IE32943B1 - Improvements in or relating to benzylideneamino guanidine derivatives - Google Patents
Improvements in or relating to benzylideneamino guanidine derivativesInfo
- Publication number
- IE32943B1 IE32943B1 IE74/69A IE7469A IE32943B1 IE 32943 B1 IE32943 B1 IE 32943B1 IE 74/69 A IE74/69 A IE 74/69A IE 7469 A IE7469 A IE 7469A IE 32943 B1 IE32943 B1 IE 32943B1
- Authority
- IE
- Ireland
- Prior art keywords
- reacting
- prepared
- appropriate benzaldehyde
- relating
- iii
- Prior art date
Links
- WNPXUCYRKHVMAD-UHFFFAOYSA-N 2-(benzylideneamino)guanidine Chemical class NC(N)=NN=CC1=CC=CC=C1 WNPXUCYRKHVMAD-UHFFFAOYSA-N 0.000 title 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 3
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 3
- GMPFJUWWIIZIBM-UHFFFAOYSA-N 2-amino-1-benzylideneguanidine Chemical class NNC(=N)N=CC1=CC=CC=C1 GMPFJUWWIIZIBM-UHFFFAOYSA-N 0.000 abstract 1
- MYYGWTHTRXMJJX-UHFFFAOYSA-N 2-amino-1-hydroxyguanidine Chemical compound N\N=C(\N)NO MYYGWTHTRXMJJX-UHFFFAOYSA-N 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229940042396 direct acting antivirals thiosemicarbazones Drugs 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 abstract 1
- 150000003584 thiosemicarbazones Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
- C07C281/18—Compounds containing any of the groups, e.g. aminoguanidine the other nitrogen atom being further doubly-bound to a carbon atom, e.g. guanylhydrazones
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)
Abstract
1,253,548 Benzylidene-aminoguanidine derivatives. SANDOZ Ltd. 30 Dec., 1968 [22 Jan., 1968; 10 July, 1968; 16 Sept., 1968], No. 61608/68. Heading C2C. Novel compounds I: where R 1 and R 2 are H, Cl or F, with the proviso that the benzene ring is at least monosubstituted, are prepared by reacting an appropriate benzaldehyde with 1-amino-3-hydroxy-guanidine or reacting an appropriate benzaldehyde 5-alkylisothiosemicarbazone III: where R 3 is 1-4 C alkyl with hydroxylamine. Compounds III may be prepared by reacting an apropriate thiosemicarbazone with an alkyl halide to give the acid addition salt followed by formation of the free base. The thiosemicarbazones may be prepared by reacting an appropriate benzaldehyde with Pharmaceutical compositions comprise a compound I together with a suitable excipient and have hypotensive activity when administered orally or parenterally.
[GB1253548A]
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69930968A | 1968-01-22 | 1968-01-22 | |
| US74361368A | 1968-07-10 | 1968-07-10 | |
| US76235668A | 1968-09-16 | 1968-09-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE32943L IE32943L (en) | 1969-07-22 |
| IE32943B1 true IE32943B1 (en) | 1974-01-23 |
Family
ID=27418682
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE74/69A IE32943B1 (en) | 1968-01-22 | 1969-01-20 | Improvements in or relating to benzylideneamino guanidine derivatives |
Country Status (12)
| Country | Link |
|---|---|
| BE (1) | BE727146A (en) |
| CA (1) | CA953735A (en) |
| CH (2) | CH537370A (en) |
| DE (1) | DE1902449C2 (en) |
| ES (3) | ES362712A1 (en) |
| FR (3) | FR2000512B1 (en) |
| GB (2) | GB1253549A (en) |
| IE (1) | IE32943B1 (en) |
| IL (1) | IL31452A (en) |
| MX (1) | MX3183E (en) |
| NL (1) | NL6818769A (en) |
| SE (1) | SE374740B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH523232A (en) * | 1968-12-16 | 1972-05-31 | Sandoz Ag | Process for the preparation of a benzylidene aminoguanidine |
| FR2324294A1 (en) * | 1975-09-22 | 1977-04-15 | Roussel Uclaf | NEW DELAYED-ACTION HYPOTENSIVE MEDICINAL PRODUCT, AS WELL AS THE PROCESS FOR PREPARING THIS NEW MEDICINAL PRODUCT |
-
1968
- 1968-12-17 CH CH1877568A patent/CH537370A/en not_active IP Right Cessation
- 1968-12-17 CH CH1767870A patent/CH537372A/en not_active IP Right Cessation
- 1968-12-27 NL NL6818769A patent/NL6818769A/xx unknown
- 1968-12-30 GB GB09402/71A patent/GB1253549A/en not_active Expired
- 1968-12-30 GB GB61608/68A patent/GB1253548A/en not_active Expired
-
1969
- 1969-01-02 SE SE6900010A patent/SE374740B/xx unknown
- 1969-01-03 MX MX002449U patent/MX3183E/en unknown
- 1969-01-18 DE DE1902449A patent/DE1902449C2/en not_active Expired
- 1969-01-20 IE IE74/69A patent/IE32943B1/en unknown
- 1969-01-20 IL IL31452A patent/IL31452A/en unknown
- 1969-01-20 BE BE727146D patent/BE727146A/xx not_active IP Right Cessation
- 1969-01-20 ES ES362712A patent/ES362712A1/en not_active Expired
- 1969-01-20 FR FR696900894A patent/FR2000512B1/fr not_active Expired
- 1969-01-21 CA CA040,689A patent/CA953735A/en not_active Expired
- 1969-12-12 ES ES374475A patent/ES374475A1/en not_active Expired
- 1969-12-12 ES ES374472A patent/ES374472A1/en not_active Expired
-
1970
- 1970-04-03 FR FR7012103A patent/FR2061583A1/fr not_active Withdrawn
- 1970-04-03 FR FR7012104A patent/FR2059987A1/fr not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| CH537372A (en) | 1973-07-13 |
| NL6818769A (en) | 1969-07-24 |
| FR2000512A1 (en) | 1969-09-12 |
| GB1253548A (en) | 1971-11-17 |
| ES374475A1 (en) | 1972-04-01 |
| ES362712A1 (en) | 1970-11-16 |
| IL31452A (en) | 1972-06-28 |
| FR2059987A1 (en) | 1971-06-11 |
| FR2061583A1 (en) | 1971-06-25 |
| CA953735A (en) | 1974-08-27 |
| IE32943L (en) | 1969-07-22 |
| CH537370A (en) | 1973-05-31 |
| DE1902449A1 (en) | 1969-08-28 |
| DE1902449C2 (en) | 1983-10-20 |
| GB1253549A (en) | 1971-11-17 |
| IL31452A0 (en) | 1969-03-27 |
| MX3183E (en) | 1980-06-17 |
| BE727146A (en) | 1969-07-22 |
| SE374740B (en) | 1975-03-17 |
| FR2000512B1 (en) | 1973-01-12 |
| ES374472A1 (en) | 1972-04-01 |
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