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Home > Encyclopedia > Oxytetracycline

Oxytetracycline

pharmaceutical raw materials
Oxytetracycline structure

Oxytetracycline 

structure
  • CAS No:

    79-57-2

  • Formula:

    C22H24N2O9

  • Chemical Name:

    Oxytetracycline

  • Synonyms:

    2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-,(4S,4aR,5S,5aR,6S,12aS)-;2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-;2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-,[4S-(4α,4aα,5α,5aα,6β,12aα)]-;(4S,4aR,5S,5aR,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide;Biostat PA;5-Hydroxytetracycline;OTC;Oxymykoin;Oxyterracyne;Oxytetracycline;Riomitsin;Ryomycin;Terrafungine;Oxytetracycline amphoteric;Terramycin;Tetran;Oxyterracine;Oxitetracyclin;Oxyterracin;Vendarcin;Macocyn;Oxytetracyclin;Oxy-Kesso-Tetra;Adamycin;Proteroxyna;Berkmycen;NSC 9169;Solkaciclina;Oksisyklin;Stevacin;Fanterrin;Oxymycin;Geomycin (Streptomyces vimosus);Lenocycline;Oxypam;Liquamycin;Dabicycline;OTC (antibiotic);Teravit;Ursocycline;Liquamycin LA 200;Tarosin;Tarocyn;Ursocyclin;Geomycin;Antibiotic TM 25;Terramycin Q 50;Mycoshield TMQTHC 20;LA 200;Geotilin;TM 50;Oxyject LA;Stecsolin;Clinimycin;OXTC;Oxydon;Oxatets;Imperacin;Unimycin;Terralon LA;Stevasin;Abbocin;Oxytetral;Oxycline;Oxiter 200;Oxylim;Oxymed 50;Oxysentin 100;Erfamycin;1405-95-4;21645-09-0;52214-46-7;96310-42-8;102287-29-6;103351-03-7;105145-10-6;106216-57-3;856305-69-6;909261-39-8;1135442-00-0;1256964-22-3

  • Categories:

    Active Pharmaceutical Ingredients  >  Antibiotics

Description

Oxytetracycline is a tetracycline analog isolated from the actinomycete streptomyces rimosus and used in a wide variety of clinical conditions.Target: AntibacterialOxytetracycline was the second of the broad-spectrum tetracycline group of antibiotics to be discovered. Oxytetracycline works by interfering with the ability of bacteria to produce essential proteins. Without these proteins, the bacteria cannot grow, multiply and increase in numbers. Oxytetracycline therefore stops the spread

Oxytetracycline Basic Attributes

460.43

460.43

201-212-8

30029090

Characteristics

202

-1.6

Beige to light yellow Crystalline Powder

1.634 g/cm3 @ Temp: 20 °C

184-185 °C

817.08°C at 760 mmHg

394.0±32.9 °C

1.762

H2O: 0.2 g/L;Sparingly soluble in aqueous solution at 0.6 mg/mL

-20°C

9.7X10-25 mm Hg at 25 deg C (est)

Oral-Rat  LD50: 4800  mg/kg; Oral-Mouse LD50: 2240 mg/kg

Combustible, the fire emits nitrogen oxides and spicy irritating smoke

-223 º (c=1 0.03N HCl)

3.27(at 25 °C)

Safety Information

NONH for all modes of transport

2

63-36-36/37/38

22-24/25-36/37/39-26-36

QI7875000

Xn,Xi

Warehouse low temperature, ventilated, dry

DETERIORATES IN SOLN WITH PH BELOW 2, & IS RAPIDLY DESTROYED BY ALKALI HYDROXIDES. /OXYTETRACYCLINE DIHYDRATE/

P201, P202, P260, P263, P264, P270, P273, P280, P281, P305+P351+P338, P308+P313, P337+P313, P391, P405, P501

H319

Toxicity

moderately toxic

Oxytetracycline Use and Manufacturing

Methods of Manufacturing

It is produced by fermentation of Streptomyces rimosus, calcium carbonate is added to the fermentation broth, and the solid is obtained by filtration and drying.

Uses

Oxytetracycline (terramycin) is a linear, tetracyclic broad spectrum antibiotic originally isolated from Streptomyces rimosus in 1949. Like all tetracyclines, oxytetracycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal sub-units, blocking protein synthesis. Oxytetracycline, although less coloured than other tetracyclines, is still a pigment and is thus sensitive to environmental and storage conditions. Commercial oxytetracycline may contain significant levels of degradation products.

Computed Properties

Molecular Weight:460.4
XLogP3:-1.6
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:2
Exact Mass:460.14818035
Monoisotopic Mass:460.14818035
Topological Polar Surface Area:202
Heavy Atom Count:33
Complexity:1000
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

Drug Function and Efficacy

Tetracycline antibiotics. This product is a broad-spectrum antibacterial agent. Many Rickettsia, Mycoplasma, Chlamydia, and Spirochete are sensitive to this product. Enterococci are resistant to it. Others such as Actinomycetes, Bacillus anthracis, Listeria monocytogenes, Clostridium, Nocardia, Vibrio, Brucella, Campylobacter, Yersinia, etc. are also sensitive to this product. Due to the widespread use of oxytetracycline and tetracyclines over the years, common clinical pathogens have serious resistance to oxytetracycline, including Gram-positive bacteria such as Staphylococcus and most Gram-negative bacteria. There is cross-resistance between this product and different varieties of tetracycline antibiotics. The mechanism of action of this product is that the drug can specifically bind to the A position of the 30S subunit of the bacterial ribosome, inhibit the growth of the peptide chain and affect the synthesis of bacterial proteins.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Registered Holders

  • HUASHU PHARMACEUTICAL CORP

    United States United States
    Active
  • Huashu Shanhe Pharmaceutical Co., Ltd.

    China China
    Active
  • Shaanxi Xiyue Pharmaceutical (Fufeng) Co., Ltd.

    China China
    Active

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