24390-14-5
24390-14-5 structure
- Name: Doxycycline hyclate
- Chemical Name: doxycycline hyclate
- CAS Number: 24390-14-5
- Molecular Formula: C22H24N2O8.1/2C2H6O.ClH.1/2H2O
- Molecular Weight: 512.94
- Catalog: API Antibiotics Tetracycline
- Create Date: 2018-05-20 08:00:00
- Modify Date: 2026-06-30 12:50:39
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Doxycycline (hyclate) is a tetracycline antibiotic and broad-spectrum metalloproteinase (MMP) inhibitor.
| Name | doxycycline hyclate |
|---|---|
| Synonyms |
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
2-Naphthacenecboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, hydrochloride, (4S,4,5S,5,6R,12aS)-, compd. with ethanol, hydrate (2:2:1:1) Tetradox Doxycycline hydrochloride hemiethanolate hemihydrate, Antibiotic for Culture Media Use Only Doxycycline hydrochloride hemiethanolate DoxycyclineHyclate> (4S,4,5S,5,6R,12aS)-4-(Dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-cboxamidehydrochloride oxycyclinehyclate DOXYCYCLINE HYCLATE USP GRADE DOXYCYCLINE HYCLATE ADE Doxycycline for system suitability CRS Doxycycline HydrochlorideI 6α-Deoxy-5-hydroxytetracycline Doxycycline (50mg/ml) HYDRAMYCIN Hydrochloride hemiethanolate hemihydrate Doxycycline hyclate (DXH) for biochemistry & microbiology DOXYCYCLINE HYDROCHLORIDE, VETRANAL Doxycycline HyclateQ: What is Doxycycline Hyclate Q: What is the CAS Number of Doxycycline Hyclate Q: What is the storage condition of Doxycycline Hyclate Q: What e the applications of Doxycycline Hyclate (4S,4,5S,5,6R,12aS)-4-(Dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-cboxamide hemiethanol dihydrochloride hemihydrate 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-2-NA Ronaxan Doxycycline, Hyclate - - Calbiochem Doxycycline monohydrate BP2000/Ph Eur 4/25 Doxycycline Hyclate USP Doxycycline hyclate //BP Mespafin Doxycycline API (4S,4,5S,5,6R,12aS)-4-(Dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-cboxamide compound with ethanol (2:1) dihydrochloride hydrate Doxycycline Hc1 (4S,4,5S,5,6R,12aS)-4-(DiMethylaMino)-1,4,4a,5,5a,6,11,12a-octahydro -3,5,10,12,12a-pentahydroxy-6-Methyl-1,11-dioxo Azudoxat 2-Naphthacenecboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S,4,5S,5,6R,12aS)-, compd. with ethanol (2:1), monohydrate Doxycycline HCl DISCONTINUED Rlaced by D5897 ine hycL (2E,4S,4,5S,5,6R,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 Doxycycline Hyclate Doxycycline hyclate CRS Doxycycline D5 HyclateQ: What is Doxycycline D5 Hyclate Q: What is the CAS Number of Doxycycline D5 Hyclate DOXYCYCLINE MONOHYDRATE 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aR,5S,5aR,6R,12aS)-, compd. with ethanol, hydrochloride, hydrate (2:1:2:1) Doxycycline HCl 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-NAPHTHACENECBOXAMIDE, MONOHYDRATE WC2031 Doxycycline Hyclate Soluble Powder Doxycline Hydrochloride (4S,4,5S,5,6R,12aS)-4-(Dimethylamino)- 3,5,10,12,12a-pentahydroxy- 6-methyl- 1,11-dioxo- 1,4,4a,5,5a,6,11,12a-octahydrotetracene- 2-cboxamide hydrochloride hemiethanolate hemihydrate Doxycycline Hydrochlocide Doxycycline Hyclate/HCL Doxycycline Hyclate / Monohydrate DOXYCYCLINE HYCLATE, = (HPLC) DOXYCYCLINE HYCLATE W/W PELLETS Doxycycline-D4-Hyclate Doxycycline for system suitability (Y0001714)Q: What is Doxycycline for system suitability (Y0001714) Q: What is the CAS Number of Doxycycline for system suitability (Y0001714) Doxycycline Hyclate J0E174859ug/mg(ai) Doxycycline D2 Hyclate majorQ: What is Doxycycline D2 Hyclate major Q: What is the CAS Number of Doxycycline D2 Hyclate major Q: What is the storage condition of Doxycycline D2 Hyclate major Q: What e the applications of Doxycycline D2 Hyclate major DoxycycL Doxycycline hyclate, BP Ethanol compd. with (4S-(4a,4aa,5a,5aa,6a,12aa))-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide DOXYCYCLINE HYDRATE (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-octahydro-2-tetracenecarboxamide - ethanol hydrochloride hydrate (2:1:2:1) Doxycycline hydrochloride hemiethanolate hemihydrate 4-(Dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydr (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 - ethanol hydrochloride hydrate (2:1:2:1) Doxycycline hyclate Solution, 100ppm Doxycycline hyclate COS Doxycycline for system suitability (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 - ethanol (2:1) dihydrochloride hydrate Retens |
| Description | Doxycycline (hyclate) is a tetracycline antibiotic and broad-spectrum metalloproteinase (MMP) inhibitor. |
|---|---|
| Related Catalog | |
| In Vitro | Doxycycline shows excellent effectiveness and time-dependent characteristics against M. gallisepticum strain S6 in vitro[2]. Osteoblasts exposed to the composite containing 25 μg/mL doxycycline (DOX)/β-cyclodextrin (βCD) has increased cell proliferation (p < 0.05) compared to control osteoblast cultures at all experimental time points, reaching a maximum in the second week. Alkaline phosphatase (AP) activity and collagen secretion levels are also elevated in osteoblasts exposed to the DOX/βCD composite (p < 0.05 vs. controls) and reach a maximum after 14 days[3]. Doxycycline (20 nM) inhibits ECM (extracellular matrix) production and remodeling in both SMC (smooth muscle cell) types of cultures, and synthesis of collagens and isoprenylated proteins in SMC-Ch (a cholesterol-rich diet) is a higher than in SMC-C (a standard diet)[4]. |
| In Vivo | In heterozygous (HT) Col3a1 knockout mice, after 3 months of treatment with doxycycline or placebo, 9-month-old HT or wild-type (WT) mice are subjected to surgical stressing of the aorta. A 3-fold increase in stress-induced aortic lesions found in untreated HT mice 1 week after intervention (cumulative score 4.5±0.87 versus 1.3±0.34 in WT, p<0.001) is fully prevented in the doxycycline (25 or 100 mg/kg, p.o.)-treated group (1.1±0.56)[1]. |
| Kinase Assay | Gelatin (0.1% (w/v) is added to standard LaemmLi acrylamide polymerization mixture. Tissue extract is mixed 1:2 with sample buffer [250 mM Tris-Cl pH 6.8, 10% (w/v) SDS, 20% (v/v) glycerol, 0.005% (w/v) bromphenol blue]. Serum is diluted 1:10 with electrophoresis buffer (2.5 mM Tris, 20 mM glycine, 0.005% SDS) and mixed 1:2 with sample buffer. Twenty μLs are loaded after 10-min incubation at room temperature without boiling. After electrophoresis at 90 V, the gels are soaked in 2.5% (w/v) Triton X-100, incubated 2 to 3 days at 37°C in gelatin digestion buffer [50 mM Tris-Cl, pH 8.0, 8 mM CaCl2, 10 mM ZnSO2, 0.02% (w/v) NaN3], stained in 0.05% Coomassie blue R-250 in acetic acid/methanol/water (1:4.5:4.5 by volume), destained in 10% acetic acid and 5% methanol, and scanned for lysis band intensity. The lysis band intensity is proportional to gelatinase activity and is quantified densitometrically by using One-Dimensional Scan software. The result, a number between 0.07 and 3.75, is normalized to the protein content by dividing the densitometry result with the relative optical density from the BCA protein assay kit result. The result is used for the analysis as the arbitrary unit. For the total MMP activity results of lysis bands of pro-MMP-9, active MMP-9, pro-MMP-2, and active MMP-2 are added. A protein size marker is used to determine the correct size. |
| Cell Assay | All in vitro treatments are performed in SMC cultures at 90% confluence, when ECM synthesis in SMC starts to be evident. Doxycycline (20 nM) is diluted in culture medium at a concentration of 10 μg/mL (20 nM), at which no toxicity or variation in primary cultured SMC proliferation has been reported, as well as in other cell lines and the incubation time is 48 h. SMC-C and SMC-Ch are seeded at equal cell density in 6-well plates and, when confluence reaches 90%, 1 mL culture medium is added to each well containing 3.7×104 Bq L-[5-3H]-proline (9.62×1011 Bq/mmol). After 48 h incubation, cells are lysed with 0.5 mL 0.5 mol/L NaOH for 1 h. The resulting solution is neutralized with an equal amount of 0.5 mol/L HCl, and 50 μL are used to measure total proteins with the Bradford method. One volume of 10% TCA is added to the remaining 250 μL and centrifuged at 13,000 g for 15 min at 4°C. The resulting precipitate is dissolved in 100 μL 0.2 mol/L NaOH, and then neutralized with 1 mol/L HCl. The solution is incubated with collagenase buffer (Tris-HCl, pH 7.6 20 mM, and CaCl2 250 mM final concentration) and 10 units of collagenase at 37°C overnight. Then, 150 μL 10% TCA are added and centrifuged at 13000 g for 15 min at 4°C. The resulting supernatant is added to 4 mL of scintillation fluid and the radioactivity is measured in a liquid scintillation counter LS 600 TA. |
| Animal Admin | Two groups of 6-month-old female heterozygous (HT) Col3a1 knockout mice are treated for 3 months with doxycycline. Treatment is provided with food containing 200 or 800 mg/kg of doxycycline. Because preliminary measured food intake of these mice is averaged at 3.5 g/day and the average body weight of animals is 25 g, the average drug dose for low- and high-dose groups is 25 (Doxy25) or 100 (Doxy100) mg/kg per day, respectively. Untreated (wild type) WT and HT mice are maintained on a regular diet (NIH-07 mouse/rat diet) and served as controls. After 3 months, under general inhalation anesthesia (2% of isoflurane in oxygen) and aseptic conditions, the abdominal aortas are surgically exposed and stressed by the following technique: the blood flow is stopped by occluding the abdominal aorta against the spinal column with a sterile cotton-tip applicator pressed at the level of the renal arteries. After 30 s a second applicator is pressed at the level of iliac bifurcation and the first applicator is abruptly released, followed by release of the second applicator. The abdominal incision is sutured closed, and mice are returned to home cages. The treatment is continued after the intervention. One week after intervention mice are euthanized by an overdose of isoflurane. Blood is collected, and aortas and segments of colon and skin are harvested. |
| References |
| Boiling Point | 685.2ºC at 760 mmHg |
|---|---|
| Melting Point | 206-209?C (dec.) |
| Molecular Formula | C22H24N2O8.1/2C2H6O.ClH.1/2H2O |
| Molecular Weight | 512.94 |
| Flash Point | 368.2ºC |
| PSA | 392.70000 |
| LogP | 2.24370 |
| Vapour Pressure | 1.03E-19mmHg at 25°C |
| Storage condition | 2~8°C |
| Symbol |
GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xn: Harmful; |
| Risk Phrases | R22;R36/37/38 |
| Safety Phrases | S26 |
| RIDADR | NONH for all modes of transport |
| RTECS | QI8925000 |
| HS Code | 2941302000 |
| HS Code | 2941302000 |
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