Completing data — usually done within a minute
Basic information
- Standard SMILES
C[C@H]1c2cccc(O)c2C(O)=C2C(=O)[C@]3(O)C(O)=C(C(N)=O)C(=O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21.O- InChIKey
XQTWDDCIUJNLTR-PGTYNCOMNA-N- Molecular formula
- C22H26N2O9
- Average molar mass
- 462.45 g/mol
Names & identifiers
- Preferred name
- Doxycycline monohydrate
- English name
- Doxycycline monohydrate
- Molecular formula
- C22H26N2O9
- Molecular weight
- 462.45
Names & synonyms
Database identifiers
- CAS
17086-28-1、9001-57-4- PubChem CID
- 54684461
- ChEBI
CHEBI:60648- UNII
- N12000U13O
- EC Number
- 605-591-4
Properties
Physicochemical properties
- Melting point
- 167 · 167-168℃
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- 1 mg/mL · DMSO: soluble1mg/mL
- form
- powder or crystals
- color
- Light Yellow
- Water Solubility
- Soluble in ethanol or methanol. Sparingly soluble in water.Soluble in dilute acids, alkali hydroxides and dimethyl sulfoxide.
- Major Application
- pharmaceutical (small molecule)
- InChIKey
- XQTWDDCIUJNLTR-PGTYNCOMNA-N
- SMILES
- [C@@]12([H])[C@@H](O)[C@@]3([H])C(C(=O)C4C(O)=CC=CC=4[C@@H]3C)=C(O)[C@]1(O)C(=O)C(C(=O)N)=C(O)[C@H]2N(C)C.O |&1:0,2,4,16,20,30,r|
- CAS DataBase Reference
- 17086 · 17086-28-1
- FDA UNII
- 12000 U13O · N12000U13O
- Proposition 65 List
- Doxycycline Monohydrate (internal use)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312+P330-P501
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36 · 36/37/38-22-63
- Safety Statements
- 26 · 26-36/37
- WGK Germany
- 3 · 3
- HS Code
- 29413000 · 29413000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
Safety & regulation
Safety data
- wgk
- 3
- hs_code
- 29413000
- risk_code
- 36/37/38-22-63
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 26-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312+P330-P501
Chemistry & industry
Applications
DescriptionDoxycycline is a broad-spectrum antibiotic synthetically derived from oxytetracycline. It is a semi-synthetic tetracycline. Doxycycline penetrates the bacterial cell and interferes with the protein biosynthesis, stopping the process. Other microorganisms are also sensitive to the antibiotic activity of Doxycycline, such as Mycoplasma, Chlamydia and Ricketsiae. Resistance to antibiotics of the tetracycline family is primarily due to inhibition of transport of the drug into the cell or by increasing antibiotic efflux. The biological mechanism is mainly through plasmid mediation but it may also occur by chromossomal alteration.
UsesDoxycycline Monohydrate is used to treat bacterial infections, Lyme disease, chlamydia, Rocky Mountain Spotted Fever, and other susceptible bacterial infections. It is an antibiotic with bacteriostatic properties.Tetracycline antibacterial.
UsesAn antimicrobial. Inhibits angiogenesis and reduces lung metastases by inhibiting matrix metalloproteinasesDoxycycline monohydrate acts as an antibiotic, antimicrobial agent and a matrix metalloproteinase inhibitor. It is also used for the treatment of chloroquine-resistant falciparum malaria. Further, it is used to treat a wide variety of bacterial infections, including those that cause acne. In addition to this, it inhibits the bacterial protein synthesis by preventing the interaction of aminoacyl-tRNA and the bacterial ribosome.
General DescriptionDoxycycline was synthesized by Pfizer starting with either tetracycline or oxytetracycline in 1958. It shows about fourfold higher antibacterial activity than tetracycline against a variety of pathogens. Doxycycline shows higher oral absorption than tetracycline, and its concentration in tissue is higher and maintained longer. Hyclate is a preparation of doxycycline containing one mole of hydrochloric acid and one-half mole each of ethanol and water per mole of doxycycline.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
DefinitionChEBI: The monohydrate form of doxycycline. 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 chronic obstructive pulmonary isease (COPD), and adult periodontitis.
Related reactions
Linked notes
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