GB1174152A - Sulphanilamide Derivatives and Process for Their Production - Google Patents
Sulphanilamide Derivatives and Process for Their ProductionInfo
- Publication number
- GB1174152A GB1174152A GB03708/67A GB1370867A GB1174152A GB 1174152 A GB1174152 A GB 1174152A GB 03708/67 A GB03708/67 A GB 03708/67A GB 1370867 A GB1370867 A GB 1370867A GB 1174152 A GB1174152 A GB 1174152A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- monocycloaliphatic
- reaction
- amino
- group
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
-
- 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
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/44—Nitrogen atoms not forming part of a nitro radical
- C07D233/46—Nitrogen atoms not forming part of a nitro radical with only hydrogen atoms attached to said nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,174,152. 1-Sulphanilyl-imidazolidines. J. R. GEIGY A.G. 23 March, 1967 [24 March, 1966], No. 13708/67. Heading C2C. Novel compounds of formula (wherein R is C 1-5 alkyl, a monocycloaliphatic hydrocarbon group of up to 10 carbon atoms optionally substituted by one or two C 1-3 alkyl groups, or a monocycloaliphatic hydrocarbonmethyl or -ethyl group wherein the monocycloaliphatic radical contains up to 10 carbon atoms) and their pharmaceutically acceptable addition salts with organic or inorganic acids, are prepared by reacting a reactive functional derivative of a para-X-benzenesulphonic acid (wherein X is a radical convertible into an amino group by hydrolysis, reduction or reductive cleavage) with a compound of formula or with an acid addition salt of such a compound in the presence of an acid binding agent, converting the group X in the product to amino, and if desired salifying the resulting compound of Formula I with an appropriate organic or inorganic acid. 2 - Amino - 2 - imidazolines of Formula III are prepared from 2-imino-imidazolidine by reaction with an alkyl halide or monocycloaliphatic halide, or from N-(R)-ethylenediamines (i) by reaction with cyanogen chloride, or (ii) by reaction with CS 2 to form 1-(R)- imidazolidine - 2 - thiones which are converted with CH 3 I into 2-methylthio-2-imidazolinium iodides which are reacted with ammonia, or (iii) by reaction with a salt of S-methyl-isothiourea and heating the resulting salt of an N-(2-substituted amino-ethyl)-guanidine. The compounds of Formula I and their pharmaceutically acceptable salts with organic and inorganic acids are stated to possess hypoglycaemic activity and may be made up with carriers into pharmaceutical compositions suitable for oral or parenteral administration.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH428066A CH470397A (en) | 1966-03-24 | 1966-03-24 | Process for the preparation of new derivatives of sulfanilamide |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1174152A true GB1174152A (en) | 1969-12-17 |
Family
ID=4273162
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB03708/67A Expired GB1174152A (en) | 1966-03-24 | 1967-03-23 | Sulphanilamide Derivatives and Process for Their Production |
Country Status (12)
Country | Link |
---|---|
AT (1) | AT266121B (en) |
CH (1) | CH470397A (en) |
DE (1) | DE1695014A1 (en) |
DK (1) | DK116133B (en) |
ES (1) | ES338403A1 (en) |
FI (1) | FI48081C (en) |
FR (2) | FR1586813A (en) |
GB (1) | GB1174152A (en) |
GR (1) | GR36364B (en) |
IL (1) | IL27674A (en) |
NO (1) | NO121400B (en) |
SE (1) | SE339476B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014167446A1 (en) | 2013-04-10 | 2014-10-16 | OncoArendi Therapeutics Sp. z o.o. | Derivatives of 1-(substituted sulfonyl)-2-aminoimidazoline as antitumor and antiproliferative agents |
-
1966
- 1966-03-24 CH CH428066A patent/CH470397A/en not_active IP Right Cessation
-
1967
- 1967-03-20 FI FI82667A patent/FI48081C/en active
- 1967-03-22 NO NO16742267A patent/NO121400B/no unknown
- 1967-03-22 DK DK154367A patent/DK116133B/en unknown
- 1967-03-23 GB GB03708/67A patent/GB1174152A/en not_active Expired
- 1967-03-23 GR GR670136364A patent/GR36364B/en unknown
- 1967-03-23 IL IL2767467A patent/IL27674A/en unknown
- 1967-03-23 SE SE412067A patent/SE339476B/xx unknown
- 1967-03-23 ES ES338403A patent/ES338403A1/en not_active Expired
- 1967-03-23 DE DE19671695014 patent/DE1695014A1/en active Pending
- 1967-03-23 AT AT280467A patent/AT266121B/en active
- 1967-03-24 FR FR1586813D patent/FR1586813A/fr not_active Expired
- 1967-06-23 FR FR111636A patent/FR6520M/fr not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014167446A1 (en) | 2013-04-10 | 2014-10-16 | OncoArendi Therapeutics Sp. z o.o. | Derivatives of 1-(substituted sulfonyl)-2-aminoimidazoline as antitumor and antiproliferative agents |
US8981114B2 (en) | 2013-04-10 | 2015-03-17 | OncoArendi Therapeutics Sp. z.o.o. | Derivatives of 1-(substituted sulfonyl)-2-aminoimidazoline as antitumor and antiproliferative agents |
US9095575B2 (en) | 2013-04-10 | 2015-08-04 | OncoArendi Therapeutics Sp. z o.o. | Derivatives of 1-(substituted sulfonyl)-2-aminoimidazoline as antitumor and antiproliferative agents |
Also Published As
Publication number | Publication date |
---|---|
DK116133B (en) | 1969-12-15 |
GR36364B (en) | 1969-02-04 |
IL27674A (en) | 1971-05-26 |
FI48081C (en) | 1974-06-10 |
FR1586813A (en) | 1970-03-06 |
NO121400B (en) | 1971-02-22 |
AT266121B (en) | 1968-11-11 |
FI48081B (en) | 1974-02-28 |
FR6520M (en) | 1968-12-09 |
ES338403A1 (en) | 1968-04-01 |
DE1695014A1 (en) | 1972-04-27 |
SE339476B (en) | 1971-10-11 |
CH470397A (en) | 1969-03-31 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PLNP | Patent lapsed through nonpayment of renewal fees |