GB1414048A - Pyrrolidylidene piperidylidene and hexahydroazepinylidene ureas - Google Patents
Pyrrolidylidene piperidylidene and hexahydroazepinylidene ureasInfo
- Publication number
- GB1414048A GB1414048A GB1259773A GB1259773A GB1414048A GB 1414048 A GB1414048 A GB 1414048A GB 1259773 A GB1259773 A GB 1259773A GB 1259773 A GB1259773 A GB 1259773A GB 1414048 A GB1414048 A GB 1414048A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- phenyl
- prepared
- compound
- benzyloxy
- 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
- -1 Pyrrolidylidene piperidylidene Chemical group 0.000 title abstract 7
- 235000013877 carbamide Nutrition 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical class NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 2
- 125000005036 alkoxyphenyl group Chemical group 0.000 abstract 2
- 239000012948 isocyanate Substances 0.000 abstract 2
- 150000002513 isocyanates Chemical class 0.000 abstract 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 abstract 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- JASTZOAHAWBRLM-UHFFFAOYSA-N 1-(3-isocyanatophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(N=C=O)=C1 JASTZOAHAWBRLM-UHFFFAOYSA-N 0.000 abstract 1
- BKJABLMNBSVKCV-UHFFFAOYSA-N 1-isocyanato-3-methylsulfanylbenzene Chemical compound CSC1=CC=CC(N=C=O)=C1 BKJABLMNBSVKCV-UHFFFAOYSA-N 0.000 abstract 1
- OYEVEVFCZXFWFU-UHFFFAOYSA-N 2-chloro-4-isocyanato-1-phenylmethoxybenzene Chemical compound ClC1=CC(N=C=O)=CC=C1OCC1=CC=CC=C1 OYEVEVFCZXFWFU-UHFFFAOYSA-N 0.000 abstract 1
- JZWGNMFFYDJQNA-UHFFFAOYSA-N 3-chloro-4-phenylmethoxybenzoyl azide Chemical compound ClC1=CC(C(=O)N=[N+]=[N-])=CC=C1OCC1=CC=CC=C1 JZWGNMFFYDJQNA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000003874 central nervous system depressant Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- UXTAUKWVPKMROI-UHFFFAOYSA-N ethyl 3-chloro-4-phenylmethoxybenzoate Chemical compound ClC1=CC(C(=O)OCC)=CC=C1OCC1=CC=CC=C1 UXTAUKWVPKMROI-UHFFFAOYSA-N 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 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
- 235000010288 sodium nitrite Nutrition 0.000 abstract 1
- 150000003672 ureas Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23581672A | 1972-03-17 | 1972-03-17 | |
| US33584573A | 1973-02-26 | 1973-02-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1414048A true GB1414048A (en) | 1975-11-12 |
Family
ID=26929245
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1259773A Expired GB1414048A (en) | 1972-03-17 | 1973-03-15 | Pyrrolidylidene piperidylidene and hexahydroazepinylidene ureas |
Country Status (12)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ183570A (en) * | 1976-03-19 | 1979-06-08 | Mcneilab Inc | Heterocyclic guanidine derivatives, having anti-secretory and hypogliycaemic activity |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3717648A (en) * | 1970-10-21 | 1973-02-20 | Sterling Drug Inc | 1-phenyl-azacarbocyclic-2-imines |
-
1973
- 1973-03-15 CH CH380773A patent/CH578539A5/xx not_active IP Right Cessation
- 1973-03-15 GB GB1259773A patent/GB1414048A/en not_active Expired
- 1973-03-16 IL IL7341798A patent/IL41798A/en unknown
- 1973-03-16 FI FI819/73A patent/FI56831C/fi active
- 1973-03-16 AT AT521774A patent/AT323194B/de not_active IP Right Cessation
- 1973-03-16 AT AT235973A patent/AT323191B/de not_active IP Right Cessation
- 1973-03-16 FR FR7309562A patent/FR2181826B1/fr not_active Expired
- 1973-03-16 NL NL7303723A patent/NL7303723A/xx not_active Application Discontinuation
- 1973-03-16 CA CA166,285,A patent/CA950464A/en not_active Expired
- 1973-03-16 DK DK143773AA patent/DK136715B/da unknown
- 1973-03-16 DE DE2313257A patent/DE2313257A1/de not_active Withdrawn
- 1973-03-16 NO NO1067/73A patent/NO140136C/no unknown
- 1973-03-19 CS CS7500004295A patent/CS179444B2/cs unknown
- 1973-03-19 CS CS7300001976A patent/CS179412B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL41798A (en) | 1976-04-30 |
| CS179412B2 (en) | 1977-10-31 |
| CA950464A (en) | 1974-07-02 |
| AT323191B (de) | 1975-06-25 |
| DK136715C (enrdf_load_html_response) | 1978-04-24 |
| FR2181826B1 (enrdf_load_html_response) | 1976-04-09 |
| NO140136B (no) | 1979-04-02 |
| DE2313257A1 (de) | 1973-10-04 |
| FR2181826A1 (enrdf_load_html_response) | 1973-12-07 |
| NO140136C (no) | 1979-07-11 |
| IL41798A0 (en) | 1973-05-31 |
| FI56831B (fi) | 1979-12-31 |
| FI56831C (fi) | 1980-04-10 |
| NL7303723A (enrdf_load_html_response) | 1973-09-19 |
| CH578539A5 (enrdf_load_html_response) | 1976-08-13 |
| AT323194B (de) | 1975-06-25 |
| CS179444B2 (en) | 1977-10-31 |
| DK136715B (da) | 1977-11-14 |
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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 |