CY1231A - N-cyano-n'-alkynyl-s-substituted isothioureas - Google Patents
N-cyano-n'-alkynyl-s-substituted isothioureas Download PDFInfo
- Publication number
- CY1231A CY1231A CY1231A CY123178A CY1231A CY 1231 A CY1231 A CY 1231A CY 1231 A CY1231 A CY 1231A CY 123178 A CY123178 A CY 123178A CY 1231 A CY1231 A CY 1231A
- Authority
- CY
- Cyprus
- Prior art keywords
- cyano
- butyn
- compound
- methyl
- alkynyl
- Prior art date
Links
- 150000002541 isothioureas Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 description 25
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 9
- -1 4 - methyl - 5 - imidazolyl Chemical group 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- JKANAVGODYYCQF-UHFFFAOYSA-N prop-2-yn-1-amine Chemical compound NCC#C JKANAVGODYYCQF-UHFFFAOYSA-N 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- IULFXBLVJIPESI-UHFFFAOYSA-N bis(methylsulfanyl)methylidenecyanamide Chemical compound CSC(SC)=NC#N IULFXBLVJIPESI-UHFFFAOYSA-N 0.000 description 4
- YLBIBZCIFHPPKA-UHFFFAOYSA-N but-2-yn-1-amine Chemical compound CC#CCN YLBIBZCIFHPPKA-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VUGCBIWQHSRQBZ-UHFFFAOYSA-N 2-methylbut-3-yn-2-amine Chemical compound CC(C)(N)C#C VUGCBIWQHSRQBZ-UHFFFAOYSA-N 0.000 description 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- AOQBTOKIEVBYSK-UHFFFAOYSA-N methyl n-cyano-n'-prop-2-ynylcarbamimidothioate Chemical compound N#CNC(SC)=NCC#C AOQBTOKIEVBYSK-UHFFFAOYSA-N 0.000 description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000003107 substituted aryl group Chemical group 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 208000025865 Ulcer Diseases 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- XSBPYGDBXQXSCU-UHFFFAOYSA-N but-3-yn-1-amine Chemical compound NCCC#C XSBPYGDBXQXSCU-UHFFFAOYSA-N 0.000 description 1
- 239000012458 free base Chemical group 0.000 description 1
- 230000027119 gastric acid secretion Effects 0.000 description 1
- 239000003485 histamine H2 receptor antagonist Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- MWSSYOOKGBJZFI-UHFFFAOYSA-N methyl n'-but-2-ynyl-n-cyanocarbamimidothioate Chemical compound N#CN=C(SC)NCC#CC MWSSYOOKGBJZFI-UHFFFAOYSA-N 0.000 description 1
- GWIZVIJRZWIPIK-UHFFFAOYSA-N methyl n'-but-3-yn-2-yl-n-cyanocarbamimidothioate Chemical compound N#CNC(SC)=NC(C)C#C GWIZVIJRZWIPIK-UHFFFAOYSA-N 0.000 description 1
- QLZLYDDNEKLGBF-UHFFFAOYSA-N methyl n'-but-3-ynyl-n-cyanocarbamimidothioate Chemical compound N#CNC(SC)=NCCC#C QLZLYDDNEKLGBF-UHFFFAOYSA-N 0.000 description 1
- BUXPBJUGIAOFFS-UHFFFAOYSA-N methyl n-cyano-n'-(2-methylbut-3-yn-2-yl)carbamimidothioate Chemical compound N#CNC(SC)=NC(C)(C)C#C BUXPBJUGIAOFFS-UHFFFAOYSA-N 0.000 description 1
- LSXKPNRVECVYHT-UHFFFAOYSA-N methyl n-cyano-n'-pent-4-ynylcarbamimidothioate Chemical compound N#CNC(SC)=NCCCC#C LSXKPNRVECVYHT-UHFFFAOYSA-N 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- LMDDPGHBJXJGAC-UHFFFAOYSA-N pent-4-yn-1-amine Chemical compound NCCCC#C LMDDPGHBJXJGAC-UHFFFAOYSA-N 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
- C07C323/43—Y being a hetero atom
- C07C323/44—X or Y being nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80300977A | 1977-06-03 | 1977-06-03 | |
| US82679677A | 1977-08-22 | 1977-08-22 | |
| US05/848,959 US4112234A (en) | 1977-08-22 | 1977-11-07 | Imidazolylmethylthioethyl alkynyl guanidines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CY1231A true CY1231A (en) | 1984-06-29 |
Family
ID=27419995
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CY1231A CY1231A (en) | 1977-06-03 | 1978-05-26 | N-cyano-n'-alkynyl-s-substituted isothioureas |
| CY1229A CY1229A (en) | 1977-06-03 | 1978-05-26 | Guanidine derivatives |
| CY1230A CY1230A (en) | 1977-06-03 | 1978-05-26 | N-cyano-n'-alkynyl-n''-(2-mercaptoethyl)-guanidines |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CY1229A CY1229A (en) | 1977-06-03 | 1978-05-26 | Guanidine derivatives |
| CY1230A CY1230A (en) | 1977-06-03 | 1978-05-26 | N-cyano-n'-alkynyl-n''-(2-mercaptoethyl)-guanidines |
Country Status (26)
| Country | Link |
|---|---|
| JP (1) | JPS543067A (da) |
| AR (2) | AR222797A1 (da) |
| CA (1) | CA1110251A (da) |
| CH (2) | CH641167A5 (da) |
| CY (3) | CY1231A (da) |
| DD (1) | DD140038A5 (da) |
| DE (1) | DE2824066A1 (da) |
| DK (1) | DK243178A (da) |
| ES (3) | ES470474A1 (da) |
| FI (1) | FI69069C (da) |
| FR (2) | FR2401143A1 (da) |
| GB (3) | GB1598629A (da) |
| GR (1) | GR73860B (da) |
| HK (3) | HK38284A (da) |
| HU (1) | HU186766B (da) |
| IE (1) | IE47543B1 (da) |
| IL (1) | IL54819A (da) |
| KE (1) | KE3373A (da) |
| LU (1) | LU79725A1 (da) |
| MY (3) | MY8500452A (da) |
| NL (1) | NL7805935A (da) |
| NO (3) | NO152214C (da) |
| NZ (1) | NZ187376A (da) |
| SE (3) | SE443784B (da) |
| SG (1) | SG8584G (da) |
| YU (4) | YU129778A (da) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS568352A (en) * | 1979-07-03 | 1981-01-28 | Shionogi & Co Ltd | Aminoalkylvenzene derivative |
| US4339439A (en) * | 1981-01-19 | 1982-07-13 | Bristol-Myers Company | Pharmaceutical methods and compositions |
| JPS6018010U (ja) * | 1983-07-18 | 1985-02-07 | 日産自動車株式会社 | 車両用空気調和装置の温度調整機構 |
| JPS60113211U (ja) * | 1984-01-06 | 1985-07-31 | 松下電器産業株式会社 | 自動車用空気調和装置 |
| ES2007948A6 (es) * | 1988-07-06 | 1989-07-01 | Vinas Lab | Procedimiento para la obtencion de derivados propargilguanidicos. |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4024271A (en) * | 1971-03-09 | 1977-05-17 | Smith Kline & French Laboratories Limited | Pharmacologically active guanidine compounds |
| GB1338169A (en) * | 1971-03-09 | 1973-11-21 | Smith Kline French Lab | Ureas thioureas and guanidines |
| GB1397436A (en) * | 1972-09-05 | 1975-06-11 | Smith Kline French Lab | Heterocyclic n-cyanoguinidines |
| GB1533380A (en) * | 1974-09-02 | 1978-11-22 | Smith Kline French Lab | Process for the preparation of heterocyclic substituted thioureas and h-cyanoguanidines |
| GB1531231A (en) * | 1974-09-02 | 1978-11-08 | Smith Kline French Lab | Process for the production of cyanoguanidine derivatives |
| GB1531221A (en) * | 1974-09-02 | 1978-11-08 | Smith Kline French Lab | Process for preparing guanidine derivatives |
-
1978
- 1978-05-25 NZ NZ187376A patent/NZ187376A/xx unknown
- 1978-05-25 CA CA304,045A patent/CA1110251A/en not_active Expired
- 1978-05-26 CY CY1231A patent/CY1231A/en unknown
- 1978-05-26 GB GB27637/79A patent/GB1598629A/en not_active Expired
- 1978-05-26 CY CY1229A patent/CY1229A/en unknown
- 1978-05-26 GB GB23611/78A patent/GB1598628A/en not_active Expired
- 1978-05-26 GB GB18923/80A patent/GB1598630A/en not_active Expired
- 1978-05-26 CY CY1230A patent/CY1230A/en unknown
- 1978-05-29 LU LU79725A patent/LU79725A1/xx unknown
- 1978-05-29 GR GR56374A patent/GR73860B/el unknown
- 1978-05-31 IL IL54819A patent/IL54819A/xx unknown
- 1978-05-31 DK DK243178A patent/DK243178A/da not_active Application Discontinuation
- 1978-05-31 NL NL7805935A patent/NL7805935A/xx not_active Application Discontinuation
- 1978-05-31 YU YU01297/78A patent/YU129778A/xx unknown
- 1978-05-31 AR AR272401A patent/AR222797A1/es active
- 1978-05-31 FI FI781737A patent/FI69069C/fi not_active IP Right Cessation
- 1978-06-01 DE DE19782824066 patent/DE2824066A1/de not_active Withdrawn
- 1978-06-02 ES ES470474A patent/ES470474A1/es not_active Expired
- 1978-06-02 JP JP6590078A patent/JPS543067A/ja active Granted
- 1978-06-02 CH CH609278A patent/CH641167A5/de not_active IP Right Cessation
- 1978-06-02 HU HU811135A patent/HU186766B/hu unknown
- 1978-06-02 IE IE1112/78A patent/IE47543B1/en unknown
- 1978-06-02 NO NO781928A patent/NO152214C/no unknown
- 1978-06-02 SE SE7806525A patent/SE443784B/sv unknown
- 1978-06-02 FR FR7816601A patent/FR2401143A1/fr active Granted
- 1978-06-05 DD DD78205794A patent/DD140038A5/de unknown
-
1979
- 1979-03-01 ES ES478203A patent/ES478203A1/es not_active Expired
- 1979-03-01 ES ES478202A patent/ES478202A1/es not_active Expired
- 1979-03-05 YU YU530/79A patent/YU41620B/xx unknown
- 1979-05-16 NO NO791637A patent/NO791637L/no unknown
- 1979-10-26 AR AR278645A patent/AR222503A1/es active
- 1979-11-23 FR FR7928943A patent/FR2436138A1/fr active Granted
-
1982
- 1982-09-27 YU YU2155/82A patent/YU40625B/xx unknown
- 1982-09-27 YU YU2154/82A patent/YU40624B/xx unknown
-
1983
- 1983-09-12 NO NO833255A patent/NO151824C/no unknown
- 1983-10-07 CH CH549283A patent/CH644591A5/de not_active IP Right Cessation
-
1984
- 1984-01-30 SG SG85/84A patent/SG8584G/en unknown
- 1984-02-10 KE KE3373A patent/KE3373A/xx unknown
- 1984-03-16 SE SE8401491A patent/SE8401491D0/xx not_active Application Discontinuation
- 1984-03-16 SE SE8401492A patent/SE8401492D0/xx not_active Application Discontinuation
- 1984-05-03 HK HK382/84A patent/HK38284A/xx unknown
- 1984-05-03 HK HK381/84A patent/HK38184A/xx unknown
- 1984-05-03 HK HK380/84A patent/HK38084A/xx unknown
-
1985
- 1985-12-30 MY MY452/85A patent/MY8500452A/xx unknown
- 1985-12-30 MY MY453/85A patent/MY8500453A/xx unknown
- 1985-12-30 MY MY451/85A patent/MY8500451A/xx unknown
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