NO333178B1 - Substituerte pyrrolo-pyrazolderivater, farmasoytiske preparater omfattende slike, slike forbindelser for anvendelse som medikament samt anvendelse av slike ved fremstilling av medikament med antitumor aktivitet - Google Patents

Substituerte pyrrolo-pyrazolderivater, farmasoytiske preparater omfattende slike, slike forbindelser for anvendelse som medikament samt anvendelse av slike ved fremstilling av medikament med antitumor aktivitet Download PDF

Info

Publication number: NO333178B1
Authority: NO; Norway
Prior art keywords: dimethyl; pyrazol; tetrahydropyrrolo; carbonyl; pyrrolo
Prior art date: 2002-12-19

Application number

NO20052805A

Other languages

English (en)

Norwegian (no)

Other versions

NO20052805L (no

Inventor

Fabrizio Orzi

Marcella Nesi

Paolo Pevarello

Maria Gabriella Brasca

Anna Vulpetti

Daniele Fancelli

Raffaella Amici

Paolo Orsini

Patrick Roussel

Original Assignee

Nerviano Medical Sciences Srl

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.)

2002-12-19

Filing date

2005-06-09

Publication date

2013-03-25

2005-06-09 Application filed by Nerviano Medical Sciences Srl filed Critical Nerviano Medical Sciences Srl

2005-07-14 Publication of NO20052805L publication Critical patent/NO20052805L/no

2013-03-25 Publication of NO333178B1 publication Critical patent/NO333178B1/no

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 175
239000003814 drug Substances 0.000 title claims description 20
230000000259 anti-tumor effect Effects 0.000 title claims description 6
239000008194 pharmaceutical composition Chemical class 0.000 title description 5
GZTPJDLYPMPRDF-UHFFFAOYSA-N pyrrolo[3,2-c]pyrazole Chemical class N1=NC2=CC=NC2=C1 GZTPJDLYPMPRDF-UHFFFAOYSA-N 0.000 title description 3
238000004519 manufacturing process Methods 0.000 title description 2
150000003839 salts Chemical class 0.000 claims abstract description 20
206010028980 Neoplasm Diseases 0.000 claims abstract description 18
201000011510 cancer Diseases 0.000 claims abstract description 8
-1 N-[6,6-dimethyl-5-(4-methyl-piperazine-1-carbonyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl]-2,4- difluoro-benzamide Chemical compound 0.000 claims description 38
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 16
238000002360 preparation method Methods 0.000 claims description 15
229940079593 drug Drugs 0.000 claims description 13
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 12
125000000217 alkyl group Chemical group 0.000 claims description 12
125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims description 10
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 9
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 8
125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 8
125000005843 halogen group Chemical group 0.000 claims description 7
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125000004076 pyridyl group Chemical group 0.000 claims description 5
125000001544 thienyl group Chemical group 0.000 claims description 5
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
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239000003085 diluting agent Substances 0.000 claims description 4
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 4
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125000002757 morpholinyl group Chemical group 0.000 claims description 4
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125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 2
125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical class CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 2
125000004289 pyrazol-3-yl group Chemical group [H]N1N=C(*)C([H])=C1[H] 0.000 claims 16
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DNIYOGZTRAUIBF-UHFFFAOYSA-N tert-butyl 6-cyano-7-oxo-4-azaspiro[2.4]heptane-4-carboxylate Chemical compound CC(C)(C)OC(=O)N1CC(C#N)C(=O)C11CC1 DNIYOGZTRAUIBF-UHFFFAOYSA-N 0.000 description 1
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MYXKPFMQWULLOH-UHFFFAOYSA-M tetramethylazanium;hydroxide;pentahydrate Chemical compound O.O.O.O.O.[OH-].C[N+](C)(C)C MYXKPFMQWULLOH-UHFFFAOYSA-M 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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- A61K31/4162—1,2-Diazoles condensed with heterocyclic ring systems
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
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- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
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NO20052805A 2002-12-19 2005-06-09 Substituerte pyrrolo-pyrazolderivater, farmasoytiske preparater omfattende slike, slike forbindelser for anvendelse som medikament samt anvendelse av slike ved fremstilling av medikament med antitumor aktivitet NO333178B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US43495202P	2002-12-19	2002-12-19
PCT/EP2003/050942 WO2004056827A2 (en)	2002-12-19	2003-12-04	Substituted pyrrolo-pyrazole derivatives as kinase inhibitors

Publications (2)

Publication Number	Publication Date
NO20052805L NO20052805L (no)	2005-07-14
NO333178B1 true NO333178B1 (no)	2013-03-25

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NO20052805A NO333178B1 (no)	2002-12-19	2005-06-09	Substituerte pyrrolo-pyrazolderivater, farmasoytiske preparater omfattende slike, slike forbindelser for anvendelse som medikament samt anvendelse av slike ved fremstilling av medikament med antitumor aktivitet

Country Status (33)

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US (5)	US7407971B2 (pt)
EP (2)	EP2266987B1 (pt)
JP (2)	JP4739761B2 (pt)
KR (2)	KR20120038465A (pt)
CN (1)	CN1726217B (pt)
AP (1)	AP2005003343A0 (pt)
AR (1)	AR042525A1 (pt)
AU (1)	AU2003300255B9 (pt)
BR (1)	BR0317455A (pt)
CA (1)	CA2508069C (pt)
CR (2)	CR7880A (pt)
CU (1)	CU23550B7 (pt)
EA (1)	EA010596B1 (pt)
EC (1)	ECSP055864A (pt)
ES (2)	ES2605848T3 (pt)
GE (1)	GEP20084435B (pt)
HR (1)	HRP20050562A2 (pt)
IL (2)	IL169019A (pt)
IS (1)	IS7857A (pt)
MA (1)	MA27569A1 (pt)
ME (1)	MEP52408A (pt)
MX (1)	MXPA05006791A (pt)
MY (1)	MY141196A (pt)
NO (1)	NO333178B1 (pt)
NZ (1)	NZ540644A (pt)
OA (1)	OA13015A (pt)
PL (1)	PL377285A1 (pt)
RS (1)	RS20050462A (pt)
TN (1)	TNSN05163A1 (pt)
TW (1)	TWI327470B (pt)
UA (1)	UA81790C2 (pt)
WO (1)	WO2004056827A2 (pt)
ZA (1)	ZA200504298B (pt)

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2003
- 2003-04-12 UA UAA200507098A patent/UA81790C2/uk unknown
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2005
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Also Published As

Publication number	Publication date
AU2003300255B9 (en)	2010-03-04
EP1575954B1 (en)	2016-08-03
CR7880A (es)	2005-07-08
ES2605848T3 (es)	2017-03-16
ES2635191T3 (es)	2017-10-02
EA010596B1 (ru)	2008-10-30
NZ540644A (en)	2008-09-26
HRP20050562A2 (en)	2005-12-31
JP4739761B2 (ja)	2011-08-03
CN1726217B (zh)	2010-05-26
MXPA05006791A (es)	2005-09-08
US20130344031A1 (en)	2013-12-26
US8557857B2 (en)	2013-10-15
IL215617A0 (en)	2011-11-30
BR0317455A (pt)	2005-11-16
TWI327470B (en)	2010-07-21
TW200418461A (en)	2004-10-01
KR20120038465A (ko)	2012-04-23
AR042525A1 (es)	2005-06-22
CA2508069C (en)	2012-05-22
JP2011144180A (ja)	2011-07-28
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Publication	Publication Date	Title
NO333178B1 (no)	2013-03-25	Substituerte pyrrolo-pyrazolderivater, farmasoytiske preparater omfattende slike, slike forbindelser for anvendelse som medikament samt anvendelse av slike ved fremstilling av medikament med antitumor aktivitet
JP5415271B2 (ja)	2014-02-12	キナーゼ阻害剤としての置換ピロロ−ピラゾール誘導体
EP1309590B1 (en)	2007-09-19	Azaindole derivatives, process for their preparation, and their use as antitumor agents
EP1202734B1 (en)	2007-05-02	3(5)-ureido-pyrazole derivatives, process for their preparation and their use as antitumor agents
AU2009264431B2 (en)	2013-11-07	Pyrazolo-quinazolines
KR101084871B1 (ko)	2011-11-21	피라졸로-퀴나졸린 유도체, 그의 제조 방법 및 상기유도체의 키나제 저해제로서의 용도
HK1086256B (en)	2011-01-14	Substituted pyrrolo-pyrazole derivatives as kinase inhibitors