IE36677B1 - Manufacture of 6-methylenetetracyclines - Google Patents
Manufacture of 6-methylenetetracyclinesInfo
- Publication number
- IE36677B1 IE36677B1 IE1381/71A IE138171A IE36677B1 IE 36677 B1 IE36677 B1 IE 36677B1 IE 1381/71 A IE1381/71 A IE 1381/71A IE 138171 A IE138171 A IE 138171A IE 36677 B1 IE36677 B1 IE 36677B1
- Authority
- IE
- Ireland
- Prior art keywords
- tetracycline
- acid salt
- halo
- base
- methylene
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000002253 acid Chemical class 0.000 abstract 7
- 150000003839 salts Chemical class 0.000 abstract 7
- 239000004098 Tetracycline Substances 0.000 abstract 5
- 235000019364 tetracycline Nutrition 0.000 abstract 5
- 229960002180 tetracycline Drugs 0.000 abstract 4
- 229930101283 tetracycline Natural products 0.000 abstract 4
- 239000002585 base Substances 0.000 abstract 3
- NWXMGUDVXFXRIG-WESIUVDSSA-N (4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical class C1=CC=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O NWXMGUDVXFXRIG-WESIUVDSSA-N 0.000 abstract 2
- 230000002140 halogenating effect Effects 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- XIYOPDCBBDCGOE-IWVLMIASSA-N (4s,4ar,5s,5ar,12ar)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C=C1C2=CC=CC(O)=C2C(O)=C2[C@@H]1[C@H](O)[C@H]1[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]1(O)C2=O XIYOPDCBBDCGOE-IWVLMIASSA-N 0.000 abstract 1
- 239000004100 Oxytetracycline Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 229960000625 oxytetracycline Drugs 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 229940040944 tetracyclines Drugs 0.000 abstract 1
- 150000003522 tetracyclines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10168870A | 1970-12-28 | 1970-12-28 | |
| US19233671A | 1971-10-26 | 1971-10-26 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE36677L IE36677L (en) | 1972-06-28 |
| IE36677B1 true IE36677B1 (en) | 1977-02-02 |
Family
ID=26798521
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1381/71A IE36677B1 (en) | 1970-12-28 | 1971-11-01 | Manufacture of 6-methylenetetracyclines |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5343956B1 (OSRAM) |
| BE (1) | BE777356A (OSRAM) |
| CA (1) | CA949066A (OSRAM) |
| CH (1) | CH586191A5 (OSRAM) |
| DE (1) | DE2164840A1 (OSRAM) |
| DK (1) | DK139674B (OSRAM) |
| FR (1) | FR2120865A5 (OSRAM) |
| GB (1) | GB1370318A (OSRAM) |
| IE (1) | IE36677B1 (OSRAM) |
| IL (1) | IL38383A (OSRAM) |
| NL (1) | NL152544B (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106946816A (zh) * | 2017-04-12 | 2017-07-14 | 扬州联博药业有限公司 | 一种氯代土霉素的制备方法 |
| CN111393319B (zh) * | 2020-04-24 | 2023-03-28 | 山东国邦药业有限公司 | 一种氯代土霉素的制备方法 |
-
1971
- 1971-11-01 IE IE1381/71A patent/IE36677B1/xx unknown
- 1971-11-09 CA CA127,257A patent/CA949066A/en not_active Expired
- 1971-12-16 IL IL38383A patent/IL38383A/en unknown
- 1971-12-21 GB GB5924771A patent/GB1370318A/en not_active Expired
- 1971-12-23 DK DK631871AA patent/DK139674B/da unknown
- 1971-12-24 FR FR7146557A patent/FR2120865A5/fr not_active Expired
- 1971-12-24 JP JP10478371A patent/JPS5343956B1/ja active Pending
- 1971-12-24 CH CH1893371A patent/CH586191A5/xx not_active IP Right Cessation
- 1971-12-27 DE DE19712164840 patent/DE2164840A1/de not_active Ceased
- 1971-12-28 BE BE777356A patent/BE777356A/xx unknown
- 1971-12-28 NL NL717117996A patent/NL152544B/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DK139674B (da) | 1979-03-26 |
| NL7117996A (OSRAM) | 1972-06-30 |
| FR2120865A5 (OSRAM) | 1972-08-18 |
| IL38383A0 (en) | 1972-02-29 |
| GB1370318A (en) | 1974-10-16 |
| DE2164840A1 (de) | 1972-07-06 |
| BE777356A (fr) | 1972-04-17 |
| CA949066A (en) | 1974-06-11 |
| CH586191A5 (OSRAM) | 1977-03-31 |
| IE36677L (en) | 1972-06-28 |
| NL152544B (nl) | 1977-03-15 |
| JPS5343956B1 (OSRAM) | 1978-11-24 |
| DK139674C (OSRAM) | 1979-09-10 |
| IL38383A (en) | 1974-12-31 |
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