGRJNWWTR-UHFFFAOYSA-N 3-butyl-1,1-bis(2-chloroethyl)urea Chemical compound CCCCNC(=O)N(CCCl)CCCl YRMDZVGRJNWWTR-UHFFFAOYSA-N 0.000 abstract 1
- QLPUKUHSXNOKHZ-UHFFFAOYSA-N 4-[4-[2-(3-methyl-2-oxoimidazolidin-1-yl)ethyl]piperazin-1-yl]butanenitrile Chemical compound C(#N)CCCN1CCN(CC1)CCN1C(N(CC1)C)=O QLPUKUHSXNOKHZ-UHFFFAOYSA-N 0.000 abstract 1
- ZFCFBWSVQWGOJJ-UHFFFAOYSA-N 4-chlorobutanenitrile Chemical compound ClCCCC#N ZFCFBWSVQWGOJJ-UHFFFAOYSA-N 0.000 abstract 1
- DELXVJLHKUWSOV-UHFFFAOYSA-N N1(CCNCC1)CCN1C(N(C(C1)C)C)=O Chemical compound N1(CCNCC1)CCN1C(N(C(C1)C)C)=O DELXVJLHKUWSOV-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000003474 anti-emetic effect Effects 0.000 abstract 1
- 239000002111 antiemetic agent Substances 0.000 abstract 1
- 229910052793 cadmium Inorganic materials 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 239000003874 central nervous system depressant Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 abstract 1
- CKQQMPJQZXIYMJ-UHFFFAOYSA-N dihydrate;dihydrochloride Chemical compound O.O.Cl.Cl CKQQMPJQZXIYMJ-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- CYXOGUSFYRBSJU-UHFFFAOYSA-N ethyl 1,4-diazepane-1-carboxylate Chemical compound CCOC(=O)N1CCCNCC1 CYXOGUSFYRBSJU-UHFFFAOYSA-N 0.000 abstract 1
- MPOMRHMGAOZKHF-UHFFFAOYSA-N ethyl 4-[2-(3-methyl-2-oxoimidazolidin-1-yl)ethyl]-1,4-diazepane-1-carboxylate Chemical compound C(C)OC(=O)N1CCN(CCC1)CCN1C(N(CC1)C)=O MPOMRHMGAOZKHF-UHFFFAOYSA-N 0.000 abstract 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 125000004997 halocarbonyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 abstract 1
- PYLWMHQQBFSUBP-UHFFFAOYSA-N monofluorobenzene Chemical compound FC1=CC=CC=C1 PYLWMHQQBFSUBP-UHFFFAOYSA-N 0.000 abstract 1
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1058173A CH542864A (de) | 1970-12-07 | 1970-12-07 | Verfahren zur Herstellung von neuen Imidazolidinonderivaten |
| CH1813370 | 1970-12-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1372558A true GB1372558A (en) | 1974-10-30 |
Family
ID=25706943
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5653971A Expired GB1372558A (en) | 1970-12-07 | 1971-12-06 | Imidazolidinone derivatives and processes for their production |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3812126A (enrdf_load_stackoverflow) |
| AT (3) | AT315165B (enrdf_load_stackoverflow) |
| AU (1) | AU3650971A (enrdf_load_stackoverflow) |
| BE (1) | BE776277A (enrdf_load_stackoverflow) |
| CA (1) | CA970374A (enrdf_load_stackoverflow) |
| CH (1) | CH541568A (enrdf_load_stackoverflow) |
| DE (1) | DE2158959A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2116561B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1372558A (enrdf_load_stackoverflow) |
| NL (1) | NL7116454A (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE789830A (fr) * | 1971-10-09 | 1973-02-01 | Asta Werke Ag Chem Fab | Procede de preparation de nouveaux derives cycliques d'uree et de leurssels avec des acides pharmacologiquement acceptables |
| JPS536156B2 (enrdf_load_stackoverflow) * | 1972-10-30 | 1978-03-04 | ||
| GB1433222A (enrdf_load_stackoverflow) * | 1973-03-28 | 1976-04-22 | Prod Ch8Mi Soc Et |
-
1970
- 1970-12-07 CH CH1813370A patent/CH541568A/de not_active IP Right Cessation
-
1971
- 1971-11-27 DE DE19712158959 patent/DE2158959A1/de active Pending
- 1971-11-30 NL NL7116454A patent/NL7116454A/xx unknown
- 1971-12-01 US US00203870A patent/US3812126A/en not_active Expired - Lifetime
- 1971-12-06 AT AT856472A patent/AT315165B/de not_active IP Right Cessation
- 1971-12-06 BE BE776277A patent/BE776277A/xx unknown
- 1971-12-06 AT AT1048271A patent/AT309416B/de not_active IP Right Cessation
- 1971-12-06 GB GB5653971A patent/GB1372558A/en not_active Expired
- 1971-12-06 AU AU36509/71A patent/AU3650971A/en not_active Expired
- 1971-12-06 AT AT856272A patent/AT314532B/de not_active IP Right Cessation
- 1971-12-06 FR FR7143708A patent/FR2116561B1/fr not_active Expired
- 1971-12-06 CA CA129,366A patent/CA970374A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2116561B1 (enrdf_load_stackoverflow) | 1974-11-15 |
| AT309416B (de) | 1973-08-27 |
| CH541568A (de) | 1973-10-31 |
| BE776277A (fr) | 1972-06-06 |
| AU3650971A (en) | 1973-06-14 |
| AT315165B (de) | 1974-05-10 |
| DE2158959A1 (de) | 1972-06-15 |
| NL7116454A (enrdf_load_stackoverflow) | 1972-06-09 |
| AT314532B (de) | 1974-04-10 |
| US3812126A (en) | 1974-05-21 |
| FR2116561A1 (enrdf_load_stackoverflow) | 1972-07-13 |
| CA970374A (en) | 1975-07-01 |
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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 |