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Substance Name: Doxycycline Hydrochloride [JAN]
RN: 10592-13-9
UNII: 4182Z6T2ET
InChIKey: RUYHIJHUVHIMIR-CVHRZJFOSA-N

Note

  • A synthetic TETRACYCLINE derivative with similar antimicrobial activity. Animal studies suggest that it may cause less tooth staining than other tetracyclines. It is used in some areas for the treatment of chloroquine-resistant falciparum malaria (MALARIA, FALCIPARUM).

Molecular Formula

  • C22-H24-N2-O8.Cl-H

Molecular Weight

  • 480.8985
 

Classification Codes

  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Doxycycline Hydrochloride [JAN]

Synonyms

  • 6-Desoxy-5-hydroxytetracycline hydrochloride
  • alpha-6-Deoxy-5-hydroxytetracycline hydrochloride
  • Biocamycin
  • Deoxy-5-hydroxytetracycline hydrochloride
  • Deoxyoxytetracycline hydrochloride
  • Doxigalumicina
  • Doxy-II
  • Doxy-tablinen
  • Doxycycline hydrochloride
  • Doxylin
  • Ecodox
  • EINECS 234-198-7
  • Hydramycin
  • Idocyklin
  • Liomycin
  • Mespafin
  • Midoxin
  • Nivocilin
  • Novadox
  • Retens
  • Roximycin
  • Samecin
  • Tanamicin
  • Tecacin
  • Tetradox
  • UNII-4182Z6T2ET
  • Vibra-tabs
  • Vibradox
  • Vibramycin hyclate
  • Vibramycin hydrochloride

Systematic Names

  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S,4aR,5S,5aR,6R,12aS)-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha))-
  • 2-Naphthacenecarboxamide, 4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, hydrochloride

Registry Numbers

CAS Registry Number

  • 10592-13-9

FDA UNII

  • 4182Z6T2ET

Other Registry Numbers

  • 100929-47-3
  • 53108-42-2
  • 61281-03-6

System Generated Number

  • 0010592139

Molecular Formulas

Molecular Formula

  • C22-H24-N2-O8.Cl-H

Molecular Formula Fragments

  • C22-H24-N2-O8
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C22H24N2O8.ClH/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);1H/t7-,10+,14+,15-,17-,22-;/m0./s1

InChIKey

RUYHIJHUVHIMIR-CVHRZJFOSA-N

Smiles

Cl.C[C@@H]1[C@H]2[C@H](O)[C@H]3[C@H](N(C)C)C(=C(C(=O)N)C(=O)[C@@]3(O)C(=C2C(=O)c4c(O)cccc14)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 100mg/kg (100mg/kg)   Drugs in Japan Vol. -, Pg. 840, 1995.
dog LD50 oral > 500mg/kg (500mg/kg)   Drugs in Japan Vol. -, Pg. 714, 1990.
mouse LD50 intraperitoneal 179mg/kg (179mg/kg)   Drugs in Japan Vol. -, Pg. 714, 1990.
mouse LD50 intravenous 201mg/kg (201mg/kg)   Drugs in Japan Vol. -, Pg. 840, 1995.
mouse LD50 oral 1890mg/kg (1890mg/kg)   Drugs in Japan Vol. 6, Pg. 505, 1982.
mouse LD50 subcutaneous 700mg/kg (700mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 1447, 1980.
rat LD50 intraperitoneal 714mg/kg (714mg/kg)   Drugs in Japan Vol. -, Pg. 840, 1995.
rat LD50 intravenous 137mg/kg (137mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 1447, 1980.
rat LD50 oral 1700mg/kg (1700mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: MUSCLE WEAKNESS

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 1447, 1980.
rat LD50 subcutaneous 700mg/kg (700mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 1447, 1980.