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Substance Name: Chlortetracycline hydrochloride [USP:BAN]
RN: 64-72-2
UNII: O1GX33ON8R
InChIKey: CBHYYLPALVVVEY-MRFRVZCGSA-N

Note

  • A TETRACYCLINE with a 7-chloro substitution.

Molecular Formula

  • C22-H23-Cl-N2-O8.Cl-H

Molecular Weight

  • 515.3436
 

Classification Codes

  • Antibacterial
  • Antiprotozoal
  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Chlortetracycline hydrochloride [USP:BAN]

Synonyms

  • 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-, monohydrochloride (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
  • 7-Chloro-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
  • 7-Chlorotetracycline hydrochloride
  • 7-Chlorotetracycline monohydrochloride
  • AI3-50126
  • Aureocarmyl
  • Aureociclina
  • Aureocycline
  • Aureomycin
  • Aureomycin hydrochloride
  • Aureomycin monohydrochloride
  • Aureovit 12C80
  • Aurofac 100
  • Auxeomycin
  • B-Aureo
  • Biomitsin hydrochloride
  • Biomycin hydrochloride
  • Chlorotetracycline hydrochloride
  • Chlortetracycline HCl
  • Chlortetracycline hydrochloride
  • Chlortetracycline, monohydrochloride
  • Chlortetracyclinium chloride
  • Clorocipan
  • Clorotetraciclina cloridrato
  • Clorotetraciclina cloridrato [Italian]
  • CLTC
  • CLTC 100 MR
  • EINECS 200-591-7
  • Fermycin Soluble
  • Isphamycin
  • NSC-13252
  • Pennchlor 64
  • Psittacin hydrochloride
  • Tetra 5
  • Tetracycline, 7-chloro-, hydrochloride
  • U-6780
  • UNII-O1GX33ON8R

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-, monohydrochloride (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
  • 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-, monohydrochloride, (4S,4aS,5aS,6S,12aS)-

Registry Numbers

CAS Registry Number

  • 64-72-2

FDA UNII

  • O1GX33ON8R

Related Registry Number

  • 57-62-5 (Parent)

System Generated Number

  • 0000064722

Molecular Formulas

Molecular Formula

  • C22-H23-Cl-N2-O8.Cl-H

Molecular Formula Fragments

  • C22-H23-Cl-N2-O8
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C22H23ClN2O8.ClH/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);1H/t7-,8-,15-,21-,22-;/m0./s1

InChIKey

CBHYYLPALVVVEY-MRFRVZCGSA-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)ccc(Cl)c4[C@@]3(C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD intravenous > 50mg/kg (50mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Annals of the New York Academy of Sciences. Vol. 51, Pg. 182, 1948.
dog LDLo intravenous 150mg/kg (150mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR
Annals of the New York Academy of Sciences. Vol. 51, Pg. 254, 1948.
guinea pig LD subcutaneous > 300mg/kg (300mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 182, 1948.
guinea pig LDLo intravenous 100mg/kg (100mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 182, 1948.
mouse LD50 intraperitoneal 197mg/kg (197mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 278, 1970.
mouse LD50 intravenous 100mg/kg (100mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 95, 1964.
mouse LD50 oral 2314mg/kg (2314mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 95, 1964.
mouse LDLo subcutaneous 400mg/kg (400mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 182, 1948.
rabbit LD intravenous > 50mg/kg (50mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 182, 1948.
rat LD oral > 3gm/kg (3000mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 182, 1948.
rat LD50 intraperitoneal 335mg/kg (335mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Antibiotics Annual. Vol. 1, Pg. 63, 1953/1954.
rat LD50 intravenous 100mg/kg (100mg/kg)   Bollettino Chimico Farmaceutico. Vol. 102, Pg. 660, 1963.