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Substance Name: Chlortetracycline [INN:BAN]
RN: 57-62-5
UNII: WCK1KIQ23Q
InChIKey: CYDMQBQPVICBEU-XRNKAMNCSA-N

Note

  • A TETRACYCLINE with a 7-chloro substitution.

Molecular Formula

  • C22-H23-Cl-N2-O8

Molecular Weight

  • 478.8827
 

Classification Codes

  • Agricultural Chemical
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Antiparasitic Agents
  • Antiprotozoal
  • Antiprotozoal Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Fungicide, Bactericide, Wood Preservative
  • Protein Synthesis Inhibitors
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Chlortetracycline [INN:BAN]

MeSH Heading

  • Chlortetracycline

Synonyms

  • 7-Chlorotetracycline
  • Acronize
  • Aureocina
  • Aureomycin
  • Aureomycin A-377
  • Aureomykoin
  • Biomitsin
  • Biomycin
  • Biomycin a
  • Caswell No. 219B
  • Chlormax
  • Chlortetracycline
  • Chlortetracyclinum
  • Chlortetracyclinum [INN-Latin]
  • Chrysomykine
  • Clortetraciclina
  • Clortetraciclina [INN-Spanish]
  • CTC
  • CTC (abtibiotic)
  • Duomycin
  • EINECS 200-341-7
  • EPA Pesticide Chemical Code 006301
  • Flamycin
  • Tri-chlortetracycline
  • UNII-WCK1KIQ23Q
  • Uromycin

Systematic Names

  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-
  • Chlortetracycline

Registry Numbers

CAS Registry Number

  • 57-62-5

FDA UNII

  • WCK1KIQ23Q

Other Registry Numbers

  • 103651-17-8
  • 1236363-43-1
  • 856305-72-1
  • 96066-24-9
  • 96968-60-4
  • 98271-27-3

Related Registry Numbers

  • 3671-08-7 (hydrochloride)
  • 64-72-2 (mono-hydrochloride)

System Generated Number

  • 0000057625

Structure Descriptors

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

InChIKey

CYDMQBQPVICBEU-XRNKAMNCSA-N

Smiles

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)ccc(Cl)c4[C@@]3(C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 150mg/kg (150mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 52, 1959.
dog LD50 oral 750mg/kg (750mg/kg)   Antimicrobial Agents Annual. Vol. -, Pg. 595, 1960.
guinea pig LDLo intraperitoneal 1800mg/kg (1800mg/kg)   Antibiotiki. Vol. 20, Pg. 793, 1975.
mouse LD50 intracrebral 48mg/kg (48mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES
Chemotherapy Vol. 26, Pg. 196, 1980.
mouse LD50 intravenous 134mg/kg (134mg/kg)   Antibiotics and Chemotherapy Vol. 6, Pg. 623, 1956.
mouse LD50 oral 1500mg/kg (1500mg/kg)   Antimicrobial Agents Annual. Vol. -, Pg. 595, 1960.
mouse LDLo intraperitoneal 192mg/kg (192mg/kg)   Compilation of LD50 Values of New Drugs.
mouse LDLo subcutaneous 3gm/kg (3000mg/kg)   Antibiotics and Chemotherapy Vol. 6, Pg. 623, 1956.
rat LD50 intravenous 118mg/kg (118mg/kg)   Antibiotics and Chemotherapy Vol. 6, Pg. 623, 1956.
rat LDLo intraperitoneal 335mg/kg (335mg/kg)   Compilation of LD50 Values of New Drugs.
rat LDLo oral 3gm/kg (3000mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 17, Pg. 497, 1969.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 168.5 deg C   EXP
pKa Dissociation Constant 3.3 (none) 25 EXP
log P (octanol-water) -0.62 (none)   EXP
Water Solubility 630 mg/L 25 EXP
Vapor Pressure 5.22E-24 mm Hg 25 EST
Henry's Law Constant 3.45E-24 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.09E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.