SI9300537B - Derivati karbazolona in postopek za njihovo pripravo - Google Patents

Derivati karbazolona in postopek za njihovo pripravo Download PDF

Info

Publication number: SI9300537B
Authority: SI; Slovenia
Prior art keywords: formula; group; methyl; compound; variant
Prior art date: 1992-10-14

Application number

SI9300537A

Other languages

English (en)

Slovenian (sl)

Other versions

SI9300537A (en

Inventor

Peter Bod

Kalman Harsanyi

Ferenc Trischler

Eva Fekecs

Attila Csehi

Bela Hegedus

Eva Mersich

Gyorgyi Szabo

Erika Horvath

Original Assignee

Richter Gedeon Vegyeszeti Gyar Rt.

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.)

1992-10-14

Filing date

1993-10-13

Publication date

2003-02-28

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26318102&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=SI9300537(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1992-10-14 Priority claimed from HU9203223A external-priority patent/HU212785B/hu

1992-10-14 Priority claimed from HU9203222A external-priority patent/HU212934B/hu

1993-10-13 Application filed by Richter Gedeon Vegyeszeti Gyar Rt. filed Critical Richter Gedeon Vegyeszeti Gyar Rt.

1994-06-30 Publication of SI9300537A publication Critical patent/SI9300537A/sl

2003-02-28 Publication of SI9300537B publication Critical patent/SI9300537B/sl

Links

238000000034 method Methods 0.000 title claims abstract 9
238000002360 preparation method Methods 0.000 title claims abstract 5
AMLYRCOEFHJSFS-UHFFFAOYSA-N carbazol-1-one Chemical class C1=CC=C2C3=CC=CC(=O)C3=NC2=C1 AMLYRCOEFHJSFS-UHFFFAOYSA-N 0.000 title abstract 2
150000001875 compounds Chemical class 0.000 claims abstract 14
-1 2-methyl-1H-imidazol-1-yl group Chemical group 0.000 claims abstract 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 3
229910052739 hydrogen Inorganic materials 0.000 claims abstract 3
239000001257 hydrogen Substances 0.000 claims abstract 3
FELGMEQIXOGIFQ-CYBMUJFWSA-N (3r)-9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1h-carbazol-4-one Chemical compound CC1=NC=CN1C[C@@H]1C(=O)C(C=2C(=CC=CC=2)N2C)=C2CC1 FELGMEQIXOGIFQ-CYBMUJFWSA-N 0.000 claims abstract 2
229960005343 ondansetron Drugs 0.000 claims abstract 2
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
239000000010 aprotic solvent Substances 0.000 claims 3
LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
229910000288 alkali metal carbonate Inorganic materials 0.000 claims 2
150000008041 alkali metal carbonates Chemical class 0.000 claims 2
239000002585 base Substances 0.000 claims 2
239000003054 catalyst Substances 0.000 claims 2
239000002904 solvent Substances 0.000 claims 2
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 1
239000002253 acid Substances 0.000 claims 1
229910001854 alkali hydroxide Inorganic materials 0.000 claims 1
125000000217 alkyl group Chemical group 0.000 claims 1
239000003795 chemical substances by application Substances 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
150000002576 ketones Chemical class 0.000 claims 1
125000003452 oxalyl group Chemical group *C(=O)C(*)=O 0.000 claims 1
150000003839 salts Chemical class 0.000 claims 1
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims 1
125000005270 trialkylamine group Chemical group 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 abstract 1
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
239000000543 intermediate Substances 0.000 abstract 1
238000003786 synthesis reaction Methods 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/88—Carbazoles; Hydrogenated carbazoles 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 to carbon atoms of the ring system

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Hospice & Palliative Care (AREA)
Pharmacology & Pharmacy (AREA)
Otolaryngology (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Indole Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Photoreceptors In Electrophotography (AREA)

SI9300537A 1992-10-14 1993-10-13 Derivati karbazolona in postopek za njihovo pripravo SI9300537B (sl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
HU9203223A HU212785B (en)	1992-10-14	1992-10-14	Process for producing of a carbazolone derivative
HU9203222A HU212934B (en)	1992-10-14	1992-10-14	Process for producing novel alkoxalylated carbazolone derivatives

Publications (2)

Publication Number	Publication Date
SI9300537A SI9300537A (en)	1994-06-30
SI9300537B true SI9300537B (sl)	2003-02-28

Family

ID=26318102

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SI9300537A SI9300537B (sl)	1992-10-14	1993-10-13	Derivati karbazolona in postopek za njihovo pripravo

Country Status (20)

Country	Link
US (2)	US5416221A (fr)
EP (1)	EP0595111B2 (fr)
JP (1)	JP3378315B2 (fr)
KR (1)	KR100289912B1 (fr)
CN (2)	CN1052979C (fr)
AT (1)	ATE157973T1 (fr)
CA (1)	CA2106642C (fr)
CZ (1)	CZ284223B6 (fr)
DE (1)	DE69313771T3 (fr)
DK (1)	DK0595111T4 (fr)
EE (1)	EE03071B1 (fr)
ES (1)	ES2106936T5 (fr)
GR (1)	GR3025599T3 (fr)
HR (1)	HRP931292B1 (fr)
PL (2)	PL174526B1 (fr)
RO (1)	RO115799B1 (fr)
RU (1)	RU2119914C1 (fr)
SI (1)	SI9300537B (fr)
SK (1)	SK281243B6 (fr)
UA (2)	UA26893C2 (fr)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
HU226135B1 (en) *	2000-03-28	2008-05-28	Richter Gedeon Nyrt	Intermediate of ondansetron and process for its production
KR100368895B1 (ko) *	2000-03-30	2003-01-24	하나제약 주식회사	1,2,3,9-테트라하이드로-9-메틸-3-[(2-메틸-1ｈ-이미다졸-1-일)메틸]-4ｈ-카바졸-4-온의 제조방법
AU2002230935A1 (en) *	2000-10-30	2002-05-15	Teva Pharmaceutical Industries Ltd.	Novel crystal and solvate forms of ondansetron hydrochloride and processes for their preparation
EP1207160A1 (fr) *	2000-11-20	2002-05-22	Hanmi Pharm. Co., Ltd.	Procédé de préparation de la 1,2,3,9-tétrahydro-9-méthyl-3-((2-méthyl-1H-imidazol-1-yl)-méthyl)-4H-carbazol-4-one
RU2207340C2 (ru) *	2001-08-10	2003-06-27	Ципла Лтд.	Способ получения 1,2,3,9-тетрагидро-9-метил-3-[(2-метил-1н-имидазол-1-ил)метил]-4н-карбазол -4-она или его фармацевтически приемлемых солей
DK1499623T3 (da) *	2002-04-29	2007-10-08	Teva Gyogyszerg Ar Zartkoeruee	Fremgangsmåde til fremstilling af 1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-on
US20050131045A1 (en) *	2002-04-30	2005-06-16	Judith Aronhime	Novel crystal forms of ondansetron, processes for their preparation, pharmaceutical, compositions containing the novel forms and methods for treating nausea using them
KR20040104677A (ko) *	2002-04-30	2004-12-10	비오갈 기오기스제르갸르 알티.	신규의 온단세트론 결정 형태, 그 제조 방법, 그 신규의결정 형태를 함유하는 약학 조성물 및 이들을 이용한구역질 치료 방법
FI6164U1 (fi) *	2003-01-09	2004-03-15	Synthon Bv	Ondansetronmuotoja
ES2314446T3 (es) *	2003-06-10	2009-03-16	Smithkline Beecham Corporation	Derivados de tetrahidrocarbazol y su uso farmaceutico.
US7390503B1 (en)	2003-08-22	2008-06-24	Barr Laboratories, Inc.	Ondansetron orally disintegrating tablets
EP2343302A1 (fr) *	2004-07-12	2011-07-13	Cadila Healthcare Limited	Derives tricycliques de pyrazole comme modulateurs des recepteurs cannabinoides
US7696356B2 (en) *	2004-08-17	2010-04-13	Taro Pharmaceutical Industries Limited	Process for preparing 1,2,3,9-tetrahydro-9-methyl-3-methylene-4H-carbazol-4-one and ondansetron therefrom
WO2006046253A1 (fr) *	2004-10-26	2006-05-04	Ipca Laboratories Limited	Procede monotope de preparation de l'agent antiemetique 1,2,3,9-tetrahydro-9-methyl-3[(2-methyl-1h-imidazole-1-yl)methyl]-4h-carbazol-4-one
CA2594280C (fr) *	2004-12-27	2013-04-23	Anja Fecher	Derives de 2,3,4,9-tetrahydro-1h-carbazole utilises en tant qu'antagonistes des recepteurs de crth2
CN115677561B (zh) *	2022-11-01	2024-04-05	常州兰陵制药有限公司	一种1,2,3,4-四氢-9-甲基-4h-咔唑酮及其合成方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3579534A (en) *	1969-05-09	1971-05-18	American Cyanamid Co	Tetrahydrocarbazolecarboxylates
SE460359B (sv) *	1984-01-25	1989-10-02	Glaxo Group Ltd	3-imidazolylmetyltetrahydrokarbazoloner, foerfarande foer framstaellning av dessa och en farmaceutisk komposition
CN1011237B (zh) *	1984-01-25	1991-01-16	格拉克索公司	1，2，3，9-四氢-3-[(2-甲基-1h-咪唑-1-基)甲基]-4h-咔唑-4-酮类和其盐以及溶剂化物的制备
GB8518743D0 (en) *	1985-07-24	1985-08-29	Glaxo Group Ltd	Heterocyclic compounds
GB8518742D0 (en) *	1985-07-24	1985-08-29	Glaxo Group Ltd	Process
GB8617994D0 (en) *	1986-07-23	1986-08-28	Glaxo Group Ltd	Heterocyclic compounds
GB8628473D0 (en) *	1986-11-28	1987-01-07	Glaxo Group Ltd	Chemical compounds
EP0317088A1 (fr) *	1987-10-22	1989-05-24	Glaxo Group Limited	Dérivés cétoniques

1993
- 1993-09-21 CA CA002106642A patent/CA2106642C/fr not_active Expired - Fee Related
- 1993-10-08 HR HR3223/92A patent/HRP931292B1/xx not_active IP Right Cessation
- 1993-10-11 UA UA93002172A patent/UA26893C2/uk unknown
- 1993-10-13 DK DK93116542T patent/DK0595111T4/da active
- 1993-10-13 RO RO93-01370A patent/RO115799B1/ro unknown
- 1993-10-13 SI SI9300537A patent/SI9300537B/sl not_active IP Right Cessation
- 1993-10-13 EP EP93116542A patent/EP0595111B2/fr not_active Expired - Lifetime
- 1993-10-13 RU RU93049416A patent/RU2119914C1/ru not_active IP Right Cessation
- 1993-10-13 KR KR1019930021223A patent/KR100289912B1/ko not_active Expired - Fee Related
- 1993-10-13 US US08/135,407 patent/US5416221A/en not_active Expired - Lifetime
- 1993-10-13 CN CN93119192A patent/CN1052979C/zh not_active Expired - Fee Related
- 1993-10-13 JP JP25588093A patent/JP3378315B2/ja not_active Expired - Fee Related
- 1993-10-13 PL PL93324329A patent/PL174526B1/pl not_active IP Right Cessation
- 1993-10-13 AT AT93116542T patent/ATE157973T1/de not_active IP Right Cessation
- 1993-10-13 ES ES93116542T patent/ES2106936T5/es not_active Expired - Lifetime
- 1993-10-13 SK SK1110-93A patent/SK281243B6/sk unknown
- 1993-10-13 CZ CZ932156A patent/CZ284223B6/cs not_active IP Right Cessation
- 1993-10-13 DE DE69313771T patent/DE69313771T3/de not_active Expired - Fee Related
- 1993-10-13 PL PL93300685A patent/PL174173B1/pl not_active IP Right Cessation
1994
- 1994-07-19 EE EE9400092A patent/EE03071B1/xx not_active IP Right Cessation
- 1994-11-25 US US08/344,871 patent/US5478949A/en not_active Expired - Lifetime
1997
- 1997-12-04 GR GR970403244T patent/GR3025599T3/el unknown
1999
- 1999-05-11 CN CN99106445A patent/CN1083430C/zh not_active Expired - Fee Related
- 1999-05-24 UA UA99052847A patent/UA27022C2/uk unknown

Also Published As

Publication number	Publication date
HRP931292A2 (en)	1994-12-31
EE03071B1 (et)	1998-02-16
UA27022C2 (uk)	2000-02-28
CN1235967A (zh)	1999-11-24
DE69313771T3 (de)	2002-04-18
DK0595111T3 (da)	1998-04-14
SI9300537A (en)	1994-06-30
EP0595111A1 (fr)	1994-05-04
US5416221A (en)	1995-05-16
DK0595111T4 (da)	2001-10-22
SK281243B6 (sk)	2001-01-18
RU2119914C1 (ru)	1998-10-10
ATE157973T1 (de)	1997-09-15
UA26893C2 (uk)	1999-12-29
CZ284223B6 (cs)	1998-09-16
SK111093A3 (en)	1994-11-09
DE69313771D1 (de)	1997-10-16
KR100289912B1 (ko)	2001-09-17
HRP931292B1 (en)	1999-08-31
PL174526B1 (pl)	1998-08-31
ES2106936T3 (es)	1997-11-16
US5478949A (en)	1995-12-26
CN1089941A (zh)	1994-07-27
JPH06293734A (ja)	1994-10-21
CN1052979C (zh)	2000-05-31
GR3025599T3 (en)	1998-03-31
DE69313771T2 (de)	1998-02-12
KR940009152A (ko)	1994-05-20
RO115799B1 (ro)	2000-06-30
PL300685A1 (en)	1994-04-18
PL174173B1 (pl)	1998-06-30
JP3378315B2 (ja)	2003-02-17
CA2106642C (fr)	2005-08-16
EP0595111B2 (fr)	2001-08-16
EP0595111B1 (fr)	1997-09-10
CN1083430C (zh)	2002-04-24
CA2106642A1 (fr)	1994-04-15
CZ215693A3 (en)	1994-05-18
ES2106936T5 (es)	2001-12-16

Legal Events

Date	Code	Title	Description
2005-01-10	IF	Valid on the event date
2009-08-31	KO00	Lapse of patent	Effective date: 20090603

Publication	Publication Date	Title
SI9300537B (sl)	2003-02-28	Derivati karbazolona in postopek za njihovo pripravo
EE200300024A (et)	2004-10-15	Meetod 2-(6-asendatud-1,3-dioksaan-4-üül)etaanhappe derivaadi valmistamiseks, lähteühend ning lõppsaadused
DE3043252C2 (de)	1982-12-02	Cyclische Acetale von N-Acylglutaminsäure -&gamma;- semialdehyden, Verfahren zu deren Herstellung und ihre Verwendung
SI9420074B (sl)	2004-02-29	Postopek za pripravo N-substituiranih glicinskih kislin ali glicin estrov in uporaba tega postopka za sintezo indiga
CA2420847A1 (fr)	2003-02-27	Procede permettant la production d'un derive d'erythromycine
US5066825A (en)	1991-11-19	Process for preparing a naphthalene derivative
KR970074780A (ko)	1997-12-10	1-아릴-4-옥소 피롤로[3, 2-c]퀴놀린 유도체의 제조방법
KR20120049891A (ko)	2012-05-17	4,6-디알콕시-2-시아노메틸피리미딘의 제조 방법 및 그 합성 중간체
SU545258A3 (ru)	1977-01-30	Способ получени 1-замещенных пиразолонов-5 или их солей
DE2533919B2 (de)	1980-01-24	Verfahren zur Herstellung von Cyclohexandionen-( 13)
SK278681B6 (sk)	1998-01-14	Spôsob výroby 2-(metyltio)-dinátriumbarbiturátu
JP2795412B2 (ja)	1998-09-10	２―（１―ヒドロキシアルキル）―５，５―ジフエニルヒダントインの製法
JPH05505187A (ja)	1993-08-05	１―ヒドロキシアルキル―５―ニトロイミダゾール類の製造方法
EP0101934B1 (fr)	1988-03-23	Procédé de préparation de 1-(haloalkyl)-1,2,3,4-tétrahydro-bêta-carbolines
Nimura et al.	1992	Reactions of 3‐isopropyl‐, 3‐isopropenyl‐, and 3‐acetyltropolone methyl ethers with guanidines. Synthesis of 9H‐cyclohepta [d] pyrimidin‐9‐ones and cycloheptimidazoles
CN121974853A (en)	2026-05-05	Synthesis method of 3-alkylpyrazole-4-carboxylic acid derivative
EP0614889A1 (fr)	1994-09-14	Procédé pour la préparation de 5-chloroimidazol-4-carbaldehydes éventuellement 2-substituées
HU212934B (en)	1996-12-30	Process for producing novel alkoxalylated carbazolone derivatives
CH589067A5 (en)	1977-06-30	Anti-bacterial benzyl-pyrimidines - esp powerful in combination with sulphonamides
HU186378B (en)	1985-07-29	Process for preparing polycyclic nitrogen compounds
CH308132A (de)	1955-06-30	Verfahren zur Herstellung eines basischen Äthers.
EP1574508A1 (fr)	2005-09-14	Procédé pour la préparation d acetals et cétals de 3-amino-5-(hydroxymethyl)-cyclopentane -1,2-diols et leur derivés sels
JPS6425758A (en)	1989-01-27	1,4-dihydropyridine derivative
JPS58188860A (ja)	1983-11-04	イミダゾ−ル誘導体の製造方法
KR970061860A (ko)	1997-09-12	3-아릴-2-시아노아크릴산 유도체의 제조 방법