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HomeProduct name listDoxycycline hyclate

Doxycycline hyclate

Synonym(s):α-6-Deoxy-5-hydroxytetracycline, Vibramycin, Hyclate;Doxycycline hyclate;Doxycycline hydrochloride hemiethanolate hemihydrate;Doxycycline, Hyclate - CAS 24390-14-5 - Calbiochem

  • CAS NO.:24390-14-5
  • Empirical Formula: C24H31ClN2O9
  • Molecular Weight: 526.97
  • MDL number: MFCD06200253
  • EINECS: 2017-001-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-09-04 23:37:13
Doxycycline hyclate Structural

What is Doxycycline hyclate?

Description

Doxycycline Hyclate is the hyclate salt form of doxycycline, is a broad-spectrum tetracycline antibiotic. It inhibits bacterial protein synthesis by binding to ribosomes. Doxycycline also selectively inhibits human matrix metalloproteinase-8 (MMP-8) and MMP-13 over MMP-1 with 50, 60, and 5% inhibition, respectively, when used at a concentration of 30 μM. It can be used as a regulator for inducible gene expression systems where expression depends on either the presence (Tet-On) or absence (Tet-Off) of doxycycline. Formulations containing doxycycline have been used in the treatment of bacterial infections and the prevention of malaria.

Chemical properties

Doxycycline hyclate is a yellow, hygroscopic crystalline powder, freely soluble in water and in methanol, sparingly soluble in ethanol (96 per cent), it dissolves in solutions of alkali hydroxides and carbonates.

The Uses of Doxycycline hyclate

Doxycycline hyclate is a member of the tetracycline antibiotics group, and is commonly used to treat a variety of infections. It is used in the treatment of chlamydia, rickettsia, mycoplasma and some spirochete infections. It is also used to inhibit matrix metalloproteinases at subantimicrobial doses. Inhibits matrix metalloproteinases at subantimicrobial doses.

What are the applications of Application

Doxycycline Hyclate is an antimicrobial tetracycline that acts as an inhibitor of MMP-1, MMP-8 and MMP-9.

Definition

ChEBI: The hemiethanolate hemihydrate of doxycycline hydrochloride. A semi-synthetic tetracycline antibiotic, it is used to inhibit bacterial protein synthesis and treat non-gonococcal urethritis and cervicitis, exacerbations of bronchitis in patients with chroni obstructive pulmonary disease (COPD), and adult periodontitis.

What are the applications of Application

Doxycycline hyclate is a synthetic oxytetracycline derivative with similar antimicrobial activity. It has been used to eliminate Borrelia burgdorferi and Anaplasma phagocytophilum in rodent reservoirs and to eliminate Ixodes scapularis ticks. It is a broad spectrum inhibitor used to inhibit matrix metalloproteinases(MMP), such as type 1 collagenase in studies on wound healing and tissue remodeling. Doxycycline hyclate has also been used for the induction of glioma cells and human embryonic kidney 293T cells (HEK293T).

brand name

Atridox (QLT); Doryx (Faulding); Doryx (Warner Chilcott); Doxy (Abraxis); Doxychel Hyclate (Rachelle); Periostat (CollaGenex); Vibramycin (Pfizer);Abadox;Bassado;Bio-tab;Clisemina;Cloran;Cyclidox;Diocimex;Docostyl;Dosil;Dotur;Doxatet;Doxi sergo;Doxicento;Doxifin;Doxilen;Doximycin;Doxiten bio;Doxivis;Doxy-100;Doxy-basan;Doxybiocin;Doxycyl;Doxy-diolan;Doxydyn;Doxyfim;Doxygram;Doxylag;Doxylan;Doxylar;Doxylets;Doxymycin;Doxy-p;Doxytem;Doxy-wolff;Dumoxin;Duradoxal;Esadoxi;Farmodoxi;Ghimadox;Gram-val;Granudoxy;Helvedoclyn;Icladox;Miraclin;Monocline;Monodoxin;Novelciclina;Philcociclina;Roxyne;Semelciclina;Sigadoxin;Solupen;Stamicina;Supracyclin;Tetrasan;Unacil;Vibracina;Vibramicina;Vibramycin hyclate;Vibraveineuse;Vibravenosa;Ximicina;Zadorin.

World Health Organization (WHO)

Doxycycline, a semi-synthetic tetracycline derivative, was first introduced into medicine in 1960 for the treatment of bacterial, rickettsial and amoebic infections. Although allergic manifestations are uncommon, injectable preparations have occasionally resulted in severe anaphylactoid reactions. Clinical features and the fact that asthmatic patients seemed to be particularly at risk lead to suspect a sulfite preservative in the formulation more than doxycycline itself. Rapid administration may also be a factor. Injectable preparations of doxycycline hyclate are included in the WHO Model List of Essential Drugs.

General Description

Doxycycline hyclate belongs to the second generation of tetracycline antibiotics family. Doxycycline hyclate shows minimal side effects upon usage. It is effective for the treatment of recurrent aphthous stomatitis (RAS) and promotes speedy recovery.

Biochem/physiol Actions

Doxycycline hyclate inhibits the inflammatory response to the Lyme Disease Spirochete Borrelia burgdorferi. It is a broad spectrum inhibitor of matrix metalloproteinases in vivo.

storage

+4°C

Mode of action

Tetracycline antimicrobials bind to the bacterial 30S ribosomal subunit interfering with tRNA/mRNA interaction, ultimately inhibiting protein synthesis. Tetracyclines can inhibit the MMP enzyme family and inhibit mitochondrial biogenesis.

Properties of Doxycycline hyclate

Melting point: 206-209?C (dec.)
alpha  D25 -110° (c = 1 in 0.01N methanolic HCl)
RTECS  QI8925000
storage temp.  2-8°C
solubility  H2O: soluble50mg/mL
form  Yellow to yellow-green crystalline solid
color  yellow to greenish-yellow
Water Solubility  Soluble in water to 50mg/ml. May require warming.Soluble in water, methanol. Sparingly soluble in ethanol. Insoluble in chloroform and ether.
Merck  14,3440
BRN  5702728

Safety information for Doxycycline hyclate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
ghs
Environment
GHS09
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P273:Avoid release to the environment.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for Doxycycline hyclate

InChIKey HALQELOKLVRWRI-VDBOFHIQSA-N
SMILES C(O)C.O[C@@]12C(C(C(=O)N)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]([C@]1([H])[C@H](C3C=CC=C(O)C=3C(=O)C1=C2O)C)O)=O.Cl |&1:4,12,16,18,19,21,r|

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