DD284008A5 - Verfahren zur herstellung von benzazol-derivaten - Google Patents

Verfahren zur herstellung von benzazol-derivaten Download PDF

Info

Publication number: DD284008A5
Authority: DD; German Democratic Republic
Prior art keywords: butyl; tert; piperidin; group; pharmaceutically acceptable
Prior art date: 1988-08-17

Application number

DD89331795A

Other languages

German (de)

English (en)

Inventor

Vittal R Rao

Original Assignee

��`��@��k��

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.)

1988-08-17

Filing date

1989-08-15

Publication date

1990-10-31

1989-08-15 Application filed by ��`��@��k�� filed Critical ��`��@��k��

1990-10-31 Publication of DD284008A5 publication Critical patent/DD284008A5/de

Links

238000000034 method Methods 0.000 title claims abstract description 47
238000002360 preparation method Methods 0.000 title abstract description 12
SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical class C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 title abstract description 9
-1 thiocarbamoyl halide Chemical class 0.000 claims description 66
150000001875 compounds Chemical class 0.000 claims description 42
150000003839 salts Chemical class 0.000 claims description 42
125000000217 alkyl group Chemical group 0.000 claims description 35
229910052757 nitrogen Chemical group 0.000 claims description 25
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 21
125000004432 carbon atom Chemical group C* 0.000 claims description 18
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 13
229910052760 oxygen Inorganic materials 0.000 claims description 13
239000001301 oxygen Substances 0.000 claims description 13
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 11
229910052717 sulfur Chemical group 0.000 claims description 11
239000011593 sulfur Chemical group 0.000 claims description 11
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 10
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LNOQURRKNJKKBU-UHFFFAOYSA-N ethyl piperazine-1-carboxylate Chemical group CCOC(=O)N1CCNCC1 LNOQURRKNJKKBU-UHFFFAOYSA-N 0.000 description 1
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239000011737 fluorine Substances 0.000 description 1
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NGDULRPZGYWKRQ-UHFFFAOYSA-N n-(2-tert-butyl-5-piperidin-1-yl-1,3-benzothiazol-6-yl)piperidine-1-carbothioamide Chemical compound C1CCCCN1C(=S)NC=1C=C2SC(C(C)(C)C)=NC2=CC=1N1CCCCC1 NGDULRPZGYWKRQ-UHFFFAOYSA-N 0.000 description 1
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PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
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QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
208000002042 onchocerciasis Diseases 0.000 description 1
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244000052769 pathogen Species 0.000 description 1
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239000000546 pharmaceutical excipient Substances 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
239000000049 pigment Substances 0.000 description 1
125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 1
125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
235000015497 potassium bicarbonate Nutrition 0.000 description 1
229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
239000011736 potassium bicarbonate Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000000197 pyrolysis Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
201000004409 schistosomiasis Diseases 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
239000007901 soft capsule Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
229950000244 sulfanilic acid Drugs 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
239000002511 suppository base Substances 0.000 description 1
239000003826 tablet Substances 0.000 description 1
BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical group C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
150000003585 thioureas Chemical class 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
229940078499 tricalcium phosphate Drugs 0.000 description 1
235000019731 tricalcium phosphate Nutrition 0.000 description 1
229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
208000009920 trichuriasis Diseases 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
- 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
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Tropical Medicine & Parasitology (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

DD89331795A 1988-08-17 1989-08-15 Verfahren zur herstellung von benzazol-derivaten DD284008A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB888819545A GB8819545D0 (en)	1988-08-17	1988-08-17	New benzazole derivatives processes for their preparation & pharmaceutical preparations containing such compounds & use thereof

Publications (1)

Publication Number	Publication Date
DD284008A5 true DD284008A5 (de)	1990-10-31

Family

ID=10642272

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD89331795A DD284008A5 (de)	1988-08-17	1989-08-15	Verfahren zur herstellung von benzazol-derivaten

Country Status (14)

Country	Link
EP (1)	EP0356385A3 (da)
JP (1)	JPH02108678A (da)
KR (1)	KR900003141A (da)
DD (1)	DD284008A5 (da)
DK (1)	DK403889A (da)
FI (1)	FI893816A7 (da)
GB (1)	GB8819545D0 (da)
HU (1)	HU202525B (da)
IL (1)	IL91274A0 (da)
MX (1)	MX17198A (da)
NO (1)	NO893291L (da)
PT (1)	PT91458A (da)
YU (1)	YU160389A (da)
ZA (1)	ZA896247B (da)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5246927A (en) *	1988-08-17	1993-09-21	Ciba-Geigy Corporation	Benzazole derivatives, processes for their preparation containing such compounds and the use thereof
AU2962397A (en) *	1996-06-07	1998-01-07	Novartis Ag	Benzazole derivatives

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2162489A1 (en) *	1972-12-08	1973-07-20	Ciba Geigy Ag	Isocyanato-benzoxazoles-benzothiazoles and benimidazoles - as anthelmintics and antimicrobials
GB8423697D0 (en) *	1984-09-19	1984-10-24	Ciba Geigy Ag	Benzazole derivatives

1988
- 1988-08-17 GB GB888819545A patent/GB8819545D0/en active Pending
1989
- 1989-08-08 EP EP89810595A patent/EP0356385A3/en not_active Withdrawn
- 1989-08-10 IL IL91274A patent/IL91274A0/xx unknown
- 1989-08-14 FI FI893816A patent/FI893816A7/fi not_active Application Discontinuation
- 1989-08-15 YU YU01603/89A patent/YU160389A/xx unknown
- 1989-08-15 MX MX1719889A patent/MX17198A/es unknown
- 1989-08-15 DD DD89331795A patent/DD284008A5/de not_active IP Right Cessation
- 1989-08-16 HU HU894216A patent/HU202525B/hu not_active IP Right Cessation
- 1989-08-16 PT PT91458A patent/PT91458A/pt unknown
- 1989-08-16 KR KR1019890011631A patent/KR900003141A/ko not_active Withdrawn
- 1989-08-16 DK DK403889A patent/DK403889A/da not_active Application Discontinuation
- 1989-08-16 ZA ZA896247A patent/ZA896247B/xx unknown
- 1989-08-16 NO NO89893291A patent/NO893291L/no unknown
- 1989-08-16 JP JP1210217A patent/JPH02108678A/ja active Pending

Also Published As

Publication number	Publication date
PT91458A (pt)	1990-03-08
YU160389A (en)	1991-02-28
NO893291L (no)	1990-02-19
NO893291D0 (no)	1989-08-16
FI893816A0 (fi)	1989-08-14
DK403889A (da)	1990-02-18
IL91274A0 (en)	1990-03-19
MX17198A (es)	1993-12-01
ZA896247B (en)	1990-04-25
JPH02108678A (ja)	1990-04-20
DK403889D0 (da)	1989-08-16
EP0356385A2 (en)	1990-02-28
GB8819545D0 (en)	1988-09-21
EP0356385A3 (en)	1990-08-01
FI893816A7 (fi)	1990-02-18
HU202525B (en)	1991-03-28
KR900003141A (ko)	1990-03-23
HUT53092A (en)	1990-09-28

Legal Events

Date	Code	Title	Description
2000-06-08	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DE69613240T2 (de)	2002-04-25	N-aminoalkylfluorencarboxamide, neue klasse von dopaminerezeptor subtype spezifische liganden
DE69706660T2 (de)	2002-04-18	N-aminoalkyldibenzofuran-carboxamide als dopaminrezeptor-subtyp spezifische liganden
DE2928485A1 (de)	1981-01-29	Verwendung von harnstoffderivaten als arzneimittel bei der behandlung von fettstoffwechselstoerungen
CH649527A5 (de)	1985-05-31	1,2-diaminocyclobuten-3,4-dione, verfahren zu deren herstellung und pharmazeutische mittel, die diese verbindungen enthalten.
EP1261593B1 (de)	2003-08-27	8,8a-dihydro-indeno 1,2-d]thiazol-derivate, die in 2-stellung einen substituenten mit einer sulfonamidstruktur oder sulfonstruktur tragen; verfahren zu ihrer herstellung und ihre verwendung als arzneimittel
DE60221283T2 (de)	2008-03-20	Verwendung von oxindolderivaten zur behandlung von mit demenz in zusammenhang stehenden krankheiten, alzheimer-krankheit und mit glycogensynthasekinase-3 assoziierten leiden
EP1259498A1 (de)	2002-11-27	8,8a-dihydro-indeno [1,2-d]thiazol-derivate, die in 8a-stellung substituiert sind, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel z.b. als anorektika
WO2001032638A1 (de)	2001-05-10	Indeno-, naphtho- und benzocyclohepta-dihydrothiazol derivate, deren herstellung und deren verwendung als anorektische arzneimittel
DE19824175A1 (de)	1999-12-02	Amino-azol-Verbindungen
DE2847792C2 (da)	1988-02-04
DE2628189A1 (de)	1977-01-20	3-phenylindoline, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
EP0163888A1 (de)	1985-12-11	Amidinohydrazone von Tetralin-, Chromon-, Thiochromon- und Tetrahydrochinolin-Derivaten, Verfahren zu ihrer Herstellung sowie ihre Verwendung in Arzneimitteln
DE69406853T2 (de)	1998-06-18	Alpha Aminosäurederivate, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zusammensetzungen
DE602004008300T2 (de)	2008-05-08	Thiazolinderivate als selektive androgenrezeptormodulatoren (sarms)
DE10036818A1 (de)	2002-02-07	Neue N-Triazolylmethyl-Piperazinderivate als Neurokininrezeptor-Antagonisten
DD283996A5 (de)	1990-10-31	Verfahren zur herstellung von aminoderivaten
CH630925A5 (de)	1982-07-15	Verfahren zur herstellung von neuen imidazothiazinen.
DD284008A5 (de)	1990-10-31	Verfahren zur herstellung von benzazol-derivaten
EP0326981B1 (de)	1994-11-09	4-Oxo-4H-pyrido[1,2-a]pyrimidin-3-carbonsäureamid-Derivate, deren Herstellung sowie diese Verbindungen enthaltende Arzneimittelpräparate und deren Herstellung
DE2726849A1 (de)	1977-12-29	Dihydro- und tetrahydro-iminothiazine
EP0573392A1 (de)	1993-12-08	Thiosemicarbazonderivate und ihre Anwendung als Arzneimittelwirkstoff
DE2623846A1 (de)	1977-12-15	4-chinazolinyl-guanidine und verfahren zu ihrer herstellung
EP0041046B1 (de)	1987-09-02	Benzazolderivate, Verfahren zu ihrer Herstellung, diese enthaltende pharmazeutische Präparate und ihre Verwendung
DE2453083A1 (de)	1975-05-22	Substituierte thiazol-2-carbonsaeureamidderivate und ihre salze sowie ihre verwendung und verfahren zur herstellung derselben
DE69805392T2 (de)	2002-12-19	Thiazol-Derivate