CN103547565B - 一种取代氰基苯胺类化合物及制备与应用 - Google Patents
一种取代氰基苯胺类化合物及制备与应用 Download PDFInfo
- Publication number
- CN103547565B CN103547565B CN201280024754.XA CN201280024754A CN103547565B CN 103547565 B CN103547565 B CN 103547565B CN 201280024754 A CN201280024754 A CN 201280024754A CN 103547565 B CN103547565 B CN 103547565B
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- China
- Prior art keywords
- nitrophenyl
- compound
- chloro
- acid
- melting point
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- 0 *c(c(C#N)c1*)c(*)c(C#N)c1O* Chemical compound *c(c(C#N)c1*)c(*)c(C#N)c1O* 0.000 description 2
- CRQQGFGUEAVUIL-UHFFFAOYSA-N N#Cc(c(Cl)c(c(Cl)c1Cl)C#N)c1Cl Chemical compound N#Cc(c(Cl)c(c(Cl)c1Cl)C#N)c1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- JQGOSZUTKMDLCU-UHFFFAOYSA-N N#Cc(c(Nc1ncc(C(F)(F)F)cc1Cl)c(c(Cl)c1C#N)Cl)c1Cl Chemical compound N#Cc(c(Nc1ncc(C(F)(F)F)cc1Cl)c(c(Cl)c1C#N)Cl)c1Cl JQGOSZUTKMDLCU-UHFFFAOYSA-N 0.000 description 1
- WXNPZQIRDCDLJD-UHFFFAOYSA-N Nc(ncc(C(F)(F)F)c1)c1Cl Chemical compound Nc(ncc(C(F)(F)F)c1)c1Cl WXNPZQIRDCDLJD-UHFFFAOYSA-N 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/04—Carbon disulfide; Carbon monoxide; Carbon dioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/58—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/58—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
- C07C255/59—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/58—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
- C07C255/60—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton at least one of the singly-bound nitrogen atoms being acylated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
- C07D237/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- 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
- C07D239/52—Two oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having 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
- C07D241/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D241/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with nitrogen atoms directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Inorganic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Toxicology (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201280024754.XA CN103547565B (zh) | 2011-06-17 | 2012-06-15 | 一种取代氰基苯胺类化合物及制备与应用 |
Applications Claiming Priority (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110163457.0 | 2011-06-17 | ||
| CN2011101634570 | 2011-06-17 | ||
| CN201110163460.2A CN102827033B (zh) | 2011-06-17 | 2011-06-17 | 含邻二氰基苯胺类化合物及其应用 |
| CN2011101634602 | 2011-06-17 | ||
| CN201110163457.0A CN102827032B (zh) | 2011-06-17 | 2011-06-17 | 含氰基二苯胺类化合物及其应用 |
| CN201110163314.X | 2011-06-17 | ||
| CN201110163496.0A CN102827034B (zh) | 2011-06-17 | 2011-06-17 | 含对二氰基苯胺类化合物及其应用 |
| CN201110163460.2 | 2011-06-17 | ||
| CN2011101634960 | 2011-06-17 | ||
| CN201110163496.0 | 2011-06-17 | ||
| CN201110163314.XA CN102827071B (zh) | 2011-06-17 | 2011-06-17 | 取代氰基苯胺类化合物及其应用 |
| CN201110163314X | 2011-06-17 | ||
| PCT/CN2012/077011 WO2012171484A1 (zh) | 2011-06-17 | 2012-06-15 | 一种取代氰基苯胺类化合物及制备与应用 |
| CN201280024754.XA CN103547565B (zh) | 2011-06-17 | 2012-06-15 | 一种取代氰基苯胺类化合物及制备与应用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103547565A CN103547565A (zh) | 2014-01-29 |
| CN103547565B true CN103547565B (zh) | 2015-05-20 |
Family
ID=47356550
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201280024754.XA Active CN103547565B (zh) | 2011-06-17 | 2012-06-15 | 一种取代氰基苯胺类化合物及制备与应用 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8937072B2 (enExample) |
| EP (1) | EP2757092A4 (enExample) |
| JP (1) | JP5931187B2 (enExample) |
| CN (1) | CN103547565B (enExample) |
| WO (1) | WO2012171484A1 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2757092A4 (en) | 2011-06-17 | 2015-09-23 | Sinochem Corp | SUBSTITUTED CYANANILIN COMPOUNDS, METHOD OF MANUFACTURING THEREOF AND USE THEREOF |
| CN104136021B (zh) | 2012-03-14 | 2016-04-20 | 中国中化股份有限公司 | 取代二苯胺类化合物作为制备抗肿瘤药物的应用 |
| EP3043790B1 (en) * | 2013-09-11 | 2021-05-26 | The Administrators of the Tulane Educational Fund | Novel anthranilic amides and the use thereof |
| CN108117494A (zh) * | 2016-11-29 | 2018-06-05 | 沈阳化工研究院有限公司 | 间苯二腈化合物及其制备方法和药物组合物 |
| CN110536890B (zh) | 2017-04-26 | 2023-08-15 | 巴斯利尔药物国际股份公司 | 制备呋咱并苯并咪唑及其晶型的方法 |
| CN113473978B (zh) * | 2018-11-20 | 2025-03-28 | 恩福莱克逊治疗有限公司 | 用于治疗皮肤疾病氰基芳烃-苯胺化合物 |
| CA3120336A1 (en) * | 2018-11-20 | 2020-05-28 | Nflection Therapeutics, Inc. | Aryl-aniline and heteroaryl-aniline compounds for treatment of birthmarks |
| CN113473986B (zh) | 2018-11-20 | 2024-10-11 | 恩福莱克逊治疗有限公司 | 用于治疗皮肤疾病萘啶酮苯胺化合物 |
| MA54741A (fr) | 2018-11-20 | 2021-11-24 | Nflection Therapeutics Inc | Composés thiényl-aniline destinés au traitement d'affections de la peau |
| EP4436570A4 (en) | 2021-11-23 | 2025-10-22 | Nflection Therapeutics Inc | FORMULATIONS OF PYRROLOPYRIDINE-ANILINE COMPOUNDS |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1383306A (en) * | 1971-03-19 | 1974-02-12 | Ici Ltd | Diphenylamine derivatives and compositions thereof |
| US3965109A (en) * | 1971-03-19 | 1976-06-22 | Imperial Chemical Industries Limited | Certain aryl amino pyridines |
| US4614742A (en) * | 1985-08-29 | 1986-09-30 | S.D.S. Biotech K.K. | Fluorinated isophthalonitrile compound and nonmedical fungicide containing the same |
| CN101391981A (zh) * | 2008-03-27 | 2009-03-25 | 云南大学 | 多卤代吖啶酮类化合物、中间体及其合成方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1394816A (en) * | 1971-03-19 | 1975-05-21 | Ici Ltd | Substituted amino diazinyl compounds and pesticidal compositions thereof |
| GB1386091A (en) * | 1971-03-19 | 1975-03-05 | Ici Ltd | Amino pyridine compounds and compositions |
| GB1388825A (en) * | 1971-03-19 | 1975-03-26 | Ici Ltd | Substituted amino pyrimidine compounds and pesticidal compo sitions thereof |
| US4041172A (en) | 1972-12-20 | 1977-08-09 | Imperial Chemical Industries Limited | Compositions and methods for combating insect pests or fungal pests of plants |
| PL174903B1 (pl) | 1994-10-05 | 1998-10-30 | Akad Rolniczo Tech | Sposób otrzymywania chloropochodnych amin aromatycznych |
| JP3959143B2 (ja) | 1996-12-26 | 2007-08-15 | 株式会社日本触媒 | 新規フタロシアニン化合物、その製造方法および近赤外吸収材料 |
| JPH11292835A (ja) | 1998-04-03 | 1999-10-26 | Nippon Shokubai Co Ltd | アミノ置換フタロニトリル化合物の製造方法 |
| JP4413298B2 (ja) | 1998-12-04 | 2010-02-10 | 株式会社日本触媒 | フタロシアニン化合物の製造方法 |
| CN102199095B (zh) * | 2010-03-22 | 2014-04-09 | 中国中化股份有限公司 | 一种取代二苯胺类化合物及其制备与应用 |
| EP2757092A4 (en) | 2011-06-17 | 2015-09-23 | Sinochem Corp | SUBSTITUTED CYANANILIN COMPOUNDS, METHOD OF MANUFACTURING THEREOF AND USE THEREOF |
| CN104136021B (zh) * | 2012-03-14 | 2016-04-20 | 中国中化股份有限公司 | 取代二苯胺类化合物作为制备抗肿瘤药物的应用 |
-
2012
- 2012-06-15 EP EP12800201.1A patent/EP2757092A4/en not_active Withdrawn
- 2012-06-15 WO PCT/CN2012/077011 patent/WO2012171484A1/zh not_active Ceased
- 2012-06-15 JP JP2014515051A patent/JP5931187B2/ja not_active Expired - Fee Related
- 2012-06-15 US US14/118,509 patent/US8937072B2/en active Active
- 2012-06-15 CN CN201280024754.XA patent/CN103547565B/zh active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1383306A (en) * | 1971-03-19 | 1974-02-12 | Ici Ltd | Diphenylamine derivatives and compositions thereof |
| US3965109A (en) * | 1971-03-19 | 1976-06-22 | Imperial Chemical Industries Limited | Certain aryl amino pyridines |
| US4614742A (en) * | 1985-08-29 | 1986-09-30 | S.D.S. Biotech K.K. | Fluorinated isophthalonitrile compound and nonmedical fungicide containing the same |
| CN101391981A (zh) * | 2008-03-27 | 2009-03-25 | 云南大学 | 多卤代吖啶酮类化合物、中间体及其合成方法 |
Non-Patent Citations (2)
| Title |
|---|
| Synthesis of polyhalo acridones as pH-sensitive fluorescence probes;Chao Huang et al;《Bioorganic & Medicinal Chemistry Letters》;20100602;第20卷;第4665–4669页 * |
| The Synthesis and Biological Activity of Substituted Chlorinated Benzenedicarbonitriles;David P. Clifford et al;《Pestic. Sci.》;19881231;第24卷;第111-121页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| US8937072B2 (en) | 2015-01-20 |
| EP2757092A1 (en) | 2014-07-23 |
| WO2012171484A1 (zh) | 2012-12-20 |
| CN103547565A (zh) | 2014-01-29 |
| JP5931187B2 (ja) | 2016-06-08 |
| US20140213598A1 (en) | 2014-07-31 |
| EP2757092A4 (en) | 2015-09-23 |
| JP2014523414A (ja) | 2014-09-11 |
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