Lincomycin
JFDA label: LINCOCIN VIAL
- Colitis:
Mechanism of Action
Inhibitor of Bacterial 70S ribosome — Bacterial 70S ribosome inhibitor
| Target | Action | Gene / class |
|---|---|---|
| Bacterial 70S ribosome efficacy | INHIBITOR |
Indications
Approved
- Bacterial infections (serious)
Antimicrobial Spectrum
Expected / intrinsic spectrum (EUCAST breakpoints & labels) — not local resistance. Source: openfda-label.
Bacteria
| Organism | Activity | MIC |
|---|---|---|
| Clostridium perfringens | Active | — |
| Clostridium tetani | Active | — |
| Staphylococcus aureus | Active | — |
| Streptococcus pneumoniae | Active | — |
| Streptococcus pyogenes | Active | — |
Class profile
| gramStatus | Gram+ |
|---|---|
| spectrumBreadth | Narrow |
| atypicalCoverage | No |
| isBactericidal | 0 |
| moaCategory | Protein synthesis inhibitor (50S ribosomal, 23S rRNA) |
| pdIndex | Time-dependent |
| postAntibioticEffect | Short |
| mrsaCoverage | 0 |
| resistanceMechanisms | Target site methylation (erm genes),Efflux pumps |
Contraindications
Source: Lexicomp
- Additional contraindications (not in US labeling): Preexisting monilial (candida) infections Absolute
- Hypersensitivity to lincomycin, clindamycin, or any component of the formulation Absolute
- use in the newborn Absolute
Adverse Reactions
Other (2)
Not Known Gastrointestinal: Colitis · severe colitis
Dosing
Source: Lexicomp
Warnings & Precautions
Source: Lexicomp
Colitis
C. difficile-associated diarrhea (CDAD) has been reported. May range in severity from mild to severe (and possibly fatal). Lincomycin therapy should be reserved for serious infections for which less toxic antimicrobial agents are inappropriate. It should not be used in patients with nonbacterial infections, such as most upper respiratory tract infections. CDAD has been observed more than 2 months postantibiotic treatment.
Hypersensitivity reactions
Hypersensitivity reactions, including anaphylaxis and erythema multiforme, have been reported. Discontinue use if allergic reaction occurs.
Superinfection
Prolonged use may result in bacterial or fungal superinfection, particularly yeasts. Concomitant antimonilial infection treatment should be given in patients with preexisting monilial infections. Disease-related concerns:
Allergies
Use with caution in patients with significant allergies.
Asthma
Use with caution in patients with a history of asthma.
Gastrointestinal disease
Use with caution in patients with a history of gastrointestinal disease (particularly colitis).
Hepatic impairment
Use with caution in patients with hepatic impairment; half-life may be prolonged 2-fold.
Renal impairment
Use with caution in patients with renal impairment; half-life may be prolonged; dosage adjustment necessary with severe impairment. Concurrent drug therapy concerns:
Drug-drug interactions
Potentially significant interactions may exist, requiring dose or frequency adjustment, additional monitoring, and/or selection of alternative therapy. Consult drug interactions database for more detailed information. Special populations:
Elderly
Use with caution in the elderly; monitor closely for bowel changes. Dosage form specific issues:
Benzyl alcohol and derivatives
Some dosage forms may contain benzyl alcohol; large amounts of benzyl alcohol (≥99 mg/kg/day) have been associated with a potentially fatal toxicity ("gasping syndrome") in neonates; the "gasping syndrome" consists of metabolic acidosis, respiratory distress, gasping respirations, CNS dysfunction (including convulsions, intracranial hemorrhage), hypotension, and cardiovascular collapse (AAP ["Inactive" 1997]; CDC 1982); some data suggest that benzoate displaces bilirubin from protein binding sites (Ahlfors, 2001); avoid or use dosage forms containing benzyl alcohol with caution in neonates. See manufacturer’s labeling. Other warnings/precautions:
Administration
Do not use undiluted as an IV bolus.
Appropriate use
Generally reserved for use when treatment with other antibiotics is inappropriate. Not appropriate for use in the treatment of meningitis due to inadequate penetration into the cerebrospinal fluid.
Pregnancy & Lactation
Pregnancy
Adverse events were not observed in animal reproduction studies. Lincomycin crosses the placenta at term and can be detected in cord blood and the amniotic fluid (Medina 1963). Lincomycin injection may also contain benzyl alcohol, which may cross the placenta.
Lactation
Lincomycin can be detected in breast milk in concentrations ranging from 0.5 to 2.4 mcg/mL. Due to the potential for serious adverse reactions in the breast-feeding infant, the manufacturer recommends a decision be made whether to discontinue breast-feeding or to discontinue the drug, taking into account the importance of treatment to the mother.
Monitoring
| Efficacy | Culture and susceptibility testing; clinical resolution (temperature, WBC, CRP, procalcitonin) |
|---|---|
| Toxicity | Renal function (dose adjustment in renal impairment); hepatic function for hepatically cleared agents; signs of C. difficile infection (diarrhoea) |
| Clinical pearl | Culture results guide de-escalation to narrower-spectrum therapy. Review antibiotic appropriateness at 48–72 h (antimicrobial stewardship). |
| Counseling | Complete the full course. Report persistent diarrhoea, rash, or lack of improvement after 48–72 h. |
Chemistry & Properties
| Formula | C18H34N2O6S |
|---|---|
| Molecular weight | 406.55 g/mol |
| IUPAC name | (2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide |
| CAS | 154-21-2 |
| PubChem CID | 3000540 |
| InChIKey | OJMMVQQUTAEWLP-KIDUDLJLSA-N |
| logP | -0.86 (XLogP 0.2) |
| Polar surface area | 122.49 Ų |
| H-bond acceptors / donors | 8 / 5 |
| Drug-likeness (QED) | 0.37 |
| Lipinski violations | 0 |
SMILES
CCC[C@@H]1C[C@@H](C(=O)N[C@@H]([C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](C)O)N(C)C1Biology & Pharmacokinetics
Pharmacokinetics predicted
| Bioavailability | 70.0% |
|---|---|
| Half-life | 1.807 h |
| Volume of distribution | 0.875 L/kg |
| Protein binding | 62.4% |
| BBB penetrant | No |
Enzyme interactions
| Enzyme | Role | Detail |
|---|---|---|
| CYP2C19 | Substrate | — |
| CYP3A4 | Substrate | — |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP1B3 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)
Drug–drug interactions (7, DDInter)
| Interacting drug | Severity | Management |
|---|---|---|
| Attapulgite | moderate | |
| Balsalazide | moderate | |
| Erythromycin | moderate | |
| Ethinylestradiol | moderate | |
| Kaolin | moderate | |
| Mycophenolic acid | moderate | |
| Picosulfuric acid | moderate |
Registered Products (10)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| Lenamex 600mg/2ml Solution For Injection | Injection 300 mg/ml | 1 vial pack varies | MS PHARMA/JORDAN | 1.700 |
| Lincodar 600 mg / | Solution 600 mg | 2 ml | Dar Al Dawa Development and Investment Co Ltd/Jordan | 1.700 |
| Ultralinc | Vial 600 mg/2 ml | 1 vial | The Arab Pharmaceutical Manufactruing Co. | 1.700 |
| LINCOCIN VIAL | Vial 600 mg/2 ml | 2 ml | Khoury Drug Store | 2.130 |
| LINCODAR 500 CAPS. | Capsule 500 mg | 16 cap pack varies | Dar Al Dawa Development and Investment Co Ltd/Jordan | 4.000 |
| lincomed | Ampoule 680.4 mg/2 ml | 5 amp pack varies | Al Hilal Drug Store | 7.980 |
| lincomed | Ampoule 680.4 mg/2 ml | 10 amp pack varies | Al Hilal Drug Store | 14.290 |
| Lenamex 600mg/2ml Solution For Injection | Injection 300 mg/ml | 10 vial pack varies | MS PHARMA/JORDAN | 15.300 |
| LINCODAR 500 CAPS. | Capsule 500 mg | 500 cap pack varies | Dar Al Dawa Development and Investment Co Ltd/Jordan | 100.000 |
| LINCODAR 500 CAPS. | Capsule 500 mg | 504 cap pack varies | Dar Al Dawa Development and Investment Co Ltd/Jordan | 107.100 |