| Identification | Back Directory | [Name]
Doxycycline hyclate | [CAS]
24390-14-5 | [Synonyms]
WC2031
DoxycycL
ine hycL
Doxycycline API
Doxycycline Hc1
oxycyclinehyclate
Doxycycline hyclate
DOXYCYCLINE HYDRATE
DoxycyclineHyclate>
Doxycycline hyclate, BP
Doxycline Hydrochloride
Doxycycline hyclate CRS
Doxycycline hyclate COS
Doxycycline Hyclate/HCL
Doxycycline Hyclate USP
Doxycycline Hydrochlocide
Doxycycline hyclate, ≥98%
Doxycycline hyclate, ≥94%
Doxycycline Hydrochloride?I
Doxycycline hyclate USP/EP/BP
Doxycycline Hyclate (200 mg)
DOXYCYCLINE HYCLATE USP GRADE
DOXYCYCLINE HYCLATE, =98% (HPLC)
Doxycycline Hyclate / Monohydrate
Doxycycline for system suitability
Doxycycline Hyclate Soluble Powder
DOXYCYCLINE HYDROCHLORIDE, VETRANAL
Doxycycline hyclate Solution, 100ppm
Doxycycline for system suitability CRS
Hydrochloride hemiethanolate hemihydrate
Doxycycline hydrochloride hemiethanolate
Doxycycline monohydrate BP2000/Ph Eur 4/USP25
Doxycycline Hyclate (200 mg)J0E174859ug/mg(ai)
Doxycycline HCl DISCONTINUED
Replaced by D5897
Doxycycline, Hyclate - CAS 24390-14-5 - Calbiochem
Doxycycline hydrochloride hemiethanolate hemihydrate, Antibiotic for Culture Media Use Only
4-(Dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydr
4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-2-NA
(4S,4aR,5S,5aR,6R,12aS)-4-(DiMethylaMino)-1,4,4a,5,5a,6,11,12a-octahydro
-3,5,10,12,12a-pentahydroxy-6-Methyl-1,11-dioxo-
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
(2E,4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methyl-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione
(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
2-(Amino-hydroxy-methylidene)-4-dimethylamino-5,10,11,12a-tetrahydroxy-6-methyl-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione hydrochloride hemiethanolate
(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-carboxamide hydrochloride hemiethanolate hemihydrate
(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-carboxamide compound with ethanol (2:1) dihydrochloride hydrate
2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, hydrochloride, (4S,4aR,5S,5aR,6R,12aS)-, compd. with ethanol, hydrate (2:2:1:1)
2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S,4aR,5S,5aR,6R,12aS)-, compd. with ethanol (2:1), monohydrate | [EINECS(EC#)]
2017-001-1 | [Molecular Formula]
C22H26N2O9 | [MDL Number]
MFCD02682958 | [MOL File]
24390-14-5.mol | [Molecular Weight]
462.45 |
| Chemical Properties | Back Directory | [Melting point ]
206-209?C (dec.) | [alpha ]
D25 -110° (c = 1 in 0.01N methanolic HCl) | [RTECS ]
QI8925000 | [storage temp. ]
Store at +4°C | [solubility ]
H2O: soluble50mg/mL | [form ]
Yellow to yellow-green crystalline solid | [color ]
yellow to greenish-yellow | [biological source]
synthetic | [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 | [Major Application]
clinical testing | [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 Information | Back Directory | [Description]
Doxycycline is a broad-spectrum tetracycline antibiotic.1,2 It inhibits bacterial protein synthesis by binding to ribosomes.2,3 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.4 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.5,6 Formulations containing doxycycline have been used in the treatment of bacterial infections and the prevention of malaria. | [Chemical Properties]
Yellow Solid | [Uses]
Tetracycline antibacterial. | [Uses]
tetracycline antibiotics group | [Application]
Doxycycline hyclate has been used for the induction of glioma cells and human embryonic kidney 293T cells (HEK293T).
Doxycycline hyclate is a synthetic oxytetracycline derivative. 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. | [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. | [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. | [Biological Activity]
Broad spectrum antibiotic and bacteriostatic. Shows antiprotozoal properties. Potent inhibitor of MMPs (matrix metalloproteinases) in vivo. Inhibits collagen synthesis. Increases and promotes smooth muscle cell adhesion. Inhibits proliferation and migration. Protects microvasculature by inhibiting plasminogen systems. | [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. | [References]
[1] WILLIAMSON G M. The in vitro activity of Vibramycin (Doxycycline).[J]. Chemotherapia, 1968, 13: Suppl:1-20. DOI: 10.1159/000220576
[2] MICHAEL O. GRIFFIN Francisco J V Guillermo Ceballos. Tetracycline compounds with non-antimicrobial organ protective properties: Possible mechanisms of action[J]. Pharmacological research, 2011, 63 2: Pages 102-107. DOI: 10.1016/j.phrs.2010.10.004
[3] CHOPRA I. Tetracycline analogs whose primary target is not the bacterial ribosome.[J]. Antimicrobial Agents and Chemotherapy, 1994, 38 4: 637-640. DOI: 10.1128/aac.38.4.637
[4] GERALD N. SMITH JR. Specificity of inhibition of matrix metalloproteinase activity by doxycycline: Relationship to structure of the enzyme[J]. Arthritis & Rheumatology, 2001, 42 6: 1140-1146. DOI: 10.1002/1529-0131(199906)42:6<1140::aid-anr10>3.0.co;2-7
[5] D J GOULD. A novel doxycycline inducible autoregulatory plasmid which displays ‘on’/‘off’ regulation suited to gene therapy applications[J]. Gene Therapy, 2001, 7 24: 2061-2070. DOI: 10.1038/sj.gt.3301354
[6] ZHIJIE LI. Simple piggyBac transposon-based mammalian cell expression system for inducible protein production.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2013: 5004-5009. DOI: 10.1073/pnas.1218620110 |
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J & K SCIENTIFIC LTD.
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Energy Chemical
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Maya High Purity Chemicals
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