GB1030626A - New phenothiazineamides - Google Patents
New phenothiazineamidesInfo
- Publication number
- GB1030626A GB1030626A GB7712/63A GB771263A GB1030626A GB 1030626 A GB1030626 A GB 1030626A GB 7712/63 A GB7712/63 A GB 7712/63A GB 771263 A GB771263 A GB 771263A GB 1030626 A GB1030626 A GB 1030626A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compound
- reacting
- prepared
- chloroacetylphenothiazine
- 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
- 150000001875 compounds Chemical class 0.000 abstract 8
- 239000002253 acid Substances 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 abstract 1
- GYJDGIAGOOCJGT-UHFFFAOYSA-N 2-chloro-1-(2,3-dimethoxyphenothiazin-10-yl)ethanone Chemical compound COC1=CC=2N(C3=CC=CC=C3SC2C=C1OC)C(CCl)=O GYJDGIAGOOCJGT-UHFFFAOYSA-N 0.000 abstract 1
- KQVGSMBVUNOIOD-UHFFFAOYSA-N 2-chloro-1-(3-methoxyphenothiazin-10-yl)ethanone Chemical compound COC=1C=CC=2N(C3=CC=CC=C3SC2C1)C(CCl)=O KQVGSMBVUNOIOD-UHFFFAOYSA-N 0.000 abstract 1
- NKRGJNZQQYCJHD-UHFFFAOYSA-N 3-methoxy-10h-phenothiazine Chemical compound C1=CC=C2SC3=CC(OC)=CC=C3NC2=C1 NKRGJNZQQYCJHD-UHFFFAOYSA-N 0.000 abstract 1
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002723 alicyclic group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- -1 araliphatic Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 229950000688 phenothiazine Drugs 0.000 abstract 1
- 150000004885 piperazines Chemical class 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001302 tertiary amino group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
- C07D279/18—[b, e]-condensed with two six-membered rings
- C07D279/22—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom
- C07D279/30—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with acyl radicals attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the general formula <FORM:1030626/C2/1> wherein X1 and X2 which may be the same or different represent straight or branched chain alkylene groups having 1 to 3 carbon atoms, R represents an aliphatic, alicyclic, araliphatic, aromatic or heterocyclic acyl radical optionally substituted by halogen atoms or hydroxy, alkoxy, or tertiary amino groups, A and B represent hydrogen or halogen atoms or alkoxy radicals, their non-toxic acid addition salts and quaternary ammonium derivatives and the preparation thereof by either reacting a compound of the formula <FORM:1030626/C2/2> with a compound Q2-R (III) in which Q1 and Q2 represent groups able to react with each other to form a group of the formula <FORM:1030626/C2/3> or by esterifying a compound of the general formula <FORM:1030626/C2/4> or a reactive derivative thereof with a carboxylic acid R-OH, (VI), or a reactive derivative thereof, or by reacting a compound of the formula <FORM:1030626/C2/5> with a compound of the formula <FORM:1030626/C2/6> Compounds of Formula V are prepared by reacting a compound of the formula <FORM:1030626/C2/7> wherein Y represents the acid residue of a reactive ester, with a piperazine derivative <FORM:1030626/C2/8> 3 - Methoxy - 10 - chloroacetylphenothiazine is prepared from 3-methoxyphenothiazine and chloroacetylchloride. Similarly is prepared 2,3-dimethoxy -10 - chloroacetylphenothiazine, and 3-methoxy- and 2,3-dimethoxy-10-(b -chloro-propionyl) phenothiazine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUGO000846 | 1962-03-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1030626A true GB1030626A (en) | 1966-05-25 |
Family
ID=10996636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7712/63A Expired GB1030626A (en) | 1962-03-02 | 1963-02-26 | New phenothiazineamides |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE629141A (en) |
| CH (2) | CH459218A (en) |
| DE (1) | DE1445690A1 (en) |
| DK (1) | DK117959B (en) |
| FR (1) | FR2537M (en) |
| GB (1) | GB1030626A (en) |
| NL (1) | NL289610A (en) |
| SE (1) | SE316180B (en) |
-
0
- NL NL289610D patent/NL289610A/xx unknown
- BE BE629141D patent/BE629141A/xx unknown
-
1963
- 1963-02-25 CH CH365867A patent/CH459218A/en unknown
- 1963-02-25 CH CH236163A patent/CH456600A/en unknown
- 1963-02-26 GB GB7712/63A patent/GB1030626A/en not_active Expired
- 1963-02-28 DE DE19631445690 patent/DE1445690A1/en active Pending
- 1963-03-01 FR FR926585A patent/FR2537M/en active Active
- 1963-03-01 DK DK96263A patent/DK117959B/en unknown
- 1963-03-01 SE SE226863A patent/SE316180B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE629141A (en) | |
| CH459218A (en) | 1968-07-15 |
| CH456600A (en) | 1968-07-31 |
| SE316180B (en) | 1969-10-20 |
| FR2537M (en) | 1964-05-19 |
| DK117959B (en) | 1970-06-22 |
| NL289610A (en) | |
| DE1445690A1 (en) | 1968-12-05 |
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