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Chlortetracycline

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Chlortetracycline
Clinical data
AHFS/Drugs.comMicromedex Detailed Consumer Information
Routes of
administration
Oral, IV, topical
ATC code
Pharmacokinetic data
Bioavailability30%
Protein binding50 to 55%
MetabolismHepatic (75%)
Elimination half-life5.6 to 9 hours
ExcretionRenal and biliary
Identifiers
  • (4S,4aS,5aS,6S,12aS,Z)-2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5,5a,6-tetrahydrotetracene-1,3,12(2H,4H,12aH)-trione
CAS Number
ChemSpider
UNII
KEGG
ChEMBL
E numberE702 (antibiotics) Edit this at Wikidata
CompTox Dashboard (EPA)
ECHA InfoCard100.000.310 Edit this at Wikidata
Chemical and physical data
FormulaC22H23ClN2O8
Molar mass478.88 g/mol g·mol−1
3D model (JSmol)
  • 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, Lederle) is a tetracycline antibiotic, the first tetracycline to be identified. It was discovered in 1945 by Benjamin Minge Duggar working at Lederle Laboratories under the supervision of Yellapragada Subbarow. Duggar identified the antibiotic as the product of an actinomycete he cultured from a soil sample collected from Sanborn Field at the University of Missouri.[1] The organism was named Streptomyces aureofaciens and the isolated drug, Aureomycin, because of their golden color.

In veterinary medicine, chlortetracycline is commonly used to treat conjunctivitis in cats.[2]

References

  1. ^ Jukes, Thomas H. Some historical notes on chlortetracycline. Reviews of Infectious Diseases 7(5):702-707 (1985).
  2. ^ Merck Veterinary Manual.