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Tetracycline CAS 60-54-8

  • Tetracycline CAS 60-54-8...
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Detailed introduction



CAS number:60-54-8
molecular formula:C22H24N2O8
molecular weight:444.43
EINECS number:200-481-9

English synonyms

12,12a-pentahydroxy-6-methyl-1,11-dioxo-1;4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-Naphthacenecarboxamide;4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-4-(dimethylamino)-4;6-methyl-1,11-dioxy-2-naphthacenecarboxamide;abramycin;bio-tetra;bristaciclinalpha;bristacycline

Related categories

Antibiotics;Synthesis;Compounds:APIs;Small Molecule Inhibitors,Natural Products;References;Veterinary Drug APIs;APIs Intermediates-APIs;APIs;Tetracyclines;Other Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Peptide Synthesis /Antibiotics; microbial metabolites; pharmaceutical raw materials; small molecule inhibitors; reference substances; veterinary drug raw materials; medical raw materials; pharmaceutical impurities and intermediates; pesticides; antibiotics; pharmaceutical raw materials; raw materials; pharmaceuticals, pesticides and dye intermediates; chemical reagents ;Chemical Materials;Technical Intermediates;Reagents;General Biochemical Reagents-Antibiotics;Antibiotic Explorer;Antibacterial;Antibiotics;Antibiotics A to;Antibiotics by Application;Antibiotics T-ZAntibiotics;Chemical Structure Class;Genetic Marker SelectionAntibiotics;Interferes with Protein SynthesisSpectrum of Activity;L - ZAntibiotics;Mechanism of Action;Tetracyclines;Inhibitors

Introduction

Tetracycline is an antibiotic biosynthesized by dehalogenation catalyzed by chlortetracycline with low toxicity. It has been used clinically since 1948. It is a broad-spectrum bacteriostatic agent with bactericidal effect at high concentrations. In addition to common Gram-positive bacteria, Gram-negative bacteria and anaerobic bacteria, most of the rickettsia, mycoplasma, chlamydia, atypical mycobacteria, spirochetes are also sensitive to this product. The effect of this product on Gram-positive bacteria is better than that of Gram-negative bacteria, but Enterococcus is resistant to it.

Chemical properties

Melting point

175-177 °C(lit.)

Specific optical rotation

D25 -257.9° (0.1N HCl); D25 -239° (methanol)

Boiling point

554.44°C (rough estimate)

Density

1.3809 (rough estimate)

Refractive index

1.6500 (estimate)

Storage conditions

2-8°C

Solubility

95% ethanol: soluble12.5mg/mL

Shape

powder

Acidity coefficient(pKa)

pKa (50% aq DMF): 8.3, 10.2(at 25℃)

Color

yellow to yellow orange

Optical activity

[α]25/D -239° in methanol (Specific rotation ) &_& [α]25/D -257.9°, c = 0.1 M HCl mol (Specific rotation )

Water solubility

Limited solubility in water. Soluble in 1M HCl with heating.

Merck 

13,9271

BRN 

2230417

Stability

Hygroscopic

InChIKey

OFVLGDICTFRJMM-WESIUVDSSA-N

CAS database

60-54-8(CAS DataBase Reference)

Use

●  Tetracycline can be used as the first choice or optional drug for the treatment of the following diseases:
(1) Rickettsial diseases, including epidemic typhus, endemic typhus, Rocky Mountain fever, scrub typhus, rickettsial pneumonia and Q fever;
(2) Mycoplasma infection such as mycoplasma pneumonia, urethritis caused by Ureaplasma urealyticum, etc.;
(3) Chlamydia infection, including Chlamydia pneumoniae pneumonia, psittacosis, venereal lymphogranuloma and Chlamydia trachomatis infection;
(4) Relapsing fever caused by relapsing thermospira;
(5) Brucellosis (need to be used in combination with aminoglycosides);
(6) Cholera;
(7) Tularemia caused by Tularemia tularensis;
(8) Plague caused by Yersinia pestis.

●  Tetracyclines can also be used in the treatment of tetanus, gas gangrene, yaws, syphilis, gonorrhea, non-gonococcal urethritis, and leptospirosis that are allergic to penicillin antibiotics.

●  It can also be used for the treatment of acne with significant inflammatory response.


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