GB1308022A - Oxodihydrobenzthiazine compounds and their preparation - Google Patents
Oxodihydrobenzthiazine compounds and their preparationInfo
- Publication number
- GB1308022A GB1308022A GB2239570A GB2239570A GB1308022A GB 1308022 A GB1308022 A GB 1308022A GB 2239570 A GB2239570 A GB 2239570A GB 2239570 A GB2239570 A GB 2239570A GB 1308022 A GB1308022 A GB 1308022A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- compounds
- compound
- reaction
- hydrolysis
- 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 title abstract 16
- 238000006243 chemical reaction Methods 0.000 abstract 7
- 230000007062 hydrolysis Effects 0.000 abstract 5
- 238000006460 hydrolysis reaction Methods 0.000 abstract 5
- DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 abstract 4
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- JWFWNBJKHZPLAJ-UHFFFAOYSA-N (2-cyanophenyl)methanesulfonamide Chemical compound NS(=O)(=O)CC1=CC=CC=C1C#N JWFWNBJKHZPLAJ-UHFFFAOYSA-N 0.000 abstract 1
- OJOPRZBXIJOTKB-UHFFFAOYSA-N (2-cyanophenyl)methanesulfonyl chloride Chemical compound ClS(=O)(=O)CC1=CC=CC=C1C#N OJOPRZBXIJOTKB-UHFFFAOYSA-N 0.000 abstract 1
- PYHRZPFZZDCOPH-QXGOIDDHSA-N (S)-amphetamine sulfate Chemical compound [H+].[H+].[O-]S([O-])(=O)=O.C[C@H](N)CC1=CC=CC=C1.C[C@H](N)CC1=CC=CC=C1 PYHRZPFZZDCOPH-QXGOIDDHSA-N 0.000 abstract 1
- LMDPYYUISNUGGT-UHFFFAOYSA-N 2-(2-aminophenyl)acetonitrile Chemical compound NC1=CC=CC=C1CC#N LMDPYYUISNUGGT-UHFFFAOYSA-N 0.000 abstract 1
- BOJFCSNJHVFZCN-UHFFFAOYSA-N 2-(chlorosulfonyloxymethyl)benzoyl chloride Chemical compound ClC(=O)C1=C(COS(=O)(=O)Cl)C=CC=C1 BOJFCSNJHVFZCN-UHFFFAOYSA-N 0.000 abstract 1
- QEVWMXVHIOULGX-UHFFFAOYSA-N 2-(cyanomethyl)benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1CC#N QEVWMXVHIOULGX-UHFFFAOYSA-N 0.000 abstract 1
- CFBPIKYUENXQHC-UHFFFAOYSA-N 2-(cyanomethyl)benzenesulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC=C1CC#N CFBPIKYUENXQHC-UHFFFAOYSA-N 0.000 abstract 1
- PKDDOEDSFRAPSL-UHFFFAOYSA-N 2-(sulfamoylmethyl)benzamide Chemical compound NC(=O)C1=CC=CC=C1CS(N)(=O)=O PKDDOEDSFRAPSL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- UJVBZCCNLAAMOV-UHFFFAOYSA-N 2h-1,2-benzothiazine Chemical class C1=CC=C2C=CNSC2=C1 UJVBZCCNLAAMOV-UHFFFAOYSA-N 0.000 abstract 1
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 1
- XYTBWWXFJYWIHP-UHFFFAOYSA-M [Na+].OC(=O)C1=C(CS([O-])(=O)=O)C=CC=C1 Chemical compound [Na+].OC(=O)C1=C(CS([O-])(=O)=O)C=CC=C1 XYTBWWXFJYWIHP-UHFFFAOYSA-M 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 238000006193 diazotization reaction Methods 0.000 abstract 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- KMEPGERBWYPSHW-UHFFFAOYSA-M potassium 2-(carboxymethyl)benzenesulfonate Chemical compound [K+].OC(=O)CC1=C(C=CC=C1)S([O-])(=O)=O KMEPGERBWYPSHW-UHFFFAOYSA-M 0.000 abstract 1
- USMUQLGGALMDBX-UHFFFAOYSA-M potassium 2-(cyanomethyl)benzenesulfonate Chemical compound [K+].[O-]S(=O)(=O)C1=C(CC#N)C=CC=C1 USMUQLGGALMDBX-UHFFFAOYSA-M 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 abstract 1
- -1 sulphamyl 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
- C07D279/02—1,2-Thiazines; Hydrogenated 1,2-thiazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1663569 | 1969-05-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1308022A true GB1308022A (en) | 1973-02-21 |
Family
ID=11149068
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2239570A Expired GB1308022A (en) | 1969-05-09 | 1970-05-08 | Oxodihydrobenzthiazine compounds and their preparation |
Country Status (12)
| Country | Link |
|---|---|
| AT (1) | AT299222B (enExample) |
| BE (1) | BE749672A (enExample) |
| CA (1) | CA930360A (enExample) |
| CH (1) | CH511249A (enExample) |
| DE (2) | DE2022694C3 (enExample) |
| ES (1) | ES378815A1 (enExample) |
| FR (1) | FR2051511B1 (enExample) |
| GB (1) | GB1308022A (enExample) |
| IL (1) | IL34479A0 (enExample) |
| NL (1) | NL7006352A (enExample) |
| SE (1) | SE373585B (enExample) |
| ZA (1) | ZA703127B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6465468B1 (en) | 1999-03-22 | 2002-10-15 | Darwin Discovery Limited | Hydroxamic and carboxylic acid derivatives |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE762273A (fr) * | 1970-06-11 | 1971-07-01 | Recordati Chem Pharm | Nouveaux dihydrobenzothiazine-s-dioxydes therapeutiquement actifs et procedes pour leur preparation |
| US4885027A (en) * | 1985-04-05 | 1989-12-05 | Chevron Research Company | Herbicidal arylmethylenesulfonamido-acetamide and thioacetamide derivatives |
| US4831179A (en) * | 1985-04-05 | 1989-05-16 | Chevron Research Company | Arylmethylenesulfonamidoacetonitrile derivatives |
| WO1999041246A1 (en) * | 1998-02-11 | 1999-08-19 | Du Pont Pharmaceuticals Company | Novel cyclic sulfonamide derivatives as metalloproteinase inhibitors |
-
1970
- 1970-04-20 ES ES378815A patent/ES378815A1/es not_active Expired
- 1970-04-28 BE BE749672D patent/BE749672A/xx unknown
- 1970-04-29 NL NL7006352A patent/NL7006352A/xx unknown
- 1970-05-05 IL IL34479A patent/IL34479A0/xx unknown
- 1970-05-08 CA CA082303A patent/CA930360A/en not_active Expired
- 1970-05-08 FR FR7016831A patent/FR2051511B1/fr not_active Expired
- 1970-05-08 GB GB2239570A patent/GB1308022A/en not_active Expired
- 1970-05-08 DE DE2022694A patent/DE2022694C3/de not_active Expired
- 1970-05-08 DE DE2065333*A patent/DE2065333A1/de active Pending
- 1970-05-08 SE SE7006339A patent/SE373585B/xx unknown
- 1970-05-08 AT AT417770A patent/AT299222B/de not_active IP Right Cessation
- 1970-05-08 ZA ZA703127A patent/ZA703127B/xx unknown
- 1970-05-08 CH CH691170A patent/CH511249A/fr not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6465468B1 (en) | 1999-03-22 | 2002-10-15 | Darwin Discovery Limited | Hydroxamic and carboxylic acid derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2022694C3 (de) | 1975-06-19 |
| DE2022694A1 (de) | 1970-11-12 |
| CH511249A (fr) | 1971-08-15 |
| DE2022694B2 (de) | 1974-10-31 |
| SE373585B (sv) | 1975-02-10 |
| CA930360A (en) | 1973-07-17 |
| FR2051511A1 (enExample) | 1971-04-09 |
| BE749672A (fr) | 1970-10-01 |
| IL34479A0 (en) | 1970-07-19 |
| DE2065333A1 (de) | 1973-03-22 |
| NL7006352A (enExample) | 1970-11-11 |
| AT299222B (de) | 1972-06-12 |
| ZA703127B (en) | 1971-01-27 |
| FR2051511B1 (enExample) | 1974-08-30 |
| ES378815A1 (es) | 1973-02-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |