NO130233B - - Google Patents
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- Publication number
- NO130233B NO130233B NO04848/70A NO484870A NO130233B NO 130233 B NO130233 B NO 130233B NO 04848/70 A NO04848/70 A NO 04848/70A NO 484870 A NO484870 A NO 484870A NO 130233 B NO130233 B NO 130233B
- Authority
- NO
- Norway
- Prior art keywords
- formula
- compound
- methanol
- amino
- glycolate
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 28
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 14
- -1 hemiacetal ester Chemical class 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 claims description 6
- 230000005855 radiation Effects 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- JWZNIKLDIAKWRJ-UHFFFAOYSA-N methyl 2-(2-aminoethylsulfanyl)-2-hydroxyacetate Chemical compound COC(=O)C(O)SCCN JWZNIKLDIAKWRJ-UHFFFAOYSA-N 0.000 claims description 3
- OGMADIBCHLQMIP-UHFFFAOYSA-N 2-aminoethanethiol;hydron;chloride Chemical compound Cl.NCCS OGMADIBCHLQMIP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 229940097265 cysteamine hydrochloride Drugs 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 241001465754 Metazoa Species 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000003776 cleavage reaction Methods 0.000 description 3
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 description 3
- 229960003151 mercaptamine Drugs 0.000 description 3
- 230000007017 scission Effects 0.000 description 3
- XUJNEKJLAYXESH-UHFFFAOYSA-N Cysteine Chemical compound SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000004992 fission Effects 0.000 description 2
- 238000007912 intraperitoneal administration Methods 0.000 description 2
- 231100000682 maximum tolerated dose Toxicity 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- TYEYBOSBBBHJIV-UHFFFAOYSA-M 2-oxobutanoate Chemical group CCC(=O)C([O-])=O TYEYBOSBBBHJIV-UHFFFAOYSA-M 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 238000011672 OFA rat Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229940078469 dl- cysteine Drugs 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229940102223 injectable solution Drugs 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- GEVPUGOOGXGPIO-UHFFFAOYSA-N oxalic acid;dihydrate Chemical compound O.O.OC(=O)C(O)=O GEVPUGOOGXGPIO-UHFFFAOYSA-N 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- DVTFPJRIOQGSEB-UHFFFAOYSA-N propyl 2-hydroxy-2-propoxyacetate Chemical group CCCOC(O)C(=O)OCCC DVTFPJRIOQGSEB-UHFFFAOYSA-N 0.000 description 1
- 230000001012 protector Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/04—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D277/06—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/52—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR696944143A FR2073283B1 (fr) | 1969-12-19 | 1969-12-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO130233B true NO130233B (fr) | 1974-07-29 |
Family
ID=9044875
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO04848/70A NO130233B (fr) | 1969-12-19 | 1970-12-17 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US3790623A (fr) |
| AT (1) | AT305232B (fr) |
| BE (1) | BE759770A (fr) |
| CA (1) | CA929946A (fr) |
| CH (1) | CH534671A (fr) |
| DE (1) | DE2062427C3 (fr) |
| DK (1) | DK145042C (fr) |
| ES (1) | ES386408A1 (fr) |
| FI (1) | FI52854C (fr) |
| FR (1) | FR2073283B1 (fr) |
| GB (1) | GB1284505A (fr) |
| NL (1) | NL168827C (fr) |
| NO (1) | NO130233B (fr) |
| SE (1) | SE385475B (fr) |
| SU (1) | SU383285A3 (fr) |
| YU (1) | YU34790B (fr) |
| ZA (1) | ZA708310B (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5439849B2 (ja) * | 2008-02-28 | 2014-03-12 | 味の素株式会社 | システイン誘導体 |
-
0
- BE BE759770D patent/BE759770A/fr unknown
-
1969
- 1969-12-19 FR FR696944143A patent/FR2073283B1/fr not_active Expired
-
1970
- 1970-12-04 CH CH1800770A patent/CH534671A/fr not_active IP Right Cessation
- 1970-12-08 GB GB58175/70A patent/GB1284505A/en not_active Expired
- 1970-12-09 ZA ZA708310A patent/ZA708310B/xx unknown
- 1970-12-11 YU YU3032/70A patent/YU34790B/xx unknown
- 1970-12-12 ES ES386408A patent/ES386408A1/es not_active Expired
- 1970-12-16 SE SE7017042A patent/SE385475B/xx unknown
- 1970-12-16 US US00098921A patent/US3790623A/en not_active Expired - Lifetime
- 1970-12-16 NL NLAANVRAGE7018363,A patent/NL168827C/xx not_active IP Right Cessation
- 1970-12-16 FI FI703393A patent/FI52854C/fi active
- 1970-12-16 CA CA100787A patent/CA929946A/en not_active Expired
- 1970-12-17 NO NO04848/70A patent/NO130233B/no unknown
- 1970-12-18 DK DK645570A patent/DK145042C/da active
- 1970-12-18 DE DE2062427A patent/DE2062427C3/de not_active Expired
- 1970-12-18 AT AT1143470A patent/AT305232B/de not_active IP Right Cessation
- 1970-12-18 SU SU1600481A patent/SU383285A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| DK145042C (da) | 1983-01-10 |
| AT305232B (de) | 1973-02-12 |
| SE385475B (sv) | 1976-07-05 |
| CH534671A (fr) | 1973-03-15 |
| SU383285A3 (fr) | 1973-05-25 |
| NL7018363A (fr) | 1971-06-22 |
| DE2062427C3 (de) | 1974-09-05 |
| FI52854B (fr) | 1977-08-31 |
| GB1284505A (en) | 1972-08-09 |
| US3790623A (en) | 1974-02-05 |
| DE2062427B2 (de) | 1974-01-24 |
| DK145042B (da) | 1982-08-09 |
| BE759770A (fr) | 1971-05-17 |
| YU34790B (en) | 1980-03-15 |
| FI52854C (fi) | 1977-12-12 |
| FR2073283B1 (fr) | 1973-01-12 |
| DE2062427A1 (de) | 1971-06-24 |
| ES386408A1 (es) | 1973-12-01 |
| ZA708310B (en) | 1971-09-29 |
| FR2073283A1 (fr) | 1971-10-01 |
| CA929946A (en) | 1973-07-10 |
| NL168827C (nl) | 1982-05-17 |
| YU303270A (en) | 1979-09-10 |
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