GB1030400A - Sulphur-containing derivatives of vitamin b and process for their preparation - Google Patents
Sulphur-containing derivatives of vitamin b and process for their preparationInfo
- Publication number
- GB1030400A GB1030400A GB2480/65A GB248065A GB1030400A GB 1030400 A GB1030400 A GB 1030400A GB 2480/65 A GB2480/65 A GB 2480/65A GB 248065 A GB248065 A GB 248065A GB 1030400 A GB1030400 A GB 1030400A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- pyridine
- hydroxy
- hydroxymethyl
- hydrochloride
- 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
- 238000002360 preparation method Methods 0.000 title abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title 1
- 239000005864 Sulphur Substances 0.000 title 1
- 229940088594 vitamin Drugs 0.000 title 1
- 229930003231 vitamin Natural products 0.000 title 1
- 235000013343 vitamin Nutrition 0.000 title 1
- 239000011782 vitamin Substances 0.000 title 1
- 150000003722 vitamin derivatives Chemical class 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 8
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 8
- -1 mercapto compounds Chemical class 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 4
- 230000003647 oxidation Effects 0.000 abstract 3
- 238000007254 oxidation reaction Methods 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000001118 alkylidene group Chemical group 0.000 abstract 2
- 125000002837 carbocyclic group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- ZUFQODAHGAHPFQ-UHFFFAOYSA-N pyridoxine hydrochloride Chemical compound Cl.CC1=NC=C(CO)C(CO)=C1O ZUFQODAHGAHPFQ-UHFFFAOYSA-N 0.000 abstract 2
- 238000010992 reflux Methods 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- JYWKEVKEKOTYEX-UHFFFAOYSA-N 2,6-dibromo-4-chloroiminocyclohexa-2,5-dien-1-one Chemical compound ClN=C1C=C(Br)C(=O)C(Br)=C1 JYWKEVKEKOTYEX-UHFFFAOYSA-N 0.000 abstract 1
- DTBDAFLSBDGPEA-UHFFFAOYSA-N 3-Methylquinoline Natural products C1=CC=CC2=CC(C)=CN=C21 DTBDAFLSBDGPEA-UHFFFAOYSA-N 0.000 abstract 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- GLWRZXPRMKJKAX-UHFFFAOYSA-N Cl.ClCC=1C=NC(=C(C1COC(C)=O)OC(C)=O)C Chemical compound Cl.ClCC=1C=NC(=C(C1COC(C)=O)OC(C)=O)C GLWRZXPRMKJKAX-UHFFFAOYSA-N 0.000 abstract 1
- YRZPXNDIQJBHAH-UHFFFAOYSA-N Cl.ClCC=1C=NC(=C(C1COC(CC)=O)OC(CC)=O)C Chemical compound Cl.ClCC=1C=NC(=C(C1COC(CC)=O)OC(CC)=O)C YRZPXNDIQJBHAH-UHFFFAOYSA-N 0.000 abstract 1
- 239000004133 Sodium thiosulphate Substances 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- QAQASMDGPZZYIS-UHFFFAOYSA-N [3-acetyloxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methyl acetate Chemical compound CC(=O)OCC1=C(CO)C=NC(C)=C1OC(C)=O QAQASMDGPZZYIS-UHFFFAOYSA-N 0.000 abstract 1
- 230000000397 acetylating effect Effects 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 239000012670 alkaline solution Substances 0.000 abstract 1
- YNNGZCVDIREDDK-UHFFFAOYSA-N aminocarbamodithioic acid Chemical compound NNC(S)=S YNNGZCVDIREDDK-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 239000006071 cream Substances 0.000 abstract 1
- 239000012990 dithiocarbamate Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- 239000007943 implant Substances 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229940102396 methyl bromide Drugs 0.000 abstract 1
- GZUXJHMPEANEGY-UHFFFAOYSA-N methyl bromide Substances BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000002674 ointment Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000006187 pill Substances 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridine hydrochloride Substances [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 abstract 1
- 235000019345 sodium thiosulphate Nutrition 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
- C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEM59857A DE1222062B (de) | 1964-02-08 | 1964-02-08 | Verfahren zur Herstellung des Bis-[4-hydroxymethyl-5-hydroxy-6-methyl-pyridyl-(3)-methyl]-disulfids |
DEM59856A DE1227908B (de) | 1964-02-08 | 1964-02-08 | Verfahren zur Herstellung von Bis-[4-hydroxy-methyl-5-hydroxy-6-methyl-pyridyl-(3)-methyl]-disulfid |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1030400A true GB1030400A (en) | 1966-05-25 |
Family
ID=25987506
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2480/65A Expired GB1030400A (en) | 1964-02-08 | 1965-01-20 | Sulphur-containing derivatives of vitamin b and process for their preparation |
Country Status (10)
Country | Link |
---|---|
BE (1) | BE659401A (enrdf_load_stackoverflow) |
BR (1) | BR6566952D0 (enrdf_load_stackoverflow) |
CH (2) | CH458346A (enrdf_load_stackoverflow) |
CS (2) | CS157008B2 (enrdf_load_stackoverflow) |
DE (2) | DE1222062B (enrdf_load_stackoverflow) |
DK (2) | DK114409B (enrdf_load_stackoverflow) |
GB (1) | GB1030400A (enrdf_load_stackoverflow) |
IL (1) | IL22830A (enrdf_load_stackoverflow) |
NL (1) | NL6500993A (enrdf_load_stackoverflow) |
SE (2) | SE324769B (enrdf_load_stackoverflow) |
-
1964
- 1964-02-08 DE DEM59857A patent/DE1222062B/de active Pending
- 1964-02-08 DE DEM59856A patent/DE1227908B/de active Pending
- 1964-12-11 CH CH1602964A patent/CH458346A/de unknown
- 1964-12-11 CH CH1607067A patent/CH462166A/de unknown
-
1965
- 1965-01-20 GB GB2480/65A patent/GB1030400A/en not_active Expired
- 1965-01-21 IL IL22830A patent/IL22830A/en unknown
- 1965-01-27 NL NL6500993A patent/NL6500993A/xx unknown
- 1965-02-02 DK DK53865AA patent/DK114409B/da unknown
- 1965-02-05 DK DK60365AA patent/DK113016B/da unknown
- 1965-02-05 CS CS80765*BA patent/CS157008B2/cs unknown
- 1965-02-05 BR BR166952/65A patent/BR6566952D0/pt unknown
- 1965-02-05 CS CS265366A patent/CS157009B2/cs unknown
- 1965-02-06 SE SE1544/65A patent/SE324769B/xx unknown
- 1965-02-06 SE SE1543/65A patent/SE311358B/xx unknown
- 1965-02-08 BE BE659401D patent/BE659401A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
DK114409B (da) | 1969-06-30 |
NL6500993A (enrdf_load_stackoverflow) | 1965-08-09 |
SE324769B (enrdf_load_stackoverflow) | 1970-06-15 |
SE311358B (enrdf_load_stackoverflow) | 1969-06-09 |
IL22830A (en) | 1969-04-30 |
CS157009B2 (enrdf_load_stackoverflow) | 1974-08-23 |
CH462166A (de) | 1968-09-15 |
CS157008B2 (enrdf_load_stackoverflow) | 1974-08-23 |
BR6566952D0 (pt) | 1973-08-02 |
DK113016B (da) | 1969-02-10 |
BE659401A (enrdf_load_stackoverflow) | 1965-08-09 |
DE1222062B (de) | 1966-08-04 |
CH458346A (de) | 1968-06-30 |
DE1227908B (de) | 1966-11-03 |
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