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Substance Name: Tetracycline hydrochloride [USP:JAN]
RN: 64-75-5
UNII: P6R62377KV
InChIKey: XMEVHPAGJVLHIG-FMZCEJRJSA-N

Note

  • A naphthacene antibiotic that inhibits AMINO ACYL TRNA binding during protein synthesis.

Molecular Formula

  • C22-H24-N2-O8.Cl-H

Molecular Weight

  • 480.8985
 

Classification Codes

  • Anti-Amebic
  • Antibacterial
  • Antirickettsial
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Natural Product
  • Reproductive Effect
  • Tumor Data
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Names and Synonyms

Name of Substance

  • Tetracycline hydrochloride [USP:JAN]

Synonyms

  • (-)-Tetrahcycline hydrochloride
  • (4S,4aS,5aS,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
  • Achromycin
  • Achromycin hydrochloride
  • Achromycin V
  • Actisite
  • AI3-50120
  • ALA TET
  • Artomycin
  • Bristacycline
  • Cancycline-250
  • CCRIS 2351
  • Cefracycline tablets
  • Chlorhydrate de tetracycline
  • Chlorhydrate de tetracycline [French]
  • Chlorowodorku tetracykliny
  • Chlorowodorku tetracykliny [Polish]
  • Cyclopar
  • Diacycine
  • Dumocyclin
  • EC 200-593-8
  • EINECS 200-593-8
  • Hostacycline
  • Medamycin
  • Mephacyclin
  • NCI-C55561
  • Neocyclin B
  • Paltet
  • Panmycin
  • Panmycin hydrochloride
  • Partrex
  • Piracaps
  • Polycycline hydrochloride
  • Polyotic ointment
  • Qidtet
  • Quadracycline
  • Quatrex
  • Remicyclin
  • Retet
  • Ricycline
  • Ro-Cycline
  • Robitet
  • Sanclomycine
  • Sentry av ornacycline
  • Steclin
  • Stilciclina
  • Subamycin
  • Sumycin
  • Supramycin
  • Sustamycin
  • T-250 capsules
  • Tefilin
  • Teline
  • Telotrex
  • Tet-Cy
  • Tetra-D
  • Tetra-wedel
  • Tetrabakat
  • Tetrabid
  • Tetrablet
  • Tetracaps
  • Tetrachel
  • Tetraciclina cloridrato
  • Tetraciclina cloridrato [Italian]
  • Tetracompren
  • Tetracycline chloride
  • Tetracycline HCl
  • Tetracycline hydrochloride
  • Tetracyn
  • Tetracyn hydrochloride
  • Tetrakap
  • Tetralution
  • Tetramavan
  • Tetramed
  • TetraSURE
  • Tetrosol
  • Topicycline
  • Triphacyclin
  • U-5965
  • Unicin
  • UNII-P6R62377KV
  • Vetquamycin-324

Systematic Names

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

Superlist Names

  • Tetracycline hydrochloride
  • Tetracycline hydrochloride (internal use)

Mixture Name

  • Helidac

Registry Numbers

CAS Registry Number

  • 64-75-5

FDA UNII

  • P6R62377KV

Other Registry Numbers

  • 102030-19-3
  • 8017-77-4
  • 8026-72-0
  • 90438-83-8

Related Registry Number

  • 60-54-8 (Parent)

System Generated Number

  • 0000064755

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/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1

InChIKey

XMEVHPAGJVLHIG-FMZCEJRJSA-N

Smiles

Cl.CN(C)[C@H]1[C@@H]2C[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
man TDLo oral 200mg/kg/7D-I (200mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGE IN FUNCTION: TASTE Clinical Pharmacy. Vol. 4, Pg. 455, 1985.
mouse LD50 intraperitoneal 368mg/kg (368mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 16, Pg. 33, 1964.
mouse LD50 intravenous 157mg/kg (157mg/kg)   Farmaco, Edizione Scientifica. Vol. 10, Pg. 197, 1955.
mouse LD50 oral 2759mg/kg (2759mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 16, Pg. 33, 1964.
mouse LD50 unreported 105mg/kg (105mg/kg)   "Evaluation of Embryotoxicity, Mutagenicity and Carcinogenicity Risks In New Drugs, Proceedings of the Symposium on Toxicological Testing for Safety of New Drugs, 3rd, Prague, 1976," Benesova, O., et al., eds., Prague, Czechoslovakia, Univerzita Karlova, 1979Vol. -, Pg. 55, 1979.
rabbit LDLo intrapleural 35mg/kg (35mg/kg) LUNGS, THORAX, OR RESPIRATION: FIBROSIS (INTERSTITIAL)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Lung. Vol. 174, Pg. 373, 1996.
rat LD50 intraperitoneal 318mg/kg (318mg/kg)   Gendai no Rinsho. Vol. 2, Pg. 26, 1968.
rat LD50 intravenous 128mg/kg (128mg/kg)   Farmaco, Edizione Scientifica. Vol. 10, Pg. 197, 1955.
rat LD50 oral 6443mg/kg (6443mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous 700mg/kg (700mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" Toxicology and Applied Pharmacology. Vol. 9, Pg. 445, 1966.