CA2910581A1 - Anthracenyl-tetralactam macrocycles and their use in detecting a target saccharide - Google Patents
Anthracenyl-tetralactam macrocycles and their use in detecting a target saccharide Download PDFInfo
- Publication number
- CA2910581A1 CA2910581A1 CA2910581A CA2910581A CA2910581A1 CA 2910581 A1 CA2910581 A1 CA 2910581A1 CA 2910581 A CA2910581 A CA 2910581A CA 2910581 A CA2910581 A CA 2910581A CA 2910581 A1 CA2910581 A1 CA 2910581A1
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- Canada
- Prior art keywords
- groups
- compound
- group
- optionally substituted
- glucose
- Prior art date
- Legal status (The legal status 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 status listed.)
- Abandoned
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- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 17
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- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- QZUPTXGVPYNUIT-UHFFFAOYSA-N isophthalamide Chemical group NC(=O)C1=CC=CC(C(N)=O)=C1 QZUPTXGVPYNUIT-UHFFFAOYSA-N 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 229940001447 lactate Drugs 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 108010034897 lentil lectin Proteins 0.000 description 1
- 238000005339 levitation Methods 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000007726 management method Methods 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- HOVAGTYPODGVJG-XUUWZHRGSA-N methyl beta-D-glucopyranoside Chemical compound CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-XUUWZHRGSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 230000003278 mimic effect Effects 0.000 description 1
- 238000012806 monitoring device Methods 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 230000008764 nerve damage Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000007248 oxidative elimination reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003140 primary amides Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000002577 pseudohalo group Chemical group 0.000 description 1
- 235000021251 pulses Nutrition 0.000 description 1
- 238000006862 quantum yield reaction Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012048 reactive intermediate Substances 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 238000000985 reflectance spectrum Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 108010038196 saccharide-binding proteins Proteins 0.000 description 1
- 150000003334 secondary amides Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000012056 semi-solid material Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910021653 sulphate ion Chemical group 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 150000003511 tertiary amides Chemical class 0.000 description 1
- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
- 150000003567 thiocyanates Chemical class 0.000 description 1
- 238000000954 titration curve Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000000411 transmission spectrum Methods 0.000 description 1
- RGCHNYAILFZUPL-UHFFFAOYSA-N trimethyl benzene-1,3,5-tricarboxylate Chemical compound COC(=O)C1=CC(C(=O)OC)=CC(C(=O)OC)=C1 RGCHNYAILFZUPL-UHFFFAOYSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
- 210000000707 wrist Anatomy 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/0004—Screening or testing of compounds for diagnosis of disorders, assessment of conditions, e.g. renal clearance, gastric emptying, testing for diabetes, allergy, rheuma, pancreas functions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/10—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B5/00—Measuring for diagnostic purposes; Identification of persons
- A61B5/145—Measuring characteristics of blood in vivo, e.g. gas concentration or pH-value ; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid or cerebral tissue
- A61B5/14532—Measuring characteristics of blood in vivo, e.g. gas concentration or pH-value ; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid or cerebral tissue for measuring glucose, e.g. by tissue impedance measurement
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B5/00—Measuring for diagnostic purposes; Identification of persons
- A61B5/145—Measuring characteristics of blood in vivo, e.g. gas concentration or pH-value ; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid or cerebral tissue
- A61B5/1455—Measuring characteristics of blood in vivo, e.g. gas concentration or pH-value ; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid or cerebral tissue using optical sensors, e.g. spectral photometrical oximeters
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/52—Use of compounds or compositions for colorimetric, spectrophotometric or fluorometric investigation, e.g. use of reagent paper and including single- and multilayer analytical elements
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/66—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving blood sugars, e.g. galactose
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2800/00—Detection or diagnosis of diseases
- G01N2800/04—Endocrine or metabolic disorders
- G01N2800/042—Disorders of carbohydrate metabolism, e.g. diabetes, glucose metabolism
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Immunology (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Urology & Nephrology (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Cell Biology (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Food Science & Technology (AREA)
- General Physics & Mathematics (AREA)
- Biotechnology (AREA)
- Diabetes (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Surgery (AREA)
- Medical Informatics (AREA)
- Heart & Thoracic Surgery (AREA)
- Biophysics (AREA)
- Optics & Photonics (AREA)
- Toxicology (AREA)
- Endocrinology (AREA)
- Gastroenterology & Hepatology (AREA)
- Rheumatology (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1207392.0 | 2012-04-27 | ||
| GBGB1207392.0A GB201207392D0 (en) | 2012-04-27 | 2012-04-27 | Novel compounds |
| PCT/GB2013/051079 WO2013160701A1 (en) | 2012-04-27 | 2013-04-26 | Anthracenyl - tetralactam macrocycles and their use in detecting a target saccharide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2910581A1 true CA2910581A1 (en) | 2013-10-31 |
Family
ID=46330449
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2910581A Abandoned CA2910581A1 (en) | 2012-04-27 | 2013-04-26 | Anthracenyl-tetralactam macrocycles and their use in detecting a target saccharide |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US9610365B2 (https=) |
| EP (1) | EP2855439B1 (https=) |
| CN (1) | CN104428290B (https=) |
| AU (1) | AU2013254450A1 (https=) |
| CA (1) | CA2910581A1 (https=) |
| GB (2) | GB201207392D0 (https=) |
| HK (1) | HK1209112A1 (https=) |
| IN (1) | IN2014DN09830A (https=) |
| WO (1) | WO2013160701A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201207392D0 (en) | 2012-04-27 | 2012-06-13 | Univ Bristol | Novel compounds |
| WO2018167503A1 (en) * | 2017-03-15 | 2018-09-20 | Ziylo Limited | Macrocyclic compounds |
| JP7439062B2 (ja) * | 2018-09-19 | 2024-02-27 | ノヴォ・ノルディスク・リサーチ・センター・オックスフォード・リミテッド | グルコース感受性インスリンおよびその使用 |
| WO2021021120A1 (en) * | 2019-07-30 | 2021-02-04 | Emd Millipore Corporation | Method of synthesizing chemical compounds |
| RU2752711C2 (ru) * | 2019-11-18 | 2021-07-30 | Общество с ограниченной ответственностью «Лаборатория межклеточных технологий «Интерсел Рэнд» (ООО «Интерсел Рэнд») | Способ и устройство для спектроскопии живой ткани |
| KR102927438B1 (ko) * | 2022-02-24 | 2026-02-12 | 삼성에스디아이 주식회사 | 코어-쉘 염료, 이를 포함하는 근적외선 흡수성 수지 조성물 및 근적외선 흡수 필름 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040142475A1 (en) * | 2000-06-02 | 2004-07-22 | Barman Shikha P. | Delivery systems for bioactive agents |
| JP2003073399A (ja) * | 2001-08-31 | 2003-03-12 | Japan Science & Technology Corp | 発蛍光性修飾タンパク質 |
| US7179616B1 (en) | 2002-10-07 | 2007-02-20 | University Of Notre Dame Du Lac | Method for detecting phosphatidylserine on the surface of cells |
| US8642014B2 (en) * | 2007-01-30 | 2014-02-04 | Seta Biomedicals, Llc | Luminescent compounds |
| WO2011059457A1 (en) | 2009-11-16 | 2011-05-19 | University Of Notre Dame Du Lac | High performance luminescent compounds |
| WO2011087521A1 (en) * | 2010-01-13 | 2011-07-21 | University Of Notre Dame Du Lac | Chemiluminescent dyes and dye-stained particles |
| GB201207392D0 (en) | 2012-04-27 | 2012-06-13 | Univ Bristol | Novel compounds |
-
2012
- 2012-04-27 GB GBGB1207392.0A patent/GB201207392D0/en not_active Ceased
-
2013
- 2013-04-26 IN IN9830DEN2014 patent/IN2014DN09830A/en unknown
- 2013-04-26 CN CN201380034334.4A patent/CN104428290B/zh not_active Expired - Fee Related
- 2013-04-26 EP EP13727309.0A patent/EP2855439B1/en not_active Not-in-force
- 2013-04-26 AU AU2013254450A patent/AU2013254450A1/en not_active Abandoned
- 2013-04-26 HK HK15109782.6A patent/HK1209112A1/xx unknown
- 2013-04-26 GB GB1420937.3A patent/GB2517345A/en not_active Withdrawn
- 2013-04-26 US US14/397,254 patent/US9610365B2/en not_active Expired - Fee Related
- 2013-04-26 WO PCT/GB2013/051079 patent/WO2013160701A1/en not_active Ceased
- 2013-04-26 CA CA2910581A patent/CA2910581A1/en not_active Abandoned
-
2017
- 2017-02-28 US US15/445,710 patent/US9937272B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| US20170266321A1 (en) | 2017-09-21 |
| GB2517345A (en) | 2015-02-18 |
| AU2013254450A1 (en) | 2014-11-27 |
| CN104428290A (zh) | 2015-03-18 |
| HK1209112A1 (en) | 2016-03-24 |
| GB201420937D0 (en) | 2015-01-07 |
| IN2014DN09830A (https=) | 2015-08-07 |
| US20150147275A1 (en) | 2015-05-28 |
| US9610365B2 (en) | 2017-04-04 |
| EP2855439B1 (en) | 2017-06-14 |
| GB201207392D0 (en) | 2012-06-13 |
| WO2013160701A1 (en) | 2013-10-31 |
| US9937272B2 (en) | 2018-04-10 |
| EP2855439A1 (en) | 2015-04-08 |
| CN104428290B (zh) | 2017-11-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20190426 |