GB1259005A - Creation of Inventions and Patents with Artificial Intelligence

GB1259005A – – Google Patents

Info

Publication number
GB1259005A

GB1259005A

GB1259005DA
GB1259005A
GB 1259005 A
GB1259005 A
GB 1259005A

GB 1259005D A
GB1259005D A
GB 1259005DA
GB 1259005 A
GB1259005 A
GB 1259005A
Authority
GB
United Kingdom
Prior art keywords
group
general formula
ring
atom
prepared
Prior art date
1968-02-09
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

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.)
1968-02-09
Filing date
1969-02-04
Publication date
1972-01-05

1969-02-04
Application filed
filed
Critical

1972-01-05
Publication of GB1259005A
publication
Critical
patent/GB1259005A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings

C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings

C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members

C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members

C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members

C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom

C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms

C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

C07D213/57—Nitriles

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

C07D241/12—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings

C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings

C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members

C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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

C07D277/30—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Abstract

1,259,005. Cyclic amidines. SCHERICO Ltd. 4 Feb., 1969 [9 Feb., 1968], No. 5937/69. Heading C2C. Novel cyclic amidines of the general formula wherein n is 0, 1 or 2, U is a pyridine, pyrimidine or thiazole. ring which is attached to the adjacent carbon atom at position 2, or a pyrazine. ring, and may be substituted by a C 1-6 alkyl, trifluoromethyl or C 1-6 alkoxy group and/or a halogen atom, V is a phenyl, thienyl or pyridyl ring which may be substituted by a C 1-6 alkyl, trifluoromethyl, C 1-6 alkoxy or dialkylamino group and/or a halogen atom, Y is a hydrogen atom or a hydroxyl, C 1-6 alkyl, alkoxy or acyloxy group, R 1 is a hydrogen atom or a C 1-6 alkyl, aminoalkyl, hydroxyalkyl, aralkyl or acyl group and each of R 2 , R 3 , R 4 and R 5 is a hydrogen atom or a C 1-6 alkyl group, or two of R 2 , R 3 , R 4 and R 5 , taken together with the atom or group separating them, form a saturated carbocyclic ring having 5-7 carbon atoms, and acid addition salts thereof are prepared (a) by condensation of a cyclic amidine of the general formula or an acid addition salt thereof with a compound of the general formula T 2 -P, wherein one of T 1 and T 2 is the ring U and the other the ring V and one of P and Q is a metallic or metalcontaining residue of an organometallic compound and the other is a reactive organic or inorganic ester residue; (b) by intramolecular condensation of a cyclic amidine of the general formula wherein U1 is the group required for completing the ring U and Z is a hydroxyl group, or a tautomer or salt thereof; (c) by intermolecular condensation of a cyclic amidine of the general formula where T 3 is a group consisting of part of the structural elements of ring U and two reactive groups, with a second reactant providing the remaining part of the structural elements of the ring U and two reactive atoms or groups, the reactive groups being halogen, oxo, hydroxy, thioxo, amino or imino; (d) by intramolecular condensation of an amine of the general formula or a salt or N-acyl derivative thereof; (e) by condensation of a carboxylic acid of the general formula or a functional derivative thereof at the carboxy group with an amine of the general formula or a functional derivative thereof at either or both of the amino groups; (f) when Y is an acyloxy group, by esterification of the corresponding compound wherein Y is a hydroxyl group; (g) when Y is an alkoxy group, by etherification of the corresponding compound wherein Y is a hydroxyl group; (h) when R 1 is an acyl group, by acylation of the corresponding compound wherein R 1 is a hydrogen atom; and (i) when Y is a hydroxyl group, by oxidation of the corresponding compound wherein Y is a hydrogen atom ; followed optionally by conversion of a resulting free base to a corresponding acid addition salt or vice-versa. Thiocarboxamides having a central carbon atom attached to the rings U and V, the atom or group Y and a thiocarbamoyl group are prepared by treatment of the corresponding cyanide with hydrogen sulphide. The said cyanide is prepared by reaction of a cyanide of the general formula VYC-CN with a compound having the ring U attached to a chlorine atom in the 2-position, in the presence of sodium amide. N – (# – Aminoethyl)-α-(2 – pyridyl) – p – chlorophenylacetamide is prepared by reaction of methyl α – (2 – pyridyl) – p – chlorophenylacetate with ethylenediamine. 2 – (α – Amidino – p – chlorobenzyl) – #1 – imidazoline is prepared by reaction of p-chlorobenzyl cyanide with N-methyl-N-phenyl-cyanamide in the presence of sodium amide, treatment of the resulting p-chlorophenyl-malononitrile with hydrogen sulphide, reaction of the α – (p – chlorophenyl) – α – cyano – thioacetamide thus obtained with ethylenediamine and treatment of the 2-(α-cyano-p-chlorobenzyl)-#1-imidazoline so produced with hydrogen chloride, followed by ammonia in ethanol. Malondialdehyde is prepared by hydrolysing malonaldehyde tetramethylacetal with 1% hydrochloric acid at 20-25 C. Pharmaceutical compositions having antidepressant and anti inflammatory activity comprise, as active ingredient, a cyclic amidine of the above general formula or a pharmaceutically acceptable acid addition salt thereof, in admixture with an acceptable pharmaceutical carrier, and may be administered enterally or parenterally.

GB1259005D
1968-02-09
1969-02-04

Expired

GB1259005A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

US70426368A

1968-02-09
1968-02-09

Publications (1)

Publication Number
Publication Date

GB1259005A
true

GB1259005A
(en)

1972-01-05

Family
ID=24828765
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB1259005D
Expired

GB1259005A
(en)

1968-02-09
1969-02-04

Country Status (18)

Country
Link

JP
(1)

JPS5114514B1
(en)

AT
(2)

AT295520B
(en)

BE
(1)

BE727951A
(en)

BR
(1)

BR6906150D0
(en)

CA
(1)

CA941829A
(en)

CH
(1)

CH515254A
(en)

CS
(2)

CS154613B2
(en)

DE
(1)

DE1905353C3
(en)

ES
(1)

ES363246A0
(en)

FR
(1)

FR2001655A1
(en)

GB
(1)

GB1259005A
(en)

IE
(1)

IE33387B1
(en)

IL
(1)

IL31555A
(en)

LU
(1)

LU57890A1
(en)

NL
(1)

NL6901741A
(en)

NO
(1)

NO126228B
(en)

SE
(1)

SE372946B
(en)

SU
(1)

SU365883A3
(en)

Cited By (3)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3965112A
(en)

1971-01-11
1976-06-22
John Wyeth & Brother Limited
Imidazoline derivatives

WO2000078725A1
(en)

1999-06-18
2000-12-28
Eli Lilly And Company
Synthesis of substituted amidines

EP1413579A1
(en)

2002-10-23
2004-04-28
Les Laboratoires Servier
Imidazoline derivatives, process for the preparation thereof and pharmaceutical compositions containing them

Families Citing this family (4)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

JPS5329010A
(en)

1976-08-30
1978-03-17
Gen Res Electronics Inc
Cb transceiver with broadcasting band radio receiver

JPS53137721U
(en)

1977-04-07
1978-10-31

JPS5861552U
(en)

1981-10-19
1983-04-25
ソニー株式会社

Receiving machine

JPS59143431A
(en)

1983-02-03
1984-08-17
Sony Corp
Wireless machine

1969

1969-02-04
LU
LU57890D
patent/LU57890A1/xx
unknown

1969-02-04
AT
AT426470A
patent/AT295520B/en
not_active
IP Right Cessation

1969-02-04
ES
ES363246A
patent/ES363246A0/en
active
Pending

1969-02-04
DE
DE1905353A
patent/DE1905353C3/en
not_active
Expired

1969-02-04
AT
AT426370A
patent/AT294819B/en
not_active
IP Right Cessation

1969-02-04
NL
NL6901741A
patent/NL6901741A/xx
not_active
Application Discontinuation

1969-02-04
GB
GB1259005D
patent/GB1259005A/en
not_active
Expired

1969-02-04
IL
IL31555A
patent/IL31555A/en
unknown

1969-02-04
CH
CH179369A
patent/CH515254A/en
not_active
IP Right Cessation

1969-02-04
IE
IE147/69A
patent/IE33387B1/en
unknown

1969-02-04
CA
CA042,002A
patent/CA941829A/en
not_active
Expired

1969-02-04
NO
NO00408/69*[A
patent/NO126228B/no
unknown

1969-02-05
JP
JP44008194A
patent/JPS5114514B1/ja
active
Pending

1969-02-05
BR
BR206150/69A
patent/BR6906150D0/en
unknown

1969-02-05
BE
BE727951D
patent/BE727951A/xx
not_active
Expired

1969-02-05
SE
SE6901538A
patent/SE372946B/xx
unknown

1969-02-07
SU
SU1315880A
patent/SU365883A3/ru
active

1969-02-07
CS
CS580070A
patent/CS154613B2/cs
unknown

1969-02-07
CS
CS580170A
patent/CS154614B2/cs
unknown

1969-02-07
FR
FR6902936A
patent/FR2001655A1/fr
not_active
Withdrawn

Cited By (4)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3965112A
(en)

1971-01-11
1976-06-22
John Wyeth & Brother Limited
Imidazoline derivatives

WO2000078725A1
(en)

1999-06-18
2000-12-28
Eli Lilly And Company
Synthesis of substituted amidines

EP1413579A1
(en)

2002-10-23
2004-04-28
Les Laboratoires Servier
Imidazoline derivatives, process for the preparation thereof and pharmaceutical compositions containing them

FR2846328A1
(en)

2002-10-23
2004-04-30
Servier Lab

NEW IMIDAZOLINE DERIVATIVES, THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.

Also Published As

Publication number
Publication date

CS154614B2
(en)

1974-04-30

AT294819B
(en)

1971-12-10

IL31555A0
(en)

1969-04-30

IL31555A
(en)

1972-10-29

LU57890A1
(en)

1969-05-04

IE33387L
(en)

1969-08-09

FR2001655A1
(en)

1969-09-26

IE33387B1
(en)

1974-06-12

SU365883A3
(en)

1973-01-08

CA941829A
(en)

1974-02-12

CS154613B2
(en)

1974-04-30

DE1905353B2
(en)

1978-12-21

NO126228B
(en)

1973-01-08

ES363246A0
(en)

1971-01-16

AT295520B
(en)

1972-01-10

SE372946B
(en)

1975-01-20

BE727951A
(en)

1969-08-05

CH515254A
(en)

1971-11-15

DE1905353A1
(en)

1969-09-04

NL6901741A
(en)

1969-08-12

BR6906150D0
(en)

1973-04-12

DE1905353C3
(en)

1979-08-30

JPS5114514B1
(en)

1976-05-10

Contact information