IL41220A - Thioxanthone-2-carboxylic acids and derivatives thereof,their preparation and pharmaceutical compositions containing them - Google Patents
Thioxanthone-2-carboxylic acids and derivatives thereof,their preparation and pharmaceutical compositions containing themInfo
- Publication number
- IL41220A IL41220A IL41220A IL4122073A IL41220A IL 41220 A IL41220 A IL 41220A IL 41220 A IL41220 A IL 41220A IL 4122073 A IL4122073 A IL 4122073A IL 41220 A IL41220 A IL 41220A
- Authority
- IL
- Israel
- Prior art keywords
- thioxanthone
- carboxylic acid
- compound according
- alkyl
- product
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 33
- 125000000217 alkyl group Chemical group 0.000 claims 13
- -1 tetrahydropyran-4-yl Chemical group 0.000 claims 10
- 238000000034 method Methods 0.000 claims 9
- 125000005907 alkyl ester group Chemical group 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 230000007062 hydrolysis Effects 0.000 claims 7
- 238000006460 hydrolysis reaction Methods 0.000 claims 7
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 claims 7
- 239000002253 acid Substances 0.000 claims 6
- 125000004414 alkyl thio group Chemical group 0.000 claims 6
- 239000007858 starting material Substances 0.000 claims 6
- 230000003301 hydrolyzing effect Effects 0.000 claims 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 5
- 230000001590 oxidative effect Effects 0.000 claims 5
- 239000005711 Benzoic acid Substances 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 231100000252 nontoxic Toxicity 0.000 claims 4
- 230000003000 nontoxic effect Effects 0.000 claims 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 3
- ATCRIUVQKHMXSH-UHFFFAOYSA-N 2,4-dichlorobenzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1Cl ATCRIUVQKHMXSH-UHFFFAOYSA-N 0.000 claims 2
- JNPRWSKMJDGYAN-UHFFFAOYSA-N 9-oxoxanthene-2-carboxylic acid Chemical class C1=CC=C2C(=O)C3=CC(C(=O)O)=CC=C3OC2=C1 JNPRWSKMJDGYAN-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 2
- 206010020751 Hypersensitivity Diseases 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 208000030961 allergic reaction Diseases 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 235000010233 benzoic acid Nutrition 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000003396 thiol group Chemical class [H]S* 0.000 claims 2
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims 1
- QFQYYGFUPUBXOD-UHFFFAOYSA-N 4-phenylsulfanylbenzene-1,3-dicarboxylic acid Chemical compound OC(=O)C1=CC(C(=O)O)=CC=C1SC1=CC=CC=C1 QFQYYGFUPUBXOD-UHFFFAOYSA-N 0.000 claims 1
- LMJXSOYPAOSIPZ-UHFFFAOYSA-N 4-sulfanylbenzoic acid Chemical compound OC(=O)C1=CC=C(S)C=C1 LMJXSOYPAOSIPZ-UHFFFAOYSA-N 0.000 claims 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000007818 Grignard reagent Substances 0.000 claims 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000005041 acyloxyalkyl group Chemical group 0.000 claims 1
- 150000001350 alkyl halides Chemical class 0.000 claims 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 230000002152 alkylating effect Effects 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 claims 1
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 claims 1
- 229940112669 cuprous oxide Drugs 0.000 claims 1
- 125000005265 dialkylamine group Chemical group 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002440 hydroxy compounds Chemical class 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 150000004965 peroxy acids Chemical class 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 claims 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 1
- 125000004187 tetrahydropyran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- NBOMNTLFRHMDEZ-UHFFFAOYSA-N thiosalicylic acid Chemical compound OC(=O)C1=CC=CC=C1S NBOMNTLFRHMDEZ-UHFFFAOYSA-N 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
- C07D335/04—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D335/10—Dibenzothiopyrans; Hydrogenated dibenzothiopyrans
- C07D335/12—Thioxanthenes
- C07D335/14—Thioxanthenes 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 in position 9
- C07D335/16—Oxygen atoms, e.g. thioxanthones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US27329072A | 1972-07-19 | 1972-07-19 | |
US308569A US3904647A (en) | 1972-07-19 | 1972-11-21 | Thioxanthone carboxylic acids and derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
IL41220A0 IL41220A0 (en) | 1973-03-30 |
IL41220A true IL41220A (en) | 1976-09-30 |
Family
ID=26956074
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL41220A IL41220A (en) | 1972-07-19 | 1973-01-02 | Thioxanthone-2-carboxylic acids and derivatives thereof,their preparation and pharmaceutical compositions containing them |
Country Status (12)
Country | Link |
---|---|
US (1) | US3904647A (sv) |
JP (1) | JPS4943981A (sv) |
AT (1) | AT327894B (sv) |
BE (1) | BE793954A (sv) |
CA (1) | CA1035364A (sv) |
CH (1) | CH578552A5 (sv) |
ES (3) | ES438140A1 (sv) |
FR (1) | FR2192821B1 (sv) |
GB (2) | GB1409342A (sv) |
IL (1) | IL41220A (sv) |
NL (1) | NL7300517A (sv) |
SE (1) | SE399708B (sv) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1458185A (en) * | 1972-09-06 | 1976-12-08 | Wellcome Found | Carboxyl and tetrazolyl cerivatives of thioxanthones methods for their preparation and compositions containing them |
GB1458186A (en) * | 1972-09-06 | 1976-12-08 | Wellcome Found | Oxides of sulphur-containing tricyclic compounds methods for their preparation and compositions containing them |
US4103015A (en) * | 1975-06-12 | 1978-07-25 | Burroughs Wellcome Co. | Antiallergic cyclic sulphur compounds |
JPS5238975A (en) * | 1975-09-22 | 1977-03-25 | Mitsubishi Electric Corp | Power factor detection circuit |
CH640849A5 (de) * | 1979-05-18 | 1984-01-31 | Ciba Geigy Ag | Thioxanthoncarbonsaeureester, -thioester und -amide. |
US4348530A (en) * | 1980-02-05 | 1982-09-07 | Ciba-Geigy Corporation | Thioxanthonecarboxylic acids, esters, thioesters and amides with reactive functional groups |
CH643552A5 (de) * | 1980-05-06 | 1984-06-15 | Ciba Geigy Ag | Thioxanthoncarbonsaeuren und thioxanthoncarbonsaeurederivate. |
US5712401A (en) * | 1996-04-29 | 1998-01-27 | First Chemical Corporation | Processes for preparing thioxanthone and derivatives thereof |
IT1402691B1 (it) | 2010-11-10 | 2013-09-13 | Lamberti Spa | Tioxantoni a bassa migrabilita' |
CN113603890A (zh) * | 2021-08-12 | 2021-11-05 | 管和平 | 一种含硅大分子可见光引发剂 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3073847A (en) * | 1959-02-12 | 1963-01-15 | Hoffmann La Roche | 9-(3-amino-1-propynyl) derivatives of 9-xanthenols and 9-thioxanthenols and a process for their preparation |
US3642997A (en) * | 1969-06-25 | 1972-02-15 | Merck & Co Inc | Tricyclic carboxylic acids in the treatment of inflammation |
BE759292A (fr) * | 1969-11-27 | 1971-05-24 | Allen & Hanburys Ltd | Derives de xanthone, leur preparation et leur emploi |
-
0
- BE BE793954D patent/BE793954A/xx unknown
-
1972
- 1972-11-21 US US308569A patent/US3904647A/en not_active Expired - Lifetime
- 1972-12-21 CA CA159,642A patent/CA1035364A/en not_active Expired
-
1973
- 1973-01-02 IL IL41220A patent/IL41220A/en unknown
- 1973-01-03 GB GB4503674A patent/GB1409342A/en not_active Expired
- 1973-01-03 GB GB38773A patent/GB1409341A/en not_active Expired
- 1973-01-09 CH CH24773A patent/CH578552A5/xx not_active IP Right Cessation
- 1973-01-10 FR FR7300770A patent/FR2192821B1/fr not_active Expired
- 1973-01-10 AT AT19873*#A patent/AT327894B/de not_active IP Right Cessation
- 1973-01-12 SE SE7300433A patent/SE399708B/sv unknown
- 1973-01-12 JP JP48006519A patent/JPS4943981A/ja active Pending
- 1973-01-12 NL NL7300517A patent/NL7300517A/xx not_active Application Discontinuation
-
1975
- 1975-06-02 ES ES438140A patent/ES438140A1/es not_active Expired
- 1975-06-02 ES ES438138A patent/ES438138A1/es not_active Expired
- 1975-06-02 ES ES438139A patent/ES438139A1/es not_active Expired
Also Published As
Publication number | Publication date |
---|---|
IL41220A0 (en) | 1973-03-30 |
FR2192821A1 (sv) | 1974-02-15 |
CH578552A5 (sv) | 1976-08-13 |
GB1409342A (en) | 1975-10-08 |
FR2192821B1 (sv) | 1976-07-02 |
ES438138A1 (es) | 1977-05-01 |
ES438139A1 (es) | 1977-05-01 |
NL7300517A (sv) | 1974-01-22 |
ATA19873A (de) | 1975-05-15 |
AT327894B (de) | 1976-02-25 |
DE2300588A1 (de) | 1974-02-21 |
CA1035364A (en) | 1978-07-25 |
GB1409341A (en) | 1975-10-08 |
US3904647A (en) | 1975-09-09 |
DE2300588B2 (de) | 1976-05-26 |
ES438140A1 (es) | 1977-05-01 |
SE399708B (sv) | 1978-02-27 |
BE793954A (fr) | 1973-07-12 |
JPS4943981A (sv) | 1974-04-25 |
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