GB1272354A - Hypoglycemic arylsulphonylureas and arylsulphonylsemicarbazides - Google Patents

Hypoglycemic arylsulphonylureas and arylsulphonylsemicarbazides

Info

Publication number
GB1272354A
GB1272354A GB37983/70A GB3798370A GB1272354A GB 1272354 A GB1272354 A GB 1272354A GB 37983/70 A GB37983/70 A GB 37983/70A GB 3798370 A GB3798370 A GB 3798370A GB 1272354 A GB1272354 A GB 1272354A
Authority
GB
United Kingdom
Prior art keywords
group
prepared
alkylene
compound
alkyl
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
Application number
GB37983/70A
Inventor
Hans Pluempe
Walter Puls
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1272354A publication Critical patent/GB1272354A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/28—Nitrogen atoms
    • C07D295/32—Nitrogen atoms acylated with carboxylic or carbonic acids, or their nitrogen or sulfur analogues
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
    • C07C311/52—Y being a hetero atom
    • C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
    • C07C311/57—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/58—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings having nitrogen atoms of the sulfonylurea groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
    • C07C311/52—Y being a hetero atom
    • C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
    • C07C311/57—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/59—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings having nitrogen atoms of the sulfonylurea groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

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

1,272,354. Arylsulphonyl ureas and aryl sulphonyl semicarbazides. FARBENFABRIKEN BAYER A.G. 6 Aug., 1970 [6 Aug., 1969; 4 June, 1970], No. 37983/70. Heading C2C. Novel arylsulphonyl ureas and arylsulphonylsemicarbazides of the general Formula I: wherein R is a C 1-10 alkyl or alkylene radical, a cyclo-, bicyclo-, tricyclo- or tetracyclo-alkyl optionally substituted with a C 1-4 , alkyl and which is directly bonded or bonded via an alkylene group to the NH'group, or an alkylene imino group optionally substituted by methyl groups and can be unsaturated or contain an endoalkylene bridge; R<SP>1</SP> and R<SP>11</SP> are the-same or different and may be hydrogen, halogen, alkyl or alkylene, C 1-6 alkoxy, trifluoromethyl, nitro or acylamino; R<SP>111</SP> is hydrogen, methyl or ethyl and X and Y are direct bonds or C 1-6 straight or branched alkylene groups and their salts with alkali or alkaline earth metals may be prepared by (a) reacting an amine RNH 2 with a sulphamide of the Formula (3) with elimination of HA, or with a sulphonyl isocyanate of the Formula (4): (b) reacting a sulphonamide of the general. Formula (5): or an alkali metal salt thereof with an amine derivative BCONHR or an isocyanate RNCO with elimination in the former case of HB or the alkalimetal salt thereof; (c): oxidative-hydrolysis of a compound (8): wherein Z is SH; or (d) acid or alkaline hydrolysis of (8) in which Z is amino, thioalkyi. or, chlorine. The intermediate compound (3) may be prepared by condensation of an acid chloride with an amine to form the amide group. The intermediate compound (5) may be prepared as for (3) above or by diazotization of a compound (9) in the presence of SO 2 Cu(II), halide: to form the sulphohalide followed by reaction with ammonia to form the sulphonamide group. The intermediate (9) may in turn be prepared. by reduction of a nitro. group to the amino group, the nitro compound in turn being prepared by condensation of an acid chloride with an amine to form the amide group. Pharmaceutical compositions of the compounds I show hyperglycemic activity when administered orally or parenterally with the usual excipients.
GB37983/70A 1969-08-06 1970-08-06 Hypoglycemic arylsulphonylureas and arylsulphonylsemicarbazides Expired GB1272354A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19691939895 DE1939895A1 (en) 1969-08-06 1969-08-06 Arylsulfonylureas and arylsulfonylsemicarbazides containing carbonamide groups with a blood sugar-lowering effect

Publications (1)

Publication Number Publication Date
GB1272354A true GB1272354A (en) 1972-04-26

Family

ID=5742011

Family Applications (1)

Application Number Title Priority Date Filing Date
GB37983/70A Expired GB1272354A (en) 1969-08-06 1970-08-06 Hypoglycemic arylsulphonylureas and arylsulphonylsemicarbazides

Country Status (7)

Country Link
AT (1) AT299230B (en)
BE (1) BE754454A (en)
DE (1) DE1939895A1 (en)
FR (1) FR2068469B1 (en)
GB (1) GB1272354A (en)
HU (1) HU162715B (en)
NL (1) NL7011655A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5607976A (en) * 1995-02-10 1997-03-04 Hoechst Aktiengesellschaft Substituted benzenesulfonyl-thioureas and pharmaceutical preparations containing them
US5633239A (en) * 1995-02-21 1997-05-27 Hoechst Aktiengesellschaft Substituted benzenesulfonylureas and -thioureas, processes for their preparation, their use for the production of pharmaceutical preparations, and medicaments containing them
AU700793B2 (en) * 1995-02-17 1999-01-14 Hoechst Aktiengesellschaft Substituted benzenesulfonylureas and -thioureas, processes for their preparation, their use as a medicament or diagnostic, and medicament containing them

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE791638A (en) * 1971-11-20 1973-05-21 Hoechst Ag SULFONYL-UREES, THEIR PREPARATION PROCESS AND THEIR APPLICATIONS
HU226462B1 (en) * 1995-02-17 2008-12-29 Hoechst Ag Substituted benzol-sulfonyl-ureas and -thioureas, process for producing them, pharmaceutical compositions containing them, and their use

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1185180B (en) * 1963-10-19 1965-01-14 Hoechst Ag Process for the preparation of benzenesulfonylureas

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5607976A (en) * 1995-02-10 1997-03-04 Hoechst Aktiengesellschaft Substituted benzenesulfonyl-thioureas and pharmaceutical preparations containing them
AU700883B2 (en) * 1995-02-10 1999-01-14 Hoechst Aktiengesellschaft Substituted benzenesulfonylureas and -thioureas, processes for their preparation, their use for the production of pharmaceutical preparations, and pharmaceutical preparations containing them
AU700793B2 (en) * 1995-02-17 1999-01-14 Hoechst Aktiengesellschaft Substituted benzenesulfonylureas and -thioureas, processes for their preparation, their use as a medicament or diagnostic, and medicament containing them
US5633239A (en) * 1995-02-21 1997-05-27 Hoechst Aktiengesellschaft Substituted benzenesulfonylureas and -thioureas, processes for their preparation, their use for the production of pharmaceutical preparations, and medicaments containing them

Also Published As

Publication number Publication date
FR2068469A1 (en) 1971-08-27
DE1939895A1 (en) 1971-02-18
FR2068469B1 (en) 1974-06-14
HU162715B (en) 1973-04-28
BE754454A (en) 1971-02-05
AT299230B (en) 1972-06-12
NL7011655A (en) 1971-02-09

Similar Documents

Publication Publication Date Title
GB1353179A (en) Hydantoin derivatives processes for producing them and compositions containing them
SU648097A3 (en) Method of obtaining derivatives
GB1505296A (en) 8-thiomethylergolines
GB1262965A (en) Butyrophenones
GB1272354A (en) Hypoglycemic arylsulphonylureas and arylsulphonylsemicarbazides
GB1391584A (en) N-substituted anthranilic acids
GB1133423A (en) Imidazoles
SE7413856L (en)
GB1450801A (en) Pyridinecarboxamide sulphonylurea hypoglycemic agents
GB1373276A (en) 2-aryl-amino-imidazoline-2 compounds
GB1256530A (en)
GB1449387A (en) Benzylpyrimidine derivatives
GB1472127A (en) Phenyl-thiadiazolyl-thiourea
GB1466924A (en) Indazole derivatives
GB1255752A (en) A novel imidazolidin 2-one-1-carboxylic acid amide and its use as a herbicidal agent
GB1259568A (en)
GB1375378A (en)
IE32674L (en) Sulphanilamide derivatives
US3894007A (en) 2-{8 (2,4-Dioxo-1-imidazolidinyl)imino{9 ethyl-P-chlorobenzoate
GB1203105A (en) New n,n&#39;-substituted ureas, processes for their production and pharmaceuticals containing them
GB567353A (en) Improvements in the manufacture of tetrazole compounds
GB1309621A (en) Disulphonylimides
GB1151450A (en) Arylsulphonylureas and -Thioureas
GB1384486A (en) N-alkyl-n-o-tolylanthranilonitriles and their use in the preparation of 5-alkyl-10-amino-dihydrodibenzoazepines
GB802885A (en) Process for the production of n-substituted n-aryl sulphonyl ureas

Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees