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Substance Name: Oxytetracycline hydrochloride [USP:JAN]
RN: 2058-46-0
UNII: 4U7K4N52ZM
InChIKey: UBDNTYUBJLXUNN-IFLJXUKPSA-N

Note

  • A TETRACYCLINE analog isolated from the actinomycete STREPTOMYCES rimosus and used in a wide variety of clinical conditions.

Molecular Formula

  • C22-H24-N2-O9.Cl-H

Molecular Weight

  • 496.8975
 

Classification Codes

  • Antibacterial
  • Antirickettsial
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

  • Oxytetracycline hydrochloride [USP:JAN]

Synonyms

  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S-(4alpha,4aalpha,5alpha,5aalpha,6beta,12aalpha))-
  • 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride
  • 5-Hydroxytetracycline hydrochloride
  • 5-Hydroxytetracycline monohydrochloride
  • Abbocin
  • AI3-50164
  • Alamycin
  • Aquacycline
  • Berkmycen
  • Bi Steclin
  • Biosolvomycin
  • Biotet
  • Bisolvomycin
  • Caswell No. 628
  • CCRIS 200
  • Chrysocin
  • component of Terramycin Topical Ointment
  • Dalimycin
  • Dalinmycin
  • EINECS 218-161-2
  • Elinton
  • Engemycin
  • EPA Pesticide Chemical Code 006308
  • Hydrocyclin
  • Hydroxytetrazyklinhydrochlorid
  • Ia-Loxin
  • Imperacin
  • Intaloxin
  • Liquachel
  • Liquamycin injectable
  • Macodyn
  • Mepatar
  • Neo-oxy 100/100 MR
  • NSC 9169
  • Otetryn
  • Oxacycline
  • Oxamycen
  • Oxatet
  • Oxatets
  • Oxlopar
  • Oxy WS
  • Oxy-DE 250
  • Oxy-Dumocyclin
  • Oxy-kesso-tetra
  • Oxy-Rivo
  • Oxy-Terachel
  • Oxy-Tet 50
  • OXY-WS
  • Oxybiocycline
  • Oxycycline
  • Oxydon
  • Oxyject
  • Oxyject 100
  • Oxymycin
  • Oxymykoin
  • Oxysteclin
  • Oxytet
  • Oxytetracycline HCl
  • Oxytetracycline hydrochloride
  • Oxytetracyclini hydrochloridum
  • Oxytetral
  • Oxytetrin
  • Oxytracyl
  • Oxyvet
  • Stecsolin
  • Stevacin
  • Terraject
  • Terramycin
  • Terramycin hydrochloride
  • Tetra-Tablinen
  • Tetracycline, 5-oxy-
  • Tetran hydrochloride
  • TM 5
  • TM 5 (VAN)
  • Toxinal
  • UNII-4U7K4N52ZM
  • Unimycin
  • Uri-Tet
  • Urobiotic-250
  • Vendarcin

Systematic Names

  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, hydrochloride (1:1), (4S,4aR,5S,5aR,6S,12aS)-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S,4aR,5S,5aR,6S,12aS)-
  • Oxytetracycline hydrochloride

Superlist Names

  • Oxytetracycline hydrochloride
  • Oxytetracycline hydrochloride (internal use)

Mixture Name

  • Terra-cortril

Registry Numbers

CAS Registry Number

  • 2058-46-0

FDA UNII

  • 4U7K4N52ZM

Other Registry Numbers

  • 102323-64-8
  • 61794-35-2
  • 72034-96-9
  • 885678-73-9
  • 90438-85-0

Related Registry Number

  • 79-57-2 (Parent)

System Generated Number

  • 0002058460

Molecular Formulas

Molecular Formula

  • C22-H24-N2-O9.Cl-H

Molecular Formula Fragments

  • C22-H24-N2-O9
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C22H24N2O9.ClH/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);1H/t12-,13-,14+,17+,21-,22+;/m1./s1

InChIKey

UBDNTYUBJLXUNN-IFLJXUKPSA-N

Smiles

Cl.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C(O)[C@]2(O)C(=O)C(=C1O)C(=O)N)C(=O)c4c(O)cccc4[C@@]3(C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 100mg/kg (100mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Annals of the New York Academy of Sciences. Vol. 53, Pg. 238, 1950.
mouse LD50 intravenous 100mg/kg (100mg/kg)   "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 490, 1967.
mouse LD50 oral 6696mg/kg (6696mg/kg)   Annals of the New York Academy of Sciences. Vol. 53, Pg. 238, 1950.
mouse LD50 subcutaneous 600mg/kg (600mg/kg)   Annals of the New York Academy of Sciences. Vol. 53, Pg. 245, 1950.
rabbit LDLo intravenous 80mg/kg (80mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 99, Pg. 234, 1950.
rat LD50 intravenous 302mg/kg (302mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 99, Pg. 234, 1950.
rat LD50 subcutaneous 800mg/kg (800mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 711, 1959.