RU2015116953A - Новые соединения - Google Patents
Новые соединения Download PDFInfo
- Publication number
- RU2015116953A RU2015116953A RU2015116953A RU2015116953A RU2015116953A RU 2015116953 A RU2015116953 A RU 2015116953A RU 2015116953 A RU2015116953 A RU 2015116953A RU 2015116953 A RU2015116953 A RU 2015116953A RU 2015116953 A RU2015116953 A RU 2015116953A
- Authority
- RU
- Russia
- Prior art keywords
- salt
- butyl
- compound according
- pyrrolo
- pyrimidin
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims 15
- 150000003839 salts Chemical class 0.000 claims 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 208000035473 Communicable disease Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 208000026935 allergic disease Diseases 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 230000004968 inflammatory condition Effects 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- -1 n- butyl Chemical group 0.000 claims 2
- QSGSQUDUSVNSIG-UHFFFAOYSA-N 2-butyl-6-methyl-7-[5-(4-propan-2-ylpiperazin-1-yl)pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCN1CCN(C(C)C)CC1 QSGSQUDUSVNSIG-UHFFFAOYSA-N 0.000 claims 1
- HZLWDKOLAGYDGB-UHFFFAOYSA-N 2-butyl-7-(3-piperazin-1-ylpropyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCN1CCNCC1 HZLWDKOLAGYDGB-UHFFFAOYSA-N 0.000 claims 1
- LMMAGCAQRFUESG-UHFFFAOYSA-N 2-butyl-7-(5-piperazin-1-ylpentyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCNCC1 LMMAGCAQRFUESG-UHFFFAOYSA-N 0.000 claims 1
- IICIEXFIYJLTBL-UHFFFAOYSA-N 2-butyl-7-[3-(4-ethylpiperazin-1-yl)propyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCN1CCN(CC)CC1 IICIEXFIYJLTBL-UHFFFAOYSA-N 0.000 claims 1
- NMRRGDYLIQSMGM-UHFFFAOYSA-N 2-butyl-7-[4-(4-propan-2-ylpiperazin-1-yl)butyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCN1CCN(C(C)C)CC1 NMRRGDYLIQSMGM-UHFFFAOYSA-N 0.000 claims 1
- KRKHAFDNFCRAPD-UHFFFAOYSA-N 2-butyl-7-[5-(4-propan-2-ylpiperazin-1-yl)pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCN(C(C)C)CC1 KRKHAFDNFCRAPD-UHFFFAOYSA-N 0.000 claims 1
- 239000000427 antigen Substances 0.000 claims 1
- 230000000890 antigenic effect Effects 0.000 claims 1
- 102000036639 antigens Human genes 0.000 claims 1
- 108091007433 antigens Proteins 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- OYRRZWATULMEPF-UHFFFAOYSA-N pyrimidin-4-amine Chemical compound NC1=CC=NC=N1 OYRRZWATULMEPF-UHFFFAOYSA-N 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 229960005486 vaccine Drugs 0.000 claims 1
Classifications
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- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- 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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
- A61K2039/55511—Organic adjuvants
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Otolaryngology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Claims (28)
1. Соединение формулы (I) или его соль:
где R1 представляет собой н-С3-6алкил;
R2 представляет собой водород или метил;
R3 представляет собой водород или С1-6алкил;
m означает целое число от 1 до 4.
2. Соединение по п. 1 или его соль, где R1 представляет собой н-
бутил.
3. Соединение по п. 1 или 2 или его соль, где R2 представляет собой водород.
4. Соединение по п. 1 или 2 или его соль, где R2 представляет собой метил.
5. Соединение по п. 1 или его соль, где m означает целое число 1, 2, 3 или 4.
6. Соединение по п. 1 или его соль, где m означает целое число 1 или 3.
7. Соединение по п. 1 или его соль, где R3 представляет собой изопропил или этил.
8. Соединение по п. 1 или его соль, выбранное из группы, состоящей из
2-бутил-7-(5-(пиперазин-1-ил)пентил)-5Н-пирроло[3,2-d]пиримидин-4-амина;
2-бутил-7-(5-(4-изопропилпиперазин-1-ил)пентил)-5H-пирроло[3,2-d]пиримидин-4-амина;
2-бутил-7-(5-(4-изопропилпиперазин-1-ил)пентил)-6-метил-5H-пирроло[3,2-d]пиримидин-4-амина;
2-бутил-7-(5-(4-этилпиперазин-1-ил)пентил)-6-метил-5H-пирроло[3,2-с/]пиримидин-4-амина;
2-бутил-7-(3-(пиперазин-1-ил)пропил)-5Н-пирроло[3,2-d]пиримидин-4-амина;
2-бутил-7-(3-(4-этилпиперазин-1-ил)пропил)-5H-пирроло[3,2-d]пиримидин-4-амина; и
2-бутил-7-(4-(4-изопропилпиперазин-1-ил)бутил)-5Н-пирроло[3,2-d]пиримидин-4-амина.
9. Соединение по п. 1 в форме фармацевтически приемлемой соли.
10. Соединение по п. 1 в форме свободного основания.
11. Фармацевтическая композиция, содержащая соединение по любому из п.п. 1-8 или его фармацевтически приемлемую соль и один или более фармацевтически приемлемых эксципиентов.
12. Вакцинная композиция, содержащая соединение по любому из п.п. 1-8 или его фармацевтически приемлемую соль и антиген или антигенную композицию.
13. Соединение по любому из п.п. 1-8 или его фармацевтически приемлемая соль для применения в терапии.
14. Соединение по любому из п.п. 1-8 или его фармацевтически приемлемая соль для применения в лечении аллергических заболеваний и других воспалительных состояний, инфекционных заболеваний и рака.
15. Применение соединения по любому из п.п. 1-8 или его фармацевтически приемлемой соли в изготовлении лекарственного средства для лечения аллергических заболеваний и других воспалительных состояний, инфекционных заболеваний и рака.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261728380P | 2012-11-20 | 2012-11-20 | |
| US61/728,380 | 2012-11-20 | ||
| PCT/US2013/070469 WO2014081643A1 (en) | 2012-11-20 | 2013-11-18 | Novel compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2015116953A true RU2015116953A (ru) | 2017-01-10 |
| RU2640200C2 RU2640200C2 (ru) | 2017-12-27 |
Family
ID=50776483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2015116953A RU2640200C2 (ru) | 2012-11-20 | 2013-11-18 | Новые соединения |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US9428512B2 (ru) |
| EP (1) | EP2922547B1 (ru) |
| JP (1) | JP6216386B2 (ru) |
| KR (1) | KR20150085081A (ru) |
| CN (1) | CN104780923B (ru) |
| AU (1) | AU2013348216B2 (ru) |
| BR (1) | BR112015011439A2 (ru) |
| CA (1) | CA2890198A1 (ru) |
| ES (1) | ES2625023T3 (ru) |
| RU (1) | RU2640200C2 (ru) |
| WO (1) | WO2014081643A1 (ru) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA103195C2 (ru) | 2008-08-11 | 2013-09-25 | Глаксосмитклайн Ллк | Производные пурина для применения в лечении аллергий, воспалительных и инфекционных заболеваний |
| WO2013014052A1 (en) | 2011-07-22 | 2013-01-31 | Glaxosmithkline Llc | Composition |
| NZ704224A (en) | 2012-08-24 | 2018-04-27 | Glaxosmithkline Llc | Pyrazolopyrimidine compounds |
| BR112015011447A2 (pt) | 2012-11-20 | 2017-07-11 | Glaxosmithkline Llc | composto da fórmula i, composição farmacêutica e de vacina, e, uso de um composto |
| BR112015011439A2 (pt) | 2012-11-20 | 2017-07-11 | Glaxosmithkline Llc | composto, composição farmacêutica, composição de vacina, e, uso de um composto |
| CA2892218A1 (en) | 2012-11-20 | 2014-05-30 | Glaxosmithkline Llc | Novel compounds |
| AU2015220888B2 (en) * | 2014-02-20 | 2017-05-18 | Glaxosmithkline Intellectual Property (No.2) Limited | Pyrrolo[3,2] pyrimidine derivatives as inducers of human interferon |
| WO2016023511A1 (zh) * | 2014-08-15 | 2016-02-18 | 正大天晴药业集团股份有限公司 | 作为tlr7激动剂的吡咯并嘧啶化合物 |
| CN104447573B (zh) * | 2014-11-27 | 2016-11-09 | 山东大学 | 一种依曲韦林的制备方法 |
| TWI558709B (zh) * | 2015-10-07 | 2016-11-21 | Chia Tai Tianqing Pharmaceutical Group Co Ltd | Pyrrolopyrimidine ring compounds, their use and pharmaceutical compositions |
| CN107043380A (zh) * | 2016-02-05 | 2017-08-15 | 正大天晴药业集团股份有限公司 | 一种tlr7激动剂的马来酸盐、其晶型c、晶型d、晶型e、制备方法和用途 |
| CN107043379A (zh) * | 2016-02-05 | 2017-08-15 | 正大天晴药业集团股份有限公司 | 一种tlr7激动剂的晶型a、其制备方法和医药用途 |
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-
2013
- 2013-11-18 BR BR112015011439A patent/BR112015011439A2/pt not_active Application Discontinuation
- 2013-11-18 US US14/443,903 patent/US9428512B2/en active Active
- 2013-11-18 ES ES13856110.5T patent/ES2625023T3/es active Active
- 2013-11-18 JP JP2015542858A patent/JP6216386B2/ja not_active Expired - Fee Related
- 2013-11-18 WO PCT/US2013/070469 patent/WO2014081643A1/en active Application Filing
- 2013-11-18 CN CN201380060291.7A patent/CN104780923B/zh not_active Expired - Fee Related
- 2013-11-18 KR KR1020157016440A patent/KR20150085081A/ko active IP Right Grant
- 2013-11-18 RU RU2015116953A patent/RU2640200C2/ru not_active IP Right Cessation
- 2013-11-18 EP EP13856110.5A patent/EP2922547B1/en active Active
- 2013-11-18 CA CA2890198A patent/CA2890198A1/en not_active Abandoned
- 2013-11-18 AU AU2013348216A patent/AU2013348216B2/en not_active Ceased
Also Published As
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|---|---|
| EP2922547A4 (en) | 2016-04-13 |
| EP2922547A1 (en) | 2015-09-30 |
| CN104780923A (zh) | 2015-07-15 |
| RU2640200C2 (ru) | 2017-12-27 |
| AU2013348216B2 (en) | 2016-10-13 |
| ES2625023T3 (es) | 2017-07-18 |
| KR20150085081A (ko) | 2015-07-22 |
| JP2016500066A (ja) | 2016-01-07 |
| WO2014081643A1 (en) | 2014-05-30 |
| US20150299204A1 (en) | 2015-10-22 |
| JP6216386B2 (ja) | 2017-10-18 |
| AU2013348216A1 (en) | 2015-06-04 |
| CN104780923B (zh) | 2017-03-15 |
| BR112015011439A2 (pt) | 2017-07-11 |
| CA2890198A1 (en) | 2014-05-30 |
| US9428512B2 (en) | 2016-08-30 |
| EP2922547B1 (en) | 2017-03-08 |
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