GB1275473A - Erythromycylamine and process for preparing same - Google Patents
Erythromycylamine and process for preparing sameInfo
- Publication number
- GB1275473A GB1275473A GB43215/69A GB4321569A GB1275473A GB 1275473 A GB1275473 A GB 1275473A GB 43215/69 A GB43215/69 A GB 43215/69A GB 4321569 A GB4321569 A GB 4321569A GB 1275473 A GB1275473 A GB 1275473A
- Authority
- GB
- United Kingdom
- Prior art keywords
- erythromycylamine
- erythromycin
- adduct
- hydrazine
- derivative
- 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
- XCLJRCAJSCMIND-JCTYMORFSA-N (9S)-erythromycyclamine Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)[C@@H](N)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 XCLJRCAJSCMIND-JCTYMORFSA-N 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical class O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 2
- 150000002923 oximes Chemical class 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- KYTWXIARANQMCA-PGYIPVOXSA-N (3r,4s,5s,6r,7r,9r,10z,11s,12r,13s,14r)-6-[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-10-hydroxyimino-4-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradec Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=N\O)/[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 KYTWXIARANQMCA-PGYIPVOXSA-N 0.000 abstract 1
- VIVCRCODGMFTFY-JPRIQSOUSA-N (4s,5s)-3,4-dihydroxy-5-[(1r,2r)-1,2,3-trihydroxypropyl]oxolan-2-one Chemical compound OC[C@@H](O)[C@@H](O)[C@@H]1OC(=O)C(O)[C@@H]1O VIVCRCODGMFTFY-JPRIQSOUSA-N 0.000 abstract 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 229960003276 erythromycin Drugs 0.000 abstract 1
- 229960003681 gluconolactone Drugs 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 150000002596 lactones Chemical class 0.000 abstract 1
- 239000000155 melt Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 229910000510 noble metal Inorganic materials 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 239000010948 rhodium Substances 0.000 abstract 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75629268A | 1968-08-29 | 1968-08-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1275473A true GB1275473A (en) | 1972-05-24 |
Family
ID=25042836
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB43215/69A Expired GB1275473A (en) | 1968-08-29 | 1969-08-29 | Erythromycylamine and process for preparing same |
Country Status (13)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0955307A1 (en) * | 1998-04-14 | 1999-11-10 | Chemagis Ltd. | Erythromycin a derivatives and methods for the preparation thereof |
| EP0972778A1 (en) * | 1998-07-15 | 2000-01-19 | Chemagis Ltd. | Erythromycin derivatives and methods for the preparation thereof |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE759252A (fr) * | 1969-11-21 | 1971-05-21 | Lilly Co Eli | Erytromycyl b amine |
| ZA71763B (en) * | 1970-04-13 | 1972-03-29 | Lilly Industries Ltd | Erythromycylamines via hydrazones |
| US3681326A (en) * | 1971-01-11 | 1972-08-01 | Abbott Lab | 9-substituted erythromycin a and b oximes |
| GB8721165D0 (en) * | 1987-09-09 | 1987-10-14 | Beecham Group Plc | Chemical compounds |
| DE19518917A1 (de) * | 1995-05-23 | 1996-11-28 | Boehringer Ingelheim Vetmed | Stabile, konzentrierte lokalverträgliche Erythromycylamin-Lösungen |
| US6437106B1 (en) | 1999-06-24 | 2002-08-20 | Abbott Laboratories | Process for preparing 6-o-substituted erythromycin derivatives |
| US6605707B1 (en) | 2000-03-23 | 2003-08-12 | Abbott Laboratories | Process for the preparation of 6-O-propargyl erythromycin derivatives |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1100504A (en) * | 1967-08-16 | 1968-01-24 | Pliva Pharm & Chem Works | Erythromycin oxime and 9-amino-3-o-cladinosyl-5-o-desosaminyl-6,11,12-trihydroxy-2,4,6,8,10,12-hexamethylpentadecane-13-olide |
-
1969
- 1969-08-12 ZA ZA695765A patent/ZA695765B/xx unknown
- 1969-08-15 CA CA059637A patent/CA918651A/en not_active Expired
- 1969-08-15 IE IE1160/69A patent/IE33572B1/xx unknown
- 1969-08-20 IL IL32865A patent/IL32865A/xx unknown
- 1969-08-27 NL NL696913124A patent/NL148896B/xx not_active IP Right Cessation
- 1969-08-27 SE SE11856/69A patent/SE363629B/xx unknown
- 1969-08-28 BE BE738083D patent/BE738083A/xx unknown
- 1969-08-28 AT AT825169A patent/AT301021B/de not_active IP Right Cessation
- 1969-08-28 DE DE1943781A patent/DE1943781C3/de not_active Expired
- 1969-08-28 DK DK461269AA patent/DK125852B/da not_active IP Right Cessation
- 1969-08-28 DE DE1966310A patent/DE1966310C3/de not_active Expired
- 1969-08-29 CH CH1318469A patent/CH520135A/de not_active IP Right Cessation
- 1969-08-29 FR FR6929701A patent/FR2016612A1/fr not_active Withdrawn
- 1969-08-29 GB GB43215/69A patent/GB1275473A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0955307A1 (en) * | 1998-04-14 | 1999-11-10 | Chemagis Ltd. | Erythromycin a derivatives and methods for the preparation thereof |
| EP0972778A1 (en) * | 1998-07-15 | 2000-01-19 | Chemagis Ltd. | Erythromycin derivatives and methods for the preparation thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1943781C3 (de) | 1979-07-26 |
| AT301021B (de) | 1972-08-25 |
| ZA695765B (en) | 1971-03-31 |
| IE33572L (en) | 1970-02-28 |
| NL148896B (nl) | 1976-03-15 |
| DE1943781A1 (de) | 1970-08-20 |
| IE33572B1 (en) | 1974-08-21 |
| DE1966310C3 (de) | 1981-07-16 |
| IL32865A (en) | 1973-06-29 |
| SE363629B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-01-28 |
| NL6913124A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-03-03 |
| DE1966310B2 (de) | 1980-12-04 |
| DE1943781B2 (de) | 1978-11-23 |
| BE738083A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-03-02 |
| IL32865A0 (en) | 1969-11-12 |
| CH520135A (de) | 1972-03-15 |
| FR2016612A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-05-08 |
| CA918651A (en) | 1973-01-09 |
| DK125852B (da) | 1973-05-14 |
| DE1966310A1 (de) | 1972-04-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |