ES341324A1 - Access for the preparation of pyrazinoyl- and pyrazinamido-guanidines - Google Patents
Access for the preparation of pyrazinoyl- and pyrazinamido-guanidinesInfo
- Publication number
- ES341324A1 ES341324A1 ES341324A ES341324A ES341324A1 ES 341324 A1 ES341324 A1 ES 341324A1 ES 341324 A ES341324 A ES 341324A ES 341324 A ES341324 A ES 341324A ES 341324 A1 ES341324 A1 ES 341324A1
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- phenyl
- pyrazinamido
- pyrazinoyl
- hydrogen
- 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
- USVSPZQIBAJOIQ-UHFFFAOYSA-N n-(diaminomethylideneamino)pyrazine-2-carboxamide Chemical class NC(=N)NNC(=O)C1=CN=CC=N1 USVSPZQIBAJOIQ-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 15
- -1 3,5 - Diamino - 6 - chloro - pyrazinoyl Chemical group 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000005036 alkoxyphenyl group Chemical group 0.000 abstract 2
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D241/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D241/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with nitrogen atoms 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)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
(3,5 - Diamino - 6 - chloro - pyrazinoyl and -pyrazinamido)-guanidines of the general formula wherein R1 and R2, which are the same or different, are hydrogen, C 1-5 alkyl or phenyl-C 1-5 alkyl R3 is hydrogen, C 1-5 alkyl, hydroxy- C 1-5 alkyl, pyridyl-C 1-5 alkyl, phenyl-C 1-5 alkyl, halophenyl-C 1-5 alkyl, (C 1-5 alkyl-phenyl)-C 1-5 alkyl or (C 1-5 alkoxy-phenyl)-C 1-5 alkyl R4 is hydrogen, C 1-5 alkyl, phenyl-C 1-5, alkyl, halophenyl-C 1-5 alkyl, (C 1-5 alkylphenyl)-C 1-5 alkyl or (C 1-5 alkoxy-phenyl)-C 1-5 alkyl or R3 and R4 are linked together to form, with the nitrogen atom to which they are attached, a group having the formula wherein x is 4, 5, 6 or 7 R5 is hydrogen or C 1-5 alkyl or R4 and R5 are linked together to form an ethylene or trimethylene radical and n is 0 or 1 and acid addition salts thereof are prepared by reaction of a (3,5-diamino-pyrazinoyl or -pyrazinamido)-guanidine of the general formula with chlorine, followed by optional conversion of the product to an acid addition salt thereof. (3,5 - Diamino - pyrazinoyl or - pyrazinamido)-guanidines of the second general formula above are prepared by reaction of a C 1-5 alkyl ester of a 3-amino-5-NR1R2-pyrazinoate with a guanidine or aminoguanidine of the general formula
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US57492266A | 1966-08-25 | 1966-08-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
ES341324A1 true ES341324A1 (en) | 1968-10-01 |
Family
ID=24298194
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES341324A Expired ES341324A1 (en) | 1966-08-25 | 1967-06-02 | Access for the preparation of pyrazinoyl- and pyrazinamido-guanidines |
Country Status (8)
Country | Link |
---|---|
BE (1) | BE699438A (en) |
CH (1) | CH487169A (en) |
DE (1) | DE1695421A1 (en) |
ES (1) | ES341324A1 (en) |
GB (1) | GB1145934A (en) |
IL (1) | IL27897A (en) |
NL (1) | NL6707570A (en) |
SE (1) | SE333146B (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6858615B2 (en) | 2002-02-19 | 2005-02-22 | Parion Sciences, Inc. | Phenyl guanidine sodium channel blockers |
CN101939054B (en) | 2007-12-10 | 2014-10-29 | 诺华股份有限公司 | organic compounds |
AR086745A1 (en) | 2011-06-27 | 2014-01-22 | Parion Sciences Inc | 3,5-DIAMINO-6-CHLORINE-N- (N- (4- (4- (2- (HEXIL (2,3,4,5,6-PENTAHYDROXIHEXIL)) AMINO) ETOXI) PHENYL) BUTIL) CARBAMIMIDOIL) PIRAZINA -2-CARBOXAMIDE |
CN108658876A (en) | 2012-12-17 | 2018-10-16 | 帕里昂科学公司 | The chloro- N- of 3,5- diamino -6- (N- (4- phenyl butyls) carbonamidine base) pyrazine -2- benzamide compounds |
SI2931713T1 (en) | 2012-12-17 | 2017-03-31 | Parion Sciences, Inc. | Chloro-pyrazine carboxamide derivatives useful for the treatment of diseases favoured by insufficient mucosal hydration |
US9102633B2 (en) | 2013-12-13 | 2015-08-11 | Parion Sciences, Inc. | Arylalkyl- and aryloxyalkyl-substituted epithelial sodium channel blocking compounds |
-
1967
- 1967-05-02 IL IL2789767A patent/IL27897A/en unknown
- 1967-05-31 NL NL6707570A patent/NL6707570A/xx unknown
- 1967-06-02 ES ES341324A patent/ES341324A1/en not_active Expired
- 1967-06-02 DE DE19671695421 patent/DE1695421A1/en active Pending
- 1967-06-02 BE BE699438D patent/BE699438A/xx unknown
- 1967-06-07 GB GB2621767A patent/GB1145934A/en not_active Expired
- 1967-06-07 CH CH804067A patent/CH487169A/en not_active IP Right Cessation
- 1967-06-09 SE SE813267A patent/SE333146B/en unknown
Also Published As
Publication number | Publication date |
---|---|
IL27897A (en) | 1972-02-29 |
GB1145934A (en) | 1969-03-19 |
NL6707570A (en) | 1968-02-26 |
DE1695421A1 (en) | 1971-04-15 |
CH487169A (en) | 1970-03-15 |
BE699438A (en) | 1967-12-04 |
SE333146B (en) | 1971-03-08 |
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