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C4881 Sigma-Aldrich

Chlortetracycline hydrochloride

≥91.0% dry basis (HPLC)

Synonym: 7-Chlorotetracycline hydrochloride

  • CAS Number 64-72-2

  • Empirical Formula (Hill Notation) C22H23ClN2O8 · HCl

  • Molecular Weight 515.34

  •  Beilstein/REAXYS Number 3858364

  •  EC Number 200-591-7

  •  MDL number MFCD00082440

  •  PubChem Substance ID 24892735

  •  NACRES NA.85

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Properties

Related Categories A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics by Application,
Quality Level   200
assay   ≥91.0% dry basis (HPLC)
form   powder
pKa (25 °C)   3.3
  7.4
  9.3
mp   210-215 °C (dec.) (lit.)
solubility   1 M NaOH: 50 mg/mL
Mode of action   protein synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
storage temp.   −20°C
SMILES string   Cl.CN(C)[C@H]1[C@@H]2CC3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)ccc(Cl)c4[C@@]3(C)O
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
InChI key   CBHYYLPALVVVEY-LYNLVHCPSA-N

Description

General description

Chemical structure: tetracycline

Packaging

5, 25, 100 g in glass bottle

Application

Chlortetracycline was used in fluorescence assays to detect the Ca+2 influx required for the completion of acrosome reaction in human spermatozoa.

Biochem/physiol Actions

Chlortetracycline is an antibiotic produced by some strains of Streptomyces aureofaciens. It inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit. It is effective against Gram-positive and to a lesser degree Gram-negative bacteria than tetracycline.
Mode of Resistance: Loss of cell wall permeability.

Other Notes

If stored frozen, chlortetracycline hydrochloride is expected to remain stable at least four years.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
QI7800000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

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Description

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26430 Chlortetracycline hydrochloride, BioReagent, suitable for fluorescence, from Streptomyces aureofaciens, ≥97.0% (AT)
06693 Timestrip Plus -20 °C

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