HRP20210413T1 - N-(6-((2r,3s)-3,4-dihidroksibutan-2-iloksi)-2-(4-fluorobenzilthio)pirimidin-4-il)-3-metilazetidin-1-sulfonamid kao modulator receptora kemokina - Google Patents
N-(6-((2r,3s)-3,4-dihidroksibutan-2-iloksi)-2-(4-fluorobenzilthio)pirimidin-4-il)-3-metilazetidin-1-sulfonamid kao modulator receptora kemokina Download PDFInfo
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- HRP20210413T1 HRP20210413T1 HRP20210413TT HRP20210413T HRP20210413T1 HR P20210413 T1 HRP20210413 T1 HR P20210413T1 HR P20210413T T HRP20210413T T HR P20210413TT HR P20210413 T HRP20210413 T HR P20210413T HR P20210413 T1 HRP20210413 T1 HR P20210413T1
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- crystalline form
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- sulfonamide
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- 102000009410 Chemokine receptor Human genes 0.000 title 1
- 108050000299 Chemokine receptor Proteins 0.000 title 1
- UCCNQCNIPRKLRP-CJNGLKHVSA-N n-[6-[(2r,3s)-3,4-dihydroxybutan-2-yl]oxy-2-[(4-fluorophenyl)methylsulfanyl]pyrimidin-4-yl]-3-methylazetidine-1-sulfonamide Chemical compound N=1C(SCC=2C=CC(F)=CC=2)=NC(O[C@H](C)[C@@H](O)CO)=CC=1NS(=O)(=O)N1CC(C)C1 UCCNQCNIPRKLRP-CJNGLKHVSA-N 0.000 title 1
- 229940075993 receptor modulator Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 7
- 238000000634 powder X-ray diffraction Methods 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 102000019034 Chemokines Human genes 0.000 claims 1
- 108010012236 Chemokines Proteins 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 206010039085 Rhinitis allergic Diseases 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- WJJBIYLGJUVNJX-UHFFFAOYSA-N pyrimidine-2-sulfonamide Chemical compound NS(=O)(=O)C1=NC=CC=N1 WJJBIYLGJUVNJX-UHFFFAOYSA-N 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 229940124530 sulfonamide Drugs 0.000 claims 1
- 150000003456 sulfonamides Chemical class 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
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- 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
- C07D403/12—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 chain containing hetero atoms as chain links
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- 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
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- 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
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- 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
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- A61P19/00—Drugs for skeletal disorders
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
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- 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]
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- C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
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- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/92—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
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- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
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- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
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- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/12—Radicals substituted by oxygen atoms
Claims (12)
1. Spoj koji je (a) pirimidin sulfonamid formule (I) ili (b) njegova farmaceutski prihvatljiva sol:
[image]
2. Spoj prema patentnom zahtjevu 1 s formulom (I).
3. Farmaceutski pripravak, naznačen time što sadrži spoj prema bilo kojem od zahtjeva 1 ili 2, i farmaceutski prihvatljiv dodatak, razrjeđivač ili nosač.
4. Spoj prema bilo kojem od patentnih zahtjeva 1 ili 2 naznačen time što se koristi u terapiji.
5. Spoj prema bilo kojem od patentnih zahtjeva 1 ili 2 naznačen time što se koristi u liječenju bolesnog stanja posredovanog kemokinom, pri čemu bolesno stanje je astma, alergijski rinitis, kronična opstruktivna plućna bolest, upalna bolest crijeva, sindrom iritabilnog crijeva, osteoartritis, osteoporoza, reumatoidni artritis ili psorijaza.
6. Spoj prema patentnom zahtjevu 2 naznačen time što je u kristalnom obliku.
7. Kristalni oblik prema patentnom zahtjevu 6, naznačen time što ima uzorak difrakcije rendgenskih zraka na prahu, izmjeren pomoću valne duljine X-zraka 1.5418 Å, s najmanje jednim vrhom na 2-Theta (u stupnjevima) odabranim od 8.5, 9.7, 10.6, 17.1, 19.9, i 21.2.
8. Kristalni oblik prema patentnom zahtjevu 6, naznačen time što ima uzorak difrakcije rendgenskih zraka na prahu, izmjeren pomoću valne duljine X-zraka 1.5418 Å, s najmanje dva ili više vrhova na 2-Theta (u stupnjevima) odabranim od 8.5, 9.7, 10.6, 17.1, 19.9, i 21.2.
9. Kristalni oblik prema patentnom zahtjevu 6, naznačen time što ima uzorak difrakcije rendgenskih zraka na prahu, izmjeren pomoću valne duljine X-zraka 1.5418 Å, s najmanje tri vrha na 2-Theta (u stupnjevima) odabranim od 8.5, 9.7, 10.6, 17.1, 19.9, i 21.2.
10. Kristalni oblik prema patentnom zahtjevu 6, naznačen time što ima uzorak difrakcije rendgenskih zraka na prahu, izmjeren pomoću valne duljine X-zraka 1.5418 Å, s vrhovima na 2-Theta (u stupnjevima) od 8.5, 9.7, 10.6, 17.1, 19.9, i 21.2.
11. Kristalni oblik prema patentnom zahtjevu 6, naznačen time što navedeni oblik ima uzorak difrakcije rendgenskih zraka na prahu, izmjeren pomoću valne duljine X-zraka 1.5418 Å, uglavnom kao što je prikazano na Slici 1.
12. Spoj naznačen time što je (a) azetidin sulfonamid formule (VIII) ili (b) njegova sol:
[image]
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161506737P | 2011-07-12 | 2011-07-12 | |
| EP16202983.9A EP3255043B1 (en) | 2011-07-12 | 2012-07-10 | N-(6-((2r,3s)-3,4-dihydroxybutan-2-yloxy)-2-(4-fluorobenzylthio)pyrimidin-4-yl)-3- methylazetidine-1-sulfonamide as chemokine receptor modulator |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20210413T1 true HRP20210413T1 (hr) | 2021-05-14 |
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| Application Number | Title | Priority Date | Filing Date |
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| HRP20210413TT HRP20210413T1 (hr) | 2011-07-12 | 2021-03-12 | N-(6-((2r,3s)-3,4-dihidroksibutan-2-iloksi)-2-(4-fluorobenzilthio)pirimidin-4-il)-3-metilazetidin-1-sulfonamid kao modulator receptora kemokina |
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| Country | Link |
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| US (3) | US8735413B2 (hr) |
| EP (2) | EP3255043B1 (hr) |
| JP (2) | JP6006308B2 (hr) |
| KR (1) | KR101946664B1 (hr) |
| CN (1) | CN103781781B (hr) |
| AR (2) | AR087168A1 (hr) |
| AU (2) | AU2012282316B2 (hr) |
| BR (1) | BR112014000636B1 (hr) |
| CA (1) | CA2841859C (hr) |
| CL (1) | CL2014000079A1 (hr) |
| CO (1) | CO6852072A2 (hr) |
| CR (1) | CR20140007A (hr) |
| CU (2) | CU24292B1 (hr) |
| CY (1) | CY1124329T1 (hr) |
| DK (1) | DK3255043T3 (hr) |
| DO (1) | DOP2013000308A (hr) |
| EA (1) | EA027821B1 (hr) |
| EC (1) | ECSP14013130A (hr) |
| ES (1) | ES2861927T3 (hr) |
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| PL (1) | PL3255043T3 (hr) |
| PT (1) | PT3255043T (hr) |
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| UY (1) | UY34191A (hr) |
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| ZA (1) | ZA201401059B (hr) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2593448A1 (en) | 2010-07-13 | 2013-05-22 | AstraZeneca AB | New cristalline forms of n-[2-[[(2,3-difluoropheny)methyl)thio]-6-{[(1r,2s)-2,3- dihydroxy-1-methylpropyl]oxy}-4-pyrimidinyl]-1-azetidinesulfonamide |
| MX342874B (es) * | 2011-07-12 | 2016-10-17 | Astrazeneca Ab | N-(6-((2r,3s)-3,4-dihidroxibutan-2-iloxi)-2-(4-fluorobenciltio)pi rimidin-4-il)-3-metilacetidina-1-sulfonamida como modulador del receptor de quimiocina. |
| EP2740458B1 (en) * | 2012-12-06 | 2016-08-03 | IP Gesellschaft für Management mbH | Packaging comprising forms of sodium salt of 4-tert-butyl-N-[4-chloro-2-(1-oxy-pyridine-4-carbonyl)-phenyl]-benzenesulfonamide |
| BR112018068393A2 (pt) * | 2016-03-11 | 2019-01-15 | Ardea Biosciences Inc | inibidores de cxcr-2 para o tratamento de distúrbios de artropatia por cristais |
| EP3681861A4 (en) * | 2017-09-12 | 2021-06-09 | Ardea Biosciences, Inc. | CXCR-2 INHIBITORS FOR THE TREATMENT OF DISORDERS |
| JP7355858B2 (ja) * | 2019-06-12 | 2023-10-03 | ヌーリオン ケミカルズ インターナショナル ベスローテン フェノーツハップ | 水性側流からカルボン酸を単離するための方法 |
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| US3457278A (en) * | 1964-10-15 | 1969-07-22 | Geigy Chem Corp | Cyclopropyl-4-sulfanilamido-pyrimidines |
| GB9624482D0 (en) | 1995-12-18 | 1997-01-15 | Zeneca Phaema S A | Chemical compounds |
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| MX342874B (es) * | 2011-07-12 | 2016-10-17 | Astrazeneca Ab | N-(6-((2r,3s)-3,4-dihidroxibutan-2-iloxi)-2-(4-fluorobenciltio)pi rimidin-4-il)-3-metilacetidina-1-sulfonamida como modulador del receptor de quimiocina. |
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