Chlortetracycline

Source: Wikipedia, the free encyclopedia.
Chlortetracycline
biliary
Identifiers
  • (4S,4aS,5aS,6S,12aR)-7-Chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide[1]
JSmol)
Specific rotation[α]D25−275°·cm3·dm−1·g−1 (methane)
Melting point168 to 169 °C (334 to 336 °F)
Solubility in water0.5–0.6 mg/mL (20 °C)
  • CN(C)[C@@H]2C(\O)=C(\C(N)=O)C(=O)[C@@]3(O)C(/O)=C4/C(=O)c1c(O)ccc(Cl)c1[C@@](C)(O)[C@H]4C[C@@H]23
  • InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/s1 checkY
  • Key:CYDMQBQPVICBEU-XRNKAMNCSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Chlortetracycline (trade name Aureomycin,

Streptomyces aureofaciens and the isolated drug, Aureomycin, because of their golden color.[1]

It is on the World Health Organization's List of Essential Medicines.[4]

Medical uses

A combination cream with

allergic dermatitis in humans.[5]

In veterinary medicine, chlortetracycline is commonly used to treat conjunctivitis in cats,[6] dogs and horses. It is also used to treat infected wounds in cattle, sheep and pigs, and respiratory tract infections in calves, pigs and chickens.[5]

Contraindications

Chlortetracycline for systemic use is contraindicated in animals with severe hepatic or renal impairment. Topical chlortetracycline must not be used on the udder of animals whose milk is intended for human consumption.[5]

Adverse effects

Like other tetracyclines, chlortetracyclin can inhibit bone and tooth mineralization in growing and unborn animals, and color their teeth yellow or brown. It can also impair liver and kidney function. Allergic reactions are rare.[5]

Interactions

Chlortetracycline may increase the anticoagulant activities of acenocoumarol. The risk or severity of adverse effects can be increased when chlortetracycline is combined with acitretin, adapalene, or alitretinoin. Aluminum phosphate and aluminum hydroxide can cause decreases in the absorption of chlortetracycline resulting in a reduced serum concentration and potentially a decrease in efficacy. The therapeutic efficacy of mecillinam (amdinocillin), amoxicillin, and ampicillin can be decreased when used in combination with chlortetracycline. Chlortetracycline may increase the neuromuscular blocking activities of atracurium besilate.[7]

Pharmacology

Mechanism of action

Further information: Tetracycline antibiotics § Mechanism of action

References

  1. ^ a b "chlortetracycline | C22H23ClN2O8 - PubChem". Pubchem.ncbi.nlm.nih.gov. Retrieved 2017-03-13.
  2. ^ Posner, Gerald. PHARMA : Greed, Lies, and the Poisoning of America. S.L., Avid Reader Pr, 2021, pp. 47–57.
  3. PMID 3903946
    .
  4. hdl:10665/345533
    . WHO/MHP/HPS/EML/2021.02.
  5. ^ a b c d Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag. 2018.
  6. ^ Merck Veterinary Manual. Retrieved 2017-03-13. {{cite book}}: |website= ignored (help)
  7. ^ "Chlortetracycline - DrugBank". Drugbank.ca. Retrieved 2017-03-13.
Retrieved from "https://en.wikipedia.org/w/index.php?title=Chlortetracycline&oldid=1215461738"