Chlortetracycline

Chlortetracycline

File:Chlortetracycline.svg
File:Chlortetracycline-3D-balls.png
Systematic (IUPAC) name
(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
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Routes of administration	Oral, IV, topical
Pharmacokinetic data
Bioavailability	30%
Protein binding	50 to 55%
Metabolism	Hepatic (75%)
Biological half-life	5.6 to 9 hours
Excretion	Renal and biliary
Identifiers
CAS Number	57-62-5 Y
ATC code	A01AB21 (WHO) D06AA02 J01AA03 S01AA02 QG51AA08 (WHO) QJ51AA03 (WHO)
ChemSpider	10469370 Y
UNII	WCK1KIQ23Q Y
KEGG	D07689 Y
ChEMBL	CHEMBL456066 N
Chemical data
Formula	C22H23ClN2O8
Molecular mass	478.88 g/mol
SMILES 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 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 Y Key:CYDMQBQPVICBEU-XRNKAMNCSA-N Y
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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. 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.