IE37096B1 - New penicillin compounds their production and their medicinal use - Google Patents
New penicillin compounds their production and their medicinal useInfo
- Publication number
- IE37096B1 IE37096B1 IE1423/72A IE142372A IE37096B1 IE 37096 B1 IE37096 B1 IE 37096B1 IE 1423/72 A IE1423/72 A IE 1423/72A IE 142372 A IE142372 A IE 142372A IE 37096 B1 IE37096 B1 IE 37096B1
- Authority
- IE
- Ireland
- Prior art keywords
- radical
- formula
- general formula
- acid
- compound
- Prior art date
Links
- 150000002960 penicillins Chemical class 0.000 title abstract 5
- 150000003254 radicals Chemical class 0.000 abstract 12
- -1 alkyl radical Chemical class 0.000 abstract 11
- 150000001875 compounds Chemical class 0.000 abstract 10
- 125000004432 carbon atom Chemical group C* 0.000 abstract 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 7
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- 229930182555 Penicillin Natural products 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- 239000012048 reactive intermediate Substances 0.000 abstract 4
- 235000011054 acetic acid Nutrition 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 239000002585 base Substances 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 239000003960 organic solvent Substances 0.000 abstract 3
- SFAILOOQFZNOAU-UHFFFAOYSA-N 2-(2,6-dichlorophenyl)acetic acid Chemical class OC(=O)CC1=C(Cl)C=CC=C1Cl SFAILOOQFZNOAU-UHFFFAOYSA-N 0.000 abstract 2
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 abstract 2
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 239000003085 diluting agent Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- 229920002554 vinyl polymer Polymers 0.000 abstract 2
- TVIUQWZVNCWLIB-UHFFFAOYSA-N 2-[(3-acetyl-2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetic acid Chemical compound O=C1N(C(=O)C)CCN1C(=O)NC(C(O)=O)C1=CC=CC=C1 TVIUQWZVNCWLIB-UHFFFAOYSA-N 0.000 abstract 1
- HUGLROOQRCVVFE-UHFFFAOYSA-N 2-[(3-ethylsulfonyl-2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetic acid Chemical compound O=C1N(S(=O)(=O)CC)CCN1C(=O)NC(C(O)=O)C1=CC=CC=C1 HUGLROOQRCVVFE-UHFFFAOYSA-N 0.000 abstract 1
- UPCSUDZZMWWFLR-UHFFFAOYSA-N 2-[(3-methylsulfonyl-2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetic acid Chemical compound O=C1N(S(=O)(=O)C)CCN1C(=O)NC(C(O)=O)C1=CC=CC=C1 UPCSUDZZMWWFLR-UHFFFAOYSA-N 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- WZKSXHQDXQKIQJ-UHFFFAOYSA-N F[C](F)F Chemical compound F[C](F)F WZKSXHQDXQKIQJ-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- REDXJYDRNCIFBQ-UHFFFAOYSA-N aluminium(3+) Chemical compound [Al+3] REDXJYDRNCIFBQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 125000003609 aryl vinyl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001718 carbodiimides Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001734 carboxylic acid salts Chemical class 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000003678 cyclohexadienyl group Chemical group C1(=CC=CCC1)* 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 abstract 1
- 229940049954 penicillin Drugs 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
- C07D233/38—One oxygen atom with acyl radicals or hetero atoms directly attached to ring nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (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)
- Fodder In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2152968A DE2152968A1 (de) | 1971-10-23 | 1971-10-23 | Neue penicilline |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE37096L IE37096L (en) | 1973-04-23 |
| IE37096B1 true IE37096B1 (en) | 1977-05-11 |
Family
ID=5823252
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1423/72A IE37096B1 (en) | 1971-10-23 | 1972-10-20 | New penicillin compounds their production and their medicinal use |
Country Status (32)
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3974141A (en) * | 1971-10-23 | 1976-08-10 | Bayer Aktiengesellschaft | Penicillins |
| NL175419C (nl) * | 1971-10-23 | 1984-11-01 | Bayer Ag | Werkwijze ter bereiding of vervaardiging van antibiotisch werkzame farmaceutische preparaten, alsmede werkwijze ter bereiding van antibiotisch werkzame alfa-gesubstitueerde 6-(alfa-(3-acylureido)acetylamino) penicillanzuurderivaten. |
| US3983105A (en) * | 1971-10-23 | 1976-09-28 | Bayer Aktiengesellschaft | Penicillins |
| US3978056A (en) * | 1971-10-23 | 1976-08-31 | Bayer Aktiengesellschaft | Penicillins |
| US3972870A (en) * | 1971-10-23 | 1976-08-03 | Bayer Aktiengesellschaft | Penicillins |
| US3974142A (en) * | 1971-10-23 | 1976-08-10 | Bayer Aktiengesellschaft | Penicillins |
| US3972869A (en) * | 1971-10-23 | 1976-08-03 | Bayer Aktiengesellschaft | Penicillins |
| US4009272A (en) * | 1971-10-23 | 1977-02-22 | Bayer Aktiengesellschaft | Penicillins |
| GB1462421A (en) * | 1973-12-14 | 1977-01-26 | Pfizer | 6-a-amidino-and -'midoylaminoalkanoylamino aracylamino-penicillanic acids and their preparation |
| GB1486349A (en) * | 1974-11-28 | 1977-09-21 | Bayer Ag | Beta-lactam antibiotics process for their preparation and their use as medicaments |
| JPS5852996B2 (ja) * | 1975-03-25 | 1983-11-26 | バイエル・アクチエンゲゼルシヤフト | β−ラクタム及び抗バクテリア剤 |
| GB1584400A (en) * | 1976-12-24 | 1981-02-11 | Bayer Ag | (2-oxo-imidazoliden-1-yl(carbonylamino)-acetamido-cephalosporins and penicillins |
| DE2658905A1 (de) * | 1976-12-24 | 1978-10-19 | Bayer Ag | Beta-lactam-antibiotica, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| DE2810083A1 (de) | 1978-03-08 | 1979-09-20 | Bayer Ag | Beta-lactam-verbindungen |
| DE2817228A1 (de) * | 1978-04-20 | 1979-10-31 | Bayer Ag | Verfahren zur herstellung halbsynthetischer beta-lactamantibiotika |
| JP7122236B2 (ja) * | 2018-11-28 | 2022-08-19 | 東京エレクトロン株式会社 | 検査装置、メンテナンス方法、及びプログラム |
-
0
- BE BE790441D patent/BE790441A/xx not_active IP Right Cessation
-
1971
- 1971-10-23 DE DE2152968A patent/DE2152968A1/de active Pending
-
1972
- 1972-10-12 SU SU1839116A patent/SU522802A3/ru active
- 1972-10-17 RO RO197272545A patent/RO60671A/ro unknown
- 1972-10-17 PH PH14019A patent/PH10000A/en unknown
- 1972-10-19 HU HUBA2816A patent/HU166539B/hu not_active IP Right Cessation
- 1972-10-19 DD DD72166351A patent/DD106045B3/de unknown
- 1972-10-19 CS CS7200007049A patent/CS186766B2/cs unknown
- 1972-10-19 BG BG021666A patent/BG19376A3/xx unknown
- 1972-10-19 FI FI2898/72A patent/FI57108C/fi active
- 1972-10-20 IL IL7240627A patent/IL40627A/en unknown
- 1972-10-20 LU LU66333A patent/LU66333A1/xx unknown
- 1972-10-20 CH CH1531972A patent/CH591496A5/xx not_active IP Right Cessation
- 1972-10-20 SE SE7213593A patent/SE401186B/xx unknown
- 1972-10-20 IE IE1423/72A patent/IE37096B1/xx unknown
- 1972-10-20 NL NL7214255A patent/NL7214255A/xx not_active Application Discontinuation
- 1972-10-20 ZA ZA727474A patent/ZA727474B/xx unknown
- 1972-10-20 CA CA154,339A patent/CA1012531A/en not_active Expired
- 1972-10-20 AT AT901172A patent/AT321462B/de not_active IP Right Cessation
- 1972-10-20 DK DK523372A patent/DK138855C/da not_active IP Right Cessation
- 1972-10-21 EG EG438/72A patent/EG11092A/xx active
- 1972-10-21 JP JP10490372A patent/JPS5538955B2/ja not_active Expired
- 1972-10-21 PL PL1972158393A patent/PL89072B1/pl unknown
- 1972-10-21 ES ES407852A patent/ES407852A1/es not_active Expired
- 1972-10-21 JP JP47104904A patent/JPS4849911A/ja active Pending
- 1972-10-23 AR AR244771A patent/AR196634A1/es active
- 1972-10-23 CY CY948A patent/CY948A/xx unknown
- 1972-10-23 GB GB4870072A patent/GB1392850A/en not_active Expired
- 1972-10-23 NO NO723809A patent/NO143908C/no unknown
- 1972-10-23 FR FR7237484A patent/FR2157909B1/fr not_active Expired
- 1972-10-23 YU YU2638/72A patent/YU36179B/xx unknown
-
1978
- 1978-03-14 KE KE2825A patent/KE2825A/xx unknown
- 1978-03-16 HK HK153/78A patent/HK15378A/xx unknown
Also Published As
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