NO135186B - - Google Patents
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- Publication number
- NO135186B NO135186B NO1653/72A NO165372A NO135186B NO 135186 B NO135186 B NO 135186B NO 1653/72 A NO1653/72 A NO 1653/72A NO 165372 A NO165372 A NO 165372A NO 135186 B NO135186 B NO 135186B
- Authority
- NO
- Norway
- Prior art keywords
- nitric acid
- propanediol
- propyl
- methyl
- acid esters
- Prior art date
Links
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical class O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 21
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 15
- 229910017604 nitric acid Inorganic materials 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 8
- 230000000802 nitrating effect Effects 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 4
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical class OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 4
- JVZZUPJFERSVRN-UHFFFAOYSA-N 2-methyl-2-propylpropane-1,3-diol Chemical compound CCCC(C)(CO)CO JVZZUPJFERSVRN-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims 3
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- XRVCFZPJAHWYTB-UHFFFAOYSA-N prenderol Chemical compound CCC(CC)(CO)CO XRVCFZPJAHWYTB-UHFFFAOYSA-N 0.000 claims 1
- 229950006800 prenderol Drugs 0.000 claims 1
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 description 7
- 239000000006 Nitroglycerin Substances 0.000 description 7
- 229960003711 glyceryl trinitrate Drugs 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- BLJBDLGFKNXUCB-UHFFFAOYSA-N [2-methyl-2-(nitrooxymethyl)pentyl] nitrate Chemical compound [O-][N+](=O)OCC(C)(CCC)CO[N+]([O-])=O BLJBDLGFKNXUCB-UHFFFAOYSA-N 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 210000004185 liver Anatomy 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 206010002383 Angina Pectoris Diseases 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- -1 compound 2-methyl-2-n-propyl-1,3-propanediol di-nitrate Chemical class 0.000 description 2
- 230000007903 penetration ability Effects 0.000 description 2
- 230000003449 preventive effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 206010019233 Headaches Diseases 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- TZRXHJWUDPFEEY-UHFFFAOYSA-N Pentaerythritol Tetranitrate Chemical compound [O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O TZRXHJWUDPFEEY-UHFFFAOYSA-N 0.000 description 1
- 239000000026 Pentaerythritol tetranitrate Substances 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- SVWXXCWWARNJQT-UHFFFAOYSA-N [2-ethyl-2-(nitrooxymethyl)butyl] nitrate Chemical compound [O-][N+](=O)OCC(CC)(CC)CO[N+]([O-])=O SVWXXCWWARNJQT-UHFFFAOYSA-N 0.000 description 1
- NWIMVYAWXZHMFL-UHFFFAOYSA-N [2-ethyl-2-(nitrooxymethyl)hexyl] nitrate Chemical compound CCCCC(CC)(CO[N+]([O-])=O)CO[N+]([O-])=O NWIMVYAWXZHMFL-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- SNFOERUNNSHUGP-ZXZARUISSA-N erythrityl tetranitrate Chemical compound [O-][N+](=O)OC[C@@H](O[N+]([O-])=O)[C@@H](O[N+]([O-])=O)CO[N+]([O-])=O SNFOERUNNSHUGP-ZXZARUISSA-N 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 231100000869 headache Toxicity 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- RKSOTOQKSWNOFS-UHFFFAOYSA-N hexane;nitric acid Chemical compound O[N+]([O-])=O.CCCCCC RKSOTOQKSWNOFS-UHFFFAOYSA-N 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- 229960004321 pentaerithrityl tetranitrate Drugs 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- UOCLRXFKRLRMKV-UHFFFAOYSA-N trolnitrate phosphate Chemical compound OP(O)(O)=O.OP(O)(O)=O.[O-][N+](=O)OCCN(CCO[N+]([O-])=O)CCO[N+]([O-])=O UOCLRXFKRLRMKV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
- C12P35/08—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin disubstituted in the 7 position
-
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/886—Streptomyces
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14557371A | 1971-05-20 | 1971-05-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO135186B true NO135186B (xx) | 1976-11-15 |
| NO135186C NO135186C (xx) | 1977-02-23 |
Family
ID=22513697
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO1653/72A NO135186C (xx) | 1971-05-20 | 1972-05-10 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US3769169A (xx) |
| JP (1) | JPS5249071B1 (xx) |
| AU (1) | AU458631B2 (xx) |
| CA (1) | CA986862A (xx) |
| CH (1) | CH584285A5 (xx) |
| DD (1) | DD96975A5 (xx) |
| DE (1) | DE2224640C3 (xx) |
| DK (1) | DK130845B (xx) |
| ES (1) | ES402904A1 (xx) |
| FI (1) | FI49838C (xx) |
| FR (1) | FR2143671B1 (xx) |
| GB (1) | GB1361764A (xx) |
| HU (1) | HU165579B (xx) |
| NL (1) | NL7204619A (xx) |
| NO (1) | NO135186C (xx) |
| SE (1) | SE385020B (xx) |
| ZA (1) | ZA723446B (xx) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3886044A (en) * | 1974-04-25 | 1975-05-27 | Merck & Co Inc | Process of making cephamycin C by fermentation |
| US4283492A (en) * | 1975-06-21 | 1981-08-11 | Fujisawa Pharmaceutical Co., Ltd. | Production of antibiotics WS-3442 A, B, C, D and E, and their acyl derivatives |
| US3977942A (en) * | 1975-11-21 | 1976-08-31 | Merck & Co., Inc. | Fermentation of cephamycin C |
| US4164447A (en) * | 1976-02-19 | 1979-08-14 | Glaxo Laboratories Limited | O-Transcarbamoylase |
| GB1576103A (en) * | 1976-02-19 | 1980-10-01 | Glaxo Lab Ltd | Transcarbamoylase enzyme and its use in producing 3-carbamoyloxymethyl cephalosporin antibiotics |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1121308A (en) * | 1964-10-30 | 1968-07-24 | Glaxo Lab Ltd | Cephalosporins |
-
1971
- 1971-05-20 US US00145573A patent/US3769169A/en not_active Expired - Lifetime
-
1972
- 1972-03-24 DK DK142372AA patent/DK130845B/da unknown
- 1972-04-06 NL NL7204619A patent/NL7204619A/xx not_active Application Discontinuation
- 1972-05-09 FI FI721318A patent/FI49838C/fi active
- 1972-05-09 SE SE7206116A patent/SE385020B/xx unknown
- 1972-05-10 NO NO1653/72A patent/NO135186C/no unknown
- 1972-05-15 CA CA142,188A patent/CA986862A/en not_active Expired
- 1972-05-16 AU AU42339/72A patent/AU458631B2/en not_active Expired
- 1972-05-17 GB GB2322072A patent/GB1361764A/en not_active Expired
- 1972-05-17 CH CH731372A patent/CH584285A5/xx not_active IP Right Cessation
- 1972-05-17 DD DD163042A patent/DD96975A5/xx unknown
- 1972-05-18 ES ES402904A patent/ES402904A1/es not_active Expired
- 1972-05-19 DE DE2224640A patent/DE2224640C3/de not_active Expired
- 1972-05-19 FR FR7218131A patent/FR2143671B1/fr not_active Expired
- 1972-05-19 ZA ZA723446A patent/ZA723446B/xx unknown
- 1972-05-19 HU HUME1498A patent/HU165579B/hu unknown
- 1972-05-20 JP JP47050290A patent/JPS5249071B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NO135186C (xx) | 1977-02-23 |
| FI49838B (xx) | 1975-06-30 |
| DE2224640A1 (de) | 1972-12-07 |
| AU4233972A (en) | 1973-11-22 |
| HU165579B (xx) | 1974-09-28 |
| SE385020B (sv) | 1976-05-31 |
| DE2224640B2 (de) | 1973-08-09 |
| AU458631B2 (en) | 1975-03-06 |
| GB1361764A (en) | 1974-07-30 |
| DK130845C (xx) | 1975-09-22 |
| DK130845B (da) | 1975-04-21 |
| DE2224640C3 (de) | 1974-03-14 |
| FI49838C (fi) | 1975-10-10 |
| ES402904A1 (es) | 1975-11-01 |
| CH584285A5 (xx) | 1977-01-31 |
| NL7204619A (xx) | 1972-11-22 |
| CA986862A (en) | 1976-04-06 |
| JPS5249071B1 (xx) | 1977-12-14 |
| FR2143671B1 (xx) | 1976-08-20 |
| DD96975A5 (xx) | 1973-04-12 |
| FR2143671A1 (xx) | 1973-02-09 |
| US3769169A (en) | 1973-10-30 |
| ZA723446B (en) | 1974-01-30 |
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