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| | Doxycycline hyclate Basic information |
| Product Name: | Doxycycline hyclate | | Synonyms: | 4-(DIMETHYLAMINO)-1,4,4 ALPHA,5,5 ALPHA,6,11,12 ALPHA-OCTAHYDRO-3,5,10,12,12 ALPHA-PENTAHYDROXY-6-METHYL-1,11-DIOXO-2-NAPHTHACENECARBOXAMIDE, MONOHYDRATE;4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-2-NA;Doxycycline monohydrate BP2000/Ph Eur 4/USP25;DOXYCYCLINE HYDROCHLORIDE, VETRANAL;Doxycycline Hyclate USP;DOXYCYCLINE HYCLATE USP GRADE;(4S,4aR,5S,5aR,6R,12aS)-4-(Dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamidehydrochloride;Doxycycline Hydrochlocide | | CAS: | 24390-14-5 | | MF: | C24H31ClN2O9 | | MW: | 526.97 | | EINECS: | 2017-001-1 | | Product Categories: | Pharmaceuticals;Pharmaceutical intermediate;Amines;Aromatics;Intermediates & Fine Chemicals;Pharma;Drug bulk;Antibiotic Explorer;Quinuclidines;Pharmaceutical intermediates;24390-14-5 | | Mol File: | 24390-14-5.mol |  |
| | Doxycycline hyclate Chemical Properties |
| 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 | | 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| |
| Hazard Codes | Xn | | Risk Statements | 22-36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | HS Code | 29413000 | | Toxicity | LD50 i.p. in rats: 262 mg/kg (Goldenthal) |
| | Doxycycline hyclate Usage And Synthesis |
| 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. | | Uses | 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. | | 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. | | 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. |
| | Doxycycline hyclate Preparation Products And Raw materials |
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