NO122732B - - Google Patents
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- Publication number
- NO122732B NO122732B NO165068A NO16506866A NO122732B NO 122732 B NO122732 B NO 122732B NO 165068 A NO165068 A NO 165068A NO 16506866 A NO16506866 A NO 16506866A NO 122732 B NO122732 B NO 122732B
- Authority
- NO
- Norway
- Prior art keywords
- rescinnamine
- salt
- phosphoric acid
- water
- salts
- Prior art date
Links
- SZLZWPPUNLXJEA-UHFFFAOYSA-N 11,17-dimethoxy-18-[3-(3,4,5-trimethoxy-phenyl)-acryloyloxy]-yohimbane-16-carboxylic acid methyl ester Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(C(=O)OC)C(OC)C1OC(=O)C=CC1=CC(OC)=C(OC)C(OC)=C1 SZLZWPPUNLXJEA-UHFFFAOYSA-N 0.000 claims description 13
- SZLZWPPUNLXJEA-FMCDHCOASA-N Rescinnamine Natural products O=C(O[C@H]1[C@@H](OC)[C@@H](C(=O)OC)[C@@H]2[C@H](C1)CN1[C@@H](c3[nH]c4c(c3CC1)ccc(OC)c4)C2)/C=C/c1cc(OC)c(OC)c(OC)c1 SZLZWPPUNLXJEA-FMCDHCOASA-N 0.000 claims description 13
- 229960001965 rescinnamine Drugs 0.000 claims description 13
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 3
- 150000003016 phosphoric acids Chemical class 0.000 claims description 2
- 239000002244 precipitate Substances 0.000 claims description 2
- SMSAPZICLFYVJS-QEGASFHISA-N rescinnamine Chemical class O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C([C]5C=CC(OC)=CC5=N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)\C=C\C1=CC(OC)=C(OC)C(OC)=C1 SMSAPZICLFYVJS-QEGASFHISA-N 0.000 claims 3
- 150000001412 amines Chemical class 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- SZLZWPPUNLXJEA-QEGASFHISA-N rescinnamine Chemical class O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)\C=C\C1=CC(OC)=C(OC)C(OC)=C1 SZLZWPPUNLXJEA-QEGASFHISA-N 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229910019142 PO4 Inorganic materials 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 208000001953 Hypotension Diseases 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 150000003797 alkaloid derivatives Chemical class 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- MDKXBBPLEGPIRI-UHFFFAOYSA-N ethoxyethane;methanol Chemical compound OC.CCOCC MDKXBBPLEGPIRI-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 208000021822 hypotensive Diseases 0.000 description 1
- 230000001077 hypotensive effect Effects 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- -1 reserpic acid diesters Chemical class 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 230000001624 sedative effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C9/00—Reinforcements or ply arrangement of pneumatic tyres
- B60C9/0042—Reinforcements made of synthetic materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C9/00—Reinforcements or ply arrangement of pneumatic tyres
- B60C9/18—Structure or arrangement of belts or breakers, crown-reinforcing or cushioning layers
- B60C9/20—Structure or arrangement of belts or breakers, crown-reinforcing or cushioning layers built-up from rubberised plies each having all cords arranged substantially parallel
- B60C9/2003—Structure or arrangement of belts or breakers, crown-reinforcing or cushioning layers built-up from rubberised plies each having all cords arranged substantially parallel characterised by the materials of the belt cords
- B60C9/2009—Structure or arrangement of belts or breakers, crown-reinforcing or cushioning layers built-up from rubberised plies each having all cords arranged substantially parallel characterised by the materials of the belt cords comprising plies of different materials
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T152/00—Resilient tires and wheels
- Y10T152/10—Tires, resilient
- Y10T152/10495—Pneumatic tire or inner tube
- Y10T152/10765—Characterized by belt or breaker structure
- Y10T152/10801—Structure made up of two or more sets of plies wherein the reinforcing cords in one set lie in a different angular position relative to those in other sets
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Tires In General (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Fremgangsmåte til fremstilling av et godt vannoppløselig rescinnaminsalt.
I hovedpatent nr. 87.348 er det bl. a.
beskrevet fremstilling av rescinnamin,
3,4,5-trimetoksy-kanelsyreesteren av me-tylreserpat, samt fremstilling av salter av
reserpinsyre-diestere. Rescinnamin, som er
et verdifullt terapeutisk virksomt alkaloid,
som utmerker seg ved sedativ og hypotensiv
virkning, er vannuoppløselig og dermed
bare lite egnet for parenteral anvendelse.
Heller ikke det saltsure og svovelsure salt
av denne forbindelse har den vannoppløse-lighet som er ønsket for en slik anvendelse.
Det ble nå funnet at man kan fremstille et godt vannoppløselig og ikke giftig
salt av rescinnamin når man overfører rescinnamin i dets fosforsure salt. Man kan
derved arbeide på i og for seg kjent måte.
Således lar rescinnamin eller et av dets
salter seg omsette med fosforsyre eller et
av dens salter. Fortrinnsvis oppløser man
rescinnaminet i metanolisk fosforsyre og
feller det dannede salt med eter.
Det nye salt er overraskende godt opp-løselig i vann og dermed på fremragende
måte egnet for vandige parenteral-anven-delige oppløsninger, som har den samme
virkning som selve det vannuoppløselige
rescinnamin. Slike oppløsninger kan inne-holde 0,1 til 250 mg, fortrinnsvis 0,2—50 mg,
rescinnamin-fosfat pr. enkeltdose.
Oppfinnelsen beskrives i det følgende
eksempel. Temperaturen er angitt i celsius-grader.
Eksempel:
10 g rescinnamin oppløses i en oppløs-
ning av 2,01 g 85 pst.'s fosforsyre i 30 cm3
metanol, og oppløsningen befris ved filtre-ring fra spor av uoppløselige stoffer. Filt-ratet tilsettes under god omrøring 300 cm» eter, deretter røres det enda noen minutter, og det utfelte salt samles på en Buchner-trakt. Man vasker etter med 200 cm3 eter og suger fra i vakuum. Resten vasker man deretter for å fjerne resterende fosforsyre to ganger med hver gang 50 cm« av en 8 : 2-blanding eter-metanol, og endelig
flere ganger med litt eter. Deretter tørker man resten ved romtemperatur over kalsi-umklorid og fosforpentoksyd i to dager i vakuum (ved omtrent 20 mm kvikksølv - trykk) og over fosforpentoksyd videre i 18 timer ved omtrent 1 mm kvikksølvtrykk. Man får således 10,6 g svakt gulaktig res-cinamin-fosfat, som inneholder omtrent 2 mol vann. Det sintrer ved 181° og smelter ved 183—188°. Ved forsterket tørkning får man rescinnaminfosfat i praktisk taltvann-fri form.
En parenteralt anvendelig oppløsning av denne forbindelse lar seg fremstille på følgende måte: Man oppløser 100 mg rescinnamin-fosfat i 10 cm<;>i vann, filtrerer gjennom et mikrobiologisk porselensfilter, hvoretter den sterile oppløsning kan anven-des direkte for injeksjoner. Den lar seg også, i tilfelle det er ønsket, lyofilisere i am-puller.
Claims (2)
1. Fremgangsmåte til fremstilling av et godt vannoppløselig rescinnaminsalt ifølge hovedpatent nr. 87.348, karakterisert ved at man overfører rescinnamin i dets
fosforsure salt ved omsetning av rescinnamin eller et av dets salter med fosforsyre eller et av dens salter.
2. Fremgangsmåte ifølge påstand 1,karakterisert ved at man oppløser rescinn
amin i metanolisk fosforsyre og feller ut det dannede salt med eter.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1460166 | 1966-03-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO122732B true NO122732B (no) | 1971-08-02 |
Family
ID=11865696
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO165068A NO122732B (no) | 1966-03-11 | 1966-10-10 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3643723A (no) |
| BE (1) | BE689055A (no) |
| CH (1) | CH452371A (no) |
| DE (1) | DE1605602C3 (no) |
| DK (1) | DK125578B (no) |
| GB (1) | GB1158405A (no) |
| NO (1) | NO122732B (no) |
| SE (1) | SE332574B (no) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3757843A (en) * | 1971-04-23 | 1973-09-11 | Goodrich Co B F | Belted pneumatic tire |
| DE2252877C2 (de) * | 1971-10-28 | 1983-01-20 | The Toyo Rubber Industry Co., Ltd., Osaka | Fahrzeugluftreifen mit einem Gürtel und einer Karkasse aus Lagen paralleler und in eine Gummimischung eingebetteter Cordfäden, die einander lagenweise kreuzend verlaufen |
| FR2235810B1 (no) * | 1973-07-04 | 1976-11-12 | Kleber Colombes | |
| JPS5424762B2 (no) * | 1974-09-18 | 1979-08-23 | ||
| US3945422A (en) * | 1975-01-08 | 1976-03-23 | The B. F. Goodrich Company | Tire with no ply steer belt |
| US4169495A (en) * | 1976-01-05 | 1979-10-02 | Industrie Pirelli S.P.A. | Radial tire for motor vehicles |
| US4150703A (en) * | 1976-10-22 | 1979-04-24 | Caterpillar Tractor Co. | Belt separation-resistant tire configuration |
| FR2446193A1 (fr) * | 1979-01-11 | 1980-08-08 | Kleber Colombes | Pneumatique, notamment pour avions |
| JPS5780908A (en) * | 1980-11-06 | 1982-05-20 | Bridgestone Corp | Radial tire for running on rough ground |
| DE3202008A1 (de) * | 1981-02-12 | 1982-09-23 | Michelin & Cie. (Compagnie Générale des Etablissements Michelin), 63040 Clermont-Ferrand | Hochdruck-schwerlastluftreifen mit radialkarkassenbewehrung und verfahren zu seiner herstellung |
| JPS59124408A (ja) * | 1982-12-29 | 1984-07-18 | Bridgestone Corp | 重荷重用へん平空気入りラジアルタイヤの製法 |
| FR2566334B1 (fr) * | 1984-06-22 | 1987-02-13 | Bridgestone Corp | Pneumatique radial a faible section pour fortes charges et procede pour sa fabrication |
| US4721498A (en) * | 1986-04-14 | 1988-01-26 | Caterpillar Inc. | Endless elastomeric drive belt |
| JP3064108B2 (ja) * | 1992-07-24 | 2000-07-12 | 株式会社ブリヂストン | 重荷重用ラジアルタイヤ |
| US5908685A (en) * | 1997-05-29 | 1999-06-01 | The Goodyear Tire & Rubber Company | Elastomeric composite structure |
| FR2921863B1 (fr) * | 2007-10-05 | 2009-12-18 | Michelin Soc Tech | Pneumatique utilisant une structure de renfort a fibres de section aplatie |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA700790A (en) * | 1964-12-29 | Seiberling Rubber Company | Carcass ply structure for pneumatic tire | |
| US2782830A (en) * | 1953-07-15 | 1957-02-26 | Us Rubber Co | Pneumatic tire |
| GB944876A (en) * | 1959-12-10 | 1963-12-18 | Dunlop Rubber Co | Improvements in or relating to pneumatic tyres |
| US3115921A (en) * | 1960-08-08 | 1963-12-31 | Du Pont | Tire construction |
| US3242965A (en) * | 1964-01-13 | 1966-03-29 | Fr Du Pneu Englebert Soc | Pneumatic casing |
-
1966
- 1966-09-29 US US582961A patent/US3643723A/en not_active Expired - Lifetime
- 1966-09-30 GB GB43893/66A patent/GB1158405A/en not_active Expired
- 1966-10-03 SE SE13274/66A patent/SE332574B/xx unknown
- 1966-10-10 NO NO165068A patent/NO122732B/no unknown
- 1966-10-19 DE DE1605602A patent/DE1605602C3/de not_active Expired
- 1966-10-26 DK DK558566AA patent/DK125578B/da unknown
- 1966-10-28 BE BE689055D patent/BE689055A/xx unknown
- 1966-11-02 CH CH1584166A patent/CH452371A/de unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1605602A1 (de) | 1970-07-09 |
| CH452371A (de) | 1968-05-31 |
| US3643723A (en) | 1972-02-22 |
| GB1158405A (en) | 1969-07-16 |
| DE1605602B2 (de) | 1980-06-04 |
| SE332574B (no) | 1971-02-08 |
| BE689055A (no) | 1967-04-28 |
| DK125578B (da) | 1973-03-12 |
| DE1605602C3 (de) | 1981-02-12 |
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