IL40895A - Pyrazolo(1,5a)pyrimidines and their preparation - Google Patents
Pyrazolo(1,5a)pyrimidines and their preparationInfo
- Publication number
- IL40895A IL40895A IL40895A IL4089572A IL40895A IL 40895 A IL40895 A IL 40895A IL 40895 A IL40895 A IL 40895A IL 4089572 A IL4089572 A IL 4089572A IL 40895 A IL40895 A IL 40895A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- methyl
- bromine
- alkyl
- halogen
- Prior art date
Links
- 150000003230 pyrimidines Chemical class 0.000 title claims 4
- 150000001875 compounds Chemical class 0.000 claims 58
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 21
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 11
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 11
- 229910052794 bromium Inorganic materials 0.000 claims 11
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
- -1 loweralkanoyl Chemical group 0.000 claims 5
- 125000003282 alkyl amino group Chemical group 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims 2
- 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 claims 2
- 125000006308 propyl amino group Chemical group 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- JVVRJMXHNUAPHW-UHFFFAOYSA-N 1h-pyrazol-5-amine Chemical class NC=1C=CNN=1 JVVRJMXHNUAPHW-UHFFFAOYSA-N 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000004471 Glycine Substances 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 1
- 125000006309 butyl amino group Chemical group 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- LTMHNWPUDSTBKD-UHFFFAOYSA-N diethyl 2-(ethoxymethylidene)propanedioate Chemical compound CCOC=C(C(=O)OCC)C(=O)OCC LTMHNWPUDSTBKD-UHFFFAOYSA-N 0.000 claims 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- KTMGNAIGXYODKQ-UHFFFAOYSA-N ethyl 2-cyano-3-ethoxyprop-2-enoate Chemical compound CCOC=C(C#N)C(=O)OCC KTMGNAIGXYODKQ-UHFFFAOYSA-N 0.000 claims 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000005191 hydroxyalkylamino group Chemical group 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000012434 nucleophilic reagent Substances 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
- C07D231/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20653871A | 1971-12-09 | 1971-12-09 | |
| US245870A US3925385A (en) | 1972-04-20 | 1972-04-20 | 6-Carbethoxy-3,7-disubstitutedpyrazolo{8 1,5a{9 pyrimidines |
| US27346572A | 1972-07-20 | 1972-07-20 | |
| US29984072A | 1972-10-24 | 1972-10-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL40895A0 IL40895A0 (en) | 1973-01-30 |
| IL40895A true IL40895A (en) | 1976-12-31 |
Family
ID=27498614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL40895A IL40895A (en) | 1971-12-09 | 1972-11-22 | Pyrazolo(1,5a)pyrimidines and their preparation |
Country Status (15)
| Country | Link |
|---|---|
| JP (1) | JPS4864097A (https=) |
| BE (1) | BE792533A (https=) |
| BG (1) | BG22401A3 (https=) |
| CH (1) | CH603652A5 (https=) |
| DD (1) | DD104530A5 (https=) |
| DE (1) | DE2257547A1 (https=) |
| GB (1) | GB1412017A (https=) |
| HU (1) | HU168530B (https=) |
| IE (1) | IE37189B1 (https=) |
| IL (1) | IL40895A (https=) |
| LU (1) | LU66597A1 (https=) |
| NL (1) | NL7216539A (https=) |
| NO (1) | NO137012C (https=) |
| RO (1) | RO62762A (https=) |
| SE (1) | SE398751B (https=) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4281000A (en) * | 1979-07-09 | 1981-07-28 | American Cyanamid Company | Substituted pyrazolo (1,5-a)pyrimidines and their use as anxiolytic agents |
| AU557300B2 (en) * | 1982-03-16 | 1986-12-18 | Farmitalia Carlo Erba S.P.A. | Substituted 1h-pyrazolo(1,5-alpha)pyrimidines and processes for their preparation |
| ZA831407B (en) * | 1982-03-25 | 1983-11-30 | Erba Farmitalia | Substituted ethenyl derivatives of 1h-pyrazolo(1,5-a)pyrimidine and process for their preparation |
| NZ208554A (en) * | 1983-06-23 | 1987-06-30 | American Cyanamid Co | (aryl and heteroaryl)-(7-(aryl and heteroaryl)-pyrazolo (1,5-a) pyrimidin-3-yl)-methanone derivatives and pharmaceutical compositions |
| DE3533050A1 (de) * | 1985-09-17 | 1987-03-26 | Basf Ag | 7-amino-azolo(1,5-a)pyrimidine, verfahren zu ihrer herstellung und diese enthaltende fungizide, bzw. deren verwendung als fungizide |
| CA1330079C (en) * | 1988-10-13 | 1994-06-07 | Michihiko Tsujitani | Pyrrolo (3,2-e)pyrazolo(1,5-a)pyrimidine derivative and medicine comprising the same |
| KR100191774B1 (ko) * | 1991-04-22 | 1999-06-15 | 오스카 아끼히꼬 | 피라졸로[1,5-알파] 피리미딘 유도체 및 이것을 함유하는 항염증제 |
| DE4333705C2 (de) * | 1993-10-02 | 2003-10-30 | Guenter Ege | Arylmethylsubstituierte Pyrazolo-azine, insbesondere 3-Arylmethylpyrazolo[1,5-a]pyrimidine und Verfahren zur Herstellung von 8-Arylmethyl-pyrazolo[5,1-c][1,2,4]triazinen |
| US5707997A (en) * | 1994-06-21 | 1998-01-13 | Otsuka Pharmaceutical Factory, Inc. | Pyrazolo 1,5-a!pyrimidine derivative |
| CN1169149A (zh) * | 1995-09-28 | 1997-12-31 | 株式会社大制药工场 | 止痛组合物 |
| FR2771631B1 (fr) * | 1997-12-03 | 2001-02-02 | Oreal | Compositions de teinture des fibres keratiniques contenant des 3-amino pyrazolo-[1,5-a]-pyrimidines, procede de teinture, nouvelles 3-amino pyrazolo- [1,5-a]-pyrimidines et leur procede de preparation |
| WO2004022561A1 (en) * | 2002-09-04 | 2004-03-18 | Schering Corporation | Pyrazolopyrimidines as cyclin-dependent kinase inhibitors |
| US7119200B2 (en) * | 2002-09-04 | 2006-10-10 | Schering Corporation | Pyrazolopyrimidines as cyclin dependent kinase inhibitors |
| US7161003B1 (en) | 2002-09-04 | 2007-01-09 | Schering Corporation | Pyrazolopyrimidines as cyclin dependent kinase inhibitors |
| TWI252851B (en) * | 2003-07-24 | 2006-04-11 | Ferrer Int | 7-substituted 3-nitro-pyrazolo[1,5-a]pyrimidines and compositions and methods related thereto |
| ES2222813B1 (es) * | 2003-07-24 | 2005-12-16 | Ferrer Internacional, S.A. | N-(3-(3-sustituidas-pirazolo(1,5-a)pirimidin-7-il)-fenil)-sulfonamidas y composiciones y metodos relacionados. |
| HRP20170217T1 (hr) | 2013-04-25 | 2017-04-21 | Beigene, Ltd. | Fuzinirani heterociklički spojevi kao inhibitori protein kinaze |
| EA034666B1 (ru) | 2013-09-13 | 2020-03-04 | Бейджин Свитзерланд Гмбх | Антитело против pd-1 и его применение для лечения рака или вирусной инфекции и фрагмент антитела |
| TWI726608B (zh) | 2014-07-03 | 2021-05-01 | 英屬開曼群島商百濟神州有限公司 | 抗pd-l1抗體及其作為治療及診斷之用途 |
| US10864203B2 (en) | 2016-07-05 | 2020-12-15 | Beigene, Ltd. | Combination of a PD-1 antagonist and a RAF inhibitor for treating cancer |
| CA3033827A1 (en) | 2016-08-16 | 2018-02-22 | Beigene, Ltd. | Crystalline form of (s)-7-(1-acryloylpiperidin-4-yl)-2-(4-phenoxyphenyl )-4,5,6,7-tetra-hydropyrazolo[1,5-a]pyrimidine-3-carboxamide,preparation, and uses thereof |
| PT3500299T (pt) | 2016-08-19 | 2024-02-21 | Beigene Switzerland Gmbh | Combinação de zanubrutinib com um anticorpo anti-cd20 ou anti-pd-1 para utilização no tratamento do cancro |
| EP3573989A4 (en) | 2017-01-25 | 2020-11-18 | Beigene, Ltd. | CRYSTALLINE FORMS OF (S) -7- (1- (BUT-2-YNOYL) PIPERIDIN-4-YL) -2- (4-PHENOXYPHENYL) -4, 5, 6, 7-TETRAHY DROPYRAZOLO [1, 5-A ] PYRIMIDINE-3-CARBOXAMIDE, PREPARATION AND ASSOCIATED USES |
| TW202515616A (zh) | 2017-06-26 | 2025-04-16 | 英屬開曼群島商百濟神州有限公司 | 抗pd-1抗體或其抗原結合片段在製備治療用於患有肝細胞癌(hcc)之藥物的用途 |
| WO2019034009A1 (en) | 2017-08-12 | 2019-02-21 | Beigene, Ltd. | BTK INHIBITOR WITH ENHANCED DOUBLE SELECTIVITY |
| CN111801334B (zh) | 2017-11-29 | 2023-06-09 | 百济神州瑞士有限责任公司 | 使用包含btk抑制剂的组合治疗惰性或侵袭性b-细胞淋巴瘤 |
| WO2020249001A1 (zh) | 2019-06-10 | 2020-12-17 | 百济神州瑞士有限责任公司 | 一种含有布鲁顿氏酪氨酸激酶抑制剂的口服固体片剂及其制备方法 |
| US11786531B1 (en) | 2022-06-08 | 2023-10-17 | Beigene Switzerland Gmbh | Methods of treating B-cell proliferative disorder |
-
0
- BE BE792533D patent/BE792533A/xx unknown
-
1972
- 1972-11-21 IE IE1612/72A patent/IE37189B1/xx unknown
- 1972-11-22 IL IL40895A patent/IL40895A/en unknown
- 1972-11-23 DE DE2257547A patent/DE2257547A1/de active Pending
- 1972-12-01 GB GB5558772A patent/GB1412017A/en not_active Expired
- 1972-12-05 LU LU66597A patent/LU66597A1/xx unknown
- 1972-12-05 SE SE7215829A patent/SE398751B/xx unknown
- 1972-12-06 NO NO4476/72A patent/NO137012C/no unknown
- 1972-12-06 CH CH1775172A patent/CH603652A5/xx not_active IP Right Cessation
- 1972-12-06 NL NL7216539A patent/NL7216539A/xx not_active Application Discontinuation
- 1972-12-07 DD DD167370A patent/DD104530A5/xx unknown
- 1972-12-08 HU HUIE548A patent/HU168530B/hu unknown
- 1972-12-09 RO RO7200073093A patent/RO62762A/ro unknown
- 1972-12-09 JP JP47123877A patent/JPS4864097A/ja active Pending
- 1972-12-09 BG BG022071A patent/BG22401A3/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE398751B (sv) | 1978-01-16 |
| BE792533A (fr) | 1973-06-08 |
| RO62762A (fr) | 1978-05-15 |
| GB1412017A (en) | 1975-10-29 |
| CH603652A5 (https=) | 1978-08-31 |
| BG22401A3 (bg) | 1977-02-20 |
| DD104530A5 (https=) | 1974-03-12 |
| DE2257547A1 (de) | 1973-06-14 |
| IE37189L (en) | 1973-06-09 |
| IE37189B1 (en) | 1977-05-25 |
| NO137012B (no) | 1977-09-05 |
| NO137012C (no) | 1977-12-14 |
| NL7216539A (https=) | 1973-06-13 |
| JPS4864097A (https=) | 1973-09-05 |
| IL40895A0 (en) | 1973-01-30 |
| LU66597A1 (https=) | 1973-03-15 |
| HU168530B (https=) | 1976-05-28 |
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