CY1230A - N-cyano-n'-alkynyl-n''-(2-mercaptoethyl)-guanidines - Google Patents
N-cyano-n'-alkynyl-n''-(2-mercaptoethyl)-guanidines Download PDFInfo
- Publication number
- CY1230A CY1230A CY1230A CY123078A CY1230A CY 1230 A CY1230 A CY 1230A CY 1230 A CY1230 A CY 1230A CY 123078 A CY123078 A CY 123078A CY 1230 A CY1230 A CY 1230A
- Authority
- CY
- Cyprus
- Prior art keywords
- cyano
- compound
- mercaptoethyl
- butyn
- formula
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 description 32
- 238000000034 method Methods 0.000 description 11
- -1 4 - methyl - 5 - imidazolyl Chemical group 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- JKANAVGODYYCQF-UHFFFAOYSA-N prop-2-yn-1-amine Chemical compound NCC#C JKANAVGODYYCQF-UHFFFAOYSA-N 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000000304 alkynyl group Chemical group 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- IULFXBLVJIPESI-UHFFFAOYSA-N bis(methylsulfanyl)methylidenecyanamide Chemical compound CSC(SC)=NC#N IULFXBLVJIPESI-UHFFFAOYSA-N 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- MWSSYOOKGBJZFI-UHFFFAOYSA-N methyl n'-but-2-ynyl-n-cyanocarbamimidothioate Chemical compound N#CN=C(SC)NCC#CC MWSSYOOKGBJZFI-UHFFFAOYSA-N 0.000 description 2
- 125000006239 protecting group Chemical group 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- RRSAAPWSPSWDIC-UHFFFAOYSA-N 1-but-3-yn-2-yl-3-cyano-2-(2-sulfanylethyl)guanidine Chemical compound C#CC(C)NC(NC#N)=NCCS RRSAAPWSPSWDIC-UHFFFAOYSA-N 0.000 description 1
- LUUPYKRXMACHKV-UHFFFAOYSA-N 1-cyano-2-pent-4-ynyl-3-(2-sulfanylethyl)guanidine Chemical compound SCCNC(NC#N)=NCCCC#C LUUPYKRXMACHKV-UHFFFAOYSA-N 0.000 description 1
- OGMADIBCHLQMIP-UHFFFAOYSA-N 2-aminoethanethiol;hydron;chloride Chemical compound Cl.NCCS OGMADIBCHLQMIP-UHFFFAOYSA-N 0.000 description 1
- VYHWJPLNBXAXTA-UHFFFAOYSA-N 2-but-2-ynyl-1-cyano-3-(2-sulfanylethyl)guanidine Chemical compound CC#CCN=C(NC#N)NCCS VYHWJPLNBXAXTA-UHFFFAOYSA-N 0.000 description 1
- DMWFSYFUGOVMOO-UHFFFAOYSA-N 2-but-3-ynyl-1-cyano-3-(2-sulfanylethyl)guanidine Chemical compound SCCNC(NC#N)=NCCC#C DMWFSYFUGOVMOO-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 208000025865 Ulcer Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009858 acid secretion Effects 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- YLBIBZCIFHPPKA-UHFFFAOYSA-N but-2-yn-1-amine Chemical compound CC#CCN YLBIBZCIFHPPKA-UHFFFAOYSA-N 0.000 description 1
- XSBPYGDBXQXSCU-UHFFFAOYSA-N but-3-yn-1-amine Chemical compound NCCC#C XSBPYGDBXQXSCU-UHFFFAOYSA-N 0.000 description 1
- 229940097265 cysteamine hydrochloride Drugs 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 239000003485 histamine H2 receptor antagonist Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- AOQBTOKIEVBYSK-UHFFFAOYSA-N methyl n-cyano-n'-prop-2-ynylcarbamimidothioate Chemical compound N#CNC(SC)=NCC#C AOQBTOKIEVBYSK-UHFFFAOYSA-N 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- LMDDPGHBJXJGAC-UHFFFAOYSA-N pent-4-yn-1-amine Chemical compound NCCCC#C LMDDPGHBJXJGAC-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
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 |
|---|---|
| CY1230A true CY1230A (en) | 1984-06-29 |
Family
ID=27419995
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CY1230A CY1230A (en) | 1977-06-03 | 1978-05-26 | N-cyano-n'-alkynyl-n''-(2-mercaptoethyl)-guanidines |
| CY1229A CY1229A (en) | 1977-06-03 | 1978-05-26 | Guanidine derivatives |
| CY1231A CY1231A (en) | 1977-06-03 | 1978-05-26 | N-cyano-n'-alkynyl-s-substituted isothioureas |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CY1229A CY1229A (en) | 1977-06-03 | 1978-05-26 | Guanidine derivatives |
| CY1231A CY1231A (en) | 1977-06-03 | 1978-05-26 | N-cyano-n'-alkynyl-s-substituted isothioureas |
Country Status (26)
| Country | Link |
|---|---|
| JP (1) | JPS543067A (de) |
| AR (2) | AR222797A1 (de) |
| CA (1) | CA1110251A (de) |
| CH (2) | CH641167A5 (de) |
| CY (3) | CY1230A (de) |
| DD (1) | DD140038A5 (de) |
| DE (1) | DE2824066A1 (de) |
| DK (1) | DK243178A (de) |
| ES (3) | ES470474A1 (de) |
| FI (1) | FI69069C (de) |
| FR (2) | FR2401143A1 (de) |
| GB (3) | GB1598628A (de) |
| GR (1) | GR73860B (de) |
| HK (3) | HK38284A (de) |
| HU (1) | HU186766B (de) |
| IE (1) | IE47543B1 (de) |
| IL (1) | IL54819A (de) |
| KE (1) | KE3373A (de) |
| LU (1) | LU79725A1 (de) |
| MY (3) | MY8500453A (de) |
| NL (1) | NL7805935A (de) |
| NO (3) | NO152214C (de) |
| NZ (1) | NZ187376A (de) |
| SE (3) | SE443784B (de) |
| SG (1) | SG8584G (de) |
| YU (4) | YU129778A (de) |
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 |
| GB1531221A (en) * | 1974-09-02 | 1978-11-08 | Smith Kline French Lab | Process for preparing guanidine derivatives |
| GB1531231A (en) * | 1974-09-02 | 1978-11-08 | Smith Kline French Lab | Process for the production of cyanoguanidine derivatives |
| GB1533380A (en) * | 1974-09-02 | 1978-11-22 | Smith Kline French Lab | Process for the preparation of heterocyclic substituted thioureas and h-cyanoguanidines |
-
1978
- 1978-05-25 CA CA304,045A patent/CA1110251A/en not_active Expired
- 1978-05-25 NZ NZ187376A patent/NZ187376A/xx unknown
- 1978-05-26 GB GB23611/78A patent/GB1598628A/en not_active Expired
- 1978-05-26 CY CY1230A patent/CY1230A/en unknown
- 1978-05-26 GB GB18923/80A patent/GB1598630A/en not_active Expired
- 1978-05-26 CY CY1229A patent/CY1229A/en unknown
- 1978-05-26 CY CY1231A patent/CY1231A/en unknown
- 1978-05-26 GB GB27637/79A patent/GB1598629A/en not_active Expired
- 1978-05-29 LU LU79725A patent/LU79725A1/xx unknown
- 1978-05-29 GR GR56374A patent/GR73860B/el unknown
- 1978-05-31 AR AR272401A patent/AR222797A1/es active
- 1978-05-31 DK DK243178A patent/DK243178A/da not_active Application Discontinuation
- 1978-05-31 YU YU01297/78A patent/YU129778A/xx unknown
- 1978-05-31 FI FI781737A patent/FI69069C/fi not_active IP Right Cessation
- 1978-05-31 IL IL54819A patent/IL54819A/xx unknown
- 1978-05-31 NL NL7805935A patent/NL7805935A/xx not_active Application Discontinuation
- 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 SE SE7806525A patent/SE443784B/sv unknown
- 1978-06-02 FR FR7816601A patent/FR2401143A1/fr active Granted
- 1978-06-02 JP JP6590078A patent/JPS543067A/ja active Granted
- 1978-06-02 HU HU811135A patent/HU186766B/hu unknown
- 1978-06-02 NO NO781928A patent/NO152214C/no unknown
- 1978-06-02 CH CH609278A patent/CH641167A5/de not_active IP Right Cessation
- 1978-06-02 IE IE1112/78A patent/IE47543B1/en unknown
- 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 YU2154/82A patent/YU40624B/xx unknown
- 1982-09-27 YU YU2155/82A patent/YU40625B/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/SE8401491L/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 MY453/85A patent/MY8500453A/xx unknown
- 1985-12-30 MY MY451/85A patent/MY8500451A/xx unknown
- 1985-12-30 MY MY452/85A patent/MY8500452A/xx unknown
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