GB1461874A – 2-1-piperazinyl-thiazole derivatives
– Google Patents
GB1461874A – 2-1-piperazinyl-thiazole derivatives
– Google Patents
2-1-piperazinyl-thiazole derivatives
Info
Publication number
GB1461874A
GB1461874A
GB409074A
GB409074A
GB1461874A
GB 1461874 A
GB1461874 A
GB 1461874A
GB 409074 A
GB409074 A
GB 409074A
GB 409074 A
GB409074 A
GB 409074A
GB 1461874 A
GB1461874 A
GB 1461874A
Authority
GB
United Kingdom
Prior art keywords
formula
piperazinyl
compound
reacting
alkyl
Prior art date
1973-02-02
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
GB409074A
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.)
Wander AG
Original Assignee
Wander 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.)
1973-02-02
Filing date
1974-01-29
Publication date
1977-01-19
1974-01-29
Application filed by Wander AG
filed
Critical
Wander AG
1974-01-29
Priority to GB2969076A
priority
Critical
patent/GB1462350A/en
1977-01-19
Publication of GB1461874A
publication
Critical
patent/GB1461874A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
WQFWIVTXNKRNJZ-UHFFFAOYSA-N
2-piperazin-1-yl-1,3-thiazole
Chemical class
C1CNCCN1C1=NC=CS1
WQFWIVTXNKRNJZ-UHFFFAOYSA-N
0.000
title
abstract
2
150000001875
compounds
Chemical class
0.000
abstract
5
125000000217
alkyl group
Chemical group
0.000
abstract
3
150000003839
salts
Chemical class
0.000
abstract
3
-1
2 – Piperazinyl
Chemical group
0.000
abstract
2
239000002253
acid
Substances
0.000
abstract
2
125000005041
acyloxyalkyl group
Chemical group
0.000
abstract
2
ZMZDMBWJUHKJPS-UHFFFAOYSA-N
thiocyanic acid
Chemical compound
SC#N
ZMZDMBWJUHKJPS-UHFFFAOYSA-N
0.000
abstract
2
UMGDCJDMYOKAJW-UHFFFAOYSA-N
thiourea
Chemical compound
NC(N)=S
UMGDCJDMYOKAJW-UHFFFAOYSA-N
0.000
abstract
2
125000002861
(C1-C4) alkanoyl group
Chemical group
0.000
abstract
1
125000006552
(C3-C8) cycloalkyl group
Chemical group
0.000
abstract
1
QOJMQILDLLFGEE-UHFFFAOYSA-N
2-butyl-1,3-thiazole
Chemical compound
CCCCC1=NC=CS1
QOJMQILDLLFGEE-UHFFFAOYSA-N
0.000
abstract
1
125000002853
C1-C4 hydroxyalkyl group
Chemical group
0.000
abstract
1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N
Ethanol
Chemical compound
CCO
LFQSCWFLJHTTHZ-UHFFFAOYSA-N
0.000
abstract
1
XSQUKJJJFZCRTK-UHFFFAOYSA-N
Urea
Natural products
NC(N)=O
XSQUKJJJFZCRTK-UHFFFAOYSA-N
0.000
abstract
1
125000003342
alkenyl group
Chemical group
0.000
abstract
1
125000004183
alkoxy alkyl group
Chemical group
0.000
abstract
1
125000004453
alkoxycarbonyl group
Chemical group
0.000
abstract
1
230000002891
anorexigenic effect
Effects
0.000
abstract
1
230000003042
antagnostic effect
Effects
0.000
abstract
1
230000002460
anti-migrenic effect
Effects
0.000
abstract
1
125000001797
benzyl group
Chemical group
[H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])*
0.000
abstract
1
229910052799
carbon
Inorganic materials
0.000
abstract
1
125000004432
carbon atom
Chemical group
C*
0.000
abstract
1
GLUUGHFHXGJENI-UHFFFAOYSA-N
diethylenediamine
Natural products
C1CNCCN1
GLUUGHFHXGJENI-UHFFFAOYSA-N
0.000
abstract
1
239000003937
drug carrier
Substances
0.000
abstract
1
150000002148
esters
Chemical class
0.000
abstract
1
125000002768
hydroxyalkyl group
Chemical group
0.000
abstract
1
239000008194
pharmaceutical composition
Substances
0.000
abstract
1
239000008024
pharmaceutical diluent
Substances
0.000
abstract
1
PVIJLUXKGBJNNI-UHFFFAOYSA-N
piperazine-1-carbothioamide
Chemical compound
NC(=S)N1CCNCC1
PVIJLUXKGBJNNI-UHFFFAOYSA-N
0.000
abstract
1
Classifications
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07D—HETEROCYCLIC COMPOUNDS
C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
Abstract
1461874 2-(1-Piperazinyl)-thiazoles WANDER Ltd 29 Jan 1974 [2 Feb 1973] 04090/74 Heading C2C Novel compounds of Formula I in which R 1 = C 2-8 alkyl or C 3-8 cycloalkyl, R 2 = H or C 1-4 alkyl and R 3 = benzyl, C 1-4 alkyl, C 2-4 alkenyl, C 1-4 alkanoyl, C 1-4 hydroxyalkyl, C 2-6 (alkoxyalkyl), C 2-6 (alkoxycarbonyl) or acyloxyalkyl containing up to 8 carbon atoms, and acid addition salts thereof, are prepared by (a) reacting a reactive ester of an alcohol of formula R 1 -CO-CHR 2 -OH with either a thiourea of Formula III or with a thiocyanic acid addition salt of a 1-R 3 -piperazine, or (b) reacting a compound of formula R 1 -CO-CHR 2 -SCN with a 1-R 3 – piperazine, or (c) introducing the radical R 3 into a compound of Formula IX or (d) when R 3 = acyloxyalkyl, acylating a compound I in which R 3 = hydroxyalkyl. 2 – Piperazinyl – 4 – tert. butyl – thiazole is prepared by reacting 1-piperazinyl-thiocarboxamide with 1-chloromethyl tert.-butyl ketone. Pharmaceutical compositions having vigilanceincreasing, anorexigenic, serotonin-antagonistic and anti-migraine activity, for oral administration, comprise a compound I, or a pharmaceutically acceptable acid addition salt thereof, together with a pharmaceutical carrier or diluent.
GB409074A
1973-02-02
1974-01-29
2-1-piperazinyl-thiazole derivatives
Expired
GB1461874A
(en)
Priority Applications (1)
Application Number
Priority Date
Filing Date
Title
GB2969076A
GB1462350A
(en)
1973-02-02
1974-01-29
2-piperazinyl-thiazole derivative
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
CH156373A
CH583232A5
(en)
1973-02-02
1973-02-02
Publications (1)
Publication Number
Publication Date
GB1461874A
true
GB1461874A
(en)
1977-01-19
Family
ID=4213345
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB409074A
Expired
GB1461874A
(en)
1973-02-02
1974-01-29
2-1-piperazinyl-thiazole derivatives
Country Status (20)
Country
Link
US
(1)
US4064244A
(en)
JP
(1)
JPS49102682A
(en)
AT
(1)
AT348531B
(en)
BE
(1)
BE810467A
(en)
CA
(1)
CA1018168A
(en)
CH
(1)
CH583232A5
(en)
DD
(1)
DD109390A5
(en)
DE
(1)
DE2404050A1
(en)
ES
(3)
ES422886A1
(en)
FR
(1)
FR2215960B1
(en)
GB
(1)
GB1461874A
(en)
HU
(1)
HU167399B
(en)
IE
(1)
IE40253B1
(en)
IL
(3)
IL44122A
(en)
NL
(1)
NL7401253A
(en)
PH
(1)
PH13708A
(en)
PL
(1)
PL88592B1
(en)
SE
(1)
SE404801B
(en)
SU
(1)
SU513624A3
(en)
ZA
(1)
ZA74679B
(en)
Families Citing this family (8)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
GB1518559A
(en)
*
1976-04-12
1978-07-19
Science Union & Cie
Naphthyl derivatives processes for their preparation an pharmaceutical compositions containing them
YU135378A
(en)
*
1977-06-10
1982-08-31
Science Union Et Cie Francis D
Process for the manufacture of new piperazine-dithiocarboxylic acid derivatives
EP0094498A3
(en)
*
1982-05-06
1985-04-03
American Cyanamid Company
Antiatherosclerotic 1-piperazine derivatives
HUT43600A
(en)
*
1985-06-22
1987-11-30
Sandoz Ag
Process for production of new thiazole derivatives and medical compound containing those
IT1191845B
(en)
*
1986-01-20
1988-03-23
Dompe Farmaceutici Spa
PHARMACOLOGICALLY ACTIVE ALCHYLOLS
US5232921A
(en)
*
1987-03-12
1993-08-03
Sanofi
Thiazole derivatives active on the cholinergic system, process for obtention and pharmaceutical compositions
FR2612187B1
(en)
*
1987-03-12
1989-07-21
Sanofi Sa
THIAZOLE DERIVATIVES ACTIVE IN THE CHOLINERGIC SYSTEM, THEIR PREPARATION METHOD AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME
DE4136579A1
(en)
*
1991-11-07
1993-05-13
Rewo Chemische Werke Gmbh
POLYOLPOLYETHERSULFOSUCCINATE, PROCESS FOR THEIR PREPARATION AND THEIR USE
Family Cites Families (5)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
NL72956C
(en)
*
1947-11-12
US2606906A
(en)
*
1948-10-14
1952-08-12
American Cyanamid Co
1-(2-pyridyl) piperazine and process of preparing same
NL237878A
(en)
*
1958-04-07
US2975182A
(en)
*
1959-11-16
1961-03-14
Paul A J Janssen
1-(aroylalkyl)-4-(heterocyclyl) piperazines
DE1595923A1
(en)
*
1965-02-20
1969-11-27
Merck Ag E
1-Aralkyl-4- (thiazolyl-2) -piperazines and processes for their preparation
1973
1973-02-02
CH
CH156373A
patent/CH583232A5/xx
not_active
IP Right Cessation
1974
1974-01-24
SE
SE7400917A
patent/SE404801B/en
unknown
1974-01-29
GB
GB409074A
patent/GB1461874A/en
not_active
Expired
1974-01-29
DE
DE2404050A
patent/DE2404050A1/en
active
Pending
1974-01-30
NL
NL7401253A
patent/NL7401253A/xx
not_active
Application Discontinuation
1974-01-30
FR
FR7403094A
patent/FR2215960B1/fr
not_active
Expired
1974-01-31
PL
PL1974168473A
patent/PL88592B1/pl
unknown
1974-01-31
JP
JP49012296A
patent/JPS49102682A/ja
active
Pending
1974-01-31
IL
IL44122A
patent/IL44122A/en
unknown
1974-01-31
BE
BE140433A
patent/BE810467A/en
unknown
1974-01-31
DD
DD176293A
patent/DD109390A5/xx
unknown
1974-01-31
IE
IE187/74A
patent/IE40253B1/en
unknown
1974-01-31
PH
PH15462A
patent/PH13708A/en
unknown
1974-01-31
IL
IL50304A
patent/IL50304A/en
unknown
1974-01-31
CA
CA191,436A
patent/CA1018168A/en
not_active
Expired
1974-02-01
AT
AT80674A
patent/AT348531B/en
not_active
IP Right Cessation
1974-02-01
ZA
ZA00740679A
patent/ZA74679B/en
unknown
1974-02-01
HU
HUWA291A
patent/HU167399B/hu
unknown
1974-02-02
ES
ES422886A
patent/ES422886A1/en
not_active
Expired
1974-12-12
SU
SU2082480A
patent/SU513624A3/en
active
1975
1975-06-18
US
US05/588,002
patent/US4064244A/en
not_active
Expired – Lifetime
1976
1976-03-16
ES
ES446076A
patent/ES446076A1/en
not_active
Expired
1976-03-16
ES
ES446077A
patent/ES446077A1/en
not_active
Expired
1976-08-19
IL
IL50304A
patent/IL50304A0/en
unknown
Also Published As
Publication number
Publication date
IE40253B1
(en)
1979-04-25
IE40253L
(en)
1974-08-02
ES446076A1
(en)
1977-09-01
FR2215960A1
(en)
1974-08-30
PH13708A
(en)
1980-09-08
DE2404050A1
(en)
1974-08-08
CA1018168A
(en)
1977-09-27
ES446077A1
(en)
1977-10-01
SU513624A3
(en)
1976-05-05
IL50304A
(en)
1977-05-31
IL44122A
(en)
1977-05-31
FR2215960B1
(en)
1976-12-03
SE404801B
(en)
1978-10-30
AT348531B
(en)
1979-02-26
ES422886A1
(en)
1976-09-16
HU167399B
(en)
1975-09-27
IL44122A0
(en)
1974-05-16
IL50304A0
(en)
1976-10-31
PL88592B1
(en)
1976-09-30
NL7401253A
(en)
1974-08-06
CH583232A5
(en)
1976-12-31
JPS49102682A
(en)
1974-09-27
ZA74679B
(en)
1975-09-24
ATA80674A
(en)
1978-07-15
US4064244A
(en)
1977-12-20
DD109390A5
(en)
1974-11-05
BE810467A
(en)
1974-07-31
AU6506574A
(en)
1975-07-31
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Legal Events
Date
Code
Title
Description
1977-07-06
PS
Patent sealed [section 19, patents act 1949]
1980-09-10
PCNP
Patent ceased through non-payment of renewal fee
