Invertin
Doxycycline USP · DOXYCYCLINE HYDRATE · Power v1 · NSC-56228 · Strong v1 · Doxycyeline HCL · oxycyclinemonohydrate · DOXYCYCLINE MONOHYDRATE
Identifiers & Physical Properties
| CAS No. | 17086-28-1 |
|---|---|
| Molecular formula | C22H26N2O9 |
| Average molar mass | 462.4 g/mol |
| 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 |
| PubChem CID | 54684461 |
| ChEMBL | CHEMBL1200699 |
| ChEBI | CHEBI:60648 |
| EC No. | 605-591-4 |
| DTXSID | DTXSID401045241 |
Chemical & Physical Properties
| Topological polar surface area | 183 |
|---|---|
| Hydrogen bond donors | 7 |
| Hydrogen bond acceptors | 10 |
| Rotatable bonds | 2 |
| Heavy atoms | 33 |
| Formal charge | 0 |
| Complexity | 956 |
| Drugs | Pharmaceuticals -> Antibiotics |
| Melting point | 167-168℃ |
| Storage conditions | Sealed in dry,Store in freezer, under -20°C |
| Solubility | DMSO: soluble1mg/mLSoluble in ethanol or methanol. Sparingly soluble in water.Soluble in dilute acids, alkali hydroxides and dimethyl sulfoxide. |
| Physical state | powder or crystals |
| Color | Light Yellow |
| Major applications | 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 | 17086-28-1 |
| FDA UNII | N12000U13O |
| Proposition 65 List | Doxycycline Monohydrate (internal use) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302 |
| GHS precautionary statements | P264-P270-P301+P312+P330-P501 |
| Hazard symbols | Xi,Xn |
| Risk statements (R) | 36/37/38-22-63 |
| Safety statements (S) | 26-36/37 |
| Water hazard class (WGK) | 3 |
| Customs code | 29413000 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Acute Tox. 4 Oral |
Safety & Regulations
| GHS classification | DangerH302 (43.2%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 148 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Hazard Traits - Developmental ToxicityDoxycycline monohydrate: Does not have an individual approval but may be used under an appropriate group standardInvertin: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (43.2%) |
| Water hazard class (WGK) | 3 |
| Customs code | 29413000 |
| Risk statements (R) | 36/37/38-22-63 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi,Xn |
| Safety statements (S) | 26-36/37 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302 |
| Hazard class | Acute Tox. 4 Oral |
| GHS precautionary statements | P264-P270-P301+P312+P330-P501 |
Applications & Uses
Description
Doxycycline 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.
Uses
Doxycycline 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.
Uses
An 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 Description
Doxycycline 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.