GB775279A - New phenothiazine derivatives and process for their manufacture - Google Patents
New phenothiazine derivatives and process for their manufactureInfo
- Publication number
- GB775279A GB775279A GB21040/55A GB2104055A GB775279A GB 775279 A GB775279 A GB 775279A GB 21040/55 A GB21040/55 A GB 21040/55A GB 2104055 A GB2104055 A GB 2104055A GB 775279 A GB775279 A GB 775279A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ethyl
- phenothiazine
- piperidyl
- chloro
- methyl
- 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.)
- Expired
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 125000001484 phenothiazinyl group Chemical class C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 title 1
- 229940066767 systemic antihistamines phenothiazine derivative Drugs 0.000 title 1
- 229950000688 phenothiazine Drugs 0.000 abstract 13
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 abstract 9
- -1 alkali metal amide Chemical class 0.000 abstract 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 7
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- OMOVVBIIQSXZSZ-UHFFFAOYSA-N [6-(4-acetyloxy-5,9a-dimethyl-2,7-dioxo-4,5a,6,9-tetrahydro-3h-pyrano[3,4-b]oxepin-5-yl)-5-formyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-hydroxy-3-methylpentanoate Chemical compound CC12C(OC(=O)C(O)C(C)CC)C(OC=O)C(C3(C)C(CC(=O)OC4(C)COC(=O)CC43)OC(C)=O)C(=C)C32OC3CC1C=1C=COC=1 OMOVVBIIQSXZSZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 238000004508 fractional distillation Methods 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000003840 hydrochlorides Chemical group 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000005936 piperidyl group Chemical group 0.000 abstract 2
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- 150000003892 tartrate salts Chemical group 0.000 abstract 2
- CHZWDQJHLCTQDG-UHFFFAOYSA-N 1,2-dichloro-10h-phenothiazine Chemical class C1=CC=C2NC3=C(Cl)C(Cl)=CC=C3SC2=C1 CHZWDQJHLCTQDG-UHFFFAOYSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000001640 fractional crystallisation Methods 0.000 abstract 1
- 238000007429 general method Methods 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- BGWVQRBGTFISDY-UHFFFAOYSA-N n-(3-chlorophenyl)-3-methoxyaniline Chemical compound COC1=CC=CC(NC=2C=C(Cl)C=CC=2)=C1 BGWVQRBGTFISDY-UHFFFAOYSA-N 0.000 abstract 1
- 150000002990 phenothiazines Chemical class 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH433138X | 1954-07-23 | ||
| CH335670X | 1954-11-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB775279A true GB775279A (en) | 1957-05-22 |
Family
ID=25736748
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21040/55A Expired GB775279A (en) | 1954-07-23 | 1955-07-20 | New phenothiazine derivatives and process for their manufacture |
| GB31248/55A Expired GB775280A (en) | 1954-07-23 | 1955-11-01 | Phenothiazine derivatives and process for their manufacture |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB31248/55A Expired GB775280A (en) | 1954-07-23 | 1955-11-01 | Phenothiazine derivatives and process for their manufacture |
Country Status (6)
| Country | Link |
|---|---|
| BE (2) | BE542588A (enrdf_load_stackoverflow) |
| CH (3) | CH334138A (enrdf_load_stackoverflow) |
| DE (1) | DE1008737B (enrdf_load_stackoverflow) |
| FR (1) | FR1161368A (enrdf_load_stackoverflow) |
| GB (2) | GB775279A (enrdf_load_stackoverflow) |
| NL (2) | NL95095C (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2945031A (en) * | 1958-10-13 | 1960-07-12 | Smith Kline French Lab | Methylenedioxy substituted phenothiazines |
| US2945855A (en) * | 1958-10-21 | 1960-07-19 | Mead Johnson & Co | 10-(1-substituted-3-pyrrolidylmethyl) phenothiazines |
| US9198916B1 (en) * | 2014-05-27 | 2015-12-01 | B&G Partners, Llc | Compounds and methods for treating tumors |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE552963A (enrdf_load_stackoverflow) | 1956-01-27 | |||
| BE569809A (enrdf_load_stackoverflow) * | 1957-07-31 | |||
| BE569606A (enrdf_load_stackoverflow) * | 1957-07-31 | |||
| DE1181223B (de) * | 1962-07-14 | 1964-11-12 | Dresden Arzneimittel | Verfahren zur technischen Herstellung von Phenthiazinbasen |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE833650C (de) * | 1947-03-14 | 1952-03-10 | Rhone Poulenc Sa | Verfahren zur Herstellung von Derivaten des Phenthiazins |
-
0
- BE BE540044D patent/BE540044A/xx unknown
- NL NL95120D patent/NL95120C/xx active
- BE BE542588D patent/BE542588A/xx unknown
- NL NL95095D patent/NL95095C/xx active
-
1954
- 1954-07-23 CH CH334138D patent/CH334138A/de unknown
- 1954-11-05 CH CH335670D patent/CH335670A/de unknown
-
1955
- 1955-07-20 GB GB21040/55A patent/GB775279A/en not_active Expired
- 1955-07-21 DE DES44830A patent/DE1008737B/de active Pending
- 1955-07-22 FR FR1161368D patent/FR1161368A/fr not_active Expired
- 1955-09-23 CH CH344725D patent/CH344725A/de unknown
- 1955-11-01 GB GB31248/55A patent/GB775280A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2945031A (en) * | 1958-10-13 | 1960-07-12 | Smith Kline French Lab | Methylenedioxy substituted phenothiazines |
| US2945855A (en) * | 1958-10-21 | 1960-07-19 | Mead Johnson & Co | 10-(1-substituted-3-pyrrolidylmethyl) phenothiazines |
| US9198916B1 (en) * | 2014-05-27 | 2015-12-01 | B&G Partners, Llc | Compounds and methods for treating tumors |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1161368A (fr) | 1958-08-28 |
| BE542588A (enrdf_load_stackoverflow) | |
| CH334138A (de) | 1958-11-15 |
| CH344725A (de) | 1960-02-29 |
| NL95120C (enrdf_load_stackoverflow) | |
| CH335670A (de) | 1959-01-31 |
| GB775280A (en) | 1957-05-22 |
| NL95095C (enrdf_load_stackoverflow) | |
| BE540044A (enrdf_load_stackoverflow) | |
| DE1008737B (de) | 1957-05-23 |
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