GB1281289A - Unsaturated derivatives or aralkylamines - Google Patents
Unsaturated derivatives or aralkylaminesInfo
- Publication number
- GB1281289A GB1281289A GB46061/70A GB4606170A GB1281289A GB 1281289 A GB1281289 A GB 1281289A GB 46061/70 A GB46061/70 A GB 46061/70A GB 4606170 A GB4606170 A GB 4606170A GB 1281289 A GB1281289 A GB 1281289A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyano
- compounds
- prepared
- alkyl
- dibromide
- 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
- 150000003974 aralkylamines Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- -1 cyano compound III Chemical compound 0.000 abstract 2
- 238000007269 dehydrobromination reaction Methods 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 abstract 2
- HQVOPXGNHGTKOD-AATRIKPKSA-N (e)-3-(2-cyanophenyl)prop-2-enoic acid Chemical class OC(=O)\C=C\C1=CC=CC=C1C#N HQVOPXGNHGTKOD-AATRIKPKSA-N 0.000 abstract 1
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 abstract 1
- IFCMLNNQRSTEGN-UHFFFAOYSA-N 1-bromo-2-(2-phenylethynyl)benzene Chemical group BrC1=CC=CC=C1C#CC1=CC=CC=C1 IFCMLNNQRSTEGN-UHFFFAOYSA-N 0.000 abstract 1
- USLPZCOPYRKTGY-UHFFFAOYSA-N 2-(2-phenylethenyl)benzonitrile Chemical compound N#CC1=CC=CC=C1C=CC1=CC=CC=C1 USLPZCOPYRKTGY-UHFFFAOYSA-N 0.000 abstract 1
- QVTPWONEVZJCCS-UHFFFAOYSA-N 2-formylbenzonitrile Chemical compound O=CC1=CC=CC=C1C#N QVTPWONEVZJCCS-UHFFFAOYSA-N 0.000 abstract 1
- NQGQCZDYZNYNCS-UHFFFAOYSA-N BrC1=C(C=CC2=CC=CC=C2)C=CC=C1.Br.Br Chemical compound BrC1=C(C=CC2=CC=CC=C2)C=CC=C1.Br.Br NQGQCZDYZNYNCS-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- FUWHKFRJLPPUSB-UHFFFAOYSA-N N#CC1=C(C=CC2=CC=CC=C2)C=CC=C1.Br.Br Chemical compound N#CC1=C(C=CC2=CC=CC=C2)C=CC=C1.Br.Br FUWHKFRJLPPUSB-UHFFFAOYSA-N 0.000 abstract 1
- 229920001774 Perfluoroether Polymers 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino 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
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 230000003288 anthiarrhythmic effect Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 230000031709 bromination Effects 0.000 abstract 1
- 238000005893 bromination reaction Methods 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 125000004093 cyano group Chemical class *C#N 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052987 metal hydride Inorganic materials 0.000 abstract 1
- 150000004681 metal hydrides Chemical class 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 229960003424 phenylacetic acid Drugs 0.000 abstract 1
- 239000003279 phenylacetic acid Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
- C07C211/27—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86198769A | 1969-09-29 | 1969-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1281289A true GB1281289A (en) | 1972-07-12 |
Family
ID=25337311
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB46061/70A Expired GB1281289A (en) | 1969-09-29 | 1970-09-28 | Unsaturated derivatives or aralkylamines |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3719712A (enrdf_load_stackoverflow) |
| JP (1) | JPS5010584B1 (enrdf_load_stackoverflow) |
| CH (1) | CH554830A (enrdf_load_stackoverflow) |
| DE (1) | DE2047658C3 (enrdf_load_stackoverflow) |
| FR (1) | FR2070096B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1281289A (enrdf_load_stackoverflow) |
| NL (1) | NL167412C (enrdf_load_stackoverflow) |
| SE (1) | SE372256B (enrdf_load_stackoverflow) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3882130A (en) * | 1969-09-29 | 1975-05-06 | Merck & Co Inc | 4-Phenylethynyl benzylamines |
| NO135027C (enrdf_load_stackoverflow) * | 1971-01-15 | 1977-01-26 | Merck & Co Inc | |
| US4017543A (en) * | 1973-12-19 | 1977-04-12 | Merck & Co., Inc. | α,α-Dialkyl-4-phenethyl-benzylamines and the salts thereof |
| US3903165A (en) * | 1974-08-19 | 1975-09-02 | Merck & Co Inc | Ethynylaryl amines and processes for their preparation |
| US4042584A (en) * | 1974-08-19 | 1977-08-16 | Merck & Co., Inc. | Ethynylaryl phenyl cyclopropyl thiazines and morpholines |
| JPS5339683U (enrdf_load_stackoverflow) * | 1976-09-10 | 1978-04-06 | ||
| JPS54109688U (enrdf_load_stackoverflow) * | 1978-01-19 | 1979-08-02 | ||
| CA1292747C (en) * | 1983-11-21 | 1991-12-03 | John Robert Carson | Aralykyl (arylethynyl) aralkyl amines and their use as vasodilators and antihypertensives |
| US4661635A (en) * | 1983-11-21 | 1987-04-28 | Mcneilab, Inc. | Aralykyl (arylethynyl)aralkyl amines and their use as vasodilators and antihypertensives |
| US4898889A (en) * | 1983-11-21 | 1990-02-06 | Mcneilab, Inc. | Methods for the treatment of hypertension |
| US4960798A (en) * | 1983-11-21 | 1990-10-02 | Mcneilab, Inc. | Methods for the treatment of angina |
| US4742084A (en) * | 1983-11-21 | 1988-05-03 | Mcneilab, Inc. | Aralykyl (arylethynyl)aralkyl amines and their use as vasodilators and antihypertensives |
| CA1242718A (en) * | 1983-11-21 | 1988-10-04 | John R. Carson | Acetylene derivatives and methods for the treatment of hypertension and angina |
| US4725602A (en) * | 1984-02-06 | 1988-02-16 | Mcneilab, Inc. | Acetylene amines and their use as vasodilators and antihypertensives |
| CA1300632C (en) * | 1984-02-06 | 1992-05-12 | John Robert Carson | Acetylene amines and their use as vasodilators and antihypertensives |
| ZA874448B (en) * | 1986-06-20 | 1989-02-22 | Mcneilab Inc | Cis & trans stilbenes and their composition for the treatment of hypertension |
| US4772755A (en) * | 1987-03-19 | 1988-09-20 | Mcneilab, Inc. | 1,2-1,4 addition reaction sequence leading to disubstituted acelylenes |
| JPH01112837U (enrdf_load_stackoverflow) * | 1988-01-25 | 1989-07-28 |
-
1969
- 1969-09-29 US US00861987A patent/US3719712A/en not_active Expired - Lifetime
-
1970
- 1970-09-14 NL NL7013565.A patent/NL167412C/xx not_active IP Right Cessation
- 1970-09-25 SE SE7013057A patent/SE372256B/xx unknown
- 1970-09-28 DE DE2047658A patent/DE2047658C3/de not_active Expired
- 1970-09-28 GB GB46061/70A patent/GB1281289A/en not_active Expired
- 1970-09-29 CH CH1436870A patent/CH554830A/xx not_active IP Right Cessation
- 1970-09-29 FR FR707035196A patent/FR2070096B1/fr not_active Expired
- 1970-09-29 JP JP45084718A patent/JPS5010584B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL167412B (nl) | 1981-07-16 |
| CH554830A (de) | 1974-10-15 |
| DE2047658C3 (de) | 1980-11-13 |
| SE372256B (enrdf_load_stackoverflow) | 1974-12-16 |
| JPS5010584B1 (enrdf_load_stackoverflow) | 1975-04-22 |
| DE2047658B2 (de) | 1980-03-20 |
| US3719712A (en) | 1973-03-06 |
| DE2047658A1 (enrdf_load_stackoverflow) | 1971-04-08 |
| FR2070096A1 (enrdf_load_stackoverflow) | 1971-09-10 |
| FR2070096B1 (enrdf_load_stackoverflow) | 1974-02-22 |
| NL7013565A (enrdf_load_stackoverflow) | 1971-03-31 |
| NL167412C (nl) | 1981-12-16 |
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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 |