C4881

Chlortetracycline hydrochloride

≥91.0% dry basis (HPLC)

• Synonym(s): 7-Chlorotetracycline hydrochloride
• Empirical Formula (Hill Notation): C₂₂H₂₃ClN₂O₈ · HCl
• CAS Number: 64-72-2
• Molecular Weight: 515.34
• Beilstein/REAXYS Number: 3858364
• EC Number: 200-591-7
• MDL number: MFCD00082440
• UNSPSC Code: 51102829
• PubChem Substance ID: 24892735
• NACRES: NA.85

Properties

• 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
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria
• mode of action: protein synthesis | interferes
• 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

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 Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H315,H317,H319,H335,H361fd
• pcodes: P202 - P261 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves