GB1253521A - Novel xanthen and thiaxanthen derivatives and the preparation thereof - Google Patents
Novel xanthen and thiaxanthen derivatives and the preparation thereofInfo
- Publication number
- GB1253521A GB1253521A GB4608568A GB4608568A GB1253521A GB 1253521 A GB1253521 A GB 1253521A GB 4608568 A GB4608568 A GB 4608568A GB 4608568 A GB4608568 A GB 4608568A GB 1253521 A GB1253521 A GB 1253521A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- group
- alkenyl
- substituted alkyl
- cycloalkyl
- 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
- PQJUJGAVDBINPI-UHFFFAOYSA-N 9H-thioxanthene Chemical class C1=CC=C2CC3=CC=CC=C3SC2=C1 PQJUJGAVDBINPI-UHFFFAOYSA-N 0.000 title 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000003342 alkenyl group Chemical group 0.000 abstract 4
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 230000001262 anti-secretory effect Effects 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229940079593 drug Drugs 0.000 abstract 2
- 239000008267 milk Substances 0.000 abstract 2
- 210000004080 milk Anatomy 0.000 abstract 2
- 235000013336 milk Nutrition 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000000725 suspension Substances 0.000 abstract 2
- XQJMXPAEFMWDOZ-UHFFFAOYSA-N 3exo-benzoyloxy-tropane Natural products CN1C(C2)CCC1CC2OC(=O)C1=CC=CC=C1 XQJMXPAEFMWDOZ-UHFFFAOYSA-N 0.000 abstract 1
- JEYCTXHKTXCGPB-UHFFFAOYSA-N Methaqualone Chemical compound CC1=CC=CC=C1N1C(=O)C2=CC=CC=C2N=C1C JEYCTXHKTXCGPB-UHFFFAOYSA-N 0.000 abstract 1
- 229940121948 Muscarinic receptor antagonist Drugs 0.000 abstract 1
- QQXLDOJGLXJCSE-UHFFFAOYSA-N N-methylnortropinone Natural products C1C(=O)CC2CCC1N2C QQXLDOJGLXJCSE-UHFFFAOYSA-N 0.000 abstract 1
- QIZDQFOVGFDBKW-DHBOJHSNSA-N Pseudotropine Natural products OC1C[C@@H]2[N+](C)[C@H](C1)CC2 QIZDQFOVGFDBKW-DHBOJHSNSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 239000003463 adsorbent Substances 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 abstract 1
- 229910021502 aluminium hydroxide Inorganic materials 0.000 abstract 1
- 229940069428 antacid Drugs 0.000 abstract 1
- 239000003159 antacid agent Substances 0.000 abstract 1
- 230000001387 anti-histamine Effects 0.000 abstract 1
- 239000002111 antiemetic agent Substances 0.000 abstract 1
- 229940125683 antiemetic agent Drugs 0.000 abstract 1
- 229940125715 antihistaminic agent Drugs 0.000 abstract 1
- 239000000739 antihistaminic agent Substances 0.000 abstract 1
- 229940125717 barbiturate Drugs 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- UVKZSORBKUEBAZ-UHFFFAOYSA-N cyclizine Chemical compound C1CN(C)CCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 UVKZSORBKUEBAZ-UHFFFAOYSA-N 0.000 abstract 1
- 229960003564 cyclizine Drugs 0.000 abstract 1
- GXGAKHNRMVGRPK-UHFFFAOYSA-N dimagnesium;dioxido-bis[[oxido(oxo)silyl]oxy]silane Chemical compound [Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O GXGAKHNRMVGRPK-UHFFFAOYSA-N 0.000 abstract 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 abstract 1
- 229960000520 diphenhydramine Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- BRWIZMBXBAOCCF-UHFFFAOYSA-N hydrazinecarbothioamide Chemical compound NNC(N)=S BRWIZMBXBAOCCF-UHFFFAOYSA-N 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 239000000391 magnesium silicate Substances 0.000 abstract 1
- 229940099273 magnesium trisilicate Drugs 0.000 abstract 1
- 229910000386 magnesium trisilicate Inorganic materials 0.000 abstract 1
- 235000019793 magnesium trisilicate Nutrition 0.000 abstract 1
- 229960002803 methaqualone Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002831 pharmacologic agent Substances 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000008174 sterile solution Substances 0.000 abstract 1
- 239000000829 suppository Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
- 125000005389 trialkylsiloxy group Chemical group 0.000 abstract 1
- CYHOMWAPJJPNMW-JIGDXULJSA-N tropine Chemical compound C1[C@@H](O)C[C@H]2CC[C@@H]1N2C CYHOMWAPJJPNMW-JIGDXULJSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
- C07D311/82—Xanthenes
- C07D311/84—Xanthenes 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
- C07D311/88—Nitrogen atoms
-
- 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
- C07D335/18—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0892—Compounds with a Si-O-N linkage
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)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
1,253,521. Anti-secretory &c. medicines. BOOTS PURE DRUG CO. Ltd. 18 Sept., 1969 [27 Sept., 1968], No. 46085/68. Heading A5B. [Also in Divisions C2 and C3] Pharmaceutical compositions having antisecretory activity comprise, as active ingredient, a xanthenyl- or thraxanthenyl-semicarbazide or thiosemicarbazide of the general formula wherein X n is a group of the formula in which X 1 and X 2 are oxygen or sulphur; the rings A and B optionally contain halogen, alkyl, alkoxy and hydroxy substituents; R 1 is a hydrogen atom or an alkyl, substituted alkyl, alkenyl, cycloalkyl, hydroxy, alkoxy, acyloxy or trialkylsilyloxy group; R 2 and R 4 are each a hydrogen atom or an alkyl, substituted alkyl, alkenyl, cycloalkyl, alkanoyl or alkoxycarbonyl group; R 3 is a hydrogen atom or an alkyl, substituted alkyl, alkenyl, cycloalkyl or alkoxy group or R 2 and R 3 together represent -(CH 2 ) m - where m is 3 or 4 and one of the -CH 2 - groups may be replaced by a >CO group; or R 3 and R 4 , together with the nitrogen atom to which they are attached, form a saturated 5-7 membered heterocyclic ring, optionally containing an oxygen or sulphur atom or a >NH or >N-C 1-7 alkyl group; or a pharmaceutically acceptable acid addition salt thereof; or, when R 3 and R 4 are each an alkyl, substituted alkyl or alkenyl group, a pharmaceutically acceptable quaternary ammonium salt thereof; in association with a pharmaceutical exicipient and, optionally, other compatible pharmacologically active ingredients, e.g. antacids and acid adsorbents, such as aluminium hydroxide and magnesium trisilicate, compounds active on the central nervous system, such as barbiturates and methaqualone, antihistaminic and/or antiemetic agents, such as cyclizine and diphenhydramine, anticholinergic agents, such as a tropine, and milk and milk solids. The compositions may be administered orally rectally or parenterally as tablets, capsules, syrups, aqueous and oily suspensions, suppositories, sterile suspensions in aqueous and oily media and sterile solutions in propylene glycol.
Priority Applications (22)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4608568A GB1253521A (en) | 1968-09-27 | 1968-09-27 | Novel xanthen and thiaxanthen derivatives and the preparation thereof |
| CA061,375A CA956943A (en) | 1968-09-27 | 1969-09-08 | Xanthenes and thiaxanthenes derivatives |
| US858183A US3686218A (en) | 1966-09-02 | 1969-09-15 | Xanthenyl semicarbazides |
| SU1608481A SU404259A3 (en) | 1968-09-27 | 1969-09-23 | |
| SU1608480A SU424353A3 (en) | 1968-09-27 | 1969-09-23 | |
| SU1608479A SU398043A3 (en) | 1968-09-27 | 1969-09-23 | |
| CH1450769A CH520675A (en) | 1968-09-27 | 1969-09-25 | Process for the preparation of new xanthene derivatives |
| CH1733971A CH528504A (en) | 1968-09-27 | 1969-09-25 | Process for the preparation of new xanthene derivatives |
| CH1733871A CH529748A (en) | 1968-09-27 | 1969-09-25 | Process for the preparation of new xanthene derivatives |
| CH1733771A CH528503A (en) | 1968-09-27 | 1969-09-25 | 4-(thia)xanthen-9-yl (thio) semicarbazides with - gastric antisecretory activity |
| DE19691948816 DE1948816C3 (en) | 1968-09-27 | 1969-09-26 | Xanthene compounds and medicaments containing them |
| FR6932875A FR2019048B1 (en) | 1968-09-27 | 1969-09-26 | |
| SE1331869A SE364958B (en) | 1968-09-27 | 1969-09-26 | |
| JP38597271A JPS4811708B1 (en) | 1968-09-27 | 1971-12-27 | |
| JP38607271A JPS4811709B1 (en) | 1968-09-27 | 1971-12-27 | |
| JP38587271A JPS4838711B1 (en) | 1968-09-27 | 1971-12-27 | |
| US00277410A US3842178A (en) | 1966-09-02 | 1972-08-02 | Xanthenyl semicarbazides as gastric antisecretory agents |
| US410570A US3897547A (en) | 1966-09-02 | 1973-10-29 | Thiaxanthenyl semicarbazides as anti-secretory agents |
| US423925A US3886169A (en) | 1966-09-02 | 1973-12-12 | Xanthenyl and thiaxanthenyl semicarbazides |
| US05/426,799 US3948947A (en) | 1966-09-02 | 1973-12-20 | Thiazanthenyl semicarbazides |
| US05/492,399 US3957821A (en) | 1966-09-02 | 1974-07-29 | Xanthenyl semicarbazides |
| US05/549,535 US3978226A (en) | 1966-09-02 | 1975-02-13 | Xanthen derivatives such as n,n'-dimethyl-n-9-xanthenylurea and the like in anti-secretory compositions, and method of treating therewith |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4608568A GB1253521A (en) | 1968-09-27 | 1968-09-27 | Novel xanthen and thiaxanthen derivatives and the preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1253521A true GB1253521A (en) | 1971-11-17 |
Family
ID=10439796
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4608568A Expired GB1253521A (en) | 1966-09-02 | 1968-09-27 | Novel xanthen and thiaxanthen derivatives and the preparation thereof |
Country Status (8)
| Country | Link |
|---|---|
| JP (3) | JPS4838711B1 (en) |
| CA (1) | CA956943A (en) |
| CH (1) | CH520675A (en) |
| DE (1) | DE1948816C3 (en) |
| FR (1) | FR2019048B1 (en) |
| GB (1) | GB1253521A (en) |
| SE (1) | SE364958B (en) |
| SU (2) | SU424353A3 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52104305U (en) * | 1976-02-03 | 1977-08-08 | ||
| DE2918607A1 (en) * | 1979-05-09 | 1980-11-13 | Hoechst Ag | METHOD FOR BLOCK DYEING SHEET-SHAPED TEXTILES FROM CELLULOSE FIBERS |
| WO2015039334A1 (en) * | 2013-09-22 | 2015-03-26 | Merck Sharp & Dohme Corp. | TrkA KINASE INHIBITORS, COMPOSITIONS AND METHODS THEREOF |
-
1968
- 1968-09-27 GB GB4608568A patent/GB1253521A/en not_active Expired
-
1969
- 1969-09-08 CA CA061,375A patent/CA956943A/en not_active Expired
- 1969-09-23 SU SU1608480A patent/SU424353A3/ru active
- 1969-09-23 SU SU1608481A patent/SU404259A3/ru active
- 1969-09-25 CH CH1450769A patent/CH520675A/en not_active IP Right Cessation
- 1969-09-26 SE SE1331869A patent/SE364958B/xx unknown
- 1969-09-26 FR FR6932875A patent/FR2019048B1/fr not_active Expired
- 1969-09-26 DE DE19691948816 patent/DE1948816C3/en not_active Expired
-
1971
- 1971-12-27 JP JP38587271A patent/JPS4838711B1/ja active Pending
- 1971-12-27 JP JP38597271A patent/JPS4811708B1/ja active Pending
- 1971-12-27 JP JP38607271A patent/JPS4811709B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4811708B1 (en) | 1973-04-14 |
| FR2019048A1 (en) | 1970-06-26 |
| DE1948816A1 (en) | 1970-04-02 |
| JPS4811709B1 (en) | 1973-04-14 |
| DE1948816C3 (en) | 1980-03-13 |
| JPS4838711B1 (en) | 1973-11-19 |
| SE364958B (en) | 1974-03-11 |
| CH520675A (en) | 1972-03-31 |
| FR2019048B1 (en) | 1973-01-12 |
| CA956943A (en) | 1974-10-29 |
| DE1948816B2 (en) | 1979-07-12 |
| SU404259A3 (en) | 1973-10-26 |
| SU424353A3 (en) | 1974-04-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1022879A (en) | Substituted 9:10-dihydro-9:10-ethano-(1:2)-anthracene and process for preparing same | |
| GB1181673A (en) | Derivatives of Xanthen and Thiaxanthen and Preparation Thereof | |
| GB1528723A (en) | 1-nitro-9-n-substituted aminoalkylamino-acridines their salts and a method of preparing same | |
| IE35535L (en) | Adenosine-5'-carboxylic acid derivatives | |
| GB1228736A (en) | ||
| GB1253521A (en) | Novel xanthen and thiaxanthen derivatives and the preparation thereof | |
| GB1515241A (en) | Beta-lactam antibiotics | |
| GB1178242A (en) | Novel Biologically Active Bis-Isothioureas | |
| GB1356117A (en) | 1-3-cyano-3,3-diphenylpropyl-4-phenylpiperidine-4-carboxylic acid derivatives | |
| GB972082A (en) | Dihydrodibenzazepinones | |
| IL85725A (en) | Imidazole derivatives,their manufacture and pharmaceutical compositions containing them | |
| GB1246902A (en) | Improvements in therapeutic agents | |
| GB1114660A (en) | Tetrahydro-lsoquinolines | |
| GB1173809A (en) | N-Substituted Nor-Morphines | |
| ES8603829A1 (en) | Medicines based on piperidine derivatives, piperidine derivatives and process for their preparation. | |
| GB1250353A (en) | ||
| GB1195319A (en) | Alkyl Sulfate Salts of 1-(p-Chlorobenzhydryl)-4-Methylhomopiperazines | |
| GB1171859A (en) | 00,11-Epoxy-10,11-Dihydro-5H-Dibenzo[a,d] Cycloheptene-5-Carboxamides | |
| GB1296431A (en) | ||
| GB1319841A (en) | Quinine alkaloid derivatives | |
| GB1479572A (en) | Triazolocycloalkahydrothiadiazine derivatives | |
| GB1280244A (en) | Serum triglyceride-lowering compositions | |
| GB1220793A (en) | Pharmaceutical compositions | |
| ES342394A1 (en) | Novel Benzylaminoimidazoline Derivatives, the preparation thereof and Compositions containing the same | |
| GB1139146A (en) | Benzofuran derivatives and processes for preparing the same |