Propicillin |
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| AHFS/Drugs.com | International Drug Names |
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Routes of administration | Oral |
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| ATC code | |
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(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxybutanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
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| ChemSpider | |
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| KEGG | |
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| CompTox Dashboard (EPA) | |
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| ECHA InfoCard | 100.008.178 |
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| Formula | C18H22N2O5S |
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| Molar mass | 378.44 g·mol−1 |
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| 3D model (JSmol) | |
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CCC(C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
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InChI=1S/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/t11?,12-,13+,16-/m1/s1 NKey:HOCWPKXKMNXINF-XQERAMJGSA-N N
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N Y (what is this?) (verify) |
Propicillin is a penicillin.[1] Properties are similar to benzylpenicillin particularly used in streptococcal infections, not resistant to penicillinase. It is acid resistant and can be used orally as the potassium salt.
References
- ^ de Groot AC (2022). "Propicillin". Monographs in Contact Allergy, Volume 4: Systemic Drugs. Boca Raton, Florida: CRC Press, Taylor & Francis Group. p. 823. ISBN 978-1-00-054991-1.
Antibacterials active on the cell wall and envelope (J01C-J01D) |
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β-lactams (inhibit synthesis of peptidoglycan layer of bacterial cell wall by binding to and inhibiting PBPs, a group of D-alanyl-D-alanine transpeptidases) | | Penicillins (Penams) | Narrow spectrum | β-lactamase sensitive (1st generation) | |
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β-lactamase resistant (2nd generation) | |
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Extended spectrum | | Aminopenicillins (3rd generation) | |
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| Carboxypenicillins (4th generation) | |
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| Ureidopenicillins (4th generation) | |
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| Other | |
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| Carbapenems / Penems |
- Carbapenems (Ertapenem
- Antipseudomonal (Doripenem
- Imipenem
- Meropenem)
- Biapenem‡
- Panipenem)
- Penems (Faropenem
- Ritipenem§
- Sulopenem)
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Cephems Cephalosporins Cephamycins Carbacephems | | 1st generation | |
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| 2nd generation | |
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| 3rd generation | |
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| 4th generation |
- Cefepime
- Cefozopran‡
- Cefpirome
- Cefquinome‡
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| 5th generation |
- Ceftaroline fosamil
- Ceftolozane
- Ceftobiprole
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| Siderophore | |
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| Veterinary |
- Ceftiofur
- Cefquinome
- Cefovecin
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| Monobactams |
- Aztreonam
- Tigemonam‡
- Carumonam‡
- Nocardicin A‡
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| β-lactamase inhibitors |
- Penam (Sulbactam
- Tazobactam
- Enmetazobactam)
- Clavam (Clavulanic acid)
- non-β-lactam (Avibactam
- Durlobactam
- Relebactam
- Taniborbactam
- Vaborbactam)
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| Combinations |
- Amoxicillin/clavulanic acid#
- Ampicillin/flucloxacillin
- Ampicillin/sulbactam (Sultamicillin)
- Aztreonam/avibactam
- Benzathine benzylpenicillin/procaine benzylpenicillin
- Cefepime/enmetazobactam
- Cefepime/sulbactam
- Cefoperazone/sulbactam
- Ceftazidime/avibactam
- Ceftolozane/tazobactam
- Imipenem/cilastatin#
- Imipenem/cilastatin/relebactam
- Meropenem/vaborbactam
- Panipenem/betamipron
- Piperacillin/tazobactam
- Sulbactam/durlobactam
- Sulopenem/probenecid
- Ticarcillin/clavulanic acid
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| Polypeptides | | Lipopeptides |
- Insert into bacterial cell wall causing perforation and depolarization: Daptomycin
- Surfactin
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| Other |
- Inhibits PG elongation and crosslinking: Ramoplanin§
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| Intracellular |
- Inhibit PG subunit synthesis and transport: NAM synthesis inhibition
- DADAL/AR inhibitors
- bactoprenol inhibitors
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| Other |
- Hydrolyze NAM-NAG
- Tyrothricin
- Isoniazid#
- Teixobactin
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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