GB668776A - Chemotherapeutic agents - Google Patents
Chemotherapeutic agentsInfo
- Publication number
- GB668776A GB668776A GB2729/50A GB272950A GB668776A GB 668776 A GB668776 A GB 668776A GB 2729/50 A GB2729/50 A GB 2729/50A GB 272950 A GB272950 A GB 272950A GB 668776 A GB668776 A GB 668776A
- Authority
- GB
- United Kingdom
- Prior art keywords
- anhydride
- salt
- sulphanilamide
- reacting
- acid
- 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
- 239000002246 antineoplastic agent Substances 0.000 title 1
- 229940127089 cytotoxic agent Drugs 0.000 title 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical class NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 229940124530 sulfonamide Drugs 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 150000008064 anhydrides Chemical class 0.000 abstract 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- TYHNTRCXSWCMAD-UHFFFAOYSA-N 1,2-dimethylcyclohexane-1,2-dicarboxylic acid Chemical class OC(=O)C1(C)CCCCC1(C)C(O)=O TYHNTRCXSWCMAD-UHFFFAOYSA-N 0.000 abstract 1
- MFUPLJQNEXUUDW-UHFFFAOYSA-N 2-phenylisoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C1=CC=CC=C1 MFUPLJQNEXUUDW-UHFFFAOYSA-N 0.000 abstract 1
- JYLPYGMXBDJRFV-UHFFFAOYSA-N 2-phenylisoindole-1,3-dione sulfuryl dichloride Chemical compound S(=O)(=O)(Cl)Cl.C1(C=2C(C(N1C1=CC=CC=C1)=O)=CC=CC2)=O JYLPYGMXBDJRFV-UHFFFAOYSA-N 0.000 abstract 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 159000000013 aluminium salts Chemical class 0.000 abstract 1
- 229910000329 aluminium sulfate Inorganic materials 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- -1 carbocyclic carboxylic acid Chemical class 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 235000011056 potassium acetate Nutrition 0.000 abstract 1
- SKIVFJLNDNKQPD-UHFFFAOYSA-N sulfacetamide Chemical compound CC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 SKIVFJLNDNKQPD-UHFFFAOYSA-N 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003751 zinc Chemical class 0.000 abstract 1
- 150000003754 zirconium Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises substituted sulphanilamides of the general formula <FORM:0668776/IV (b)/1> in which R is a carbocyclic radical, X is hydrogen or a non-toxic metal and -CO-Y is a lower aliphatic acyl group; and also comprises their preparation by reacting an N1-lower aliphatic acyl sulphanilamide with a dibasic carbocyclic carboxylic acid or an anhydride thereof, or by reacting a lower aliphatic acid or anhydride thereof with a sulphanilamide substituted at N4 by a dibasic carbocyclic acid. Suitable dibasic acids are phthalic, hexahydrophthalic and dimethylhexahydrophthalic acids. In examples: (1) phthalic anhydride is reacted with sulphanilamide in acetone and the product refluxed with acetic anhydride in the presence of potassium acetate to yield N1-acetyl-N4-phthalylsulphanilamide; the intermediate N4-phthalylsulphanilamide may also be made by treating N-phenylphthalimide with chlorosulphonic acid and reacting the p-phthalimidobenzene sulphonyl chloride with ammonia; (2) N1-acetylsulphanilamide is reacted with phthalic anhydride in the presence of sodium hydroxide solution to give the same product as (1); the following salts are prepared (3) the disodium salt; (4) the aluminium salt; (5) the zirconium salt; and (6) the ferric salt. The zinc salt also is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US668776XA | 1949-02-09 | 1949-02-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB668776A true GB668776A (en) | 1952-03-19 |
Family
ID=22072281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2729/50A Expired GB668776A (en) | 1949-02-09 | 1950-02-02 | Chemotherapeutic agents |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB668776A (en) |
-
1950
- 1950-02-02 GB GB2729/50A patent/GB668776A/en not_active Expired
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