IE37439B1 - New pharmacologically active anilinobenzothiazoles - Google Patents

New pharmacologically active anilinobenzothiazoles

Info

Publication number: IE37439B1
Authority: IE; Ireland
Prior art keywords: general formula; ylethoxy; pyrrolidin; reacting; benzothiazole
Prior art date: 1972-03-30

Application number

IE460/73A

Other languages

English (en)

Other versions

IE37439L (en

Original Assignee

Boots Co 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.)

1972-03-30

Filing date

1973-03-21

Publication date

1977-07-20

1973-03-21 Application filed by Boots Co Ltd filed Critical Boots Co Ltd

1973-09-30 Publication of IE37439L publication Critical patent/IE37439L/xx

1977-07-20 Publication of IE37439B1 publication Critical patent/IE37439B1/xx

Links

QDTDFSFRIDFTCF-UHFFFAOYSA-N n-phenyl-1,3-benzothiazol-2-amine Chemical class N=1C2=CC=CC=C2SC=1NC1=CC=CC=C1 QDTDFSFRIDFTCF-UHFFFAOYSA-N 0.000 title 1
IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 abstract 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 3
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
FEWZKVRASRNBOH-UHFFFAOYSA-N n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-1,3-benzothiazol-2-amine Chemical class C=1C=C(NC=2SC3=CC=CC=C3N=2)C=CC=1OCCN1CCCC1 FEWZKVRASRNBOH-UHFFFAOYSA-N 0.000 abstract 3
WKGAFKNWVGABDG-UHFFFAOYSA-N 1-[2-(4-isothiocyanatophenoxy)ethyl]pyrrolidine Chemical compound C1=CC(N=C=S)=CC=C1OCCN1CCCC1 WKGAFKNWVGABDG-UHFFFAOYSA-N 0.000 abstract 2
OTYZNDKWNPQQJP-UHFFFAOYSA-N 4-(2-pyrrolidin-1-ylethoxy)aniline Chemical compound C1=CC(N)=CC=C1OCCN1CCCC1 OTYZNDKWNPQQJP-UHFFFAOYSA-N 0.000 abstract 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 2
QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 abstract 2
239000002253 acid Substances 0.000 abstract 2
235000011114 ammonium hydroxide Nutrition 0.000 abstract 2
QUFFMFMGOVRDIM-UHFFFAOYSA-N n-(4-ethoxyphenyl)-1,3-benzothiazol-2-amine Chemical class C1=CC(OCC)=CC=C1NC1=NC2=CC=CC=C2S1 QUFFMFMGOVRDIM-UHFFFAOYSA-N 0.000 abstract 2
150000003839 salts Chemical class 0.000 abstract 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
VRVRGVPWCUEOGV-UHFFFAOYSA-N 2-aminothiophenol Chemical compound NC1=CC=CC=C1S VRVRGVPWCUEOGV-UHFFFAOYSA-N 0.000 abstract 1
JQRJWBDPSJFJPY-UHFFFAOYSA-N 4-(2-chloroethoxy)aniline Chemical compound NC1=CC=C(OCCCl)C=C1 JQRJWBDPSJFJPY-UHFFFAOYSA-N 0.000 abstract 1
QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 abstract 1
IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical class CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 abstract 1
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
229960001413 acetanilide Drugs 0.000 abstract 1
239000004480 active ingredient Substances 0.000 abstract 1
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
230000001430 anti-depressive effect Effects 0.000 abstract 1
239000000935 antidepressant agent Substances 0.000 abstract 1
229940005513 antidepressants Drugs 0.000 abstract 1
239000003937 drug carrier Substances 0.000 abstract 1
230000000694 effects Effects 0.000 abstract 1
125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
-1 methylsulphonyl group Chemical group 0.000 abstract 1
239000008194 pharmaceutical composition Substances 0.000 abstract 1
238000010992 reflux Methods 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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
- C07D277/82—Nitrogen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Thiazole And Isothizaole Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

IE460/73A 1972-03-30 1973-03-21 New pharmacologically active anilinobenzothiazoles IE37439B1 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB1501872A GB1417402A (en)	1972-03-30	1972-03-30	Pharmacologically active anilinobenzothiazoles

Publications (2)

Publication Number	Publication Date
IE37439L IE37439L (en)	1973-09-30
IE37439B1 true IE37439B1 (en)	1977-07-20

Family

ID=10051624

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IE460/73A IE37439B1 (en)	1972-03-30	1973-03-21	New pharmacologically active anilinobenzothiazoles

Country Status (19)

Country	Link
US (1)	US3897443A (2)
JP (1)	JPS4924959A (2)
AR (4)	AR210050A1 (2)
AT (1)	AT323738B (2)
BE (1)	BE797623A (2)
CA (1)	CA1019747A (2)
CH (1)	CH576976A5 (2)
CS (4)	CS184342B2 (2)
DE (1)	DE2315791A1 (2)
ES (4)	ES413153A1 (2)
FR (1)	FR2182910B1 (2)
GB (1)	GB1417402A (2)
HU (1)	HU164716B (2)
IE (1)	IE37439B1 (2)
LU (1)	LU67336A1 (2)
NL (1)	NL7304353A (2)
SE (1)	SE381874B (2)
SU (3)	SU556729A3 (2)
ZA (1)	ZA731867B (2)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AU534093B2 (en) *	1979-03-19	1984-01-05	Ici Australia Limited	Thiazoles,benzthiazoles, benzoxazoles and benzimidazoles
SE0104140D0 (sv) *	2001-12-07	2001-12-07	Astrazeneca Ab	Novel Compounds
PT1853588E (pt)	2005-02-16	2008-08-25	Astrazeneca Ab	Compostos químicos
JP2008540622A (ja) *	2005-05-16	2008-11-20	アストラゼネカアクチボラグ	化合物
WO2008129255A1 (en) *	2007-04-18	2008-10-30	Astrazeneca Ab	5-aminopyrazol-3-yl-3h-imidazo [4,5-b] pyridine derivatives and their use for the treatment of cancer
UA99459C2 (en) *	2007-05-04	2012-08-27	Астразенека Аб	9-(pyrazol-3-yl)- 9h-purine-2-amine and 3-(pyraz0l-3-yl)-3h-imidazo[4,5-b]pyridin-5-amine derivatives and their use for the treatment of cancer
US20100137398A1 (en) *	2007-05-04	2010-06-03	Novartis Ag	Use of hdac inhibitors for the treatment of gastrointestinal cancers
UY31885A (es) *	2008-06-11	2010-01-29	Astrazeneca Ab	Derivados de las 1, 3, 5-triazina-2, 4-diaminas-6-sustituidas-n-sustituidas y sales farmacéuticamente aceptables de los mismos, composiciones y aplicaciones.
RU2011116928A (ru) *	2008-09-30	2012-11-20	Астразенека Аб (Se)	Гетероциклические ингибиторы jак киназы

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2040928A (en) *		1936-05-19
US2676970A (en) *	1952-01-30	1954-04-27	Hoffmann La Roche	Benzothiazole derivatives
GB1153648A (en) *	1967-03-22	1969-05-29	Twyford Lab Ltd	Substituted 2-Anilino Benzothiazole Basic Ethers

1972
- 1972-03-30 GB GB1501872A patent/GB1417402A/en not_active Expired
1973
- 1973-03-16 ZA ZA731867A patent/ZA731867B/xx unknown
- 1973-03-21 US US343565A patent/US3897443A/en not_active Expired - Lifetime
- 1973-03-21 AT AT249473A patent/AT323738B/de not_active IP Right Cessation
- 1973-03-21 IE IE460/73A patent/IE37439B1/xx unknown
- 1973-03-28 CS CS7600004362A patent/CS184342B2/cs unknown
- 1973-03-28 AR AR247274A patent/AR210050A1/es active
- 1973-03-28 CS CS7600004361A patent/CS184341B2/cs unknown
- 1973-03-28 CS CS7600004363A patent/CS184343B2/cs unknown
- 1973-03-28 CS CS7300002264A patent/CS184324B2/cs unknown
- 1973-03-29 NL NL7304353A patent/NL7304353A/xx unknown
- 1973-03-29 SU SU1900400A patent/SU556729A3/ru active
- 1973-03-29 FR FR7311300A patent/FR2182910B1/fr not_active Expired
- 1973-03-29 SE SE7304423A patent/SE381874B/xx unknown
- 1973-03-29 DE DE2315791A patent/DE2315791A1/de active Pending
- 1973-03-29 ES ES413153A patent/ES413153A1/es not_active Expired
- 1973-03-29 HU HUBO1422A patent/HU164716B/hu unknown
- 1973-03-29 CH CH455873A patent/CH576976A5/xx not_active IP Right Cessation
- 1973-03-30 CA CA167,578A patent/CA1019747A/en not_active Expired
- 1973-03-30 BE BE129526A patent/BE797623A/xx unknown
- 1973-03-30 LU LU67336A patent/LU67336A1/xx unknown
- 1973-03-30 JP JP48036585A patent/JPS4924959A/ja active Pending
1974
- 1974-01-01 AR AR252238A patent/AR204986A1/es active
- 1974-02-07 AR AR252237A patent/AR197545A1/es active
- 1974-10-01 SU SU7402063381A patent/SU584775A3/ru active
- 1974-10-01 SU SU2063383A patent/SU555853A3/ru active
- 1974-11-16 ES ES432027A patent/ES432027A1/es not_active Expired
- 1974-11-16 ES ES432026A patent/ES432026A1/es not_active Expired
1975
- 1975-10-09 ES ES441616A patent/ES441616A1/es not_active Expired
1976
- 1976-03-31 AR AR262741A patent/AR210756A1/es active

Also Published As

Publication number	Publication date
ES432026A1 (es)	1976-11-01
NL7304353A (2)	1973-10-02
JPS4924959A (2)	1974-03-05
CS184341B2 (en)	1978-08-31
SU584775A3 (ru)	1977-12-15
CS184342B2 (en)	1978-08-31
SU555853A3 (ru)	1977-04-25
AR204986A1 (es)	1976-03-31
AR197545A1 (es)	1974-04-15
CS184343B2 (en)	1978-08-31
US3897443A (en)	1975-07-29
DE2315791A1 (de)	1973-10-04
ZA731867B (en)	1973-12-19
GB1417402A (en)	1975-12-10
AR210756A1 (es)	1977-09-15
BE797623A (fr)	1973-07-16
CH576976A5 (2)	1976-06-30
CA1019747A (en)	1977-10-25
AU5357273A (en)	1974-09-26
SE381874B (sv)	1975-12-22
CS184324B2 (en)	1978-08-31
FR2182910A1 (2)	1973-12-14
ES441616A1 (es)	1977-04-01
IE37439L (en)	1973-09-30
FR2182910B1 (2)	1976-09-03
ES432027A1 (es)	1976-11-01
LU67336A1 (2)	1973-06-15
HU164716B (2)	1974-04-11
SU556729A3 (ru)	1977-04-30
ES413153A1 (es)	1976-01-16
AT323738B (de)	1975-07-25
AR210050A1 (es)	1977-06-30

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