IE32781B1 - Pyrrolidines - Google Patents

Pyrrolidines

Info

Publication number
IE32781B1
IE32781B1 IE1454/68A IE145468A IE32781B1 IE 32781 B1 IE32781 B1 IE 32781B1 IE 1454/68 A IE1454/68 A IE 1454/68A IE 145468 A IE145468 A IE 145468A IE 32781 B1 IE32781 B1 IE 32781B1
Authority
IE
Ireland
Prior art keywords
guanidines
alkyl
pyrrolidinoalkyl
dec
acid addition
Prior art date
Application number
IE1454/68A
Other versions
IE32781L (en
Original Assignee
Beecham Group Ltd
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 Beecham Group Ltd filed Critical Beecham Group Ltd
Publication of IE32781L publication Critical patent/IE32781L/en
Publication of IE32781B1 publication Critical patent/IE32781B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • 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
    • C07D295/04—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 substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—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 substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125—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 substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13—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 substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)

Abstract

1,185,080. (Pyrrolidinoalkyl)guanidines. BEECHAM GROUP Ltd. 5 Dec., 1968 [7 Dec., 1967], No. 56708/67. Heading C2C. The invention comprises compounds of formula and their non-toxic acid addition salts, wherein R, R 1 and R 3 are each H or C 1-6 alkyl; R 2 is C 1-6 alkyl or cycloalkyl; R 4 and R 5 are each H or C 1-6 alkyl, or one of them is amino or nitro, or R 4 R 5 is -CH 2 CH 2 -; and n is 2-8. Also claimed are 1 (and 2) - n(2,4 - dimethylpyrrolidino) - 2 (and 1) - propylguanidines and their non-toxic acid addition salts. The guanidines are prepared by guanylating the corresponding pyrrolidinoalkylamines, which are obtained by hydrogenating (1 - pyrrolyl)alkylamines, of which preparative details are also given. Starting materials.-By reacting together the appropriate chloroketone and alkynyl magnesium bromide, there are obtained 4-chloromethyl - 5,5 - dimethylhex - 1 - yn - 4 - ol (with 4 - tert. - butyl - 4,5 - epoxypent - 1 - yre), 5- chloro - 4 - methylhex - 1 - yn - 4 - ol and 5- chloromethylhex - 3 - yn - 5 - ol. 2,4 - Dimethyl- 1 - (2 - hydroxyethyl)pyrrole, obtained from 4- chloromethylpent - 1 - yn - 4 - ol and ethanolamine, is converted to its tosylate. Therapeutic compositions for ral or parenteral administration comprise the above (pyrrolidinoalkyl)guanidines, which have blood pressure lowering activity. [GB1185080A]
IE1454/68A 1967-12-07 1968-11-28 Pyrrolidines IE32781B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB55708/67A GB1185080A (en) 1967-12-07 1967-12-07 Pyrrolidines

Publications (2)

Publication Number Publication Date
IE32781L IE32781L (en) 1969-06-07
IE32781B1 true IE32781B1 (en) 1973-11-28

Family

ID=10474656

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1454/68A IE32781B1 (en) 1967-12-07 1968-11-28 Pyrrolidines

Country Status (16)

Country Link
AT (1) AT301569B (en)
BE (1) BE725104A (en)
BR (1) BR6804654D0 (en)
CH (1) CH534679A (en)
DE (1) DE1811832A1 (en)
DK (1) DK126781B (en)
ES (1) ES361114A1 (en)
FR (1) FR7874M (en)
GB (1) GB1185080A (en)
IE (1) IE32781B1 (en)
IL (1) IL31228A (en)
IS (1) IS1807A7 (en)
NL (1) NL6817322A (en)
NO (1) NO126368B (en)
SE (1) SE346785B (en)
ZM (1) ZM17068A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3527791A1 (en) * 1985-08-02 1987-02-12 Cassella Ag 2,5-DIMETHYLPYRROL DERIVATIVES, THEIR PRODUCTION AND THEIR USE
TW224974B (en) * 1991-07-02 1994-06-11 Hoffmann La Roche
GB9803536D0 (en) 1998-02-19 1998-04-15 Black James Foundation Histamine H,receptor ligands

Also Published As

Publication number Publication date
IS1807A7 (en) 1969-01-22
NO126368B (en) 1973-01-29
IL31228A0 (en) 1969-02-27
ZM17068A1 (en) 1969-06-17
SE346785B (en) 1972-07-17
IL31228A (en) 1972-04-27
DE1811832A1 (en) 1969-07-03
GB1185080A (en) 1970-03-18
BR6804654D0 (en) 1973-02-13
FR7874M (en) 1970-04-27
ES361114A1 (en) 1970-08-01
NL6817322A (en) 1969-06-10
BE725104A (en) 1969-06-06
DK126781B (en) 1973-08-20
CH534679A (en) 1973-03-15
AT301569B (en) 1972-09-11
IE32781L (en) 1969-06-07

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