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Substance Name: Demeclocycline hydrochloride [USP:BAN]
RN: 64-73-3
UNII: 29O079NTYT
InChIKey: GVSJQNRGSCOSNJ-KBHRXELFSA-N

Note

  • A TETRACYCLINE analog having a 7-chloro and a 6-methyl. Because it is excreted more slowly than TETRACYCLINE, it maintains effective blood levels for longer periods of time.

Molecular Formula

  • C21-H21-Cl-N2-O8.Cl-H

Molecular Weight

  • 501.3168
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Demeclocycline hydrochloride [USP:BAN]

Synonyms

  • 6-Demethyl-7-chlorotetracycline hydrochloride
  • 7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride
  • 7-Chloro-6-demethyltetracycline hydrochloride
  • Bioterciclin
  • Clortetrin
  • Declomycin
  • Declomycin hydrochloride
  • Demeclocycline HCl
  • Demeclocycline hydrochloride
  • Demeplus
  • Demethylchlorotetracycline hydrochloride
  • Demethylchlortetracycline hydrochloride
  • Detracin
  • Detravis
  • EC 200-592-2
  • EINECS 200-592-2
  • Elkamicina
  • Ledermicina
  • Ledermycin
  • Ledermycine
  • NSC 756708
  • UNII-29O079NTYT
  • Veraciclina

Systematic Names

  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, monohydrochloride, (4S,4aS,5aS,6S,12aS)-
  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, monohydrochloride, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
  • Demeclocycline hydrochloride

Superlist Name

  • Demeclocycline hydrochloride (internal use)

Registry Numbers

CAS Registry Number

  • 64-73-3

FDA UNII

  • 29O079NTYT

Related Registry Number

  • 127-33-3 (Parent)

System Generated Number

  • 0000064733

Molecular Formulas

Molecular Formula

  • C21-H21-Cl-N2-O8.Cl-H

Molecular Formula Fragments

  • C21-H21-Cl-N2-O8
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C21H21ClN2O8.ClH/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31;/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31);1H/t6-,7-,14-,15-,21-;/m0./s1

InChIKey

GVSJQNRGSCOSNJ-KBHRXELFSA-N

Smiles

Cl.CN(C)[C@H]1[C@@H]2C[C@@H]3[C@H](O)c4c(Cl)ccc(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 69mg/kg/4D-I (69mg/kg) KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
American Journal of Kidney Diseases. Vol. 5, Pg. 270, 1985.
mouse LD50 intravenous 275mg/kg (275mg/kg)   Archivio Italiano di Scienze Mediche Tropical e di Parassitologia. Italian Archives of the Science of Tropical Medicine and Parasitology. Vol. 43, Pg. 143, 1962.
mouse LD50 oral 2150mg/kg (2150mg/kg)   Drugs in Japan Vol. -, Pg. 704, 1990.
rat LD50 intravenous 94mg/kg (94mg/kg)   Drugs in Japan Vol. -, Pg. 704, 1990.
rat LD50 oral 2372mg/kg (2372mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.