GB1217888A - Tetracycline derivatives and process for preparing them - Google Patents
Tetracycline derivatives and process for preparing themInfo
- Publication number
- GB1217888A GB1217888A GB01118/68A GB1111868A GB1217888A GB 1217888 A GB1217888 A GB 1217888A GB 01118/68 A GB01118/68 A GB 01118/68A GB 1111868 A GB1111868 A GB 1111868A GB 1217888 A GB1217888 A GB 1217888A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetracycline
- oxytetracycline
- demethyltetracycline
- chlorotetracycline
- deoxy
- 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
- 239000004098 Tetracycline Substances 0.000 title abstract 8
- 235000019364 tetracycline Nutrition 0.000 title abstract 8
- 229960002180 tetracycline Drugs 0.000 title abstract 6
- 229930101283 tetracycline Natural products 0.000 title abstract 6
- 150000003522 tetracyclines Chemical class 0.000 title abstract 6
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000004100 Oxytetracycline Substances 0.000 abstract 3
- 229960000625 oxytetracycline Drugs 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 229940072172 tetracycline antibiotic Drugs 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 2
- CYDMQBQPVICBEU-UHFFFAOYSA-N chlorotetracycline Natural products C1=CC(Cl)=C2C(O)(C)C3CC4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-UHFFFAOYSA-N 0.000 abstract 2
- JCSGAUKCDAVARS-UHFFFAOYSA-N demethyltetracycline Natural products CN(C1C(=C(C(C2(C(=C3C(C4=C(C=CC=C4C(C3CC12)O)O)=O)O)O)=O)C(=O)N)O)C JCSGAUKCDAVARS-UHFFFAOYSA-N 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 235000019366 oxytetracycline Nutrition 0.000 abstract 2
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 abstract 2
- 229940040944 tetracyclines Drugs 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
- FFTVPQUHLQBXQZ-KVUCHLLUSA-N (4s,4as,5ar,12ar)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1C2=C(N(C)C)C=CC(O)=C2C(O)=C2[C@@H]1C[C@H]1[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]1(O)C2=O FFTVPQUHLQBXQZ-KVUCHLLUSA-N 0.000 abstract 1
- RMVMLZHPWMTQGK-SOUFLCLCSA-N (4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1([C@H]2O)=CC=CC(O)=C1C(O)=C1[C@@H]2C[C@H]2[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]2(O)C1=O RMVMLZHPWMTQGK-SOUFLCLCSA-N 0.000 abstract 1
- GUXHBMASAHGULD-SEYHBJAFSA-N (4s,4as,5as,6s,12ar)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1([C@H]2O)=C(Cl)C=CC(O)=C1C(O)=C1[C@@H]2C[C@H]2[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]2(O)C1=O GUXHBMASAHGULD-SEYHBJAFSA-N 0.000 abstract 1
- FMTDIUIBLCQGJB-UHFFFAOYSA-N Demethylchlortetracyclin Natural products C1C2C(O)C3=C(Cl)C=CC(O)=C3C(=O)C2=C(O)C2(O)C1C(N(C)C)C(O)=C(C(N)=O)C2=O FMTDIUIBLCQGJB-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 238000005902 aminomethylation reaction Methods 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- CYDMQBQPVICBEU-XRNKAMNCSA-N chlortetracycline Chemical compound C1=CC(Cl)=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)=C3C(=O)C2=C1O CYDMQBQPVICBEU-XRNKAMNCSA-N 0.000 abstract 1
- CHVJITGCYZJHLR-UHFFFAOYSA-N cyclohepta-1,3,5-triene Chemical class C1C=CC=CC=C1 CHVJITGCYZJHLR-UHFFFAOYSA-N 0.000 abstract 1
- 125000002188 cycloheptatrienyl group Chemical group C1(=CC=CC=CC1)* 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/65—Tetracyclines
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0051741 | 1967-03-07 | ||
| DEF0054560 | 1968-01-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1217888A true GB1217888A (en) | 1970-12-31 |
Family
ID=25977596
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB01118/68A Expired GB1217888A (en) | 1967-03-07 | 1968-03-07 | Tetracycline derivatives and process for preparing them |
Country Status (8)
| Country | Link |
|---|---|
| AT (1) | AT284337B (enrdf_load_stackoverflow) |
| BE (1) | BE711810A (enrdf_load_stackoverflow) |
| CH (1) | CH551947A (enrdf_load_stackoverflow) |
| DE (2) | DE1618379A1 (enrdf_load_stackoverflow) |
| DK (1) | DK127329B (enrdf_load_stackoverflow) |
| FR (2) | FR1559914A (enrdf_load_stackoverflow) |
| GB (1) | GB1217888A (enrdf_load_stackoverflow) |
| NL (1) | NL6803033A (enrdf_load_stackoverflow) |
-
1967
- 1967-03-07 DE DE19671618379 patent/DE1618379A1/de active Pending
-
1968
- 1968-01-16 DE DE19681668077 patent/DE1668077A1/de active Pending
- 1968-03-04 NL NL6803033A patent/NL6803033A/xx unknown
- 1968-03-05 AT AT213568A patent/AT284337B/de not_active IP Right Cessation
- 1968-03-05 CH CH322568A patent/CH551947A/xx not_active IP Right Cessation
- 1968-03-06 DK DK92968A patent/DK127329B/da unknown
- 1968-03-07 GB GB01118/68A patent/GB1217888A/en not_active Expired
- 1968-03-07 FR FR1559914D patent/FR1559914A/fr not_active Expired
- 1968-03-07 BE BE711810D patent/BE711810A/xx unknown
- 1968-06-06 FR FR154025A patent/FR7939M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL6803033A (enrdf_load_stackoverflow) | 1968-09-09 |
| AT284337B (de) | 1970-09-10 |
| CH551947A (de) | 1974-07-31 |
| DE1618379A1 (de) | 1970-12-23 |
| DE1668077A1 (de) | 1971-07-29 |
| DK127329B (da) | 1973-10-22 |
| BE711810A (enrdf_load_stackoverflow) | 1968-09-09 |
| FR7939M (enrdf_load_stackoverflow) | 1970-05-25 |
| FR1559914A (enrdf_load_stackoverflow) | 1969-03-14 |
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