GB1156825A - Guanidinoalkyl Derivatives of Substituted Anilides - Google Patents
Guanidinoalkyl Derivatives of Substituted AnilidesInfo
- Publication number
- GB1156825A GB1156825A GB27626/66A GB2762666A GB1156825A GB 1156825 A GB1156825 A GB 1156825A GB 27626/66 A GB27626/66 A GB 27626/66A GB 2762666 A GB2762666 A GB 2762666A GB 1156825 A GB1156825 A GB 1156825A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phthalimide
- cinnamanilide
- alkyl
- reacting
- 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
- 229940051881 anilide analgesics and antipyretics Drugs 0.000 title abstract 2
- 150000003931 anilides Chemical class 0.000 title abstract 2
- -1 (X)nphenyl Chemical group 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- FIIZQHKGJMRJIL-VAWYXSNFSA-N (e)-n,3-diphenylprop-2-enamide Chemical compound C=1C=CC=CC=1/C=C/C(=O)NC1=CC=CC=C1 FIIZQHKGJMRJIL-VAWYXSNFSA-N 0.000 abstract 5
- 239000000543 intermediate Substances 0.000 abstract 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- CHZXTOCAICMPQR-UHFFFAOYSA-N 2-(2-bromoethyl)isoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(CCBr)C(=O)C2=C1 CHZXTOCAICMPQR-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- WOGITNXCNOTRLK-VOTSOKGWSA-N (e)-3-phenylprop-2-enoyl chloride Chemical compound ClC(=O)\C=C\C1=CC=CC=C1 WOGITNXCNOTRLK-VOTSOKGWSA-N 0.000 abstract 1
- SJLIPOVZERLCNL-UHFFFAOYSA-N 1-(2-bromoethyl)-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1CCBr SJLIPOVZERLCNL-UHFFFAOYSA-N 0.000 abstract 1
- VKJCJJYNVIYVQR-UHFFFAOYSA-N 2-(3-bromopropyl)isoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(CCCBr)C(=O)C2=C1 VKJCJJYNVIYVQR-UHFFFAOYSA-N 0.000 abstract 1
- JMCWMYSHHGGBCL-UHFFFAOYSA-N 2-[2-(2-aminophenoxy)ethyl]isoindole-1,3-dione Chemical compound NC1=CC=CC=C1OCCN1C(=O)C2=CC=CC=C2C1=O JMCWMYSHHGGBCL-UHFFFAOYSA-N 0.000 abstract 1
- BFADZWWAYAJPHQ-UHFFFAOYSA-N 2-[2-(2-aminophenyl)ethyl]isoindole-1,3-dione Chemical compound NC1=CC=CC=C1CCN1C(=O)C2=CC=CC=C2C1=O BFADZWWAYAJPHQ-UHFFFAOYSA-N 0.000 abstract 1
- PQSDVRVNWWIVQC-UHFFFAOYSA-N 2-[2-(2-aminophenyl)sulfanylethyl]isoindole-1,3-dione Chemical compound NC1=CC=CC=C1SCCN1C(=O)C2=CC=CC=C2C1=O PQSDVRVNWWIVQC-UHFFFAOYSA-N 0.000 abstract 1
- QVYXLUNMNXBJCP-UHFFFAOYSA-N 2-[2-(2-nitrophenoxy)ethyl]isoindole-1,3-dione Chemical compound [O-][N+](=O)C1=CC=CC=C1OCCN1C(=O)C2=CC=CC=C2C1=O QVYXLUNMNXBJCP-UHFFFAOYSA-N 0.000 abstract 1
- KLBBJGPQPUDZAC-UHFFFAOYSA-N 2-[2-(2-nitrophenyl)ethyl]isoindole-1,3-dione Chemical compound [O-][N+](=O)C1=CC=CC=C1CCN1C(=O)C2=CC=CC=C2C1=O KLBBJGPQPUDZAC-UHFFFAOYSA-N 0.000 abstract 1
- VRVRGVPWCUEOGV-UHFFFAOYSA-N 2-aminothiophenol Chemical compound NC1=CC=CC=C1S VRVRGVPWCUEOGV-UHFFFAOYSA-N 0.000 abstract 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 abstract 1
- XIJZRXDBTDOULF-UHFFFAOYSA-N 2-phenyl-3,5-dihydro-2h-1,5-benzothiazepin-4-one Chemical compound S1C2=CC=CC=C2NC(=O)CC1C1=CC=CC=C1 XIJZRXDBTDOULF-UHFFFAOYSA-N 0.000 abstract 1
- ANGCBYGCPAWHJH-UHFFFAOYSA-N 3-[2-(2-aminoethylsulfanyl)phenyl]-N-phenylprop-2-enamide Chemical compound NCCSC1=C(C=CC(=O)NC2=CC=CC=C2)C=CC=C1 ANGCBYGCPAWHJH-UHFFFAOYSA-N 0.000 abstract 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical class NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 241000534944 Thia Species 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000004450 alkenylene group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000004419 alkynylene group Chemical group 0.000 abstract 1
- KZOWNALBTMILAP-JBMRGDGGSA-N ancitabine hydrochloride Chemical compound Cl.N=C1C=CN2[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3OC2=N1 KZOWNALBTMILAP-JBMRGDGGSA-N 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 150000001912 cyanamides Chemical class 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 230000011987 methylation Effects 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 abstract 1
- FYRHIOVKTDQVFC-UHFFFAOYSA-M potassium phthalimide Chemical compound [K+].C1=CC=C2C(=O)[N-]C(=O)C2=C1 FYRHIOVKTDQVFC-UHFFFAOYSA-M 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- 125000004953 trihalomethyl group Chemical group 0.000 abstract 1
Classifications
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B17/00—Engines characterised by means for effecting stratification of charge in cylinders
- F02B17/005—Engines characterised by means for effecting stratification of charge in cylinders having direct injection in the combustion chamber
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B23/00—Other engines characterised by special shape or construction of combustion chambers to improve operation
- F02B23/02—Other engines characterised by special shape or construction of combustion chambers to improve operation with compression ignition
- F02B23/06—Other engines characterised by special shape or construction of combustion chambers to improve operation with compression ignition the combustion space being arranged in working piston
- F02B23/0675—Other engines characterised by special shape or construction of combustion chambers to improve operation with compression ignition the combustion space being arranged in working piston the combustion space being substantially spherical, hemispherical, ellipsoid or parabolic
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B23/00—Other engines characterised by special shape or construction of combustion chambers to improve operation
- F02B23/08—Other engines characterised by special shape or construction of combustion chambers to improve operation with positive ignition
- F02B23/10—Other engines characterised by special shape or construction of combustion chambers to improve operation with positive ignition with separate admission of air and fuel into cylinder
- F02B23/104—Other engines characterised by special shape or construction of combustion chambers to improve operation with positive ignition with separate admission of air and fuel into cylinder the injector being placed on a side position of the cylinder
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
- Y02T10/00—Road transport of goods or passengers
- Y02T10/10—Internal combustion engine [ICE] based vehicles
- Y02T10/12—Improving ICE efficiencies
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Combustion & Propulsion (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46684165A | 1965-06-24 | 1965-06-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1156825A true GB1156825A (en) | 1969-07-02 |
Family
ID=23853304
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27626/66A Expired GB1156825A (en) | 1965-06-24 | 1966-06-21 | Guanidinoalkyl Derivatives of Substituted Anilides |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1593391A1 (enrdf_load_stackoverflow) |
| FR (1) | FR5886M (enrdf_load_stackoverflow) |
| GB (1) | GB1156825A (enrdf_load_stackoverflow) |
-
1966
- 1966-06-21 GB GB27626/66A patent/GB1156825A/en not_active Expired
- 1966-06-23 DE DE19661593391 patent/DE1593391A1/de active Pending
- 1966-09-23 FR FR77488A patent/FR5886M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR5886M (enrdf_load_stackoverflow) | 1968-03-18 |
| DE1593391A1 (de) | 1970-07-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |